Vacation rentals with a pool in Shipshewana

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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
The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.
Home in Milford
4.98 out of 5 average rating, 100 reviews

Winter Fun! Hot Tub, Game Room, Clean and Cozy!

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
A game room is observed featuring a foosball table in the foreground, with a view of large glass windows allowing natural light. In the background, a billiard table and comfortable seating area are visible, creating a spacious and inviting environment.
Home in Cassopolis
4.95 out of 5 average rating, 19 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.

A spacious deck overlooks a calm river, featuring a large outdoor table with chairs and an umbrella for shade. A patterned area rug adds comfort underfoot. Nearby, trees line the water, enhancing the serene waterfront setting.
Home in Osceola
4.7 out of 5 average rating, 43 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!

Superhost
An aerial view showcases a spacious home surrounded by lush greenery. A rectangular pool is situated in the backyard, accompanied by outdoor seating and a hot tub. Flower planters add to the charm, while a boat docked nearby enhances the lakefront experience.
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
The Bunkhouse is framed by a large tree and American flag. A landscaped garden with rocks and flowers enhances the inviting entrance. The rustic exterior is complemented by a metal roof, and seating is provided on a small patio area.
Farm stay in Rome City
4.96 out of 5 average rating, 68 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

Top guest favorite
An entertainment room features a pool table and a foosball table, with a cozy seating area designed for relaxation. A spacious hot tub is shown outside, accompanied by scenic views during sunset. The warm tones of the living space invite comfort and leisure.
Home in Goshen
4.95 out of 5 average rating, 44 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.

Guest favorite
The outdoor area is illuminated at dusk, featuring a heated pool and a hot tub. A propane fire pit offers warmth next to a tiki bar with surrounding seating, all set against a backdrop of the tranquil river reflecting the evening sky.
Home in Osceola
4.91 out of 5 average rating, 47 reviews

6BD River Retreat| Heated Pool | Hot Tub |BBQ

6 BD/ 3BA River front property with pool, hot tub, sleeps up to 14 people. Property is only 20 minutes away from Notre Dame (11 miles). This spectacular riverfront home is on the banks of the St Joe river. It has breathtaking views of the river with a tiki bar. Dock for kayaks in the summer. With modern luxury and breathtaking natural beauty, your getaway promises an unforgettable experience for you and your group! Great for hosting gathering on patio with view. Contact for event bookings.

Home in Edwardsburg

Michiana/Notre Dame Getaway-Pool, Hot Tub & More!

Relax & Play – Peaceful Family Getaway for Up to 10 Guests! This clean, newly built 4-bedroom, 2.5-bath retreat sleeps up to 10 guests with a king bed, cozy sleeping options, and plenty of room to gather. Enjoy the hot tub year-round, pool, (pool closed Oct–May), yard games, fire pit (wood provided), and grill (gas included). Just 23 min from Notre Dame and 25 min from Bethel, perfect for football, graduations, or family trips! Quiet, family-friendly neighborhood—no parties, please.

Top guest favorite
An indoor pool area is illuminated by soft lighting, creating a calming atmosphere. A slide and a basketball hoop are visible by the pool. A plush seating area is arranged along the poolside, with a television mounted on the wall opposite. Indoor plants add a touch of greenery.
Home in Goshen
4.97 out of 5 average rating, 33 reviews

Indoor POOL and so many extras for a large group!

Bring the whole family to this amazing home with lots of room for fun. With a huge (20x40) indoor pool, game room and plenty of space for socializing, this is an excellent stay for the whole family. Our fully stocked kitchen will make cooking for your crew a piece of cake. The outdoor courtyard is a gem with sparkling string lights. Truly it's a home away from home. Bring your swimsuits and food and expect a getaway full of relaxation and fun away from life's many responsibilities!

Guest favorite
The country estate is surrounded by lush greenery and features a spacious lawn. Tall trees provide shade, and the building showcases a combination of wood siding and expansive windows, allowing natural light to illuminate the interior.
Home in Edwardsburg
4.87 out of 5 average rating, 30 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.

Guest favorite
Apartment in Cassopolis
4.91 out of 5 average rating, 11 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
A spacious dining area features a long wooden table surrounded by black chairs. A statement light fixture with multiple bulbs hangs overhead. A brick wall adds texture, while the background reveals the connection to the modern kitchen and living spaces.
Home in Goshen
4.97 out of 5 average rating, 39 reviews

Whitehouse Retreat! Pool - Hot Tub - 1GB WIFI

Book your stay at this amazing home that is sure to give you memories that will last a lifetime! In the warmer months you will have exclusive access to a heated 40’ x 20’ pool and in the colder months you can enjoy the Hot Tub right off the back deck! Inside you will find plenty of room to accommodate your family and friends! Located a couple miles from downtown Goshen, where you will find some nice shopping and dining options!

Popular amenities for Shipshewana rentals with a pool