Holiday rentals with a pool in Upper Peninsula

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Top-rated rentals with a pool in Upper Peninsula

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Gaylord

4.86 out of 5 average rating, 138 reviews

Lakefront Cottage for SidexSide & Golf Enthusiasts

Come unwind at Channel Lodge! A cozy, newly updated 3 bedroom, 2 bath lakefront cabin, private hot tub tucked in the heart of Lake Arrowhead — a peaceful, private 640 acre community perfect for year round getaways. This beautiful all sports lake includes fishing, swimming, kayaking, etc. LA is always known for its adventurous trails for SxS & snowmobiles. We are conveniently located within 20-60 minute drive from various skiing resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

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Top Guest favourite

A tri-level condo complex is nestled among lush greenery, showcasing multiple balconies and staircases leading to the main entrance. A pool area is visible in the foreground, where lounge chairs are arranged around a covered pool. The serene landscape adds to the peaceful ambiance.

Condo in Fish Creek

4.87 out of 5 average rating, 359 reviews

Evergreen Hill B Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! All 3 B rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

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Top Guest favourite

The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.

Cottage in Gaylord

4.98 out of 5 average rating, 169 reviews

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! Trail 4 Access. Mod furniture, hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), and ATV Trails await. Your ideal home away from home is waiting for you!

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Top Guest favourite

The chalet stands among lush trees, featuring a wooden deck that wraps around the structure. Large windows create an open feel, allowing natural light to flood the interior. Outdoor seating is arranged on the deck, enhancing the connection with nature.

Chalet in Bellaire

4.98 out of 5 average rating, 101 reviews

Chalet | Shanty Creek | Golf | Torch Lake | Pool

Nestled in the trees, private Chalet @ Schuss Mo. offers 4-bed/3-bath retreat all seasons. Sleeps 12. Close to chain of lakes, golf/ski resorts. 4 bedrooms, 3 full baths, cozy loft, & walk-out basement. Main floor boasts a 30’ cathedral ceiling, creating an inspiring & open atmosphere. Fully equipped kitchen has 8 person table, fridge, microwave, DW, & oven. Walk-out basement is a kid’s paradise with a 65” TV, air hockey, record player, darts, board games, & more! Pool access (indoor & out).

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Top Guest favourite

An above-ground pool is visible surrounded by wooden decking, with steps leading into the clear blue water. Natural greenery frames the area, and a view of the lake is seen in the background, offering a sense of tranquility.

Home in Christmas

4.97 out of 5 average rating, 117 reviews

Beautiful view*Heated Pool*Private*Near Pic Rocks

Pictured Rocks Family Rentals welcomes you to Furnace Lake Overlook. Beautiful home with 2 bedrooms, 2 baths. Bedroom 1 has king bed and bunk beds with a sliding barn door separating them, while bedroom 2 has a queen bed. This home has a beautiful view overlooking Furnace Lake, but does not have lake access. The home has a large deck on back with a heated 4'+ above ground pool that is open from Memorial Day to Labor Day. Less than 5 miles from Munising, the western beginning of Pictured Rocks

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Superhost

Condo in Bellaire

4.87 out of 5 average rating, 102 reviews

Cozy Shanty Creek Studio Condo - Summit Village

Recently renovated studio condo that sleeps 4. Located within Summit Village & walking distance to restaurants, bars, golf, pool/hot tub, tubing hill. Within 5 miles to skiing, hiking, lakes, downtown Bellaire (Free shuttle service available during peak seasons). Condo includes dishes/kitchen utensils, microwave, electric skillet, mini fridge & Keurig. Access to private beach club on Lake Bellaire & pools/hot tubs at The Lakeview Hotel & Schuss. Gorgeous view from the private balcony.

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Guest favourite

A striking log lodge is showcased with large windows reflecting the sunset. The spacious front deck is lined with loungers, while lush greenery surrounding the property adds a natural touch. The well-kept lawn enhances the outdoor space, creating a serene atmosphere.

Cabin in Traverse City

4.98 out of 5 average rating, 179 reviews

Luxury Lodge overlooking both Grand Traverse Bays.

Beautiful 4,000sq ft log lodge overlooking east and west grand traverse bay. Perched on 3 acres overlooking Traverse City and Old mission peninsula. Wonderful grounds with swimspa and fire area outdoors. This lodge has a large gourmet kitchen main floor and bar/kitchen lower level. Only 6 miles from downtown Traverse City. 5 bedrooms and 4 bathrooms, 3 fireplaces, pool table and much more. Near many amenities such as cherry capital airport, grocery store, golf course and much more.

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Top Guest favourite

A coastal view captures the shoreline that stretches along a vibrant blue lake. Lush greenery lines the sandy path, leading towards a distant forest-covered hill under a partly cloudy sky. Waves gently crash, creating a serene atmosphere in this natural landscape.

Townhouse in Leelanau, MI, USA

4.88 out of 5 average rating, 189 reviews

Comfy Townhouse in Lovely Leelanau~

Great location in central Leelanau county, about 20-30 minute drive from major sites of interest: Sleeping Bear Dunes, Traverse City (Cherry Festival and Film Festival), Leland Fishtown, Sutton's Bay, Interlochen, wineries/cideries/breweries/distilleries, beaches, etc. Renovated and redecorated first floor makes the condo a wonderful place to relax and kick back. Come and explore all the area has to offer: summer vacations, fall color and wine tours, winter sports, spring blossoms!

ValueFamilyCleanliness

Top Guest favourite

A spacious dining area features a long wooden table surrounded by wooden chairs, illuminated by pendant lights. Large windows showcase views of the outdoors, allowing natural light to flood the space. The floor is finished with a polished concrete texture.

Home in Rapid River

4.92 out of 5 average rating, 117 reviews

Indoor pool, on lake, sauna, barn-style house

Connect with nature at this artistic, grand-design hideaway on Lake MI's shoreline. Enveloped by forest, peace and tranquility are guaranteed. The house sleeps 11 adults comfortably (2 more in the loft and 4 kids on foldout chairs, with extra fee). Enjoy the large indoor salt water pool and sauna year round. Includes washer & dryer & in-floor heat. A treehouse, fire pit, canoes & kayaks are all yours to enjoy during your stay. *Lake access is limited due to low water levels.*

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Guest favourite

Chalet in Gaylord

4.96 out of 5 average rating, 253 reviews

Bear’s Den ~ Hot Tub, Kayaks, Skiing, Pet & Trails

Leave your worries behind at this spacious and charming 3-bedroom chalet, set on a peaceful lake with a private outdoor hot tub. Just 6 miles from downtown Gaylord, this Alpine retreat is perfect for year-round family fun. Spend your days kayaking, swimming, fishing, or barbecuing on the deck, then unwind on the dock or soak in the hot tub as the sun sets over the water. Whether summer adventures or snowy getaways, this lakefront chalet is the perfect Up North escape.

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Guest favourite

Condo in Traverse City

4.92 out of 5 average rating, 210 reviews

Sauna Beach Haven 106: Beach Access|Tart Trail.

🌊 Beachfront Bliss – Step right onto the sand from your living room! 🚶‍♀️ Just a 2-minute walk to the scenic TART Trail for biking and strolling. 🚗 Only a 9-minute drive to downtown Traverse City’s wineries, breweries, and restaurants. 🔥 Private Indoor Sauna – Unwind in our in-unit sauna after a day of exploring! 🛋️ Cozy & Stylish – Relax on updated furniture while soaking in the bay views. 📶 Stay Connected – Free Wi-Fi with stunning waterfront scenery.

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Top Guest favourite

A bright living area features large panoramic windows showcasing soothing lake views. A comfortable gray sofa faces a small wooden table, while two woven chairs are positioned at the window. Elegant light fixtures hang from the ceiling, enhancing the open space with a touch of sophistication.

Condo in Traverse City

4.99 out of 5 average rating, 163 reviews

Beachfront Oasis | Pool+Hot Tub

Escape to paradise in our luxurious beachfront condo, where the sugary sand and lake are just steps away from your door. Perfect for couples and families, this condo promises a memorable and comfortable vacation. Wake up to the sound of waves, breathe in fresh air from your private balcony, take a dip in the pool and relax in the hot tub. Pamper yourself with a soak in the soaker bathroom tub. Come create unforgettable memories at your beachfront oasis!

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