Vacation rentals with a pool in New Buffalo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in New Buffalo

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

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Guest favorite

Guesthouse in Valparaiso

4.96 out of 5 average rating, 161 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. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental. Fresh baked muffins are available in the morning.

Mar 20 – 27

R1,176 ZAR per night

Superhost

Camper/RV in Porter

4.79 out of 5 average rating, 609 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 6, 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!

Jan 27 – Feb 3

R3,126 ZAR per night

Superhost

Home in Union Pier

5.0 out of 5 average rating, 3 reviews

Modern Lakehouse Oasis with Pool + Fire Pit

Welcome to Bella and Dulce's Lakehouse! This freshly remodeled retreat offers the perfect blend of modern luxury and natural beauty. Enjoy the serenity of a private wooded lot while taking a dip in the refreshing pool or roasting marshmallows by the firepit. Inside, the designer kitchen is a chef's dream, and the 3 BDs and 3 full BAs ensure comfort for all. Cozy up by the gorgeous stone fireplace or relax on the screened porch. Just 90 minutes from Chicago, this lake house is your ideal escape.

Oct 30 – Nov 6

R7,937 ZAR per night

Guest favorite

Home in New Buffalo

4.93 out of 5 average rating, 29 reviews

Secluded Pool Playhouse: Hot Tub, Games, Fire Pit

Escape to New Buffalo, Michigan, and indulge in your dream getaway! This enchanting 4-bed, 2-bath retreat offers a hot tub, private pool, fire pit, and game room with a Poker table, bar, Nintendo Switch, and more. Enjoy a fully equipped kitchen with a dining table for 8. Four acres of serene surroundings provide the perfect setting for unforgettable moments. Only 6 minutes to downtown and 7 minutes to the beach. Create memories with loved ones. Pool open from Memorial Day to Labor Day.

Nov 3 – 10

R7,841 ZAR per night

Guest favorite

Home in Michigan City

4.97 out of 5 average rating, 151 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.

Oct 17 – 24

R6,494 ZAR per night

Guest favorite

Guest suite in Gary

4.98 out of 5 average rating, 48 reviews

Beachfront- Lake Michigan- 2bd/2bath -Heated Pool

Lake Michigan - Beachfront w/heated in-ground Pool - Indiana Dunes National Park - Private Basement Guest Suite- 2 Bedroom/2 Bathrooms-Newly Renovated and Beautifully Decorated- Heated In ground Pool* Below Deck at Waters Edge has everything you need to have a comfy and relaxing stay with your family or friends. Hiking, Beaches, X-Country Skiing and so much more! Less than an hours drive to Chicago. *Heated Pool Open from Mid-May to Mid Oct. Pool closed until Mid-May 2024.

Mar 1 – 8

R1,806 ZAR per night

Guest favorite

Home in Three Oaks

4.9 out of 5 average rating, 103 reviews

Luxe Life | Heated Pool | Hot Tub| Sleeps 10

Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closed from October 23, 2023 through Memorial Day 2024 After a day of exploring Lake Michigan, Warren Dunes, or New Buffalo (just a quick 10-minute drive away), find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen, and cap off the evening around the fire pit while toasting marshmallows.

May 6 – 13

R5,518 ZAR per night

Guest favorite

Apartment in New Buffalo

5.0 out of 5 average rating, 16 reviews

Charming 1BR/1BA Retreat with private beach access

This airy space holds warmth in the details — wooden accents, walls the color of pine and sage, the faint smell of a campfire. One king bed features a cushy Casper mattress topped with plush Sferra linens. The bathroom, complete with Malin+Goetz bath products, keep things fresh. A small but mighty kitchenette is home to your morning coffee thanks to a Moccamaster coffee machine, fridge + microwave. If you must remain connected to the real world, the WiFi and TV are solid.

Dec 14 – 21

R2,643 ZAR per night

Guest favorite

Cottage in New Buffalo

4.94 out of 5 average rating, 140 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!

Feb 2 – 9

R12,556 ZAR per night

Guest favorite

Cottage in Union Pier

4.96 out of 5 average rating, 173 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!

Dec 13 – 20

R8,221 ZAR per night

Guest favorite

Home in New Buffalo

4.91 out of 5 average rating, 266 reviews

Farmesque with a splash of modern

Turn back time with trough sinks and claw foot tub and cedar beams ,distressed floors and walls with a mix of modern. Galien river marsh across street full of nature and several bikes on property for your riding pleasure . Newly built 2019 , 3 blocks from Main Street downtown New Buffalo.6 blocks from beach , enjoy all local spots and coffee shop and grocery steps away . Dead end street in very quaint neighborhood, covered front porch enclosed rear porch .

Jan 9 – 16

R3,611 ZAR per night

Guest favorite

Guesthouse in Cassopolis

4.97 out of 5 average rating, 100 reviews

2 person cottage with pool and hottub

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our pellet grill or fire pit. Located in a small hobby farm setting with cows, sheep, & chickens roaming the pasture. We also have 3 kittens that claim the pool area as their own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a soak in the hot tub and let the worries of life melt away during your stay.

Aug 27 – Sep 3

R3,483 ZAR per night