
Holiday rentals with a pool in New Buffalo Township
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Top-rated rentals with a pool in New Buffalo Township
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Experience Fall Beauty & Harbor Country Charm!
Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closes October 10, 2024 through Memorial Day 2025 After a day of exploring the waters of Lake Michigan, Warren Dunes, or nearby wineries, 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 end the evening roasting marshmallows around the fire pit or watching an outdoor movie on the pool deck.

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.

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.

Cozy 1BD Oasis in Grand Beach w/ Pool + Near Beach
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. A small but mighty kitchenette is home to your morning coffee thanks to a Moccamaster coffee machine, fridge + microwave. The dining table is your place to enjoy meals or gather for game night. the wifi and tv are also solid.

'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.

NEW! 1BR Cottage w/ Pool, Firepit, Walk to Beach
Presenting Townie 1 - The Ivy, part of the unique Townie Cottages collection. This newly built lakeside luxury home was designed exclusively by Kate Marker Interiors (recognized by Architectural Digest and Luxe Home). Located in Union Pier, these exquisite cottages blend rustic charm and modern elegance for an unforgettable stay. Immerse yourself in a meticulously curated interior with high-end finishes and chic furnishings, creating a sophisticated yet homey atmosphere.

Designer Downtown Home, Pool, Walk to Beach
Experience Elegant Ease, a beautifully designed cottage in downtown New Buffalo. This luxurious four-bedroom retreat features stylish living spaces, a gourmet kitchen, two screened porches, a relaxing sunroom, and a finished basement with a sauna and game area. Enjoy the community pool across the street, a cozy fire pit, and an easy walk to the beach, shops, and restaurants for the perfect Harbor Country getaway.

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.
Popular amenities for New Buffalo Township rentals with a pool
House rentals with a pool

Las Moras, 6 Acres, and a Large Pool

Private Cabin Retreat - Heart of Harbor Country

Steps from Pool w/ Private Hot Tub in Gorgeous Woo

Updated 3 bdrm house w/ pool near beach & country

Home near the lake with an inground pool

Modern Farmhouse - Walk to Downtown, beach & pool!

Lake Michigan Beach Cottage + Pool + Games

NEW Walk to Lake_Pool_Hot Tub_Game Room_EV level 2
Apartment rentals with a pool

Union Pier Condo with Association Heated Pool.

New Buffalo Condo Indoor & Outdoor Pool!

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

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

Sunset Pointe Chalet #32: Beach + Pool+ Sports
Other holiday rentals with a pool

Cozy Guest House with Pool near National Park

Fall Fun | Quiet Area | Huge Fenced Yard

Marina Sunset: Savor Fall Flavors in Saint Joseph

Friends & Family Fall Getaway Pvt Hot Tub

Private! Cherry Beach Pool House

Grand Adventure/4 bdrm 3 bath/Grand Beach/Pool

Beachwalk’s Cozy Cottage - Farmhouse decor

Fabulous designer owned home w/ heated pool & spa!
When is the best time to visit New Buffalo Township?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $490 SGD | $440 SGD | $448 SGD | $447 SGD | $596 SGD | $758 SGD | $957 SGD | $924 SGD | $665 SGD | $554 SGD | $521 SGD | $516 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 Township

Total holiday rentals
Explore 180 holiday rentals in New Buffalo Township

Verified guest reviews
Over 3,980 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
180 of New Buffalo Township holiday rentals include wifi access

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

4.9 Average rating
New Buffalo Township stays are highly rated by guests – averaging 4.9 out of 5!
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- Cottage rentals New Buffalo Township
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- Rentals with a kayak New Buffalo Township
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- House rentals New Buffalo Township
- Rentals with lake access New Buffalo Township
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- Rentals with pools Berrien County
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Warren Dunes State Park
- University of Notre Dame
- Oak Street Beach
- The Field Museum
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Washington Park Zoo
- The 606
- Silver Beach Carousel
- Potato Creek State Park
- Tippecanoe River State Park




