Holiday rentals with a pool in South Bend

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Bend

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

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Guest favourite

Home in Sawyer

4.96 out of 5 average rating, 78 reviews

Fabulous designer owned home w/ heated pool & spa!

Fabulous designer owned home with heated pool & spa in the heart of Sawyer--the ultimate Harbor Country getaway. Renovation has been recently completed at this amazing 5 bedrooms, 5 bath home w/ heated pool and year-round spa. Wonderful, spacious residence with multiple living areas, two fireplaces, & fully stocked dream kitchen. Secondary family room in lower level. Newly landscaped yard designed w/ privacy in mind w/ fire pit, dining folly, and fully fenced yard w/multi-level deck. Perfection!

Top guest favourite

Home in Stevensville

5 out of 5 average rating, 54 reviews

Guest favorite! Quiet setting w/heated pool & more

Welcome to our SW Michigan retreat! This freshly updated home in a quiet country setting feels far away from it all but is close to everything Harbor Country has to offer including beaches, dunes, breweries & shopping. With 5 bedrooms & 3.5 baths, there's enough space for your large family or multiple families to relax & enjoy plentiful amenities including heated pool (seasonal), hot tub, trampoline, fire pit, large yard, multiple outdoor dining areas, woods with paved walking path, WiFi & more!

Superhost

Home in Bridgman

5 out of 5 average rating, 4 reviews

Winter in MI! Hot Tub/Fire Pit/wineries+more!

Looking for a fun and relaxing SW Michigan getaway? At Bridgman Pool House you can spend a day visiting some of the area's best wineries, lounging by the heated pool or relaxing in the hot tub the next, and another exploring Three Oaks, New Buffalo, Union Pier, Bridgman, and more! We're just minutes from Weko Beach, Warren Dunes State Park, and Grand Meer State Park for those who love some outdoor adventure. Bridgman Pool House offers our guests a place to relax and create life-long memories!

Guest favourite

Home in Goshen

4.93 out of 5 average rating, 15 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.

Superhost

Home in Stevensville

4.79 out of 5 average rating, 34 reviews

Beautiful Colonial w/heated pool & hot tub

This 5 bedrooms, 5.5 bathrooms Colonial custom home sits on 1.37 acres of nature and tranquility featuring a private in-ground heated pool (seasonal), hot tub (all year), 3-season screened patio, fire pit, chef's style kitchen, and finished basement with wet bar. Silver Beach is ~12min drive. Great for its playground, splash pad, and amazing sunsets. Downtown St. Joseph (shops, restaurants) and Grand Mere State Park (great hiking) are 10 mins away & close to wineries and craft breweries!

Guest favourite

Villa in Niles

4.96 out of 5 average rating, 110 reviews

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. Maximum Guest Count 16.

Guest favourite

Home in Saint Joseph

4.96 out of 5 average rating, 24 reviews

Poolside Oasis - Private Heated Pool + Fun Games

Escape to our stunning 4-bed, 1.5-bath home with a private in-ground pool! Bright living spaces, a fully equipped kitchen, cozy bedrooms, and an amazing heated pool await. Conveniently located near charming Saint Joseph, Michigan, with Lake Michigan's sandy shores and vibrant downtown nearby. Indulge in local cuisine, explore nature trails, then return to the comfort of our inviting home. Your ultimate vacation experience awaits! Book now for an unforgettable getaway!

Superhost

Home in Bridgman

5 out of 5 average rating, 4 reviews

The Poolside Escape | Hot Tub | Arcade | Ping Pong

Welcome to "The Poolside Escape" brought to you by Book N Gather vacation rentals. Discover a beautifully renovated single-story ranch with a finished basement, just minutes from Southwest Michigan’s best beaches, state parks, and wineries. Perfect for families or friends, The Poolside Escape offers modern amenities, including a private pool, hot tub, and entertainment options, to make your getaway truly unforgettable. Pool open Memorial Day to September 15th

Superhost

Cottage in Sawyer

4.67 out of 5 average rating, 15 reviews

Sawyer Retreat With Private Heated Pool!

This home offers everything necessary for you to enjoy a long and relaxing visit to Harbor Country. There is one bedroom on the main floor with a queen bed, the remaining 3 bedrooms are upstairs; two with a full bed in each, the last with a full and two twins. You can choose to walk to the Beach at Warren Dunes State Park, just 6 blocks away, or stay at home and enjoy the heated in-ground pool (open May 15th till October 01st). Lovely screened-in porch too!

Top guest favourite

Guest house in Cassopolis

4.98 out of 5 average rating, 145 reviews

2 person cottage with hot tub!

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with cows, sheep, & chickens roaming the pasture. We also have a cat that claims the pool area as her own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

Superhost

Apartment in Stevensville

4.98 out of 5 average rating, 41 reviews

Sunset Pointe Chalet #31: Beach+ Pool + Games

***Superhost*** Book with confidence! This Our privately owned vacation rentals have more then 100 5 star reviews. Book now for an off season getaway or summer of 2025! This Chalet is completely remodeled and has gorgeous panoramic views of Lake Michigan. This unit is in the exclusive beach block section of this fun family resort. Enjoy beautiful sunsets right on your deck! It is a 1 minute walk to the beach and right next to the heated pool!

Superhost

Tiny home in Sawyer

4.77 out of 5 average rating, 137 reviews

After Dune Delight

We are located in a small Tiny Home park. Full kitchen, sleep up to 6. Directly across street from Warren Dunes State Park. Wineries, breweries all within easy driving distance. Beach Bucket Ice cream shop next door. Walk and bike back to dunes for free. Come and relax with us! After Dune Delight is unit #18.