Vakantiewoningen met zwembad in Grand Beach

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

Private Heated Pool + Fire Pit | Steps to Beach

The Resting Nest is a charming 2 bedroom 2 bath cottage located in beautiful Grand Beach. Just steps from the beach, this cottage is the perfect place to create beautiful memories with family and friends all summer long. Located just two blocks to the playground, golf course, tennis/basketball courts and a short drive to other activities such as restaurants, wineries, breweries and shopping. *You must be at least 27years to book and provide a copy of your driver's license at time of booking.

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.

Wabi Sabi Chic at The Flamingo Ranch in Lakeside

SUMMER IS BOOKING FAST at Flamingo Ranch—an unforgettable retreat nestled in Harbor Country, 1/2 mile from the lake. ONE WEEK RENTALS ONLY DURING SUMMER, FRIDAY CHECK IN. 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.

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!

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 optional . 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 after payment of grounds fees.

Spacious 3-BR/2-BA, Beach Access, Woodsy Getaway

This spacious, comfortable abode is the cozy cabin of your dreams. A campy-hip vibe collides with serene luxury and walls the color of calming pine and sage. Three bedrooms (one with a king bed, another with a queen bed and the third with a twin over full bunk bed) feature cushy Casper mattresses topped with plush Sferra linens. Two bathrooms, complete with Malin+Goetz bath products, keep things fresh while a queen sleeper sofa provides extra space for slumber.

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 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) .

Cottage steps from Lake Michigan

Beautiful cottage steps from Lake Michigan! Come relax in this spacious home with an in ground heated pool across the street from the lake. Head down to the beaches of Lake Michigan, or venture into the town of New Buffalo for restaurants, shopping, breweries and wineries! Come with family, come with friends.. this home will be everything you need for a getaway! *Pool will be closed Labor Day through Memorial Day