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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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

Cozy retreat- Fall and Winter- Ski Nubs/Highlands

Cozy year round retreat-Relax on your deck or sandy beach just footsteps from your door on beautiful/private Round Lake. This comfortable studio condo offers lots of nearby summer, fall and winter events, 3.5 miles to Nubs and Boyne Highlands with colorful autumn and snowy events. Year round indoor pool & Hot Tub. Shop/Dine/Bike or Hike Trails & area attractions in Petoskey, Harbor Springs and Charlevoix. 5 min walk to the fabulous Toski Sands market for your food and beverages. Pickle B courts.

4.86 out of 5 average rating, 192 reviews

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

Lakefront Cottage: Hot Tub, Fireplace, Fire Pit

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!

4.98 out of 5 average rating, 173 reviews

Top guest favorite

Cabin in Boyne Falls

Modern Cabin-Mtn Views-Hot Tub-Pool-Game Room-Pets

You’re invited to our modern cabin retreat with stunning Fall mountain views and a private hot tub, nestled near Walloon Lake, Boyne Mtn & Petoskey. Enjoy s’mores over the fire pit and a game room featuring ping pong, arcade & foosball. Comfortably sleeping 6, this Up North haven offers adventure and relaxation amidst Northern Michigan's beauty & is jam packed with amenities. Ideal for outdoor lovers, fall colors, ski trips and summer fun. Family and pet-friendly. The only thing missing is you!

4.98 out of 5 average rating, 180 reviews

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

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.

4.87 out of 5 average rating, 364 reviews

Top guest favorite

Chalet in Bellaire

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).

4.98 out of 5 average rating, 104 reviews

Top guest favorite

Two blue mugs are positioned on a wooden railing, overlooking a sandy beach and Lake Michigan. In the distance, the Frankfort Lighthouse stands tall against a clear sky, creating a serene coastal view.

Condo in Frankfort

"THE NEST" Condo on Lake Michigan Lighthouse View

Welcome to THE NEST" Condo with DIRECT gorgeous views of Frankfort's iconic Lighthouse with SUNSETS on the sandy BEACHES of Lake Michigan at Harbor Lights Resort. Definitely a world class view for you! A quick 2 block stroll to the QUAINT downtown Frankfort. Enjoy a quiet night's sleep in a very large bedroom with two comfy, queen sized beds. Up north style Livingroom with featured gas FIREPLACE. Large DECK with open view of Beautiful Lake Michigan Heated Pool and relaxing hot tub available

4.99 out of 5 average rating, 179 reviews

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

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

4.98 out of 5 average rating, 120 reviews

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

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.

4.98 out of 5 average rating, 161 reviews

Guest favorite

Condo in Bellaire

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.

4.88 out of 5 average rating, 108 reviews

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

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.

4.98 out of 5 average rating, 181 reviews

Top 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

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.*

4.93 out of 5 average rating, 122 reviews

Guest favorite

Chalet in Gaylord

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.

4.96 out of 5 average rating, 258 reviews