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Vacation rentals with a pool in Northwest Indiana

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Northwest Indiana

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

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Home in Roann

4.87 out of 5 average rating, 208 reviews

Pool House On The Lake

The Pool House on the lake has several great features and is more the just a lake house. The house sets on a 5 acres wooded lot with a private gated drive. The 1950s home has the original bathrooms and kitchen but has been updated with great wifi ( for work or school) and new HD TVs through out. The view to the lake is one of a kind with its own private sandy beach and fire pit. No matter what the weather is there's something to do because this house also has a heated indoor pool(all year long).

Camper/RV in Porter

4.9 out of 5 average rating, 642 reviews

'Pool Barn Camper' w/Hot Tub near Indiana Dunes

Pool is open! Hot tub open all year! Fully equipped RV is parked in the driveway of our Pool Barn. RV sleeps 5, has bath w/shower, stove, microwave, heat & A/C, & running water all year. We are located minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hiking in the Indiana Dunes National Park along the Little Calumet River and the historic Bailley homestead is only 1 block away. You may also use our large pool, hot tub, grill, campfire, and playground area. No cleaning fee!

Guest suite in Bartlett

4.96 out of 5 average rating, 207 reviews

Cozy & Spacious Suite in Quiet Neighborhood

This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

Villa in Niles

4.96 out of 5 average rating, 106 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. (More photos on socials @stjoeoverlook).

Guesthouse in Valparaiso

4.95 out of 5 average rating, 197 reviews

Private Cottage in Gated Nudist Community

We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is mandatory. Pricing on club website. There is no running water in the cottage. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental.

Home in Michigan City

4.96 out of 5 average rating, 167 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Beautiful home in the heart of Beachwalk, across the street from Lake Kai, pools, basketball & tennis courts and 2 blocks to Lake Michigan. This home is bursting with charm. Front porch runs the width of the house. Dining area opens up to family room with a lovely fireplace. Stunning master bedroom w/walk-in closet and beautiful new bathroom with all the finishes. 3 more bedrooms upstairs, one with full bathroom attached and the other 2 sharing bathroom. 5th bedroom on the lower level.

Home in Union Pier

4.85 out of 5 average rating, 149 reviews

New Buffalo / Union Pier Pool Hot tub 6 Bedroom

Relax with the whole family at this peaceful home with Classic European style meets Lake Michigan! This astonishing turnkey home is the perfect escape from life in the busy city. The home is ideal for entertaining Famliy . 5 bed , 4 bath , hot tub and gas grille and( pool opens June 6) close to union pier beaches and wine country . Property is nestled in a quaint country road location 1/2 mile off re arrow highway. Room for 10 cars,blue stone patios,ping pong table .

Cottage in New Buffalo

4.93 out of 5 average rating, 153 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

Gorgeous, New Buffalo cottage in the heart of New Buffalo. Perfect for families and friends ~ many areas for gathering within the home. Private hot tub off the back screened in porch and only ten steps away from large community pool. Walk to everything in NB - Whittaker is only 2 blocks away. Enjoy close proximity: beach, amazing restaurants in town (Stray Dog, Redamak's, etc.). The private hot tub makes this perfect place for social distancing with Family!

Home in Gary

4.93 out of 5 average rating, 134 reviews

Bayless Dune Lodge at West Beach - Indiana Dunes!

Bayless Dune Lodge at West Beach is a gorgeous, Lodge-themed home in Miller Beach, Indiana, a scenic community surrounded by the Indiana Dunes National Park! A short walk to one of the finest white sand beaches on Lake Michigan, the Lodge sits on nearly half an acre of land nestled into the "Bayless Dunes Nature Preserve." The property boasts a heated, in-ground swimming pool, pool-side lounge area, two outdoor dining areas, two spa-quality bathrooms and more!

Cottage in Union Pier

4.96 out of 5 average rating, 190 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, pool, hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today and create lasting memories!

Guesthouse in Cassopolis

4.98 out of 5 average rating, 126 reviews

Cozy 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.

Cottage in New Buffalo

4.96 out of 5 average rating, 100 reviews

Casa Playa New House w/ Private Spa & Pool Access

This 4 bedroom getaway is located in the heart of Harbor Country and is just a 10 minute walk or 3 minute drive to the best beach in Union Pier! Casa Playa has EVERYTHING a vacation house can offer: an association POOL, a private HOT TUB, high speed internet that accommodates many people working from home, a cozy indoor fireplace, an outdoor fire pit, an outdoor deck & grill, 2 smart Tvs, ALL brand new appliances, and games for the whole family!

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

Popular amenities for Northwest Indiana rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in North Manchester

4.95 out of 5 average rating, 22 reviews

North Manchester Tranquil Retreat

Home in Buchanan

4.91 out of 5 average rating, 200 reviews

Beautiful RETREAT in the country

Home in Michigan City

4.92 out of 5 average rating, 106 reviews

Beautiful home with beach access

Home in Milford

4.97 out of 5 average rating, 63 reviews

hot tub, game room, big lawn, so much family fun!

Home in La Porte

5 out of 5 average rating, 4 reviews

"Like a Rockstar" Retreat by MTM Premier Property

Home in Crown Point

5 out of 5 average rating, 54 reviews

Little Pink House Downtown

Home in Plainfield

4.93 out of 5 average rating, 75 reviews

Spanish style Home (w/inground pool)

Home in Osceola

4.96 out of 5 average rating, 23 reviews

River Dock | Heated Pool | Notre Dame |Games | BBQ

Condo rentals with a pool

Condo in Culver

4.78 out of 5 average rating, 45 reviews

Culver Cove Cozy Lake Max Condo Unit 228

Condo in Chicago

4.69 out of 5 average rating, 39 reviews

2BD Central Downtown Location! Spacious & Cozy

Condo in Elk Grove Village

4.95 out of 5 average rating, 74 reviews

Just remodeled apartment close to airport and mall

Condo in New Buffalo

5 out of 5 average rating, 4 reviews

2025 OPEN Condo w/Marina Views Pools Walk to all B

Condo in New Buffalo

4.6 out of 5 average rating, 5 reviews

(2025 Open!) New Buffalo Condo with Association

Condo in New Buffalo

4.92 out of 5 average rating, 75 reviews

Nightingale Dunes - Modern beach town retreat

Condo in Coloma

4.92 out of 5 average rating, 73 reviews

Anchor on Arbor:Lakeside Condo w/Pool+Beach Access

Condo in Evanston

4.96 out of 5 average rating, 101 reviews

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

Destinations to explore