Holiday rentals with a pool in Shipshewana

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Shipshewana

Nightly prices starting at
Shipshewana holiday rentals start at $339 NZD per night before taxes and fees
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Over 10 verified reviews to help you choose
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shipshewana rentals

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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Superhost

Home in Mishawaka

4.38 out of 5 average rating, 8 reviews

3 King Bd Home, Outdoor Bar & Pool by ND est 1904

Perfect for ND home games, home has plenty of space for your family & friends & all the amenities of your own home - including an outdoor bar & pool May-Sept 3 king size beds, 2 full bathrooms, 2 85 inch TVs, outdoor swing & FULLY ENCLOSED PLAYGROUND ATTACHED TO THR BACKYARD HOME WAS BUILT IN 1904 - please don’t expect the Taj Mahal. *this is our family home when its not booked so we have personal items in the home including bedrooms, dressers & closets OUTDOOR TV ONLY AVAILABLE UPON REQUEST

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Guest favourite

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

4.93 out of 5 average rating, 28 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.

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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 favourite

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, 76 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

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Top Guest favourite

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, 75 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.

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Superhost

Home in Cromwell

New place to stay

Biscayne Ln Retreat/Pool, Game Room & Wawasee Fun

Welcome to The Biscayne Retreat! Perfect for large groups, this spacious home sleeps 14+ guests and is located just across the street from the Lake Wawasee channel, a 1 min walk to your own private boat dock. Enjoy the private pool, grill, workout equipment, pool table, and foosball. The fully stocked kitchen includes pots, pans, and everything needed for group meals. Whether you're here for lake adventures or family fun, you'll have plenty of space to relax and make memories.

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Home in Shipshewana

5.0 out of 5 average rating, 3 reviews

COZY Home away from home "in shipshewana indiana "

🎉🎉Welcome to our peaceful woodland retreat in Shipshewana! Nestled among the trees, our cozy home offers the perfect blend of comfort, privacy, and relaxation. Unwind in nature, sip your morning coffee on the porch, or enjoy a refreshing poolside getaway with family and friends. Whether you’re here to explore local charm or simply escape the everyday, we hope your stay is restful, memorable, and feels just like home. Relax, recharge, and enjoy your getaway!

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Superhost

Apartment in Cassopolis

4.8 out of 5 average rating, 15 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

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Guest favourite

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

4.94 out of 5 average rating, 54 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!

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Superhost

An aerial view of the property showcases a spacious layout surrounded by lush greenery. An outdoor pool and tennis court are visible, along with a winding waterway. Nearby houses reflect a tranquil neighborhood ambiance, enhancing the property's secluded feel.

Home in Mishawaka

4.7 out of 5 average rating, 200 reviews

Luxury 6BR Summer Retreat | Pools + Sports Court

Just 15 mins to Notre Dame and 1 hour to Indiana Dunes! Perfect for an end-of-summer break with late August availability. This private 1.5-acre estate sleeps 16 and features a heated indoor pool, outdoor pool, and rare indoor sports court. Enjoy resort-style living near Mishawaka dining, the St. Joseph River, and Granger shopping. Secluded, upscale, and optimized for families, teams, or reunions. Book your Indiana getaway today!

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Superhost

A wooden ramp leads to the cabin, surrounded by lush green trees. A charcoal grill is positioned nearby on a brick patio, providing a convenient outdoor cooking option. The cabin's natural wood exterior reflects its rustic charm.

Cabin in Granger

5.0 out of 5 average rating, 7 reviews

Fireside Cabin 309

BRING LINENS,TOWELS AND PILLOWS. NO SMOKING in cabins This cabin has Includes: Full bath with tub and shower, kitchenette, Patio. 6 plates, 6 Bowls, 6 Cups, 6 coffee mugs, Pots and Pans, Ceiling Fans, Air conditioner, Refrigerator, Microwave, Coffee Pot( pods provided), Heater, Outlets, Table with 4 chairs, Utensils. Pool opens Memorial Day Weekend and will close the day after Labor Day (Pet Friendly)

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Top Guest favourite

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, 128 reviews

Summer of Fun - Luxury Home, Pool, Hot Tub, Arcade

Ultimate Milford getaway: beautifully renovated 1940s home with sparkling heated pool, large hot tub, and huge heated/AC game room. Perfect for families, couples, or work trips. Features fast Wi-Fi, king & queen beds, and ample parking. Enjoy small-town charm, nearby coffee shops, and dining. Comfortably fits multiple guests seeking relaxation and fun.

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