
Holiday 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.

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.

Modern 5-Bedroom New Buffalo Lakeside Escape
Escape to this stylish and spacious 5-bedroom house in New Buffalo, ideal for large families or groups. This home is perfectly located just a short stroll (3 blocks) from the vibrant shops and restaurants of downtown New Buffalo and within easy walking distance (6 blocks) of the beautiful beach. Enjoy the quiet of a serene dead-end street in a charming neighborhood, relaxing on the covered front porch or enclosed back porch. Guests have access to the pool within the neighborhood.

'Pool Barn Camper' w/Hot Tub near Indiana Dunes
Hot tub open all year! Pool will reopen May 1. Fully equipped RV sleeps 5, has bathroom w/shower, stove, microwave, TV, heat & A/C, & running water all year. Located on the bike trail & only minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hike in the Indiana Dunes National Park along the Little Calumet River & the historic Bailley homestead, only 1 block from the RV. Enjoy our large pool, hot tub, grill, campfire, & playground too. Schedule your visit today!

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.

Wabi Sabi Chic at The Flamingo Ranch in Lakeside
Autumn at Flamingo Ranch—an unforgettable retreat nestled in Harbor Country, 1/2 mile from the lake. Equal parts sanctuary and playground, this designer-owned haven offers both deep seclusion + an open-format layout that invites connection, healing + memory-making. Whether you’re gathering with family, reuniting with old friends, or seeking a rejuvenating escape, we deliver an experience that’s as comfortable + stylish as it is energetically charged.

Casa Playa - Union Pier Home w/ Pool & Private Spa
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!

Cottage for two with hot tub near Swiss Valley!
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.

Lagunitas Coach House in Beachwalk, Lake Michigan
Lagunitas Coach House is a sought after location on the quaint Thomas blvd cul de sac. It is the coach house to Gooch Life. It is the perfect get away spot for a couple or small family wanting to escape to the beautiful beach of Lake Michigan. Lagunitas and Gooch Life share the property but are separate structures. Lagunitas has a private entrance, amenities, and parking. Lagunitas sleeps 6, see pictures for bed configuartion.

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 and hot tub. Property on 6 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 6 acre property, this home and 1 guest home ( rented separately) .

Just Updated in Lakeside | Pool + Hot Tub + Porch!
Enjoy a newly updated cottage with unique finishes, an enormous screened porch, and a private pool and hot tub. Located just down the street from central Lakeside in Harbor Country, Michigan. A five-minute bike ride to the lake and a 10-minute drive from downtown Sawyer, New Buffalo, and Three Oaks - Lakeside Landing is a relaxing escape in any season to enjoy all that Southwest Michigan has to offer.

Beautiful home in Beachwalk/Notre Dame weekends
Enjoy the open concept family room/dining area, flat screen TV, fireplace, and a farmhouse table that seats 12. You can also enjoy the sunset from the top floor "birds nest" with views of the Chicago skyline. The lower level is perfect for kids to watch TV and play games and is equipped with bunks that sleep up to 7 people. A Staircase leads to a private walkway for access to Lake Michigan.
Popular amenities for New Buffalo rentals with a pool
House rentals with a pool

Secluded Luxe 5BR Estate| Pool, Wineries, Near ND

Fall Fun | Quiet Area | Huge Fenced Yard

Atomic Acres-Xmas still open! Sale!

Steps from Pool w/ Private Hot Tub in Gorgeous Woo

Private! Cherry Beach Pool House

The Red Oak-home with fireplace, private pool

Play @ The Hideaway - hot tub, sauna, gymnasium

Beachwalk- New Kids on the Beach
Apartment rentals with a pool

Large 3BR w/ pool and parking - near everything

Union Pier Condo with Association Heated Pool.

(2026 OPEN!) Union Pier Condo With Heated Pool.

Idyllic New Buffalo Condo: Walk to Beach & Shops!

Amazing Beach Condo with pool and great sunsets!

Fall 2 nt min Perfect Location Condo Pools Walk to

New Buffalo Condo with Association Pool and Beach!

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

4 BD Notre Dame | Pool | Hot Tub | Fire Pit | BBQ

Luxe by the Lake - Pool Access - Walk to Beaches

Cozy Guest House with Pool near National Park

Private Cabin Retreat - Heart of Harbor Country

Modern Lake House w/ Private Pool near New Buffalo

Friends & Family Fall Getaway Pvt Hot Tub

A-Frame On Lake Michigan - beach, sports, + pool

Beachwalk’s Cozy Cottage - Farmhouse decor
When is the best time to visit New Buffalo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $469 SGD | $433 SGD | $441 SGD | $399 SGD | $515 SGD | $751 SGD | $828 SGD | $835 SGD | $610 SGD | $500 SGD | $468 SGD | $408 SGD |
| 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 holiday rentals with a pool in New Buffalo

Total holiday rentals
Explore 60 holiday rentals in New Buffalo

Nightly prices starting at
New Buffalo holiday rentals start at $141 SGD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of New Buffalo holiday rentals include wifi access

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

4.9 Average rating
New Buffalo stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Chicago Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Southern Indiana Holiday rentals
- Detroit Holiday rentals
- St. Louis Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- Family-friendly rentals New Buffalo
- Fitness-friendly rentals New Buffalo
- Lakehouse rentals New Buffalo
- Rentals with a hot tub New Buffalo
- Pet-friendly rentals New Buffalo
- Flat rentals New Buffalo
- Rentals with a patio New Buffalo
- House rentals New Buffalo
- Rentals with a washing machine and dryer New Buffalo
- Rentals with a firepit New Buffalo
- Rentals with outdoor seating New Buffalo
- Rentals with beach access New Buffalo
- Rentals with lake access New Buffalo
- Cottage rentals New Buffalo
- Beach house rentals New Buffalo
- Cabin rentals New Buffalo
- Beachfront rentals New Buffalo
- Rentals with a fireplace New Buffalo
- Apartment rentals New Buffalo
- Rentals with pools Berrien County
- Rentals with pools Michigan
- Rentals with pools United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Notre Dame
- The Field Museum
- Oak Street Beach
- Wicker Park
- Warren Dunes State Park
- Lincoln Park Zoo
- The Beverly Country Club
- Museum of Science and Industry
- Willis Tower
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Tippecanoe River State Park
- Chicago Cultural Center
- DuSable Museum of African American History




