Vacation Rentals By Owner In Bend, OR

$313.45

3 Mi to Old Mill District: Family Retreat w/ Yard

Bend, Oregon, United States

Large Deck for Family Gatherings | Kid-Friendly Outdoor Space | Peaceful SettingbrbrBook a home base as fun as your Bend itinerary! After a day of skiing Mt. Bachelor or floating the Deschutes, return to this spacious 3-bed, 2-bath vacation rental to relax and recharge. Fire up the grill on the deck, gather around the crackling fire pit, and let the fresh mountain air set the mood for a cozy night. And when it’s time to unwind The hot tub is ready!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 bunk bed (twin/full) w/ 1 twin trundlebr- Additional Sleeping: 1 portable cribbrbrOUTDOOR LIVINGbr- Spacious deck, private hot tubbr- Gas grill, Traeger wood pellet grill, fire pitbr- Playground, tree housebr- Trampoline, zip linebr- Lounge chairs, dining setbrbrINDOOR LIVINGbr- Smart TVbr- Laptop-friendly workspacebr- Wood-burning stove, large dining tablebrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee maker (coffee provided), toaster, microwavebr- Well-stocked, dishware & flatware, kid-friendly kitchenwarebrbrGENERALbr- Free WiFibr- Central A/C & heatingbr- Washer & dryer, laundry detergent, iron & boardbr- Linens & towelsbr- Stroller, high chairbrbrFAQbr- 1 exterior security camera (facing out)br- There is currently construction happening in the neighborhood from 7:00 AM–5:00 PM on weekdays; you may hear noise during these times.br- The property is not fenced and may not be suitable for young children; adult supervision is recommended.brbrACCESSIBILITYbr- Single-story home, 3 steps to enterbrbrPARKINGbr- Driveway (2 vehicles), garage (2 vehicles)br- Free street parkingbr- Trailer parking allowedbrbr-- THE LOCATION --brbr- 3 miles to Old Mill District: shopping, dining, eventsbr- 4 miles to Downtown Bendbr- 13 miles to Sunriverbr- 17 miles to Lava River Cavebr- 23 miles to Mt Bachelor Ski Resortbr- 20 miles to Redmond Municipal 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-inbrbrADDITIONAL INFORMATIONbr- Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device or when the video doorbell button is pressedbr- This single-story home requires 3 steps to enterbr- There is currently construction happening in the neighborhood from 7:00 AM–5:00 PM on weekdays; you may hear noise during these times.br- The property is not fenced and may not be suitable for young children; adult supervision is recommended.

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$747.66

/ Nightly

Private Vacation Home

Points West - Close to Bend w/Hot Tub AC, Golf, and Mt Bachelor, 4 Suites

Bend, Oregon, United States

Escape to Points West, a beautifully updated mountain retreat ideally located on Bend's west side—about as close as you can stay to Mount Bachelor while still enjoying easy access to town. Whether you are here for powder days, golf, fishing, mountain biking, or simply soaking under the stars, this spacious 4-bedroom, 4.5-bath home offers the perfect Central Oregon basecamp.brbrAfter a day of adventure, unwind in the brand-new private hot tub tucked away on the back patio, surrounded by peaceful landscaping and the soothing sounds of the nearby creek. Inside, you will find thoughtful interior updates, vaulted ceilings, warm hardwood floors, and a bright open-concept design that feels both luxurious and inviting.brbrLocated just minutes from Widgi Creek Golf Club for golf, pickleball, and dining, and close to the Cascade Lakes Highway, you are perfectly positioned for some of the best outdoor recreation in Oregon—including the high mountain lakes, world-class fly fishing, endless hiking trails, and some of Bend's most sought-after mountain biking.brbrWith room for up to 9 guests, multiple private suites, gear storage, air conditioning, and pet-friendly options with approval, Points West is the perfect place to gather, explore, and make unforgettable mountain memories.brbrBedroomsbr1st Floor:br- Bedroom 1: King Master with private bathbr2nd Floor:br- Bedroom 2: King Master with private bathbr- Bedroom 3: Queen Master with private bathbr- Bedroom 4: Queen with Twin Trundle with private bathbrbrAmenitiesbr- Air Conditioningbr- Free WiFibr- Cable TVbr- Fireplacebr- BBQbr- Garage with gear storagebr- Off-street parkingbr- Washer and dryerbr- Entry level bedroombrbrMake your reservation today and let Arrived ensure your stay at Points West is nothing short of extraordinary. Whether you re here for adventure or relaxation. Pets are welcome with prior approval and a pet fee.

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$504.98

/ Nightly

Private Vacation Home

Big Pine - Community Hot Tub, Launch for Adventure, On River Trail, Ski/Drying Rack

Bend, Oregon, United States

Welcome to Big Pine, a ultimate getaway rental in the heart of Bend, Oregon. Perfect for families or groups, this stunning home offers a lavish getaways with its spacious layout and top-tier amenities. Nestled in the River Wild neighborhood, Big Pine provides easy access to Bend's vibrant outdoor activities and attractions.brbrInteriorbr- Expansive two-story open concept designbr- Gourmet kitchen with stainless-steel appliancesbr- Cozy living spaces for relaxationbrbrBedroomsbr- Two king-size master suites, each with direct bathroom accessbr- Third bedroom with two queen-size bedsbr- Additional powder room for conveniencebrbrAmenitiesbr- Air conditioning for year-round comfortbr- Single car garage for easy parkingbr- Access to a community pool and year-round hot tubbr- Clubhouse available for eventsbrbrLocationbr- Situated in the scenic River Wild neighborhoodbr- Close proximity to the Deschutes River Trailbr- Nearby access to kayaking, rafting, and endless biking and hiking trailsbrbrExperience the perfect blend of luxury and adventure at Big Pine, where every detail is designed for your comfort and enjoyment. Whether you're exploring the Pacific Northwest or unwinding at home, Big Pine is your ideal haven in Bend.

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$191.67

/ Nightly

Private Vacation Home

Tranquil Bend Retreat (backs up to trail system)

Bend, Oregon, United States

Overlooking Adventure Park, this Craftsman provides the best of Bend living (30 day minimum). The house features high ceilings, two fireplaces, a landscaping creek, and an Italian marble wrap around patio, with the back deck overlooking the trail system. This 3-bedroom, 2-bathroom stunner is located at the end of a cul-de-sac and has a large master suite with a custom en suite, including a limestone walk in shower, marble floors, and radiant heat. The perfect retreat for work or play. brbrThe house features two primary living spaces, two fireplaces, all upgraded as of 2021. The house is at the end of a cup-de-sac for added privacy and backs up to Adventure Park, with miles and miles of biking and hiking trails right outside your door. The Parks at Broken Top is a charming neighborhood, featuring a large community pool, 10 acres of park space, and paved walking trails leading to single-track trails.brbrThe house has Coretec vinyl plank flooring, and the third bedroom doubles as a home office (or the trundle converts to a king). There are four smart TVs. The kitchen features insta-hot water, stainless steel appliances, granite counter tops, a built-in convection microwave, and cook top with hood. The kitchen has been outfitted with all the accessories needed for a gourmet meal, including a full-sized air fryer, rice maker, crock pot, high-speed blender, oversized toaster oven, coffee maker, espresso machine, tea pots, and more.brbrThe schools serving The Parks are William E Miller Elementary, Cascade Middle, and Summit High.brbrWelcome to The Parks at Broken Top! Paved walking and biking paths run throughout the neighborhood and connect to the larger trail systems within Bend. It's only two miles to downtown Bend, 1.5 miles to the Old Mill District, and an easy connection to Century Drive which will take you the 17 miles up to Mt Bachelor (usually about a 25 min drive in winter).

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$344.09

/ Nightly

Private Vacation Home

Bend Ski Retreat ~ Hot Tub, Movie Room & Winter Fun near Mt. Bachelor

Bend, Oregon, United States

Escape to this modern and stylish retreat in Bend — your ideal basecamp for both adventure and relaxation, no matter the season. Perfect for families, skiers, and outdoor enthusiasts, this home offers a luxurious blend of comfort, convenience, and stunning mountain views.brbrAfter a day carving turns at Mt. Bachelor or snowshoeing the nearby trails, unwind on the spacious back deck with a BBQ and a soak in the hot tub while taking in Insta-worthy views of Pilot Butte and the snow-dusted landscape.brbrInside, the cozy movie room or living room as the ultimate après-ski hangout, featuring plush bean bag chairs, popcorn, a fireplace, and a record player for a warm, nostalgic vibe.brbrNeed to catch up on work between powder days The home includes two dedicated workspaces and super-fast WiFi so you can stay productive while enjoying Bend’s laid-back mountain energy.brbrThe fully stocked kitchen makes it easy to prep hearty breakfasts before hitting the slopes or to cook a comforting dinner after a day of winter adventures.brbrFor biking and hiking enthusiasts, the home also offers locked bike storage and easy trail access for year-round outdoor fun.brbrLocated just 2 miles from downtown Bend, you’ll be minutes from Hayden Homes Amphitheater, award-winning breweries, and Bend’s best restaurants, shops, and scenic trails — plus only a short drive to Mt. Bachelor’s world-class skiing.brbrBook now and experience the best of Bend — from powder mornings to cozy nights under the stars.

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$961.08

/ Nightly

Private Vacation Home

Sunriver Golf Getaway with Access to Forest House

Bend, Oregon, United States

Located in the high end community of Caldera Springs, 56856 Dancing Rock Loop is the perfect basecamp for exploring Sunriver and beyond. Perfect for family getaways, this 3,029 sq. ft. home is enjoyable for up to 10 guests with its 4 bedrooms and 4.5 bathrooms. brbrInside this executive home you will find spacious kitchen, living, and dining areas with vaulted ceilings wood accents and high end finishes throughout. Additional features of this beautiful home include:brbr• A fully equipped kitchen boasting granite countertops, stainless steel appliances, double oven, and six burner gas cooktopbr• A large dining room table that can accommodate eight guests with additional seating at the counterbr• Stunning golf course view with a back patio featuring a hot tub, firepit, barbecue and furniturebr• A comfortable living room with vaulted ceilings, gas fireplace, comfortable furnishings and flat screen TV with DVD player for the perfect blend of cozy and convenientbr• A roomy master suite as well as another junior suite on the main level each with a king bed, TV and attached bathroombr• A king suite upstairs with a TV, and attached bathroombr• A bonus room with two sets of bunk beds and flat screen TV that is the perfect hangout for the kidsbr• Large two car garage with foosball table and four cars able to park in drivewaybrbr**This property provides 5 Guest ID cards for access to the Caldera Springs amenities** brEach card permits entry for 2 guests (children 5 and under excluded from the guest count.)brMissing cards result in $100 fee each upon check-out.brbrWhen booking with Sunriver Resort, you gain access to guest-exclusive amenities, including:br• Access to Sunriver Resort's guest exclusive pool, The Covebr• Access to The Spa at Sunriver Resort Club and Spabr• Intra-resort transportationbr• Seasonal access to Crosswater Golf Club and Caldera Links in addition to the Meadows and Woodlands golf coursesbr• Access to The Grille at Crosswater Clubbr• Discounts on resort owned recreation, including Sunriver Resort's Bike Barnbr• Access to the Quarry Pool and Fitness Center in Caldera Springsbr• Access to the Forest House in Caldera Springs br• Seasonal access to Caldera Springs community tennis and pickleball courtsbr• Seasonal access to Caldera Springs Courtesy Cruiser Bikesbr• Seasonal access to Caldera Springs Marina br• Transportation between Caldera Springs and Sunriver Resort

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$368.08

/ Nightly

Private Vacation Home

Ponderosa Ranch-Near Mt Bachelor & Sunriver-Great for waterway access. Hot Tub

Bend, Oregon, United States

Cozy 3 bedroom 2 bath ranch nestled on 1.5 acres that backs to a private ranch where elk roam free . Plenty of room for family and friends and all the toys you need to enjoy your vacation. Fully stocked house with all kitchen gadgets, games, pool table, shuffleboard table, kids toys, books, and a 6 person hot tub to relax at the end of the day. Outdoor you will find a 6 person dining area as well as a picnic table and Adirondack chairs to kick back and relax. There is a private dock for use to launch your watercraft for a relaxing float down The Deschutes River. Spend your summer days exploring, biking and hiking and your winter days on Mt Bachelor, snowmobiling and skiing. Bend is 25 minutes away for all the extra amenities.

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$200.7

/ Nightly

Private Vacation Home

Furnished 30+ day rental close to Old Mill! Dog Friendly!

Bend, Oregon, United States

**Book Today for Only $300 Down at the Time of Booking ***brbrThis rental is available for 30+ days at a time! brbrGreat single level home, newly furnished with office, fenced yard and storage shed. Perfect location on the SW side, close to Old Mill and easy access to the parkway. Enjoy the comfortable living area, work from the full size office or relax on the patio that is setup for entertaining. The Old Mill is just a short distance away with access to the river, restaurants and shops! brbrBedding Configuration:brMain bedroom: King w/ ensuite bathroombr2nd Bedroom: Queenbr3rd Bedroom: 2 twins brbrThe home is dog friendly (2 dog max) and the pet fee is $40/day (Max $250). brbrCancellation Policy: A non-refundable payment of $300 is required at the time of booking. This $300 payment is applied toward the total amount due and is only refundable within 72 hours of the time of the booking is made. If your arrival date is within 30 days of booking, payment in full is required at the time of booking. Cancellations or changes to stay dates, including changes that result in a shortened stay, are not permitted within 30 days of arrival, and any will result in a penalty. Cancellations or changes that are made within thirty (30) days of the arrival date, forfeit the entire reservation amount while cancellations made more than thirty (30) days in advance of your arrival only forfeit the $300 payment made at the time of booking. For reservations that are at least thirty (30) nights, the cancellation policy above increases to sixty (60) days prior to the arrival date. We do offer travel insurance.brbrVacation Rental Collective has the perfect Bend Vacation Rental, Bend Cabin, Bend AirBnB, or Bend VRBO for you and your group! Whether you're hiking, fishing, biking, skiing at Mount Bachelor, or enjoying Bend’s one-of-a-kind restaurants the Bend Collection has your perfect private lodging accommodations.

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$344.59

/ Nightly

Private Vacation Home

Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp

Bend, Oregon, United States

Welcome to Parkridge at Pilot Butte! Our warm and modern centrally located family friendly home has been curated to be your Bend basecamp for adventure. This home features high ceilings, lots of natural light and has been built into the natural rock landscape of Pilot Butte.brbrWhether you're here to relax, eat/drink through the city or take advantage of all the outdoor recreation and play, we know you'll enjoy it within close proximity of our front door. Located in the Orchard District of NE Bend, you're walking distance to Pilot Butte, a quick 5 min drive to downtown, and Mt. Bachelor is just up the road (35 min)! brbrSLEEPING ARRANGEMENTSbrThis lovely welcoming home features 3 bedrooms (king, queen, trundle with 2 twin beds), and 2 rolling twin beds upon request.brbr *If you plan to use 1 or 2 of the rolling twin beds PLEASE let us know upon booking. This ensures that our cleaners provide appropriate sheets and bedding prior to your arrival. brbrFAMILIESbrIf you would like to request to use our pack n' play, high chair or newborn bath please request this upon booking. Kids plates and utensils are available to use and can be found in the appropriate kitchen cabinets/drawers.brbrHEATING & COOLINGbrThis home has A/C to keep you cool in the summer months and central heating to keep you warm on cold winter nights. The home is integrated with a smart Nest operating system to help keep the temperatures in a comfortable range during your stay. brbrCozy up by the fireplace in the living room with a good book or watch your favorite shows/movies on the smart TV.brbrKITCHEN & DININGbrEnjoy an open, spacious kitchen equipped with the essentials that you'll need to make yourself at home.brbrSKIIERS & MTN BIKERS: brAmple storage exists in the garage to hang and appropriately store for your full group's equipment.brbrOTHER:brWhile we are big animal lovers - unfortunately, pets are not allowed as guests at this time. While we pride ourselves on maintaining an extremely clean house - if you have a very severe dog allergy, please be aware that dogs have previously been in this home. Thanks for understanding!

3

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2

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8

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$353.36

/ Nightly

Private Vacation Home

Modern Bend Home with Firepit and Disc Golf

Bend, Oregon, United States

Summary:brbrThis Bend retreat sits minutes from the Deschutes River Trail and downtown, with a firepit, 3-hole disc golf course, and covered deck with grill. Ski Mt. Bachelor 22 miles west in winter or explore miles of hiking and biking trails in summer. Two living rooms, four bedrooms, and room for eight make this a great fit for families and active groups.brbrbrbrThe Space:brbrTwo separate living rooms give everyone room to spread out. The front sitting room has a smart TV, couch, and loveseat. The main living area features a large sectional with chaise, another smart TV, and windows that bring in natural light. The kitchen includes a drip coffee maker, Keurig, counter seating for four, and plenty of prep space. An eight-person dining table sits nearby.brbrbrbrBedroom 1 has a king bed, smart TV, balcony access, and an ensuite bathroom with dual vanity and walk-in shower. Bedroom 2 has a queen bed and smart TV. Bedroom 3 has a queen bed. Bedroom 4 has two twin beds. A second full bathroom offers a single vanity and walk-in shower.brbrbrbr Step outside to a covered back deck with a grill, dining table, and lounge seating. The upper outdoor area includes a firepit and a 3-hole disc golf setup. Winter guests return from the slopes to gather around the fire. Summer evenings are made for grilling and friendly competition on the course.brbrbrbrThe home includes a washer and dryer, WiFi throughout, driveway parking for three vehicles, and streaming-capable smart TVs in multiple rooms. The indoor fireplace is decorative only and not available for use.brbrbrbrYour rental includes one free ticket per activity per day to select Bend attractions including a ghost tour, museum tickets, canoeing, and more. You'll receive a personal link to book your activities after reservation.brbrbrbrThis rental includes one free ticket, per activity, per day to some of our favorite attractions! After booking you will receive a personal link to book your activities.brbrbrbrbrbrbrbrSelf check-in details provided before arrival. Driveway parking for 3 vehicles. AWD or 4WD required during winter months for safe travel to and from the property.brbrbrbrThe home sits in a quiet residential area with easy access to outdoor recreation and Bend's best eating and drinking. Downtown Bend is a 5 to 10-minute drive, where you'll find Deschutes Brewery, 10 Barrel Brewing, and dozens of restaurants and shops along NW Wall Street and Bond Street. The Deschutes River Trail system is minutes away for hiking, biking, and riverside walks. Pilot Butte, an extinct volcano with a summit trail and panoramic views of the Cascades, is close by. The Old Mill District shopping and dining area is a quick trip south. The High Desert Museum is about 7 miles south on Highway 97. Mt. Bachelor Ski Resort is roughly 22 miles west for winter skiing and summer mountain biking. The Cascade Lakes Scenic Byway begins just outside town, offering access to dozens of alpine lakes, hiking trailheads, and mountain views.brbrbrbrGetting Around:brbrBend is located along Highway 97 in Central Oregon. The home is approximately 22 miles west of Mt. Bachelor Ski Resort via the Cascade Lakes Scenic Byway, roughly a 35-minute drive. Redmond Municipal Airport (RDM) is about 20 miles north, roughly 25 minutes by car. Downtown Bend is 5 to 10 minutes depending on traffic. Smith Rock State Park is about 30 miles north near Terrebonne, roughly 35 minutes by car. Highway 20 provides access east toward the high desert and west toward the Cascades.brbrbrbrOther Things to Note:brbr• Pets: Not allowed — a fine will be assessed at checkout if evidence of a pet is foundbrbr• Washer/Dryer: In-unitbrbr• Parking: 3 cars maximumbrbr• AWD or 4WD required during winter monthsbrbr• Indoor fireplace is not available for guest usebrbr• Long-term stays welcomebrbr• As our valued guest, your rental includes one free ticket, per activity, per day to some of our favorite attractions including a Ghost Tour, Museum Tickets, Canoeing, and more! After booking you will receive a personal link to book your activities.brbrbrbrInteraction with Guests:brbrBend is located along Highway 97 in Central Oregon. The home is approximately 22 miles west of Mt. Bachelor Ski Resort via the Cascade Lakes Scenic Byway, roughly a 35-minute drive. Redmond Municipal Airport (RDM) is about 20 miles north, roughly 25 minutes by car. Downtown Bend is 5 to 10 minutes depending on traffic. Smith Rock State Park is about 30 miles north near Terrebonne, roughly 35 minutes by car. Highway 20 provides access east toward the high desert and west toward the Cascades.

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$310.05

/ Nightly

Cottage

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Bend, Oregon, United States

The Aspen House cozy home is a great place to relax and enjoy all that Bend has to offer. A classic Bend millworker’s house at its roots, it's been modernizing while keeping the Old Bend feel. Look for creative reuse and recycled materials and enjoy energy efficient systems to keep you just the perfect temperature.brbrThis cozy home is a great place to relax and enjoy all that Bend has to offer. A classic “millworker’s house” at its roots, it's been modernizing while keeping the “Old Bend” look. The floor plan (oak flooring throughout) is very open, with dining, kitchen and living room all connected. The shower surround is a unique mosaic mural made of recycled glass tile. The kitchen and bath countertops are recycled barn wood. Creative reuse and recycled material upgrades, you'll love this sweetie cottage!brbrDOWNTOWN LOCATIONbrThe Aspen House is a downtown home-away-from-home. It has two bedrooms, king/queen beds, and a bathroom with shower. With the Old Mill District in one direction, and Downtown Bend in the other, you are in the PRIME Bend location! And of course Mt Bachelor is just 20 minutes up the road. Come stay in Bend and live like a local! brbrHEATING & COOLINGbrThe Aspen Cottage features a mini split unit (A/C and heat) in the living room and it does a great job keeping you the perfect temperature. There are additional cadet heaters in the bedrooms and bathroom to keep you cozy any time of the year!brbrSLEEPING ARRANGEMENTSbrAspen Cottage sleeps 4 guests. Sleeping arrangements include 1 king bed and 1 queen bed. A Pack & Play Crib is also provided for your little one (Please bring your own baby sheets). Extra blankets are on hand to keep you extra cozy!brbrKITCHEN & DININGbrEnjoy a spacious and fully equipped kitchen with cottage charm! Reclaimed wood has been used throughout. A compact dining area for 4 is just next to the kitchen. There is also an outdoor table for relaxing and dining on beautiful Bend days. Basic oils and spices are provided to help get your meal started. The outdoor patio table will be the perfect place to enjoy dinner cooking on the BBQ any pleasant evening! A high chair is also provided for a kiddo.brbrFREE WIFI & ROKU LIVE TVbrFree 200 Mbps Bend Broadband wifi. Speed test on a mobile phone is 146.5 Mbps / 11.5 Mbps. ROKU Live TV features 350+ free channels. This home has lots of board games to keep you entertained as well.brbrOUTDOOR SPACESbrOutside you'll find a well kept backyard and deck. Feel free to fire up the gas grill for a BBQ and enjoy the sunny patio on those perfect Bend afternoons. No smoking of anything please.brbrPARKINGbrYou will have your own private driveway spot. It is a long tandem driveway and will fit 2 vehicles front to back. There is also on-street parking in front of the home.brbrTHE NEIGHBORHOODbrThis home is nestled into a sweet residential neighborhood and is not appropriate for loud and late parties. City of Bend quiet hours are from 10pm to 8am and are enforced as are Bend's Good Neighbor Guidelines. Between 10pm-8am, especially when outside enjoying the decks, please keep noise levels very low and be considerate to our neighbors. Thank you for respecting our neighbors and helping everyone enjoy this peaceful retreat in Bend.

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$218.83

/ Nightly

Condo

Mt Bachelor Condo with Pool and Hot Tubs

Bend, Oregon, United States

Summary:brbrTucked into Mount Bachelor Village Resort above the Deschutes River, this condo puts you steps from forest trails and minutes from the slopes. Enjoy a fully equipped kitchen, cozy fireplace, and private balcony surrounded by pines. The resort offers seasonal pool access and year-round hot tubs. brbrThis rental includes one free ticket, per activity, per day to some of our favorite attractions! After booking you will receive a personal link to book your activities.brbrbrbrThe Space:brbrThe kitchen features blue cabinets, light stone counters, and full appliances including a Keurig and drip coffee maker. A high-top counter seats three for casual meals. The living room includes plush armchairs, a smart TV, and a wood-burning fireplace. Slide open the glass doors to your private balcony with a grill and outdoor seating surrounded by tall pines.brbrbrbrThe bedroom offers a queen bed with quality linens. The living room includes a queen sleeper sofa, sleeping four guests total. The full bathroom has a single vanity and a walk-in shower.brbrbrbrA washer and dryer are in-unit for your convenience. WiFi and smart TV with streaming are included. The resort pool is open Memorial Day through Labor Day, and the hot tubs operate year-round. Note that stairs are required to access the unit. Whether you're warming up by the fireplace after a day on the slopes or grilling dinner under the stars in summer, this condo adapts to every season.brbrbrbrCheck-in instructions will be provided before arrival. Parking is available in the resort lot. Stairs are required to reach the unit. The road to Mt Bachelor is well-maintained year-round, though AWD or chains may be recommended during winter months.brbrbrbr ️ You're located within Mount Bachelor Village Resort, perched above the Deschutes River with direct access to walking trails that wind through the pines. The Old Mill District is a short drive away, where you'll find Deschutes Brewery, multiple dining options, shops, and the Les Schwab Amphitheater. Downtown Bend is about 10 minutes by car, offering access to the Bend Ale Trail, the largest beer trail in the West. Pilot Butte, an extinct volcano with a summit trail, is roughly 15 minutes away. The High Desert Museum, showcasing Central Oregon wildlife and history, is about 10 minutes south. For outdoor adventures, Cascade Lakes Highway offers boating and hiking in summer, and the trailhead is a quick drive west.brbrbrbrGetting Around:brbrMt Bachelor ski resort is approximately 20 minutes west via Century Drive. Downtown Bend is about 10 minutes east on Colorado Avenue. The High Desert Museum is roughly 10 minutes south on Highway 97. Lava River Cave within Newberry National Volcanic Monument is about 25 minutes south. Smith Rock State Park, known for world-class rock climbing and hiking, is roughly 35 minutes north. Redmond Municipal Airport is approximately 30 minutes north via Highway 97.brbrbrbrOther Things to Note:brbr• Pets: Not allowed — a fine will be assessed at checkout if evidence of a pet is foundbrbr• Washer/Dryer: In-unitbrbr• Parking: Resort lot availablebrbr• The resort pool is open Memorial Day through Labor Day; hot tubs are open year-roundbrbr• Stairs are required to access the unit

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$352.82

/ Nightly

Private Vacation Home

Ponderosa Lodge | Bend | Large Yard + Pet Friendly

Bend, Oregon, United States

Picture yourself gathered around the fire pit under the starry sky, sharing stories and roasting marshmallows. The ping pong table adds a fun and competitive element to your downtime, while the wood fireplace sets the perfect ambiance for cozy evenings indoors. For added comfort during warmer months, portable AC units help keep the space cool. And when you're ready to explore, Bend's attractions, from outdoor adventures to dining and shopping, are just minutes away.brbr br★ Get cozy at this tucked-away lodge surrounded by native Oregon Ponderosa Pines!brbr- Enjoy the high desert mountain experience with a short drive to Downtown Bendbrbr- Just 45 minutes from Mt. Bachelor for skiing and mountain adventuresbrbr- Pet-friendly, so your furry friend can join the tripbrbr- Large fenced yard offers safe space for pets to roambrbr- Four bedrooms provide comfortable accommodations for family, friends, or bothbrbr★ Amenitiesbr- Guest gift br- Portable AC Units (newly added!)br- Firewoodbr- Propane for the BBQ and the Firepitbr- Spa/bath itemsbr- Homebook with area details and home information.br- Ping pong tablebr- Rooms with smart tv'sbr- Outdoor furniturebr- Housewarebr- Linens/towelsbr- Coffeebr- Plates/Tea Bowls/Glassesbr- WiFibr- Cleaning Utensilsbr- Hair Dryerbr- Pack ’n play/Travel cribbr- High Chairbr..And much more!brbr★ - brDogs are welcome! We do charge a pet fee, and we do not allow dogs to be on any of the furniture or beds. This helps us keep the furniture and beds clean and protected from any potential damage.brbrYour comfort means a lot to us! We take guest feedback to heart and do our best to fix things quickly whenever an issue comes up. If you see something mentioned in a review and have questions, just send us a message — we’re always happy to chat and make sure you feel at ease before booking.brbr brWe will provide arrival instructions prior to check in for codes.brbr brPlease note we provide limited supplies per reservations on shampoo, conditioner, body wash and hand soap. We do recommended if you are booking with a large group to bring extra bathroom supplies.brbr⚠️ 2 PM early check-in and 12 PM late check-out are available for $50 each, subject to availability.brbrCancellation Policy Note: One hundred percent (100.00%) of the total booking charges (less $200.00 taxable cancellation fee) will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. For cancellations made within 30 days prior to the arrival date, no refund will be issued.

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$771.58

/ Nightly

Private Vacation Home

Millpointe Modern 4.0 - Luxury Meets Location - Sauna, Cold Plunge, Concerts!

Bend, Oregon, United States

Welcome to Millpointe Modern! There’s simply nothing like it in Bend… step into this newly built, high-end, centrally located vacation home just steps from the Old Mill, Hayden Homes Amphitheater, Box Factory, Downtown Bend, Deschutes River, and more. From the luxury features such as the private sauna, cold plunge, and workout space, to the custom modern finishes in the home and professional design, you won’t be short on top-notch accommodations.brbrThis property is comprised of a 3-bedroom main home AND a lock-off studio apartment with private exterior entrance. Guests may choose to rent the entire property or either unit separately. This home sleeps up to 10 adults and 2 children.brbrUpon entering, you’ll notice exquisite craftsmanship with natural stone and wood accents throughout, high-end features in the kitchens and bathrooms, and an extraordinary amount of natural light pouring into the strategically placed windows that maintain privacy despite its urban setting. This vacation home comes fully stocked with all the essentials: soaps, bed and bath linens, all kitchenware & appliances small and large, basic spices, coffee, board games and puzzles, and baby gear (as requested). We also provide a complimentary s'more station spread to kick off your stay!brbr1st floor: Foyer with access to garage/wellness center, studio apartment, and stairs up to the main living area. brStudio: The studio apartment can be accessed from within the foyer if rented with the main home and function as a 4th bedroom. If the studio is booked separately, it will be locked off from all guests and only the exterior entrance may be used. br- One queen bed with one rollaway cot or crib (best for children)br- Full bathroom with walk-in shower and washer/dryerbr- Full kitchen (sink, dishwasher, cooktop, oven/micro, fridge, pantry) fully stocked with kitchenwares and basic spicesbr- 2 accent chairs with table for dining or workbr- Smart TV (access local channels and your apps only)br- Private outdoor patio with seating and BBQbrWellness Center: The garage has been transformed to cater to those looking to recover after a day on the mountain!br- 6-person saunabr- Cold plunge with pump to maintain ideal temperaturebr- Weights and bench, treadmill, yoga matsbr- Towels, robesbr- Bluetooth speaker, Tesla universal Type 2 chargerbr- 4 cruiser bikesbr- 2 inflatable paddleboardsbrbr2nd floor: Follow the floating stairs from the foyer up to the main living area with high ceilings, open concept layout, 2 balconies, and office nook. An ideal space for entertaining!br- Custom kitchen with integrated premium appliances, fully stocked with kitchenwaresbr- Dining room with seating for 8br- East-facing balcony with outdoor dining set and BBQbr- Living room with gas fireplace, smart TV (access local channels and your apps only), designer furniturebr- South-facing balcony with conversational seating, perfect for coffee or cocktail!br- Powder bathroombr- Desk and office chair in a nook with large windowsbrbr3rd floor: Retreat to the upper floor with vaulted ceilings and views to Pilot Buttebr- Bedroom 1: Primary room with king bed, walk-in closet, private large balcony with outdoor seating and firepit, and private bathroombr- Bathroom 1: Ensuite primary bathroom with heated floors, walk-in shower, private toilet room, integrated LED mirrors with steam control, soaps, towels, and hairdryerbr- Bedroom 2: King bed with private small balcony and closetbr- Bedroom 3: Adult bunk bed with 2 queen beds that can hold up to 2,000lbs on each level, office nook, and closetbr- Bathroom 2: Full bathroom accessed from main hall with tub/shower combo, towels, and hairdryerbr- Laundry room: Full size washer and dryer with ironing board, iron, and detergentbrbrGood to Know:br- Completion of a Rental Agreement, including guest verification, is required for all bookings before check-in instructions are released.br- Up to 2 well behaved small dogs allowed with pet fee; exceptions may be made for medium-large dogs if they are calm, please inquire with management.br- Bend is growing! Especially in the Old Mill Area, so please be aware that there is development in the area.

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$1085.66

/ Nightly

Private Vacation Home

Drake Park Villa - River Front on Mirror Pond & Drake Park, Exquisite, Gourmet Kitchen

Bend, Oregon, United States

Elevate your vacation experience by choosing Drake Park Villa in Bend, Oregon, where luxury meets convenience. Nestled on the banks of the Deschutes River, this Tudor-style retreat places you just moments from Drake Park and the vibrant offerings of downtown Bend, including shopping, dining, and entertainment.brbrInteriorbr- Elegant multi-level design with cathedral ceilingsbr- Brazilian hardwood floors enhance the lower-level ambiancebr- Spacious living room with plush seating and a stone-front fireplacebr- Gourmet kitchen with granite countertops and stainless steel appliancesbr- Media room with a large flat-screen television and game tablebrbrBedroomsbr- King master suite with separate shower, double sink, and soaking tubbr- Queen bedroom on the second floorbr- Additional bedroom available for guest comfortbrbrAmenitiesbr- Inviting stone-front fireplacebr- Gourmet kitchen with extended island and barstool seatingbr- Media room for entertainmentbr- Spacious patio with BBQ grill and river viewsbr- Fenced-in yard for outdoor enjoymentbrbrLocationbr- Direct access to Drake Park and the Deschutes Riverbr- Proximity to downtown Bend's shopping and diningbr- Easy access to local trails and outdoor activitiesbrbrWhether you're exploring the vibrant downtown or venturing into the stunning natural surroundings, Drake Park Villa offers an inspiring and luxurious home base for your Bend, Oregon adventure. Secure your stay today and enjoy a blend of comfort and elegance that will make your vacation unforgettable. Please note, Drake Park Villa maintains a strict no-pet policy.

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$1615.13

/ Nightly

Private Vacation Home

Beautiful Luxury Home on the river near Sunriver, Bend, Trails, Mountains!

Bend, Oregon, United States

Find your sanctuary at this breathtaking river front luxury home. Great in summer when you can use the beautiful yard and participate in river activities. Equally great in winter with a gorgeous view and direct access to the mountains for fun in the snow. brbrYou will find 7 bedrooms, each with a bathroom (en-suite), and a media/bunk room. Kitchen comes fully stocked with cookware/utensils, high end appliances and 2 separate refrigerators for your convenience. Many charming features include a massage chair, a cozy nook, separate play areas, and more! We provide 3 washers/dryers. brbrOutside, you will find a beautifully landscaped yard leading straight to Spring River. You can relax in the hammock or hot tub, play bocce ball or horse shoes, or relax on the back patio while watching the children play on the play structure. Get some water time and take a peaceful float down the river in our paddle boat, kayak or SUP. We also offer a few bikes (but bring your own helmets). End your night with a game of Pool or foosball in the garage recreation space. brbrEasy access to numerous hiking and snow activities in the Cascade lakes area, biking trails, restaurants, and shopping centers close by. Ample opportunities for outdoor activities all year round. brbrWe allow one dog at a time with permission. However, we do not have a fenced yard and ask that your dog be leashed when outdoors. We ask that dogs stay off the furniture and not go upstairs. Thank you. brbrNo Sharc passes available. brNo student groups or party groups.brNo refunds for weather or natural disasters.

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$326.46

/ Nightly

Condo

Widgi 22 - Golf Course View, Close to Mt Bachelor, Bike Trails, Cascade Lake, A/C, Gorgeous Deck

Bend, Oregon, United States

Welcome to Widgi Creek #22, a tranquil retreat nestled in the scenic beauty of Bend, Oregon. Ideal for outdoor enthusiasts, this townhome offers 2,500 square feet of space, with easy access to Deschutes River. Enjoy the surrounding National Forest and the comfort of this thoughtfully designed property, perfect for up to 8 guests.brbrInteriorbr- Immerse in comfort and rustic charmbr- Cozy living room with sofa, loveseat, and decorative armchairsbr- Vaulted ceilings and large windows for a bright, spacious feelbr- Large gas fireplace for warmth and ambiancebr- Entertainment-ready with a large televisionbrbrBedroomsbr- Bedroom 1: Features a comfortable bed and inviting decorbr- Bedroom 2: Includes a cozy bed and warm atmospherebr- Bedroom 3: Offers a restful bed for a peaceful night's sleepbrbrAmenitiesbr- Convenient garage for vehicle and gear storagebr- Luxurious electric boot warming rack for winter travelersbr- Spacious west-facing deck with golf course viewsbr- Built-in seating and tasteful patio furniturebr- BBQ grill for outdoor diningbrbrLocationbr- Situated in a scenic neighborhood surrounded by National Forestbr- Close proximity to Mt. Bachelor Ski Resortbr- Easy access to Deschutes River adventuresbrbrWidgi Creek #22 combines serenity with convenience, offering a perfect base for your Bend adventures. Whether you're here for skiing, hiking, or simply relaxing, this home provides all the comforts you need. Book your stay today and enjoy the best of Oregon's great outdoors.

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$396.76

/ Nightly

Private Vacation Home

Villa 5 - Hot Tub, Golf Course Views, Large Deck, Quiet and Peaceful in Broken Top

Bend, Oregon, United States

Discover the perfect blend of outdoor adventure and city excitement with a stay at Villa #5 at Broken Top in Bend, Oregon. This 2-bedroom, 2-bathroom retreat accommodates up to 4 guests and welcomes pets upon request, making it an ideal getaway for families and friends. Nestled on Bend's west side, Villa #5 provides a serene retreat with easy access to the vibrant Old Mill District, shopping, and dining.brbrInteriorbr- Bright, open floor plan with large windows and high ceilingsbr- Earth-tone decor bringing the outdoor beauty insidebr- Cozy living room with plush sofa, sleek recliner, and natural wood coffee tablebr- Kitchen equipped with spacious counters, custom cabinetry, and modern appliancesbr- Dining area with table for 4 and additional barstool seating at the kitchen islandbrbrBedroomsbr- Bedroom 1: Comfortable bed, tranquil atmospherebr- Bedroom 2: Comfortable bed, tranquil atmospherebrbrAmenitiesbr- Air Conditioningbr- Private Hot Tubbr- Pet Friendlybr- Free WiFibr- BBQbr- Cable TVbr- Golf Communitybr- Off Street ParkingbrbrLocationbrVilla #5 at Broken Top offers a peaceful setting with close proximity to Bend's attractions. Enjoy quick access to the Old Mill District, local shopping, and delicious dining options, all while soaking in the natural beauty of Oregon.brbrPlan your getaway to Bend and experience the perfect mix of relaxation and adventure. Contact Arrived today to book your stay at Villa #5 at Broken Top.

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$174.86

/ Nightly

Apartment

Luxe 2-BR Loft apt. on a Flower Farm in fabulous Bend with AC, WiFi, etc.!

Bend, Oregon, United States

Discover this elevated 2-bedroom gem on a working flower and horse farm just 20 minutes from Bend. This loft apartment, with 270-degree views or surrounding buttes and pastures, features a great room, comfortable queen master bedroom, cozy twin bedroom, full kitchen, laundry, bath and a private and includes a fine arts library. Access to the Badlands Wilderness Area and Reynolds Pond are only 2 minutes away and Brasada Resort Restaurants are just 10 minutes down the road. With amenities like AC and WiFi, guests can relax and unwind in a peaceful setting after exploring all that bustling Bend and recreation-rich Central Oregon have to offer.

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$281.95

/ Nightly

Private Vacation Home

New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!

Bend, Oregon, United States

Best Location in Bend!brbrWalk to downtown Bend, the Deschutes River, and Hayden Homes Amphitheater from this charming, updated historic cottage - Old Bend Cutie! Cozy and comfortable with a fun retro arcade game for downtime.brbrOld Bend Cutie is walking distance to:br• Downtown Bend (8 min)br• Deschutes River trail & surf wave (5 min)br• Hayden Homes Amphitheater (10 min)br• Old Mill District shopping & theater (12 min)br• Parks, breweries, restaurants & miles of trails (5-10 min)br______________________brbrWelcome to the Old Bend Cutie, a charming and updated historic home in the heart of Bend’s Old Bend District. Perfect for couples, families, business travelers, and small groups, this cozy two-bedroom cottage offers the ideal combination of historic charm, modern comfort, and an unbeatable location.brbr⸻brbrPRIME LOCATIONbrbrLocated in the highly desirable Old Bend Historic District, you’ll be close to everything Bend is known for while still enjoying a quiet, safe neighborhood.brbrYou can easily walk to:br• Downtown Bend (8 minutes) for restaurants, breweries, shopping, and nightlifebr• Deschutes River trail and surf wave (5 minutes)br• Hayden Homes Amphitheater (10 minutes) for concerts and eventsbr• Old Mill District (12 minutes) for shopping, dining, and moviesbr• Multiple parks, breweries, coffee shops, and miles of scenic trails (5-10 minutes)brbrMany guests rarely need to drive once they arrive.brbr⸻brbrCHARMING HISTORIC HOME WITH MODERN COMFORTSbrbrThe Old Bend Cutie blends Bend’s historic character with modern amenities. This cozy home comfortably sleeps up to six guests.brbrLiving RoombrRelax after a day exploring Bend with:br• Retro arcade game with 50+ classic gamesbr• Board gamesbr• Smart TV for movie nightsbr• Comfortable memory foam queen sleeper sofabrbrKitchenbrFully stocked kitchen with everything needed for cooking meals, plus a bright dining area perfect for breakfast or morning coffee.brbrBedroom 1br• Memory foam queen bedbr• Blackout shadesbr• Closet and dresser storagebrbrBedroom 2br• Bunk bed with queen lower mattress and twin XL upperbr• Memory foam mattressesbr• Great for families or small groupsbrbrBathroombr• Tub / shower combobr• Shampoo, body wash, and essentials providedbrbrAdditional Amenitiesbr• High-speed WiFibr• Washer and dryerbr• Free permitted street parkingbr• Easy self check-in with smart lockbrbr⸻brbrENJOY BEND LIKE A LOCALbrbrStep outside and explore the best of Bend. Walk to concerts at Hayden Homes Amphitheater, float the Deschutes River, bike miles of nearby trails, or grab coffee and breakfast downtown.brbrBend is known for its incredible outdoor access, breweries, and vibrant food scene — and Old Bend Cutie places you right in the middle of it all.brbrAfter a day of adventure, come home to relax in a cozy historic cottage in one of Bend’s most beloved neighborhoods.brbr⸻brbrYOUR PERFECT BEND HOME BASEbrbrWhether you’re visiting for concerts, outdoor adventures, skiing at Mt. Bachelor (also just 20-30 min away), or a relaxing getaway, Old Bend Cutie is the perfect home base for your Bend trip.brbrBook your stay and experience one of the best locations in Bend.

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1

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6

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