Vacation rentals with a pool in Upper Peninsula of Michigan

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Top-rated rentals with a pool in Upper Peninsula of Michigan

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

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Guest favorite

Condo in Tofte

4.96 out of 5 average rating, 380 reviews

Vintage Chic Overlooking the Shore and a Creek

Sunny first-floor condo situated high atop rocky cliffs overlooking Lake Superior—just steps to the water's edge. Private end unit offers windows on 2 sides w/ stunning views & a stereo-like symphony of sounds of the lake & adjacent creek. A carefully curated collection of antique, vintage & modern furnishings & collectibles meld w/ modern conveniences. Relax on the private patio or along the shore. Easy access to hiking, biking & ski trails, great restaurants, Lutsen Mountains, a winery & more.

Oct 23 – 30

G$50,408 GYD per night

Guest favorite

Condo in Tofte

4.99 out of 5 average rating, 143 reviews

Lake Superior Life - 2 bed condo w/stunning views

Charming 2-bedroom, 2-bath condo with panoramic views of Lake Superior from every window. Modern amenities, fully equipped kitchen, private balcony with stunning sunrise views and comfortable furnishings. Explore nearby hiking trails, waterfalls, golf, skiing, shops & restaurants during the day and relax at night in your cozy lakeside retreat. Your perfect Lake Superior getaway awaits! *PLEASE NOTE - Driveway and parking lot repairs 5/20-5/24 & 6/3-6/7. Please see Guest Access for details*

May 28 – Jun 4

G$40,429 GYD per night

Guest favorite

Condo in Mancelona

4.91 out of 5 average rating, 150 reviews

*Comfy Mountain-View Getaway w/Kitchen

Great getaway for 1-4 guests! Schuss Mountain offers a variety of winter sports, golf and nearby attractions. This cozy first-floor condo has everything you need for a comfortable stay: *linens & towels *toiletries *laundry in unit *fully stocked kitchen *coffee/tea/cider/cocoa *high speed WiFi *tv’s in living room & bedroom *Netflix *Electric fireplace *Lakeview indoor pool & hot tub (year round) *Schuss indoor pool & hot tub (seasonal) *Outdoor pool right outside (opens Memorial Day weekend)

Jun 2 – 9

G$22,073 GYD per night

Superhost

Condo in Tofte

4.9 out of 5 average rating, 185 reviews

On Lake Superior's Shore (Chateau LeVeaux Unit 6)

Grab your morning coffee, tea, or hot cocoa & savor the sunrise over Lake Superior! This updated space offers amazing lake views, seated atop a rocky cliff. Spend the day wandering the woods or exploring nearby waterfalls. Unit 6 is located just miles from Lutsen Mountains, restaurants, a winery, golfing, & more. End the day with a book by the fire, or enjoy the resort's panoramic SkyDeck, then fall asleep under shooting stars to the sound of the waves. Magnificent lake views & relaxation await!

Jul 8 – 15

G$60,323 GYD per night

Guest favorite

Condo in Bellaire

4.97 out of 5 average rating, 108 reviews

Legend View -King bed -Ski & Sled & Free Pool Pass

Shanty Creek LEGEND remodeled condo that has everything needed for a relaxing Northern MI getaway for any season. Ski at Schuss Mountain, Tube at Shanty, Golf 5 golf courses, all on resort property. Condo has 1 main bedroom with KING bed and 1 bath and also has a full size murphy bed and pull out sofa. Condo sleeps 4 adults comfortably or a family of 5-6 with children that can share beds. Expansive deck that overlooks the 1st hole of the Legend golf. Enjoy indoor/outdoor free pool and hot tub

Oct 26 – Nov 2

G$29,224 GYD per night

Superhost

Condo in Tofte

4.81 out of 5 average rating, 180 reviews

Cozy Timber Trails on Lake Superior

Our condo is the perfect hub for your next adventure! Spend the day taking advantage of the local activities/sights; or kickback, unwind, and enjoy the breathtaking views & cozy atmosphere of Chateau Leveaux. In addition to the pine walls & private fireplace that give you the feel of your very own north woods cabin, our unit also provides you with the comforts of home away from home. Hang out in the pool/hot tub/sauna/gameroom/lodge and enjoy the rooms walk out access to stunning Lake Superior!

Sep 11 – 18

G$36,010 GYD per night

Guest favorite

Condo in Fish Creek

4.91 out of 5 average rating, 207 reviews

Evergreen Hill A Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! 7 A 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.

Nov 10 – 17

G$31,651 GYD per night

Guest favorite

Condo in Tofte

4.87 out of 5 average rating, 292 reviews

Cozy Chic Hygge Home on Lake Superior Shores

Your peaceful Lake Superior getaway! Modern Scandinavian meets rustic chic in this updated private end-unit large 2-floor condo. Listen to the waves crash on the shore from the private porch. Explore the property's private cliffs and shores. Relax in the onsite pool, sauna, hot tub, deck and firepits. After a day of adventure, cozy up by the fireplace. Enjoy nature year-round here. Just minutes to skiing and hiking at nearby Lutsen Mountains, Superior Hiking Trail, Grand Marais and more!

Nov 8 – 15

G$74,451 GYD per night

Guest favorite

Cabin in Grayling

4.91 out of 5 average rating, 192 reviews

Peaceful Wooded Hideaway Near Trout Streams

Comfortable 3 bedroom cabin in a beautiful wooded setting. Enjoy watching birds, deer and other wildlife through large one way viewing windows. Snowmobile rides leave right from the driveway. Enjoy a bonfire outdoors or warm up by the gas fireplace inside. Wi-fi available for remote work. A picturesque trout stream in the rear of the property. Our northern home is a great location for fishing, birding, kayaking, canoeing, hunting, hiking, snowshoeing, snowmobiling, and ATV/ORV riding.

Sep 27 – Oct 4

G$22,478 GYD per night

Guest favorite

Townhouse in Leelanau, MI, USA

4.86 out of 5 average rating, 167 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!

Apr 29 – May 6

G$36,619 GYD per night

Guest favorite

Condo in Tofte

4.88 out of 5 average rating, 290 reviews

Stoney Brook Nook on the shore of Lake Superior

Wake up to the sunrise over Lake Superior. Listen to crashing waves or enjoy a winter ski retreat. This bright space offers incredible views and sits on a stunning, rocky shoreline. Spend the day reading by the fire or venture to nearby trails for a day of skiing, snowshoeing, and hiking. Just miles from Lutsen Ski Resort, sweet restaurants, a winery, and more. End the day in the private jet tub or enjoy the building's hot tub, sauna, outdoor fire pits, and panoramic deck.

Oct 16 – 23

G$42,282 GYD per night

Guest favorite

Condo in Tofte

4.88 out of 5 average rating, 121 reviews

Cozy Lake Superior Getaway | King Bed | Jacuzzi

Enjoy the spectacular sunrises, sights and sounds of Lake Superior at Chateau LeVeaux nestled atop the lakeshore cliffs. There are so many ways to spend the day - whether hiking beautiful Minnesota State Parks, skiing at nearby Lutsen Mountain, shopping, dining, catching some live entertainment, searching for waterfalls, or simply staying in. The Cozy Lake Superior Getaway on Minnesota’s North Shore provides endless opportunities for creative inspiration and relaxation.

May 19 – 26

G$38,164 GYD per night