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
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.
Apartment in Fish Creek
4.87 out of 5 average rating, 320 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.

Top guest favourite
A charming lakefront cottage is illuminated by warm outdoor string lights, nestled among trees. The spacious deck provides seating options, inviting relaxation. Large windows reveal warmth from within, showcasing a cozy, welcoming atmosphere as dusk settles over the landscape.
Cottage in Gaylord
4.98 out of 5 average rating, 160 reviews

Snow Lovers: Hot Tub, Wood Stove, Close to Skiing

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!

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, 109 reviews

Furnace Lake Overlook - near Pictured 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 nice deck on back with a heated 4' above ground pool that is open from Memorial Day to Labor Day (9/15/25 this year). Less than 5 miles from Munising, the beginning of PRNL

Guest favourite
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.
Apartment in Petoskey
4.87 out of 5 average rating, 174 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.

Top guest favourite
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.
Apartment in Traverse City
4.99 out of 5 average rating, 141 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.

Top guest favourite
The living area features a cozy sofa placed near a fireplace, with a large window allowing natural light to fill the space. A dining table with wooden chairs is positioned in the foreground, complemented by decorative artwork on the walls.
Apartment in Harbor Springs
4.9 out of 5 average rating, 103 reviews

Relaxing Getaway in Harbor Springs!

Located in Harbor Springs, the perfect year-round getaway in Northern Michigan awaits. Tucked away in a peaceful location, Trout Creek condos are on 150 acres with many amenities for all to enjoy! Indoor & outdoor pools, tennis courts, gym, hiking trails and more! Enjoy area golf courses, ski hills, lakefront & restaurants. -Located next to Nubs Nob and The Highlands -Complimentary shuttle to Nubs Nob (weekends) -Close to Harbor Springs & Petoskey - Mackinac Island Bridge (30 miles)

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, 170 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.

Top guest favourite
A balcony seating area is visible, featuring two wicker chairs with teal cushions placed around a small table. Stunning views of the sandy beach and calm bay waters extend beyond the railing, framed by clear blue skies.
Apartment in Traverse City
4.91 out of 5 average rating, 183 reviews

Sauna Beach Bliss 211|Balcony|Water View|Downtown

🌊 Beachfront Living – Step onto the sand or enjoy bay views from your private balcony. 🚶‍♂️ Trail Access – 2-min walk to the TART Trail for biking or scenic strolls. 🏙️ Close to Downtown – 9-min drive to wineries, breweries, shops & dining. 🔥 Private Indoor Sauna – In-unit sauna available for an additional fee. 🛋️ Comfort for 5 – King bed, queen sleeper sofa with Airdream mattress & rollaway. ☀️ Outdoor Fun – Beach access, seasonal pool & hot tub, plus sunrise and sunset views.

Top guest favourite
An indoor pool area features clear blue water and decorative palm trees. A yellow water slide spirals down into the pool beside several lounge chairs. Gentle water fountains create a soothing ambiance, while large windows provide natural light to the spacious environment.
Home in Elmira
4.98 out of 5 average rating, 105 reviews

March Discounts! Pet friendly!

Whether you enjoy skiing, snowmobiling, golfing, orv'ing, sightseeing, or just lying on the beach, we have it all. So come hit the trails or enjoy our golf course then when done for the day, head back to a flaming fireplace or watch the stars by the firepit in summer. Resort amenities including the beach, when open, are available at ADDITIONAL COST and registration. We are pet friendly with a 2 dog maximum, no cats. Security cameras are facing front porch,driveway and back door.

Guest favourite
A spacious living area features a rustic stone fireplace, with a warm glow emanating from a crackling fire. Soft brown sofas are arranged around a wooden coffee table, and large windows invite natural light from the surrounding forest, enhancing the comfortable ambiance.
Cabin in Bellaire
4.97 out of 5 average rating, 232 reviews

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

This 2 bedroom updated cabin with bonus loft (3 bed total) for additional sleeping space is located on a quiet cul-de-sac at Schuss Mountain in Shanty Creek Resort. The resort includes year round excitement including 5 golf courses, restaurants, skiing, hiking trails, and multiple indoor/outdoor pools. The town itself has unique shops as well as great local food and beverage options. Bellaire is also near popular destinations including Traverse City, Petoskey, and Charlevoix.

Guest favourite
A private balcony offers a view of East Grand Traverse Bay, showcasing a sandy beach below. Two wicker chairs with patterned cushions surround a small table, positioned on a blue patterned outdoor rug. The calm water and cloudy sky enhance the serene setting.
Apartment in Traverse City
4.93 out of 5 average rating, 140 reviews

Beachside 213 Luxury Condo on the Beach

This beautifully remodeled beachfront condo is on the second floor and sits directly on sparkling East Grand Traverse Bay! Your private patio provides a front seat view of the bay and sandy beach below. Natural light fills the open concept floor plan. Savor your morning coffee or evening wine from the private deck, while watching the waves on East Bay. One bedroom, one bathroom, 850 square feet, fully equipped kitchen and laundry. Convenience + style = enjoyable relaxation!

Guest favourite
Chalet in Gaylord
4.96 out of 5 average rating, 242 reviews

Bear’s Den ~ Hot Tub, 2 Pools,Kayaks,Skiing&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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