
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.

DoorCo Happy Place @Landmark Resort
Welcome to this wonderful, full of positive energy and relaxing resort! The condo is a great place to relax, explore and rejuvenate! 1 bedroom with a queen size bed and queen sleeper sofa in the living room and fully equipped kitchen make enough room for 4 guests. The resort is a great place to enjoy- 1 indoor pool, exercise room and a game room located in the main building, hot tub, sauna in each building, 3 HEATED outdoor pools open seasonally (May- August), tennis court, playground, a trail.

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.

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

The Beige House in Lake Arrowhead
Experience the tranquility of a charming 4-bedroom cottage nestled in the picturesque Lake Arrowhead, featuring a refreshing atmosphere and abundant natural light. Enjoy a heated outdoor pool and access to all-sports Buhl Lake! Gaylord, Michigan offers something for everyone, with activities like swimming, boating, golfing in summer, and skiing and snowmobiling in winter. Boyne Mountain is just 30 minutes away, while Traverse City, Mackinaw Island, and Petoskey are all within an hour's drive!

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.

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.

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)

Change in plans! March is open! 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.

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.

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!

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.

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!
Popular amenities for Upper Peninsula rentals with a pool
House rentals with a pool

Cool + Modern! Arcades, Movie RM, Private Pond!

Charming Schuss Mountain A-Frame w/Hot Tub + Sauna

Snowmobile/ Ski Waterfront Haven | Private Hot tub

Mini Michigan Paradise

House in Sault Ste. Marie, ON

PineHaus - Game Room, Fireplace, Private Sauna

4BR A-Frame | Schuss Mtn |Torch Lake | Pool Access

Timber Valley Chalet Ask about seasonal discounts
Condo rentals with a pool

Leelanau Townhouse Retreat at Sugarloaf

233 Edgewater Inn

HUGE Condo/Top Shanty Creek Location/Private Sauna

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

BunnyHill: Outdoor Heated Pool- Summer

1 Bedrm Loft ShantyCreek Northern Escape Condo

Treetop Escape - Stunning Lake Views All Year

The W2 condo at Shanty Creek
Other vacation rentals with a pool

1 Bedroom Suite in a World-Class Swedish Resort

Latitude 44

Shanty Creek-Private Beach Club!

Waterfront 3 bedroom home with Island view

The Cozy Office— walkable to downtown

Chalet | Schuss Mo | Golf/Ski Shanty Creek | Pool

CedarPeakHideout~Sauna~GameDen~Lake

Waterfront/Pool/Hot Tub/Firepit/Game Room
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