
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.

Cabin with POOL in family resort!
Nestled within a gated 67-acre resort and just minutes from the shores of Lake Michigan, this charming cabin offers a peaceful retreat ideal for couples, families, or solo travelers, blending rustic décor with modern comforts. Guests can spend their days exploring nearby nature trails, lounging by the pool, paddling across the lake, or unwinding on the porch. The perfect vacation for exploring nearby orchards and countryside, catching live music or theater, or just slowing down and recharging!

Modern Farmhouse - Walk to Downtown, beach & pool!
Newer construction and beautifully decorated w/ Magnolia Farms vibe! Just 2.5 blocks from downtown New Buffalo, 10 min walk to the beach, nearly 2,700 sq ft, situated at the end of a private lane. 4 BR and 3.5 baths on 3 floors with 2 separate living areas, a screened-in patio & covered front porch. Pool table, 2 large TVs w/streaming in separate living areas. Heated community pool for residents & guests, bikes, gas grill and much more! Note: Reservation Agreement to be signed post-booking

Designer Cottage - walking distance to downtown
Dream cottage getaway just over an hour from downtown Chicago. Walking distance from the beach, restaurants and all of downtown New Buffalo. Close to the casino, wineries and breweries. Whether driving in or taking the train, The Bradford is a relaxing yet sophisticated getaway. Eat, drink, and enjoy the beach, the pool, the shops and incredible summer sunsets, all within walking distance! Please note pool/bathhouse open late May - September and is shared with our association.Permit C22-0051

Play @ The Hideaway - hot tub, sauna, gymnasium
Accommodating up to 22 guests, this expansive 5,891 sqft property is set on 22.6 acres, creating a private oasis complete with a pool, hot tub, sauna, and gymnasium. The residence features a Great Room, fireplace, fire pit, and a private trail, making it an ideal setting for relaxation and recreation. With 3 king-size beds, 4 queen-size beds, and 2 bunk beds with trundles, comfortably catering to the needs of large groups. This venue offers enjoyable experiences for guests of all ages.

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.

Designer Cottage Relax Pool Beach & Spa—Windjammer
Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private 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! Create lasting memories!

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.

Cottage for two with pool & 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 sheep roaming the pasture. We also have a couple cats 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 swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

New buffalo Farmstead main home pool hot tub
5 bedroom 2 bath 2200 sq ft modern farmstead , 2 minutes to new buffalo and beach and all its offerings , 18x36 new heated shared pool open 5/20 to 9/20 and hot tub. Property on 3 acres with plenty of room for kids to play , 26 apple trees and woods , ride host bikes to new buffalo .. Best of both worlds in country , close to town .There’s 2 new homes on 3 acre property, this home and 1 guest home ( rented separately) .

Heated Pool | Quiet Area | Huge Fenced Yard
Enjoy a quiet, peaceful neighborhood while being close to everything. Five minute drive to Warren Dunes, Weko beach, wine bars, breweries, and restaurants. Three bedroom ranch perfect for your family to relax and have fun. Large fenced in backyard with gorgeous in-ground heated pool (June-September), gas grill, solo stove. Close to many wineries, orchards, and local farms. Lovely area for bicycling!

Pool Opens May 25! | Hot Tub • Walk to Lake
Set in a quiet, wooded setting, this spacious home is ideal for relaxed getaways in every season. In cooler months, the open floor plan and warm interiors make it easy to gather, unwind, and enjoy time together. As the weather warms, forest views, outdoor spaces, and easy access to the pool and nearby beach invite you to slow down, soak up the sunshine, and enjoy a more laid-back pace.

The Beachside Harborfront Hideaway
Contemporary downtown condo featuring 2 bedrooms, 2 baths, hardwood floors, a fireplace, and a chef’s kitchen. Accommodates 6 guests with marina views from the balcony and rooftop. Includes in-unit laundry, access to pools, and a fitness center. Steps from Main Street dining, shops, the beach, and Metra—just 45 minutes from Notre Dame football. Book your getaway today!
Popular amenities for New Buffalo rentals with a pool
House rentals with a pool

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

Lakeside with heated pool & pvt beach access!

NEW 1BR Cottage with Pool, Firepit, Walk to Beach

Secluded Pool Playhouse: Hot Tub, Game Room, Fire

Woodside

24 Acre Luxury Villa| Heated Pool & Hot Tub|Pond

Home near the lake with an inground pool

Stay Gold, Heated Pool Open!
Condo rentals with a pool

Large 3BR w/ pool and parking - near everything

Union Pier Condo with Association Heated Pool.

Union Pier Condo With Heated Pool.

Idyllic New Buffalo Condo: Walk to Beach & Shops!

Amazing Beach Condo with pool and great sunsets!

Perfect Location Condo Pools Walk to all Beach 1.5

New Buffalo Condo with Association Pool and Beach!

Nightingale Dunes - Modern beach town retreat
Other vacation rentals with a pool

Rosie’s Cottage close to Warren Dunes (w pool)

Private Cabin Retreat - Heart of Harbor Country

Luxury Cottage with pool; summer will book fast

Pool, Hot Tub, Fire pit, Beach

Heated Pool & Pvt Hot Tub

Sandy Feet Retreat

Lake Michigan Beach Cottage + Pool + Games

Poolside Retreat | Hot Tub & Fire Pit
When is the best time to visit New Buffalo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$83,574 GYD | G$83,365 GYD | G$82,529 GYD | G$64,979 GYD | G$83,783 GYD | G$122,227 GYD | G$134,763 GYD | G$135,808 GYD | G$99,244 GYD | G$87,126 GYD | G$88,797 GYD | G$89,006 GYD |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Quick stats about vacation rentals with a pool in New Buffalo

Total vacation rentals
Explore 60 vacation rentals in New Buffalo

Nightly prices starting at
New Buffalo vacation rentals start at G$48,055 GYD per night before taxes and fees

Verified guest reviews
Over 1,980 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of New Buffalo vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across New Buffalo rentals

4.8 Average rating
New Buffalo stays are highly rated by guests—averaging 4.8 out of 5!
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Warren Dunes State Park
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- University of Notre Dame
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Washington Park Zoo
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower
- Indiana Dunes State Park
- Silver Beach Carousel
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