Home Vacation Rentals By Owner In Winter Park, CO

Showing 400 Of 1212 Vacation Rentals
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Exceptional(18)

$140.52

/ Nightly
Condo

Lovely 1 bedroom, updated and next to clubhouse

Winter Park, Colorado, United States

This property provides an outstanding environment for a small family or a couple wishing to enjoy downtown Winter Park, along with easy access to local attractions.brThe renovated one-bedroom unit is situated on the second floor, boasting a shuttle stop right outside and a recreation building next to the unit.brThe kitchenette comes with a mini-fridge, a four-burner stove with an oven, a microwave, a dishwasher, and a dining area. This area is connected to the living room, which includes a wood-burning fireplace, a variety of games for entertainment, and a king-sized sofa sleeper. The bedroom features a cozy Casper Queen bed, while the updated bathroom is conveniently located off the main hallway.brThe recreation center features a designated children's area that includes games, a flat screen TV and appropriate furnishings. The expansive great room boasts vaulted ceilings and is equipped with a pool table, a dining table with chairs, a small kitchenette, and large windows flanking a gas fireplace. Additionally, there is a large flat screen TV, a computer station with complimentary Wi-Fi and ample seating. The locker rooms are designed with tiled flooring and include bathroom stalls, showers and lockers for convenience. The main pool and spa area is enclosed by large glass windows and contains an indoor pool, two hot tubs and a cozy sitting area with a table and chairs. Access to a spacious sundeck furnished with comfortable lounge chairs and an outdoor hot tub is also available. Furthermore, a compact workout area is provided, featuring a weight room equipped with a treadmill and a stationary bike. brGuests are not allowed to smoke or bring pets onto the property as per the rules of the Homeowner Association. These regulations will be rigorously upheld, with a 200 fine imposed on guests who violate them.brWPSTR license: STR17724
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Bath 1

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Sleep 4

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$639.3

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Private Vacation Home

Mtn Views | Hot Tub | Group Lounge

Winter Park, Colorado, United States

Summary:brbr• Stylish 4BR retreat on a peaceful pond steps from the Fraser Riverbrbr• Bright great room with vaulted ceilings, large windows, and private deckbrbr• Sleeps 12 with 2 kings, 1 queen, and a fun bunk suite with arcade gamebrbr• Fully equipped kitchen and ground-level hot tubbrbr• Walk to dining, shops, and trailsbrbr• Includes luxury linens, amenities, and concierge servicebrbrbrbrThe Space:brbrWelcome to Shred Haus: Your Pondside Winter Park EscapebrbrbrbrWelcome to Shred Haus, an Elysian Destination Properties retreat where elevated comfort comes standard. As part of our market’s highest-rated hospitality brand, Shred Haus offers an experience defined by Ritz-Carlton linens, a meticulous cleaning inspection, upgraded bath amenities, and a dedicated concierge to personalize every moment of your stay. Designed with warm woods, clean lines, and a refined mountain-modern aesthetic, this home balances cozy textures with thoughtful functionality in every room.brbrbrbrSet beside a tranquil pond and steps from the Fraser River, Shred Haus delivers a rare blend of scenic privacy and walkable access to downtown Winter Park. This spacious 4-bedroom, 3-bath townhome features soaring ceilings, a wall of windows, and an open-concept living space that frames the surrounding evergreens and ridgeline views. With sleeping space for up to 12 and several inviting gathering areas—including a custom bunk room and loft lounge—this home is perfectly suited for families, groups, and year-round mountain adventurers.brbrbrbrAn Elevated Mountain ExperiencebrbrStart your morning in the sunlit great room, where expansive windows capture the glow across the treetops and pond. The living area features a large sectional and ambient fireplace, ideal for slow mornings, après-ski warmth, or movie nights on the smart TV. A sliding door leads to the private deck, where you can enjoy sunrise coffee or sunset colors reflecting over the water.brbrbrbrThe fully equipped kitchen is designed for effortless cooking and connection with warm natural cabinetry, stainless appliances, generous granite counter space, and island seating. Whether you’re preparing breakfast before hitting the slopes or hosting a multi-course dinner, this space makes gathering easy.brbrbrbrAfter a day exploring Winter Park, come home and shift into relaxation mode. Store your gear, refresh in one of the well-appointed bathrooms, and unwind in the ground-level hot tub just steps from the Fraser River. Indoors, retreat to the loft lounge with a writing desk and sleeper chair or head downstairs to the custom bunk room, complete with a cozy sectional and a classic Pac-Man arcade table—instant fun for all ages.brbrbrbrEvery bedroom has been thoughtfully curated with plush linens, natural light, and warm mountain décor to create a peaceful retreat.brbrbrbrBedroom Layoutbrbr• Primary King Suite: King Bed with en suite bathbrbr• King Bedroom: King Bed, shared hall bathbrbr• Queen Bedroom: Queen Bed, shared hall bathbrbr• Bunk Room: Custom-built bunks with sectional sofa comfortably sleeps 5, smart TV, and Pac-Man arcade table, access to hot tubbrbr• Office Loft: Quiet loft space with desk and a reading chair that converts to a pullout bed for 1brbrbrbrDistances to Key Attractionsbrbr• Winter Park Resort: 5-min Drivebrbr• Hideaway Park: 3-min Drivebrbr• Fraser River Trail: 2-min. Walkbrbr• Coca-cola tubing hill: 8-min drivebrbr• Free Shuttle Stop: 3-minute walkbrbrbrbrParking Information: brbr• 1-car garagebrbr• Parking spaces outsidebrbrbrbrIdeal for:brbr• Families and groups looking for comfort and spacebrbr• Ski crews and adventure seekers wanting quick resort accessbrbr• Guests who love walkable access to dining, shops, and trailsbrbr• Parents with kids who will enjoy the custom bunk room and game areabrbr• Multi-generational stays with room to gather and retreatbrbrbrbrThe Elysian DifferencebrbrAs a guest of Shred Haus, you’ll receive:brbr• Premium Ritz-Carlton linens and elevated bath amenities.brbr• Dedicated local concierge service.brbr• Curated welcome touches to begin your stay.brbr• Access to exclusive partnerships for gear, activities, and local experiences.brbrbrbrShred Haus isn’t just a stay; it’s a luxurious, nature-backed retreat designed for travelers who expect more from their time in Winter Park. Reserve your dates and experience why Elysian Destination Properties consistently earns some of the highest guest ratings in the Rockies.brbrbrbrPlease note: Like many mountain and resort communities, you may occasionally hear sounds from nearby construction, train activity, snow removal, or normal neighborhood life. While these are outside of our control, we’re always happy to help where we can and do our best to ensure a comfortable and enjoyable stay for all guests.
Bed 4

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Bath 3

Bath

Sleep 12

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$177.68

/ Nightly
Condo

Renovated studio, private deck, mt views, easy access to WP Resort

Winter Park, Colorado, United States

Welcome to our condo at Iron Horse Unit D4014.brA lovely renovated studio condo with great access to the slopes of Winter Park Resort, private balcony and comfortable interior designs for a relaxing vacation anytime of the year.brThe unit has an open floor plan encompassing living, dining, sleeping and kitchen areas with newly installed hardwood flooring throughout and is nicely complimented with the modern furnishings. Guests can enjoy a quiet evening in front of the gas fireplace, watching their favorite programing on the flat screen television or relax on the private deck with forest views from the living room. A queen murphy bed will fold down in the evenings for a good night’s rest and easy to fold back up for more room during the daytime hours. The twin bunk bed is a slimmer model ideally suited for children and located near the sliding glass doors to the private deck for an additional spot for 2 guests to sleep. brFor dining, there is seating at the breakfast bar and guests can prepare meals during their stay in the fully equipped kitchen with stainless steel appliances, new countertops and cabinets. The full bathroom is easily accessible in the hallway.brBedding: Queen murphy bed and twin bunk bed.brIt is important to note that the Iron Horse property is situated along the skier's corridor connecting Mary Jane to the base of Winter Park. To utilize the ski-in/ski-out feature of the property, all skiers must possess an intermediate skill level or above. Additionally, there is a 150 yard walk from the Iron Horse building to the ski trail.brUnit amenities include complimentary WI-FI access, private balcony, gas fireplace, fully equipped kitchen includes all pots, pans, dishes and utensils. All linens, towels, paper products and toiletries are provided. There is no air conditioning.brCommon area amenities include access to each floor is provided by an elevator and guests can take advantage of the available covered parking. The property offers a range of amenities including hot tubs, a swimming pool, a game room, a business center, and fitness facilities. brParking: br1 car can park in the underground parking garage for the building. It is mandatory for all guests to prominently display the parking pass issued by the unit in their vehicle to avoid the risk of towing; this regulation is rigorously enforced on the premises.It is mandatory for all guests to prominently display the parking pass issued by the unit in their vehicle to avoid the risk of towing; this regulation is rigorously enforced on the premises.brWhat’s nearby: brBase village at Winter Park Resort .6 of a milebrDowntown Winter Park 1.5 milesbrFraser 6.6 milesbrGranby Ranch Resort 21.2 milesbrGrand Lake 37.3 milesbrRocky Mountain National Park 38.4 milesbrHouse Rules: Smoking and pets are strictly prohibited according to homeowner rule. Guests will face a fine of $500 per day if found smoking or bringing a pet onto the property. Check-in time is at 4:00PM and check-out time is at 10:00AM. Reservation holders must be 25 years of age. All guests are required to sign our rental agreement within 48 hours of booking. Quiet hours are from 10:00PM - 7:00 AM. NOTICE: The Iron Horse property is designated as a non-smoking area; smoking is strictly prohibited on the premises. Violators of this policy will incur fines.brSTR#031332
Bed 1

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Bath 1

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Sleep 4

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Exceptional(3)

$145.02

/ Nightly
Condo

Winter Park Condo w/ Pool + Ski Shuttle Access!

Winter Park, Colorado, United States

Furnished Balcony w/ Mountain Views | 2 Mi to Winter Park ResortbrbrMake the most of your next Colorado adventure at this cozy 2-bedroom, 2-bath vacation rental condo in Winter Park! Located just minutes from Main Street, this 1st-floor corner unit with a private balcony has everything you need for a memorable mountain getaway. Hit the slopes at Winter Park Resort, check out snowmobile rentals, or explore scenic hiking trails. Later, return for a dip in the indoor community pool.brbr-- THE PROPERTY --brbrWINTER PARK STR REG & BIZ LIC: 023452brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bed br- Bedroom 2: 1 queen bed w/ twin trundle br- Living Room: 1 queen sleeper sofabrbrCOMMUNITY AMENITIESbr- Indoor pool & spas (pool & clubhouse closed Sept 22-Sept 29)br- Saunabr- Clubhouse w/ laundry roombrbrINDOOR LIVING br- Smart TVs, cablebr- Gas fireplacebr- Board games & puzzlesbr- Dining tablebr- En-suite bathroombrbrOUTDOOR LIVING br- Porch w/ Adirondack chairsbr- Electric BBQ grillbrbrKITCHEN br- Stove/oven, dishwasher, refrigerator, water filterbr- Microwave, toaster, blenderbr- Drip coffee maker (coffee provided)br- Dishware & flatware, cooking basicsbrbrGENERAL br- Free WiFi br- Electric heatingbr- Linens/towels, complimentary toiletries, hair dryerbr- Iron/board, hangersbr- Trash bags/paper towelsbr- Keyless entrybr- Self check-inbrbrFAQbr- No A/Cbr- Quiet hours (7:00 PM-8:00 AM)brbrACCESSIBILITYbr- Single-story condo, 1st-floor unit, step-free accessbrbrPARKINGbr- Community parking lot (2 vehicles, first-come, first-served)brbr-- THE LOCATION --brbr- Less than 1 mile to Main Street - Winter Park & Rendezvous Event Center at Hideaway Park br- 2 miles to Winter Park Ski Resortbr- 4 miles to Colorado Adventure Park & Fraser Tubing Hillbr- 1 mile to Grand Adventures: snowmobile & ORV rentals, rafting tours br- 18 miles to Granby Ranchbr- 19 miles to Granby/Grand County Airport & 87 miles to Denver Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 7:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story condo is located on the building’s 1st floor and offers step-free accessbr- The property has fans but does not offer air conditioningbr- The clubhouse and pool will be undergoing seasonal maintenance and will be closed from Sept 22 through Sept 29
Bed 2

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Bath 2

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Sleep 7

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Exceptional(61)

$490.84

/ Nightly
Private Vacation Home

Spacious Townhome with Private Hot Tub, minutes away from Winter Park Resort

Winter Park, Colorado, United States

Enjoy this beautiful end-unit, three story townhome located just minutes from Winter Park Resort. With five bedrooms and three and half baths, this property is great for large groups. brbrUpon entry, at the end of the hall is the in-unit laundry room (detergents not provided). To the left is the one car garage. To the right is a large family room with twin over twin bunkbeds. There is a TV with cable and DVD player.brbrOn the main floor you're sure to feel right at home with large windows, vaulted ceilings, and lots of natural light. The kitchen, dining, and living room area have an open floor concept which makes hanging out a breeze. Outside on the deck you'll find a private hot tub. The living room is complete with leather furniture, TV (Xfinity with smart DVD player), and beautiful floor to ceiling stonework for the gas fireplace. The dining table is sure to impress as it is one large piece of wood with seating for ten. The kitchen is set up with a gas stove and all stainless steel appliances. It is also fully stocked with all the needed equipment to whip up a fancy meal. There's even a large pantry to store your food. Past the kitchen is the primary suite which is sure to impress. You'll find a king bed, TV, walk-in closet and en-suite five piece bathroom (features a shower, large jetted soaking tub, and dual sinks). The second suite is located at the top of the stairs to the right. It too has a king bed with walk-in closet and en-suite bathroom (shower with dual sinks).brbrOn the third level you'll find two bedrooms with a shared hall bathroom (shower only). One bedroom offers a full-size bed with twin trundle underneath. The second bedroom has two twin beds.brbrThis property uses the Triple Sheet Method where we use two sheets to encase the comforter. This sheet-made duvet cover gets washed between each and every guest to provide an extra clean sleeping experience.brbrThe townhome is heated via radiant floor heating. There are thermostat controls in the downstairs bunk room, kitchen, both primarybrbedrooms, and the twin room upstairs.brbrParking for 3 vehicles.brbrNightly rate is based on occupancy up to 8 people. An Additional charge of $15 per person per night applies for more than 8 guests. (will be added when we confirm the reservation)brbrWinter Park Resort is just 1.3 miles away so you can enjoy it with family. The FREE resort shuttle will drop you off right in the middle of the resort base village which includes the lifts for skiing/boarding/mountain biking, snow tubing, hiking, ice skating, shopping, dining, scheduled entertainment, and other attractions including several summer activities. The swimming pool and gym are just 3.8 miles away at the Grand Park Rec Center with multiple swimming pools, a waterslide, full gym with indoor track, huge rock climbing wall, gymnasium, and children's playground. The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza bar. Safeway grocery store is 5.2 miles away at Fraser the town of Fraser.brbrNO SMOKING or PETS allowed.brbrWe strongly encourage guests traveling to Grand County to keep up with the latest updates regarding fire restrictions in our area. We do not allow any open fire on property. Use of propane BBQ is allowedbrbrFor larger groups, we offer additional units at Lakota, including three 3-bedroom townhomes (two of them right down the street from this property), a 4-bedroom home, and an other 5-bedroom home. For more information, feel free to contact us. Your perfect Rocky Mountain getaway awaits!brbrMake Lakota your next vacation spot. The location and amenities can’t be beat!brbrWinter Park STR # 009130
Bed 5

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Bath 3

Bath

Sleep 11

Sleeps

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Exceptional(7)

$447.67

/ Nightly
Private Vacation Home

Downtown WP Villa 865 I Private Hot Tub I Great Views I Table Tennis I Discounted Attractions

Winter Park, Colorado, United States

Welcome to Bear Trail Luxury Villa 865, a stunning townhome nestled in the heart of Winter Park, Colorado. This exquisite property offers breathtaking mountain views and is perfect for families or groups seeking a luxurious getaway in a serene setting.brbrSpanning over 2,200 square feet, this spacious villa comfortably accommodates up to 10 guests with its three beautifully appointed bedrooms, including two master king bedrooms and a fun bunk room featuring two twin over full bunk beds. Each bedroom is designed to provide a restful retreat after a day of adventure.brbrThe ambiance of Bear Trail Luxury Villa is warm and inviting, with a cozy gas fireplace in the living area, perfect for gathering around after a day on the slopes. The open-concept kitchen is a chef's dream, equipped with modern appliances including a refrigerator, stove/oven, dishwasher, and microwave, along with all the necessary dishes and utensils. Enjoy your meals at the dining table or take them outside to the balcony/deck for an al fresco experience.brbrStep outside to discover the private hot tub, where you can unwind while soaking in the stunning views. The outdoor space also features a gas grill, ideal for summer barbecues. For indoor entertainment, the villa boasts a game room with a pool table, air hockey, and table tennis, ensuring fun for all ages.brbrStay connected with high-speed wireless internet and enjoy movie nights with the TV/home theatre setup. Additional amenities include a washer/dryer, linens/towels, and a portable crib for families traveling with little ones.brbrLocated in downtown Winter Park, you'll have easy access to a variety of attractions, including skiing, hiking, and local dining options. Experience the perfect blend of luxury and adventure at Bear Trail Luxury Villa 865, where unforgettable memories await. Book your stay today!brbrDon't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.brbrLocationbr* Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and eventsbr* The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional feebr* The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza barbr* Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the yearbr* Great dining and shopping are all nearby with many within walking distance depending on the property locationbr* Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away br* Endless mountain activities throughout the year are at your door step and surrounding areabrbrDisclosuresbrThe majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. There is parking for a max of 3 vehicles at the property. STR License #022316
Bed 3

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Bath 3

Bath

Sleep 10

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Exceptional(50)

$464.83

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Condo

Amazing 1B Condo At Winter Park Resort and 150 ft to the Gondola.

Winter Park, Colorado, United States

This cozy 1 king sized bed condo also has a very comfortable queen sofa sleeper is on the amenity deck of Fraser Crossing -- just across from the resort lifts. That means you are never far from your adventures and only 10 feet away from the brand new hot tub when you are done. brbrWe have updated and replaced nearly everything so it is fresh, inviting, and comfortable. Be close to the fast 10 passenger Gondola.brbrWe have a small kitchen but it is fully stocked with a two burner stove, a combination microwave + convection oven, crockpot, blender, pots, and pans. There are place settings (plate, bowl, utensils) for 6 and at least 12 glasses so you are not always doing dishes. Plastic cups are provided for the children or in case you want to take your beverage onto the amenity deck. The dishwasher is full sized, while the the mini-refrigerator is big enough to hold the your essential perishables and a few frozen items. brbrThe sofa sleeper is comfortable to both sit on and sleep in with a built in air bladder for additional comfort. Our home is kid friendly with a port-a-crib and high chair available. brbrThe large bath has a walk in shower in addition to a separate tub and plenty of counter and cabinet space. brbrThe living room sports a new 55 4k HD TV with blu-ray player and HD cable. The blu-ray player supports Playstation gaming if you provide a controller and a PSN subscription. The bedroom has a HD TV with DVD player and cable. An assortment of family fun board games (Sequence, Rummikub, Farkle, decks of cards, etc.) is provided in the TV console drawers. brbrOur Amazon Echo is a fun device to provide information, music and entertainment. Ask Alexa, what is the weather today or command Alexa, play rock on Pandora. Sorry but our Amazon and Pandora music choices may be limited.brbrEnjoy the amenity area, hot tub, fire pits, BBQs, and a heated garage and ski locker. The building entrances are locked during the winter so be sure to keep your access code handy. Garage parking is $21/night during the Winter season and $3/stay during the Summer season. We send you information to secure garage access before you arrive.brbrOur home is located in the heart of Winter Park Resort in Winter Park CO. Walk across the street to find food, drink, entertainment and amazing year round activities. Ski and tube during the winter or hike and ride during the summer. Catch the free bus to the towns of Winter Park or Fraser during the winter.brbrWe do not have a washing machine or clothes dryer, but both are available (for a cost) with a quick walk across the amenity deck (or around the building by the elevators) on the same floor as the condo.brbrWinter Park Short-Term Rental Registration No. 4328
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Bath 1

Bath

Sleep 4

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$469.8

/ Nightly
Private Vacation Home

Downtown WP River Villa 522 I Private Hot Tub I Great Views I Discounted Attractions

Winter Park, Colorado, United States

Discover the enchanting Telemark River Front Villa 522, ideally located in the picturesque Winter Park area. This stunning three-bedroom townhome offers breathtaking views of the river, making it the perfect getaway for nature enthusiasts and relaxation seekers alike.brbrSpanning 1,600 square feet, this beautifully appointed villa comfortably accommodates up to eight guests. The master bedroom features a luxurious king bed, while the guest bedroom offers a queen bed, and the bunk room is perfect for families with its twin over full bunk bed plus a twin trundle.brbrStep into the inviting living area, adorned with a cozy gas fireplace and a flat-screen TV, perfect for gathering after a day of adventure. The fully equipped kitchen boasts a refrigerator, stove/oven, dishwasher, microwave, and all the cooking essentials you need to prepare your favorite meals. Enjoy your culinary creations on the spacious balcony or deck, where you can savor the soothing sounds of the river. brbrGuests will appreciate the backyard oasis, complete with a private hot tub and a gas grill, ensuring perfect evenings under the stars. For indoor leisure, you'll find board games, toys for the kids, and high-speed wireless internet to keep everyone connected.brbrAdditional amenities include a washer/dryer, linens, towels, and even a portable crib and high chair for little ones. Located close to popular attractions and outdoor activities such as hiking, skiing, and biking, this villa is your gateway to an unforgettable vacation experience.brbrDon't miss out on this fantastic riverside retreat—book your stay at Telemark River Front Villa 522 today and create memories that will last a lifetime!brbr​​​​​​​Don't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.brbrLocationbr* Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and eventsbr* The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional feebr* The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza barbr* Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the yearbr* Great dining and shopping are all nearby with many within walking distance depending on the property locationbr* Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away br* Endless mountain activities throughout the year are at your door step and surrounding areabr brDisclosuresbrThe majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. The unit includes parking for a max of 3 vehicles (1 in garage, 1 in front of garage, 1 in community overflow parking areas on a first come first serve basis). STR license #
Bed 3

Bed

Bath 2

Bath

Sleep 8

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Exceptional(2)

$272.32

/ Nightly
Condo

Downtown Luxury 2 Bed with Bunkroom

Winter Park, Colorado, United States

Welcome to your charming mountain escape at Timber Fox Building C Unit 3404, situated in the center of Winter Park. This opulent 2-bedroom, 2-bathroom condominium presents an ideal combination of comfort and sophistication, perfect for families or groups of friends looking for an unforgettable retreat.brUpon entering, you will find a meticulously designed living area, featuring a contemporary kitchen that comes fully equipped with all necessary appliances, including a refrigerator, oven, microwave, and dishwasher. The dining space is perfect for sharing meals, while the living room offers a snug area to unwind with a book or enjoy your favorite program on the television.brThe primary bedroom is furnished with a luxurious king-sized bed, guaranteeing a peaceful night's rest, and the en-suite bathroom is complete with a bathtub and all essential amenities. The second bedroom also includes a cozy king bed, and the common area is fitted with bunk beds for extra guests, making it suitable for accommodating up to six individuals.brThe condominium boasts high-end amenities, such as air conditioning, wireless internet, and a private balcony that showcases breathtaking mountain vistas. Additional conveniences include a washer and dryer, a coffee maker, and a fireplace for those chilly nights.brDiscover the lively local atmosphere in Winter Park, where you can explore the famous Winter Park Resort, spend a day skiing or snowboarding, or enjoy a picturesque gondola ride. For dining, treat yourself to the delectable selections at nearby eateries. Nature lovers will appreciate the close proximity to hiking trails and opportunities for wildlife observation.brReserve your stay at Timber Fox Building C Unit 3404 today and immerse yourself in the perfect mix of luxury, comfort, and adventure in the stunning Colorado Rockies. Your ideal mountain retreat is waiting!brGuests are not allowed to smoke or bring pets onto the property as per the rules of the Homeowner Association. These regulations will be rigorously upheld, with a 200 fine imposed on guests who violate them.brWPSTR license: STR#028878
Bed 2

Bed

Bath 2

Bath

Sleep 6

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$289.61

/ Nightly
Condo

2nd floor 2 Bedroom 2 Bathroom condo with a wood fireplace in the living room

WINTER PARK, Colorado, United States

Welcome to your perfect getaway at our charming two-bedroom, two-bathroom condo, meticulously designed to offer you a cozy, homey retreat amidst the stunning landscapes of Winter Park. This inviting unit on the second floor boasts an open-concept living area that seamlessly integrates the kitchen and dining space. Here, you can unwind by the warm glow of the gas fireplace or step out through the glass doors onto your private patio to enjoy the fresh mountain air. The master bedroom is your personal sanctuary, featuring a comfortable queen bed, a full en suite bathroom complete with a hairdryer and bath soaps, and a private patio off the bedroom for serene moments. Entertainment is at your fingertips with a TV offering free cable. The second bedroom comes with Twin over Double Bunkbed and separate twin size bed also has access to a private balcony, with a full bathroom conveniently located just outside the door, serving both this room and the queen sofa sleeper in the living room. You'll find the fully equipped kitchen ready for your culinary adventures, complete with modern appliances including a full-size refrigerator, oven with range top, microwave, and a drip coffee maker. Whether you’re preparing a simple breakfast or a gourmet dinner, you’ll have everything you need at your disposal. brThis unique resort property blends the spaciousness and convenience of a two-bedroom condominium with the delightful amenities and services synonymous with a hotel experience. Enjoy the newly renovated indoor heated pool, relax in one of the two hot tubs, rejuvenate in the dry sauna, or keep active in the exercise room and yoga studio. For some light-hearted fun, the arcade awaits, along with vending and ice machines for your convenience. Parking is a breeze with a covered space reserved for you, and ski lockers ensure your equipment is safely stored. Stay connected with free wireless internet throughout your stay and enjoy free cable TV for your entertainment. Additional conveniences include on-site front desk services, interior corridors, and onsite coin-operated laundry facilities. brLocated just a short distance from downtown Winter Park, our condo puts you right on the free LIFT ski shuttle route, offering effortless access to the Winter Park ski area, as well as the delightful array of downtown restaurants, pubs, and shops. During the warmer months, explore the numerous hiking and biking trails that await you nearby. Whether you're here for the thrill of the slopes, the tranquility of nature, or the vibrant local culture, our cozy condo provides the perfect home-away-from-home for your mountain escape. We look forward to welcoming you!, Free Wireless Internet, Free Cable TV, and Onsite coin-op Laundry Facilities. License # 009522
Bed 2

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Bath 2

Bath

Sleep 6

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$580.88

/ Nightly
Condo

Select Unit 1709 - 2BR - Zephyr Mountain Lodge

Winter Park, Colorado, United States

Just 110 feet from the gondola, for the closest stay to mountain adventure,brbrthis is a perfect property for you! brbr brbr**The Space** brbrUnique top-floor, two-bedroom condo featuring a vaulted ceiling in the livingbrbrarea and skylights in the bedroom. Enjoy stunning views of the Gondola and thebrbrski area base from your living room. The family-style dining area includes abrbrwrap-around bench with storage underneath. Please note, this unit does notbrbrhave a balcony. brbr brbr**The Bedroom** brbrThe master bedroom features a king-size bed and an ensuite bathroom. Thebrbrsecond bedroom offers a queen-size bed with a small trundle bed (child size)brbrand a Jack and Jill bathroom that connects the bedroom to the living area.brbrAdditionally, the living area includes a sleeper sofa for extrabrbraccommodations. brbr brbrEverything you need for a cozy, convenient mountain getaway is right at yourbrbrfingertips with these slope-side accommodations.brbrbrbr Additional Notes for ParkingbrbrbrbrParking is $23 per 24-hour session (one car per condo). Reservations can bebrbrmade in advance on the Winter Park Resort website for unlimited in/out accessbrbrper 24 consecutive hours. There is no assigned parking. After purchase youbrbrwill receive a QR code that you will scan to get in and out of the garage. Webrbrrecommend you screenshot this for easy access. You will need to scan your roombrbrkey and then the QR code. If your room is not ready you can stop by the FrontbrbrDesk to grab a key to park.brbrbrbr
Bed 2

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Bath 2

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Sleep 6

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Exceptional(2)

$617.47

/ Nightly
Private Vacation Home

Luxury Mountain Home • Views + Hot Tub

Winter Park, Colorado, United States

83 Overlook Place – Luxury Mountain Home with Breathtaking Views, Private Hot Tub & Modern ComfortsbrbrBrand New Luxury HomebrbrWelcome to 83 Overlook Place, a stunning 4-bedroom, 3.5-bath luxury retreat nestled above the Fraser Valley in Winter Park, Colorado. With panoramic mountain views, elevated finishes, and generous living space for up to 12 guests, this home delivers the perfect blend of upscale comfort and adventurous mountain living.brbrWhy You’ll Love ItbrSleeps 12 comfortably – two king bedrooms, queen bedroom + bunk room with two twin-over-queen bunksbrPrivate hot tub (brand-new, installed on Dec. 15th) for après-ski relaxationbrDramatic floor-to-ceiling windows framing breathtaking alpine viewsbrOpen-concept living area + second living space designed for groups and familiesbrGourmet kitchen with high-end appliances and generous prep spacebrLocated minutes from Winter Park Resort, hiking trails, and downtown diningbrProfessionally cleaned and maintained between each staybrbrInside the HomebrStep into a bright, sun-filled great room featuring vaulted ceilings, modern mountain décor, and expansive windows showcasing the surrounding peaks. The chef’s kitchen includes stainless steel appliances, generous counter space, and a smooth flow into the dining and living areas—perfect for preparing meals and gathering together.brA second living space offers flexibility for larger groups, creating room for kids to hang out, movie nights, or multi-family stays.brbrSleeping ArrangementsbrBedroom 1 (King Suite) – King bed, en suite bathroombrBedroom 2 (King Suite) – King bed, en suite bathroombrBedroom 3 (Queen Suite) – Queen bedbrBedroom 4 (Bunk Room) – Two twin-over-queen bunk bedsbrDownstairs living room - Full Sleeper SofabrTotal Capacity: Sleeps 12 guestsbrbrAmenities IncludebrBrand-new private hot tub (available after Dec 15th)brHigh-speed Wi-FibrSmart TVs with streaming appsbrWasher & dryerbrTwo-car heated garage + gear storagebrModern mountain furnishingsbrExpansive windows with natural light and stunning viewsbr50 AMP EV Charger outlet in the garage - guest will need to bring your on charge cablebrbrLocation HighlightsbrPositioned in a premier Winter Park neighborhood with top-tier viewsbrMinutes to Winter Park Resort for skiing, riding, biking & summer activitiesbrQuick access to hiking and biking trailsbrClose to downtown Winter Park restaurants, shops & entertainmentbrIdeal year-round setting for outdoor adventure and mountain relaxationbrChildren's park within walking distance brbrGood to KnowbrDogs may be allowed with prior approval. Please contact us before booking to request approval. Additional fees and/or restrictions may apply.brNo smoking inside the homebrGuests must be 25+ to book brMultiple levels; stairs required for accessbrQuiet residential neighborhood—please respect quiet hoursbrSTR number - 029592brbrGuest ExperiencebrWe’re committed to offering a premium mountain getaway with thoughtful amenities, clear communication, and an environment designed for connection and relaxation. Whether you’re gathering with friends, vacationing with family, or celebrating a special occasion, 83 Overlook Place offers breathtaking views, luxury finishes, and a newly installed private hot tub—your perfect Winter Park escape.
Bed 4

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Bath 3

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Sleep 12

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Exceptional(34)

$653.11

/ Nightly
Private Vacation Home

Downtown WP Villa 262 I Arcade I Private Rooftop Hot Tub With Views I Discounted Attractions

Winter Park, Colorado, United States

Discover the Arrow Luxury Rooftop Townhome 262, a stunning retreat nestled in the heart of Winter Park, Colorado. This exquisite townhome offers breathtaking mountain views and a perfect blend of luxury and comfort, making it an ideal getaway for families or groups of friends.brbrSpanning 1,500 square feet, this spacious townhome features four beautifully appointed bedrooms, including two master suites with king beds, a cozy queen bedroom, and a fun bunk bedroom, accommodating up to eight guests. With three modern bathrooms, everyone will enjoy ample space and privacy.brbrThe inviting living area boasts a gas fireplace, perfect for cozy evenings after a day of adventure. The fully equipped kitchen is a chef's dream, featuring a refrigerator, stove/oven, microwave, dishwasher, and all the necessary utensils to whip up delicious meals. Enjoy your culinary creations at the dining table or take them outside to the balcony for al fresco dining with a view.brbrStep outside to experience the private roof top hot tub, where you can unwind under the stars, or fire up the gas grill for a barbecue on the deck. For indoor entertainment, the townhome includes a game console with several games, a game room, and a selection of board games, ensuring fun for all ages.brbrStay connected with high-speed wireless internet and enjoy the convenience of a washer/dryer, linens, and towels provided for your comfort. Additional amenities include a gym and swimming pool at the rec center down the street, a heated garage, and pet-friendly options, making this property a versatile choice for all travelers.brbrLocated in Winter Park's vibrant downtown, you'll have easy access to shopping, dining, and outdoor activities, including skiing, hiking, and biking. Don't miss the chance to experience the ultimate mountain getaway at Arrow Luxury Rooftop Townhome 262. Book your stay today!brbrDon't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.brbrLocationbr* Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and eventsbr* The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional feebr* The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza barbr* Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the yearbr* Great dining and shopping are all nearby with many within walking distance depending on the property locationbr* Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away br* Endless mountain activities throughout the year are at your door step and surrounding areabrbrDisclosuresbrThe majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. There is parking for 2 vehicles at the property and 1 additional vehicle can park in the complex onsite overflow lot on a first come first served basis. STR License # 017178.
Bed 4

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Bath 3

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Sleep 8

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Exceptional(3)

$326.16

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Private Vacation Home

Downtown WP Loft 206 I Great Views I Hot Tub I Heated Garage I Discounted Attractions

Winter Park, Colorado, United States

Discover the stunning Headwaters Luxury Loft 206, nestled in the heart of Winter Park, where mountain views and modern comfort come together for an unforgettable getaway. This beautifully appointed condo offers a serene ambiance, perfect for couples or small families seeking a cozy retreat in the great outdoors.brbrWith two spacious bedrooms, including a master suite with a king bed and a guest room featuring a queen bed as well as a queen sleeper sofa, this loft comfortably accommodates up to six guests. Each room is designed with relaxation in mind, ensuring a restful night's sleep after a day of adventure.brbrThe open-concept living area is bathed in natural light, showcasing a stylish decor that blends rustic charm with contemporary elegance. Enjoy the warmth of the gas fireplace while unwinding on the plush seating, or gather around the dining table for a meal prepared in the fully equipped kitchen, complete with modern appliances such as a stove/oven, refrigerator, dishwasher, and microwave. For your convenience, the loft also includes a washer/dryer, high-speed wireless internet, and a home theatre system for entertainment.brbrStep outside to your private balcony or deck, where you can soak in the breathtaking mountain views or fire up the gas grill for a delightful barbecue. The shared hot tub is also a great treat after a day of skiing.brbrLocated in the vibrant downtown area of Winter Park, you'll find yourself just moments away from a variety of attractions, including world-class skiing, scenic hiking trails, and charming shops and restaurants. Whether you're seeking adventure or relaxation, Headwaters Luxury Loft 206 is the ideal base for your Winter Park experience.brbrDon't miss out on this exceptional property—book your stay today and create lasting memories in the beautiful Colorado mountains!brbrDon't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.brbrLocationbr* Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and eventsbr* The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional feebr* The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza barbr* Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the yearbr* Great dining and shopping are all nearby with many within walking distance depending on the property locationbr* Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away br* Endless mountain activities throughout the year are at your door step and surrounding areabr brDisclosuresbrThe majority of the properties in the Winter Park area do not have A/C due to the cooler climate. The resort base closes during the off seasons in the spring and fall but the downtown area remains open year round. A complete list of our discounts and optional services can be viewed on our website. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. Quiet hours are 10pm to 8am Daily. There is assigned parking in the parking garage for 1 vehicle. STR License #025994
Bed 2

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Bath 2

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Exceptional(51)

$284.07

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Condo

Hideaway Park Escape steps to Music with pool!

Winter Park, Colorado, United States

Welcome to Trailhead Lodge, your perfect Winter Park getaway! Nestled right next to the Rendezvous Event Center at Hideaway Park in downtown Winter Park, this location is a dream for those seeking convenience and entertainment. Plus, you're just steps away from the new Fireside Market grocery store, ideal for stocking up on essentials, and the beloved Hideaway Brewery, where you can savor local brews.brbrWinter Park Short Term Rental Registration NO. 008296brbrThis welcoming unit boasts an open floor plan with one bedroom and one bathroom, making it a cozy retreat for up to four guests. The fully equipped kitchen features a gas stove and oven, ensuring you have all the tools you need for home-cooked meals. The dining area comfortably seats up to six, making it perfect for shared meals and game nights. In the inviting living room, you'll find a gas fireplace and a flat-screen TV, creating the perfect ambiance for relaxation. Step out onto your private balcony and take in the views of the surrounding park.brbrThis 3rd-floor condo offers a master bedroom with a Queen bed, and a queen murphy bed in the living room, ensuring a comfortable night's sleep for all. Trailhead Lodge promises a memorable stay in the heart of Winter Park, where adventure and entertainment await just beyond your door.brOnly one 30 pound or less dog is allowed at this property. No biters, no barkers. Dog MUST be crated when left alone. Dog is not allowed on the furniture. Please pick up after their dog, no more than 1 DOG. NO other animals.. $125 dollar non-refundable pet fee will apply. Please notify the manager you are bringing a dog.brbrBook your stay with SkyRun Grand County today!brbrDog-Friendly Home – Please Read Carefully:brWe happily welcome one behaved dog with prior approval. A $125 non-refundable pet fee per dog will apply. To ensure a comfortable stay for everyone:brDogs only – no other animals allowedbrNo aggressive behavior or excessive barkingbrDogs are not allowed on the furniturebrPlease clean up after your pet, both inside and outsidebrBe sure to notify the manager in advance if you plan to bring a dogbrThank you for helping us keep this home clean, peaceful, and pet-friendly for future guests!brbrCheck- in instructions are sent via email from SkyRun 2 days prior to arrival.
Bed 1

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Bath 1

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Sleep 4

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Exceptional(20)

$1939.51

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Private Vacation Home

Winter Park Resort Home 960 I Private Hot Tub I Great Views I Game Room I Discounted Attractions

Winter Park, Colorado, United States

Discover the ultimate mountain retreat at Lakota Arrow Trail Luxury Home 960, perfectly situated next to Winter Park Resort. This stunning 4,000 square foot home offers breathtaking ski views and a luxurious ambiance that will make your stay unforgettable.brbrWith 4 spacious bedrooms and 3.5 bathrooms, this home comfortably accommodates up to 10 guests, making it ideal for family gatherings or a getaway with friends. The master suites feature plush king beds, while additional sleeping arrangements include a queen bed and a bunkroom with a full futon and twin bunk bed, ensuring everyone has a cozy place to rest.brbrStep inside to find a beautifully designed living area complete with a gas fireplace, perfect for warming up after a day on the slopes. The fully equipped kitchen boasts modern appliances, including a refrigerator, stove/oven, dishwasher, and a coffee maker, making meal preparation a breeze. Enjoy your meals at the dining table or take them outside to the balcony/deck for an al fresco experience.brbrOne of the standout features of this property is the private hot tub, where you can unwind while soaking in the stunning mountain views. For those looking for entertainment, the game room offers a pool table, air hockey, and board games, ensuring fun for all ages.brbrAdditional amenities include high-speed wireless internet, a washer/dryer, and a heated garage for your convenience. brbrLocated just moments away from Winter Park Resort, you'll have easy access to skiing, snowboarding, and a variety of outdoor activities year-round. Don't miss the chance to experience the luxury and comfort of Lakota Arrow Trail Luxury Home 960. Book your stay today and create lasting memories in this mountain paradise!brbrDon't just stay in Winter Park, experience it with our exclusive RAD program! (Rentals I Activities I Discounts) We've hand selected Winter Park's most reputable partners to ensure our guests enjoy exclusive savings, elevated services and extraordinary adventures at the most popular attractions the area has to offer. Optional services are also available including personal grocery shopping, private chef, in-room massages and custom equipment fittings at your door. All of our properties are equipped with everything you need during your stay including Free high-speed Wi-Fi, keyless entry, accidental damage protection, gourmet coffee & tea, luxurious towels/linens/eco friendly toiletries, and 24/7 guest support. We provide the absolute finest professionally cleaned accommodations and locations the area has to offer at the lowest nightly rates available without any reservation fees by booking direct at Winter Park Escapes.brbrLocationbr* Winter Park Resort is nearby with a free bus ride to the resort base village for numerous winter and summer activities and eventsbr* The Grand Park Rec Center is nearby with multiple swimming pools, gym, indoor track and huge rock climbing wall for an additional feebr* The Foundry is next door to the Rec Center with a bowling alley, movie theater and brick oven pizza barbr* Hideaway Park and the Rendezvous Event Center are nearby with numerous events and concerts throughout the yearbr* Great dining and shopping are all nearby with many within walking distance depending on the property locationbr* Grand Lake and Rocky Mountain Natl. Park are only 30 minutes away br* Endless mountain activities throughout the year are at your door step and surrounding areabrbrDisclosuresbrThe majority of the properties in the Winter Park area do not have A/C due to the cooler climate. Our designated pet friendly properties have a pet fee of $49 nightly with a 2 dog max. Dogs are not allowed on the furniture or beds and must be crated if left alone. Additional fees will apply for non-compliance. The unit includes parking for a max of 6 vehicles. STR license # 009470.
Bed 4

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Bath 3

Bath

Sleep 10

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