Vacation rentals with a pool in Shipshewana

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Shipshewana

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

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Guest favorite

Home in Milford

4.98 out of 5 average rating, 88 reviews

pool and patio, outdoor living at it's best

From the heated in-ground pool, to the large hot tub, to the huge heated/a/c game room, you will love your stay at our Milford location. Created with comfort and fun in mind there is no end of things to do and places to unwind and enjoy the relaxation of a home away from home. With sizzling hot Wi-Fi, this place is perfect for a girl's weekend, a couples retreat, an extended stay with your family, or a work trip. All the details are well thought out to create a perfect getaway for every group.

Guest favorite

Home in Cassopolis

4.94 out of 5 average rating, 16 reviews

Cassopolis Vacation Home - Walk to Diamond Lake!

Experience the beauty of Cassopolis from this spacious vacation rental, located just down the block from Diamond Lake. Perfect for families and large groups, this 4-bedroom, 3.5-bath home features a seasonal saltwater outdoor pool, game tables, and a cozy gas fireplace. Soak up the sun at a lake beach, hit the slopes at the Swiss Valley Ski & Snowboard Area, or stargaze at the Dr. Lawless International Dark Sky Park! Later, fire up the gas grill for dinner and gather for s’mores by the fire pit.

Superhost

Home in Osceola

4.65 out of 5 average rating, 37 reviews

Waterfront home: dock, pool & hot tub! NOTRE DAME!

Your family and friends will be close to everything when you stay at this centrally-located place. You can have a fun day or evening in Elkhart, 5 min drive to the downtown. South Bend and Notre Dame are only a short 20 min drive. At the home you will have endless fun with the waterfront property, firepit & pool! This calm stretch of the St Joseph River is perfect for boating , fishing and canoeing! We have kayaks and paddle board to use for guests. Near national parks: Indiana and Warren dunes!

Guest favorite

Home in Syracuse

4.82 out of 5 average rating, 61 reviews

Lake Wawasee Escape: private pool, hot tub & pier!

Family friendly, peaceful & fun escape to meet all vacation needs! Easy channel access to Lake Wawasee. Dock your boat(s) at private PIER & BOATHOUSE. Kayaks & paddleboat available with signed waiver. Large parking area for cars & trailer. Open living space w/great view of the lake & channel. Solar heated PRIVATE POOL (electrically heated $60 a night/$375 a week). 3 DECKS & BALCONY off primary bedroom. Woodburning FIREPLACE outside & fire pit. HOT TUB and POOL open Memorial-Labor Day or later.

Superhost

Home in Elkhart

Simonton Lake Vacation Rental

A 25 minute drive from Notre Dame. You will feel right at home in our house on Simonton Lake. You can enjoy relaxing poolside or having a cocktail at the bar watching the game on the outdoor TV; or even in the hot tub overlooking the lake. Were about 40 minutes away from the nearest casino but if you like to play games at the house we have darts, billiards, Golden Tee, putting green and more! Also, feel safe with the Chief Of Police living next door and cameras at the front door and the pool

Top guest favorite

Farm stay in Rome City

4.95 out of 5 average rating, 65 reviews

Mirror Lake Bunkhouse

Mirror Lake is just minutes from Sylvan Cellars. 15 minutes to the Shipshewana, MEC center, performing arts center, the blue gate theater & restaurant. The Bunkhouse has a rustic atmosphere. It is great for couples, solo adventurers, working from home, families, good friends & pets (30.00 each pet daily). The Bunkhouse is 500 sq ft & has free Wi-Fi. We are nestled in Amish country with Amish farms & families all around us. Free fishing from pier and use of shared pool. More Restaurants nearby

Guest favorite

Home in Goshen

4.97 out of 5 average rating, 30 reviews

Cozy/HotTub/Pool/WIFI/KingBed/GameRoom/PoolTable

Book this ranch style home with country views! Only 5 Minutes from downtown Goshen, where you will find great restaurants, bars, and coffee shops. Only 46 minutes from Notre Dame University! During summer enjoy a private pool (not heated). With year-round access to a hot tub. 6 Beds includes a King, Queen, and two bunks! Game room including foosball table and two vintage arcade games! Fully equipped kitchen, with a cozy living room. Entertainment room in the basement with pool table, and TV.

Top guest favorite

Home in Goshen

5 out of 5 average rating, 29 reviews

The Cove - The Ultimate Getaway

Bring your group to this great place with lots of room for fun. The Space: This is a 4 bedroom/2bathroom home with a great space to host and be with family and friends. Sitting in two acres this is the perfect place to be close to town but totally secluded, you can lay back and enjoy the space by the pool, by the river behind our property or just by the fireplace. A great space for both relaxation and recreation . Note: if you see a date that is not available send us a text to request!

Home in Edwardsburg

4.86 out of 5 average rating, 28 reviews

25min to Notre Dame + Hottub, 10 acre estate

Secluded and spacious country estate with PRIVATE POOL AND HOTTUB on 10 acres - beautiful grounds surrounded by wooded acreage. This property is truly a year round destination ~ summer = private pool, close to lakes, rivers, local fishing, canoeing/kayaking, horseback riding, fruit orchards, close to the wine trail, bonfires and the most glorious Michigan summer weather. ~ winter = hot tub, skiing, sledding, snowball fights, local ice fishing, and winter bonfires. No Pets.

Superhost

Home in Mishawaka

4.69 out of 5 average rating, 186 reviews

Secluded 6BR Near South Bend—Indoor Pool, Hot Tub

Welcome to the Wiseman House! A Secluded 6BR Mishawaka retreat near South Bend—15 mins to Notre Dame Stadium. Sleeps 16. Enjoy an indoor sports court, private heated pool, plus outdoor pool and 1.5-acre yard. Quiet, upscale neighborhood for total privacy. Perfect for families, teams, friend groups, or business retreats. Ideal for game days—football, basketball, volleyball—reunions, and corporate stays. Comfort, space, and recreation in one standout Indiana rental

Guest favorite

Apartment in Cassopolis

5 out of 5 average rating, 6 reviews

Country Hideaway with Local Charm

Forget your worries in this spacious and serene space. Nestled in a quiet country setting, this cozy basement apartment offers a cool, comfortable escape from the summer sun. With warm lighting, soft textures, and a calming color palette, it's the perfect place to unwind after a day of adventure. The space features 2 queen sized & 1 full sized beds, 1 full bath, 1 kitchenette - ideal for light cooking or enjoying takeout from nearby local favorites

Guest favorite

Cabin in Granger

5 out of 5 average rating, 9 reviews

Happy Hut Cabin 105

BRING LINENS,TOWELS AND PILLOWS. POOL UNDER CONSTRUCTION. Our pool is getting an upgrade! We apologize for the inconvenience this may have caused your stay. The tiny porch, adorned with a gentle swing, beckons you to unwind and savor the tranquility. The rhythmic creaking of the swing and the soft rustling of leaves create a soothing melody, inviting you to embrace the peacefulness of your surroundings. (Pet Friendly)