Holiday rentals with a pool in New Buffalo

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.

Sauna | Hot Tub | Heated Pool | Beach Walk

Welcome to Little Arches, a refined Fisher 3 luxury retreat in the private village of Grand Beach. This 6-bed, 4.5-bath home sleeps 12 and blends wellness and comfort just minutes from Lake Michigan. Walk to the beach or unwind at home with a sauna, 8-person hot tub, heated pool (May–Oct, fee applies), and fire pit. Inside: chef’s kitchen, 3-season room, game lounge, and theater-style lower level. A peaceful escape near golf and New Buffalo. Rental Agreement Required After Booking.

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!

James Dēne 11: Sunset Lake Views | Indoor Pool!

Welcome to The James Dēne 11, your ultimate New Buffalo retreat! This stylish three-story home features two king en-suites with private decks, a cozy fireplace, and a rooftop deck with stunning Lake Michigan sunset views. Relax in the large backyard with a fire pit or enjoy the clubhouse with an indoor pool and hot tub. Perfect for families and friends, this property offers comfort, charm, and space to gather. Book your stay today and experience the best in vacation living!

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.

Marina's Edge

Stay in the heart of downtown New Buffalo at Marina’s Edge, a three-story townhouse directly across from the marina and just steps from Stray Dog, shops, dining, and Lake Michigan. Enjoy open-concept living, three comfortable bedrooms, multiple full baths, garage parking, and front porch and balcony views of the harbor. Guests also have access to a heated association pool in summer. Walk everywhere, soak up the energy, and experience Harbor Country at its most vibrant.

New Buffalo Home With Private Heated Pool!

You will love the private heated pool (open May 20-October 8) along with outdoor firepit great for roasting smores under the stars. Outdoor seating is ideal for your poolside meals. The main floor boasts a fully stocked kitchen with island seating for two, two dining areas with seating for 10, plus a family room with big screen TV. Three bedrooms on main floor and two full baths. The second floor has one large bedroom with two queen beds with TV and gas fireplace.

Cozy Mid-Century Home•Private Pool• Dog-friendly!

Welcome to The Keystone Ranch! Vintage charm meets modern comfort in our bright & airy Mid-Century limestone home. It’s perfect for families, friends and dog-lovers…just minutes away from our beautiful beaches, outdoor adventures…great food and SO MANY local favorites! What You’ll love… •Heated, in ground pool + fenced in yard •3 season lanai + fire pit •Spacious kitchen •Lower level chill space Perfect central location… close to INDIANA DUNES NATIONAL PARK!

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) .

Fall Fun | 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!

Hot Tub Retreat | Private, Peaceful & Cozy

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!