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 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)

Aug 29 – Sep 5

R2,096 ZAR per night

Guest favorite

Condo in Bellaire

4.97 out of 5 average rating, 107 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

Dec 21 – 28

R5,066 ZAR per night

Guest favorite

Condo in Egg Harbor

4.93 out of 5 average rating, 151 reviews

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.

Sep 24 – Oct 1

R5,539 ZAR per night

Guest favorite

Chalet in Gaylord

4.95 out of 5 average rating, 196 reviews

Bear'sDen~HotTub*PoolTable*Kayaks*Ski*Snowmobile!

This Spacious & Charming Chalet will let you leave your worries behind as you enjoy Michigan in its purest form on a lake with an outdoor hot tub! Enjoy this 3 BD Chalet & bring along the family for some 4-season fun in this newer Alpine Chalet. Our chalet is located just 6 miles to downtown Gaylord & has full access to the lake with a deck & dock to enjoy! Kayak, barbecue, swim or do whatever adventure you desire while ending the night enjoying the Sunset from your private hot tub! Priceless!

Oct 3 – 10

R6,661 ZAR per night

Superhost

Condo in Traverse City

4.89 out of 5 average rating, 123 reviews

Beach Bliss 211|Balcony|Water View|Beach|Downtown

On the beach 2 min walk to TART Trail 9 min drive to Downtown Traverse City Stunning water views and modern décor make this beach condo the perfect Traverse City escape. It features a single master bedroom, a full kitchen with a dishwasher, a living room with a queen sleeper sofa and a twin sofa chair, and easy access to the beach. Restaurants are also close by. Ideal for small families, couples, or business travelers. Enjoy Cable TV, smart TV and free WiFi. Experience Traverse City With Us!

May 21 – 28

R10,304 ZAR per night

Guest favorite

Condo in Petoskey

4.86 out of 5 average rating, 125 reviews

Lakefront Condo on Private Round Lake/Petoskey MI

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.

Sep 27 – Oct 4

R3,875 ZAR 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 16 – 23

R2,905 ZAR per night

Guest favorite

Cabin in Grayling

4.91 out of 5 average rating, 191 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 25 – Oct 2

R2,095 ZAR 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!

Sep 9 – 16

R3,477 ZAR per night

Guest favorite

Cabin in Traverse City

4.98 out of 5 average rating, 122 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.

Oct 24 – 31

R17,254 ZAR per night

Guest favorite

Cabin in Bellaire

4.99 out of 5 average rating, 158 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 , 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.

Sep 2 – 9

R5,780 ZAR per night

Guest favorite

Home in Baraga

4.8 out of 5 average rating, 102 reviews

LaRose Wellness Retreat-Entire Retreat

This luxurious lodge is located in Baraga, Michigan, and accommodates 15 guests. There are six bedrooms that sleep two guests each. There is an assortment of beds including a California king, three queens, a double, and two twins. The master bedroom has its own ensuite and there is a large shared bathroom, both of which contain two sinks and a combination shower and bathtub. The suites offer views of either Keweenaw Bay and the Huron Mountains or the surrounding forest.

Nov 7 – 14

R10,297 ZAR per night