Vacation 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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Top guest favorite
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, 170 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!

LocationFamilyQuiet

Guest favorite
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, 360 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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Guest favorite
A two-story lodge style home is framed by lush greenery, featuring a wraparound deck with a warm wooden railing. A private balcony is visible on the upper floor. The exterior showcases a combination of natural stone and wooden siding, complemented by expansive windows.
Home in Gaylord
4.93 out of 5 average rating, 112 reviews

Stunning Cabin - Arcade & Pickleball - sleeps 13

Welcome to Porcupine Lodge, relax with the family or enjoy some time away with your friends! Located 1 mile into Michaywé golf community and 12 minutes from Downtown Gaylord, our cottage provides ample privacy with empty lots on both sides, but easy access to 17 golf courses, 2 ski resorts, miles of snow mobile trails, along with dozens of bars and restaurants. Enjoy the multiple entertaining areas, brand new kitchen, natural gas grill and the Michaywé indoor/outdoor pools, hot tub and sauna.

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Guest favorite
A spacious home exterior is showcased, featuring a combination of wood and stucco materials. A set of stairs leads to a welcoming entrance, flanked by lush greenery and decorative lighting. Large windows provide a glimpse of the interior, surrounded by well-maintained landscaping.
Condo in Boyne Falls
4.87 out of 5 average rating, 162 reviews

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

THE PLACE TO BE on Boyne Mountain...walk to everything + enjoy 4 seasons of fun! We love Boyne Mountain and are excited to share our fabulous Boyne home with you. Our 5 bedroom/4 bathroom (sleeps 20!) condo/home is updated with new, luxury touches ... custom log beds, new mattresses, plush spa towels and bedding, new couches, new kitchen and in-house Starbucks with a Kuerig! Updates galore and custom! We are proud to be able to offer our sparkling home (smoke free/pet free) for your enjoyment!

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Top guest favorite
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, 102 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).

FamilyLocationView

Top guest favorite
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, 118 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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Guest favorite
A serene beach area is presented with several lounge chairs arranged along a sandy shore, facing a calm lake. A solitary tree provides shade, while gentle waves ripple in the distance under a clear sky.
Condo in Petoskey
4.86 out of 5 average rating, 188 reviews

Rare Beachfront Condo on Pvt Round Lake Petoskey

Relax on the deck or sandy beach just footsteps from your door, at desirable Lakeside Condo's, on beautiful/private Round Lake. This comfortable studio condo location offers loads of nearby summer, (3.5 Miles to Nubs and Boyne Highlands Ski Resorts) and colorful autumn and snowy events, shopping and area attractions in Petoskey, Harbor Springs and Charlevoix. Just a 5 minute walk to the fabulous Toski Sands market for your food and beverage needs. Enjoy the indoor pool and hot tub year round.

LocationValueOutdoor spaces

Guest favorite
A comfortable living area features a spacious gray sofa facing large windows with unobstructed views of the water. Natural light floods the space, accentuating a round coffee table made of woven material and a dining table with chairs near the window.
Condo in Traverse City
4.98 out of 5 average rating, 160 reviews

Stunning Waterfront, Updated TC Condo with Pool!

Have this updated, waterfront condo be your home away from home while visiting the Traverse City area! This condo sits on East Bay with unobstructed views of the water. In the summer, hang poolside between exploring Traverse City hot spots. This condo offers one bedroom with a King bed with an additional queen sleeper sofa in the living room. Full kitchen is perfect for making up any meal and enjoying it on the balcony overlooking the water. Long day of hiking? Soak in the complex hot tub.

LocationFamilyHospitality

Guest favorite
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.

FamilyValueIndoor spaces

Guest favorite
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, 119 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 favorite
Chalet in Gaylord
4.96 out of 5 average rating, 255 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 favorite
Condo in Traverse City
4.93 out of 5 average rating, 214 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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