Home Vacation Rentals By Owner In Harbor Springs, MI

Showing 240 Of 432 Vacation Rentals
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$396.26

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Chalet

Modern Chalet Retreat in Harbor Springs w/ Fireplace

Harbor Springs, Michigan, United States

This beautifully updated two-bedroom plus bunk room, two-bathroom chalet offers a serene and convenient location among the treetops of the Harbor Bluffs Association. With a private back drive that leads directly to the property, guests will enjoy both privacy and accessibility.brbrPerfectly situated for four-season fun, the home is:br2 minutes to Nubs Nob Ski Resortbr5 minutes to The Highlands at Harbor Springsbr10 minutes to Downtown Harbor Springsbr15 minutes to Downtown Petoskeybr10 minutes to the famous Tunnel of Trees (M-119 Scenic Drive)brbrOutdoor enthusiasts will love the easy access to skiing, snowboarding, mountain biking, hiking, and golf, while summer visitors can enjoy Lake Michigan beaches, boating, paddleboarding, and kayaking just a short drive away. Other nearby favorites include Petoskey Brewing Company, Pond Hill Farm, Boyne Highlands Downhill Mountain Biking Adventures, and the Harbor Springs waterfront and marina district.brbrInside, guests will find an open-concept layout with a modern, fully equipped kitchen, cozy living and dining areas featuring a natural log fireplace, and comfortable accommodations for families or small groups. The finished lower-level bunk room with flatscreen TV provides additional space for relaxation, while large windows and an expansive deck and fire pit area showcase the peaceful wooded surroundings.brbrAmenities include central air, updated finishes, private parking, and thoughtfully furnished living spaces designed for comfort and convenience. The home is ideal for both seasonal recreation and year-round getaways.brbrWhether planning an active ski trip or a peaceful Northern Michigan retreat, this property offers the perfect balance of modern comfort and proximity to outdoor adventure.brPlease note: The private drive is rugged and may require four-wheel drive during winter months. The house is also accessible via the main association drive, but there are about 45 steps up to the chalet. This home features spiral staircases connecting the main level to the basement and loft, which may pose challenges for guests with mobility concerns and could be unsafe for crawling toddlers. A pack-and-play rental is available for a small upcharge.
Bed 2

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Bath 2

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Sleep 8

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$295.7

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Condo

Cozy Condo with Shared Pool & Tennis, Fast WiFi, Private Deck & Gas Fireplace

Harbor Springs, Michigan, United States

Summary:brbrHideaway Valley Condo 36brbrbrbrThe Space:brbrA comfortable stay with plenty of room for the whole group awaits in this three-bedroom condo nestled into the lovely northern Michigan woods. If the weather is nice, start the morning on your private balcony with a fresh cup of coffee while you game plan for the day. Skiing at nearby Nubs Nob Ski Resort, snowshoeing or cross-country skiing in the winter, or hiking, biking, or heading to the nearby shoreline in the summer You've also got access to a community pool and tennis court in the summer. When you get hungry, head inside to the well-equipped kitchen to make breakfast. You’ll find a full suite of appliances and all the gadgets you need to whip up a meal. After a full day of fun, you’ll be happy to return to your cozy home away from home. Settle in on the sofa or armchair and flip on the gas fireplace for extra coziness. The wall-mounted flatscreen is there to stream your favorite shows, and if you can't agree on what to watch, no problem – there's another living room downstairs with a leather couch and armchair and flatscreen TV. There's also a dedicated desk area downstairs if you need to catch up on some work. In the evening, if it’s warm outside, step back out onto that deck, fire up the gas grill, grab a frosty beverage, and toast your good luck at booking the perfect family retreat. Things to Know: Free high-speed WiFi and cable Streaming available with guest accounts Private washer/dryer This property is managed by Vacasa Michigan LLC
Bed 3

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Bath 2

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Sleep 6

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Exceptional(1)

$329.2

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Condo

Beautiful 2B/2B Harbor Springs Condo Just 6 Mi to Lake Michigan!

Harbor Springs, Michigan, United States

Summary:brbrTrout Creek RetreatbrbrbrbrThe Space:brbrEscape to Northern Michigan and experience all four seasons in this beautiful Trout Creek condo, ideally located just across the street from Boyne Highlands and minutes from Nubs Nob. This 2-bedroom, 2-bath retreat offers year-round adventure and resort-style amenities for couples, families, or small groups. In winter, enjoy world-class skiing, snowshoeing, or snowmobiling, then unwind by the fireplace or soak in the jetted tub. Summer and fall bring endless opportunities for golfing, hiking, biking, and water fun on nearby Lake Michigan. The condo features a fully equipped kitchen with granite countertops, a cozy living area with a fireplace and flat-screen TVs with streaming services, and two private decks surrounded by serene wooded views. Guests have access to Trout Creek’s community amenities, including indoor and outdoor pools, hot tubs, sauna, fitness center, tennis and pickleball courts, fishing pond, playground, and scenic trails. With a king bed in the primary suite, a queen in the second bedroom, and a sleeper sofa in the loft, there’s plenty of room for everyone to relax. Step outside and explore the best of Northern Michigan. You’ll be just minutes from Boyne Highlands Resort (2.5 miles), Petoskey State Park (6.2 miles), and the famous Tunnel of Trees (11 miles). Spend a sunny afternoon at Zorn Park or Zoll Street Beach, sample local wines at Pleasantview Vineyard (1.9 miles) or Pond Hill Farm (11 miles), and enjoy dinner at nearby favorites like Teddy Griffin’s Roadhouse (1 mile) or Vernales Restaurant (5.3 miles). Golfers will love the proximity to BOYNE Golf (0.6 miles) and The Heather Golf Course (2.1 miles), while day trips to Petoskey, Charlevoix, or even Mackinac Island make for unforgettable adventures. Whether you’re chasing snowflakes or sunsets, this Harbor Springs getaway is your perfect Pure Michigan escape.
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Bath 2

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Sleep 4

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Exceptional(8)

$834.79

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Private Vacation Home

Secluded lake-view home with large deck, private gas grill, AC

Harbor Springs, Michigan, United States

Summary:brbrTally Sun on the BluffbrbrbrbrThe Space:brbrSet on five acres high on the bluffs of Lake Michigan just north of Harbor Springs, this modern home with unique architecture offers a peaceful setting with fantastic views and gorgeous sunsets. Wildlife like deer and turkeys wander the property and an occasional bald eagle has been known to roost in the trees surrounding the large wrap-around deck which is a perfect spot for a morning coffee or an evening barbecue. This home is the ideal getaway for the up north vacation or those looking for an inspirational location to work away from the office. The house has high-speed fiberoptic internet along with two large screen smart TVs. The home is on the renowned Tunnel of Trees known for some of the state's best fall colors. As you walk through the front door you see through a large great room with a wall of windows with huge views of the lake. The upper level has wood floors throughout. The main bedroom is very large with a comfortable bed, a private bath, a glass wall looking over the lake, and two walkouts. The second bedroom is a well-decorated bedroom that also has glass doors opening out to the deck and is next to the second bathroom. The kitchen is modern and well equipped and provides for the preparation of many special meals. The lower level is the home of a large family room that has a walkout to a patio. It has a TV, a game table, and wet bar, and a third bathroom. The couch converts to a bed. bTHINGS TO KNOW/b Netflix streaming is available with guests' own accounts This property is managed by Vacasa Michigan LLC.
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Bath 3

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Sleep 6

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Exceptional(2)

$597.76

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Private Vacation Home

Spacious 3-level retreat w/ fireplace, wet bar, deck, tennis, skiing & golf near

Harbor Springs, Michigan, United States

Summary:brbrSki & Tee Boyne Highlands TownhousebrbrbrbrThe Space:brbrWelcome to your ultimate Up North getaway! This spacious three-story end-unit townhouse sleeps up to 12 guests, including two rollaway beds, and offers the perfect blend of comfort, space, and location for families or groups seeking both adventure and relaxation. The main floor features a master suite with a king bed, walk-in closet, 43' smart TV, and a spa-like bathroom with a soaking tub. A fully equipped kitchen with both a coffee pot and Keurig makes mornings easy, while the inviting dining area and cozy living room with a 55' smart TV and a wood-burning fireplace provide the perfect gathering space. A half bath, full-size washer and dryer, and a large deck for grilling or unwinding outdoors add even more convenience and comfort. Upstairs, you'll find a queen bedroom and a twin bedroom—both with walk-in closets—plus a shared full bath. The walkout lower level offers additional space to relax or entertain with a 70' smart TV, two twin beds, a full bath with a large shower, a second living room with a fireplace, a game and dining table, a wet bar, and a queen pullout sofa, as well as two additional twin roll-away beds. This home comes stocked with everything you need for a stress-free stay, including board games, puzzles, a propane grill, hair dryers, a private garage, and nearby overflow parking. On-site, enjoy tennis courts, a putting green, a 27-hole putting course, disc golf, ziplining, snowshoe trails, and scenic spring and summer chairlift rides. In the winter months, take advantage of Boyne Highlands' 435 skiable acres, 55 trails, and 8 chairlifts, plus a tubing hill and fat tire biking trails. You're also less than five minutes from Nub's Nob Ski Resort and a short drive to Boyne Mountain. Nearby, explore the charming towns of Harbor Springs and Petoskey for shopping, dining, and waterfront parks. Spend the day at Petoskey State Park's sandy beach just 15 minutes away, or enjoy a scenic drive along the famous Tunnel of Trees. Take a trip to Mackinaw City or hop the ferry to Mackinac Island, both about 50 minutes away. For family fun, head to Pond Hill Farm—just 25 minutes from the townhouse—offering a working farm, winery, brewery, petting zoo, walking trails, and a winter toboggan hill. Golf enthusiasts will love the numerous nearby courses, and those who enjoy a local pour will find plenty of wineries and breweries to explore. No matter the season, this well-located and fully equipped townhouse is your perfect home base for unforgettable Northern Michigan adventures.
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Bath 4

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Sleep 10

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$850.0

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Private Vacation Home

Charming Beachfront Cottage on Lake Michigan near Harbor Springs

Harbor Springs, Michigan, United States

Tucked below a bluff, along the Tunnel of Trees, you’ll find the perfect northern Michigan get away - The Windfall Cottage is situated on a wooded acre lot with 180 feet of secluded Lake Michigan beachfront. The 2-bedroom, 2.5 bath cottage is beautifully updated with coastal chic touches throughout. The upstairs loft suite is open and spacious, featuring a king bed and full bathroom as well as a living area with queen sleeper sofa for extra sleeping accommodations (see video for a closer look at the space). The bedroom in the basement has a queen bed and its own full, private bathroom. The half bath is conveniently located on the main floor, near the kitchen and dining room.brbrWe hope you plan to cook during your stay because the kitchen at the Windfall Cottage has all the bells and whistles to make a gourmet meal! You'll find induction safe pots & pans, dishes, utensils, dish towels and pot holders, a classic drip Smeg coffee pot with filters and a few coffee packets to get you started, a keurig pod machine, a Smeg toaster, microwave, dishwasher, Wolf induction cooktop (please use only the induction safe pots and pans provided), Wolf oven in island, 2 Subzero lower fridge units in kitchen, a Subzero fridge/freezer with ice maker unit at the coffee station and another full fridge/freezer in the basement for all the Costco lovers out there! There is also an outdoor dining area and Weber grill with propane tank provided. When you get here, make yourself at home and check out each cabinet and drawer. There may be appliances and utensils that you hadn’t expected!brbrWe provide bath & beach towels, bedroom linens, paper towels, toilet paper, Kleenex, Shampoo/conditioner/body wash, hand soap, dish soap, All Purpose cleaning spray, dishwasher pods and laundry detergent.brbrThe basement has a storage area with laundry room (washer & dryer) that you're welcome to use during your stay. This is also were the beach towels and extra supplies are stored.brbrThe cottage is incredibly cozy with in-floor heat throughout and a beautiful wood burning stone fireplace that adds to the warmth and ambience. You'll find oscillating fans in both bedrooms as well.brbrThere are two security cameras on site, one at the front entrance and one at the living room lake side entrance. They are directed only at the entrances and are used for security purposes only.brbrWhether you’re relaxing indoors, enjoying a quiet afternoon on the beach, or toasting to a beautiful sunset, once you arrive, you won’t want to leave this picturesque cottage!
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Bath 2

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Sleep 6

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Exceptional(7)

$539.35

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Chalet

Woodland Lodge - Perfect Family Ski Chalet! Close to Nubs Nob & Boyne!

Harbor Springs, Michigan, United States

Located perfectly between the world-class skiing at Nub's Nob and The Highlands of Harbor Springs, this charming 4-bedroom, 3-bathroom home is the ideal getaway for families or groups looking to explore the beauty of Northern Michigan. With plenty of room to relax, unwind, and enjoy the stunning surroundings, this home offers the ultimate combination of convenience and comfort.brbrProperty Highlights:brbr4 Bedrooms: The home features four spacious bedrooms, ensuring everyone has their own comfortable space to relax. With a mix of cozy queen and twin beds, you'll have restful nights of sleep after a day of adventure.brbr3 Bathrooms: Three full bathrooms provide ample space for your group to get ready for the day or unwind after outdoor activities.brFully Equipped Kitchen: Cook up your favorite meals in the large, well-appointed kitchen that opens to the dining area—perfect for family meals or entertaining.brbrTwo Living Rooms: The home features two living spaces, providing room for everyone to spread out. Whether you want to enjoy a movie night or have a quiet space to read, there’s plenty of room to relax.brbrPrivate Hot Tub: After a day on the slopes or exploring the local area, step outside to the back deck and enjoy the private hot tub, perfect for soothing tired muscles while enjoying the peaceful outdoor setting.brbrTwo-Car Garage: The home includes a two-car garage, providing convenience and security for your vehicles and gear, especially in the winter months.brbrLocation:brClose to Skiing: Whether you're skiing at Nub's Nob or The Highlands of Harbor Springs, both world-class ski resorts are just a short drive away, offering excellent skiing, snowboarding, and year-round outdoor activities.brbrClose to Downtown Harbor Springs: Take a quick drive to the charming downtown Harbor Springs, where you can explore boutique shops, enjoy local restaurants, and take in breathtaking views of Little Traverse Bay.brbrbrAdditional Features:brPrivate Outdoor Deck: The spacious deck is the perfect place to relax with morning coffee or dine alfresco while enjoying the fresh air.brTranquil Setting: Set in a peaceful and scenic area, the home offers a quiet retreat where you can unwind in privacy but still be close to all the action in Harbor Springs.brbrWhether you're planning a winter ski trip, a summer vacation, or a relaxing retreat at any time of year, Woodland Lodge offers the perfect location and all the amenities you need to create lasting memories.
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Bath 3

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Sleep 10

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Exceptional(6)

$333.91

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Condo

Harbor Springs Condo w/ Fireplace Near Skiing!

Harbor Springs, Michigan, United States

Private Balcony | Direct Beach Access | ~3 Miles to DowntownbrbrTucked away in Little Traverse Bay off Lake Michigan, this Harbor Springs condo is the perfect launching pad for all your winter adventures! This vacation rental is brimming with amenities, including a balcony, Smart TVs, games, private beach, and a beach club. Don’t forget to explore Highlands Resort or Nubs Nob Ski Resort. With 3 bedrooms, 2.5 baths, and a loft, everyone can join in on the fun-filled getaway!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bed br- Bedroom 2: 1 queen bed, 1 twin/full bunk bed br- Bedroom 3: 1 queen bed, 1 twin/full bunk bed br- Loft: 1 twin/futon bunk bedbrbrADDT’L COMMUNITY AMENITIES (available seasonally)br- Private beach w/ clubhouse, fire pit, picnic areas w/ charcoal & gas grillsbr- Clubhouse w/ indoor pool (no towel service), hot tub, locker rooms w/ showersbr- Outdoor pool w/ bathrooms & patio, tennis courts, playgroundbrbrOUTDOOR LIVINGbr- Bistro table, lounge chairsbr- Wooded viewsbrbrINDOOR LIVINGbr- 2 Smart TVs w/ cablebr- Fireplace, sofa seating, dining tablebr- Nautical decorbrbrKITCHENbr- Fully equipped w/ cooking basics, breakfast barbr- Crockpot, coffee maker, toaster, ice makerbr- Dishware/flatware, knife set, garbage disposalbrbrGENERALbr- Free WiFibr- Ceiling fans, central heatingbr- Washer/dryer, linens/towels, hangersbr- Trash bags, paper towelsbrbrACCESSIBILITYbr- Stairs required for access, multi-level homebr- Bedroom & bathroom on 1st floorbrbrFAQbr- No bike or ski storage in condobr- 1 exterior Ring doorbell camera (facing front entry)brbrPARKINGbr- Condo parking (2 vehicles, parking passes provided)br- Overflow parking lot (walking distance)br- No boat/trailer parking allowed on-sitebrbr-- THE LOCATION --brbr- 2 miles to Petoskey State Parkbr- 4 miles to Boyne Highlands Resort br- 4 miles to Boyne Highlands Golf Coursesbr- 5 miles to Gabriel Farms & Winerybr- 17 miles to Pellston Regional 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- This multi-level property requires stairs to accessbr- The homeowners association reserves the right to restrict or close any amenities without notifying the homeowner or rentersbr- No bikes, scooters, skateboards, skis, snowboards, or ski boots are allowed to be stored in the condobr- Your safety matters. The property features an exterior Ring doorbell camera located on the front door that faces the front entry. The camera does not look into any interior spaces. The camera views video and sound when detected by motion or when the doorbell button is pressedbr- There are no lifeguards on duty. Children under 12 must be with adults all the timebr- There is Harbor Cove host/security personnel who will be checking for amenities tags and assistance if needed. Please follow the posted rules and regulations when enjoying the amenities and property
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Bath 2

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Sleep 8

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Exceptional(5)

$309.12

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Cabin

Private Acre Cabin Near Beach - Cross Village 

Harbor Springs, Michigan, United States

The perfect up north escape is a short walk from the beach on Lake Michigan.brbrTucked away on a quiet road in historic Cross Village, Little Pine Cabin sits on a full acre where deer wander regularly and the outside world melts away. Whether you're a couple looking for a romantic getaway or a small family wanting room to breathe, this hidden gem is your place.brbrA spacious private yard with a patio and bonfire pit makes evenings here unforgettable. And when the fire dies down, look up — Cross Village has virtually no light pollution, making the night sky something truly special. On the right night, you may even catch the Northern Lights.brbrFor hikers and nature lovers, nearby trails include the Tunnel of Trees corridor, the Sturgeon Bay Trail in Wilderness State Park, and Headlands International Dark Sky Park — stunning Lake Michigan views, old-growth forest, and easy-to-moderate terrain. You don't have to be a serious hiker to fall in love with the trails here.brbrThe location is unbeatable. Walk to Leg's Inn (seasonal), the Cross Village public beach, The Village Mart for ice cream and essentials, and Three Pines Studio & Gallery. Black Barn Farm is literally at the end of the road— farm-fresh eggs, pasta, and milk straight from the source. Three additional seasonal shops are all within walking distance.brbrLittle Pine Cabin’s original knotty pine walls, vintage metal kitchen cabinets, maple hardwood floors, and a cozy electric fireplace create a nostalgic warmth. The full bathroom features a heated floor, and the main level includes a full laundry room and pantry. A Level 2 EV charger is available for guests.brbrA note on the layout: Both sleeping areas are upstairs via a charming but steep original staircase — two twin beds in the landing area and a queen bedroom beyond. The bathroom is on the main level. Worth knowing before you book.brbrHarbor Springs is 25 minutes away via the Tunnel of Trees scenic drive. Mackinaw City is 23 miles north for easy day trips.brbrNEARBY DESTINATIONSbrCross Village Public Beach: 0.6 miles — walking distancebrThe Village Mart: 0.2 milesbrLeg's Inn: 0.3 miles (seasonal)brThree Pines Studio & Gallery: 0.2 milesbrBlack Barn Farm: 0.1 milebrGood Hart General Store: 7.9 milesbrDowntown Harbor Springs: 16 milesbrMackinaw City: 23.5 milesbrDowntown Petoskey: 25.6 milesbrbrABOUT USbrVacation Properties of Northern Michigan is a rental management company located in downtown Petoskey. We have been operating for 14 years and we understand the importance of vacation and the anticipation leading up to it. We care about our travelers and take pride in our portfolio of rental properties. We encourage you to look us up online and reach out if you have any questions or concerns about the property. Our goal is to provide you with the best vacation possible with clean/well-kept places, great communication, and fun environments so that you keep coming back. Northern Michigan has our hearts, and we want it to have yours too!brbrOTHER THINGS TO NOTEbrAfter booking on this platform, you must enter into a rental agreement with Vacation Properties of Northern Michigan to confirm your booking fully.brbrAccess codes and other important rental details will be sent via text seven days before your arrival. This number is how you will reach us if you need assistance during your stay. We are a local rental management company, and our texting software provides the quickest way to answer questions on all our booking platforms.
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Bath 1

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Sleep 6

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Exceptional(6)

$271.71

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Chalet

Beautiful Ski Chalet with Sauna near Harbor Springs

Harbor Springs, Michigan, United States

Beautiful Ski Chalet with 2 bedrooms that sleeps 5, with 2 full baths. Located in the sought-after quiet neighborhood of Hidden Hamlet, right next door to Nubs Nob and away from the hustle and bustle of town. The A-Frame of Mind offers one main floor bedroom with a queen-sized bed, as well as a second bedroom in the loft of the A-Frame. The loft has an L-shaped bunk bed with a full-size bed on the bottom and a twin bed on top. There is also a futon in the loft. Pull the futon away from the wall and fold out the legs to turn it into a bed. The couch on the main floor pulls out and turns into a full-sized bed. Extra pillows and blankets are stored under this couch. Relax in front of the fireplace in the evenings, and enjoy the front deck or the fire pit located in the backyard. The main floor bathroom also includes a jacuzzi tub, and enjoy the spacious sauna in the loft. The space also consists of a dedicated workspace in the main bedroom, with a second monitor available to connect to. The front deck offers a grill and a propane fire table for guests to use. Please note for summer months: there is no air conditioning, but in Northern Michigan, there are fewer very hot nights. There are multiple fans throughout for your use. Other amenities include:Washer and Dryer, Two Smart TVs with streaming services, WiFi, Keurig Coffee Maker, Kitchen: basic cooking utensils such as pots, pans, silverware, dishes, cups, etc., BBQ Grill
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Bath 2

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Sleep 5

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Home Most popular vacation rentals in Harbor Springs