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Vacation rentals with a pool in Grand Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Grand Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
A two-story house features a vibrant blue exterior with a spacious porch equipped with rocking chairs. A golf cart is parked in the foreground next to a white picket fence. Clear skies and sunlight enhance the inviting and serene atmosphere.
Home in Michigan City
4.97 out of 5 average rating, 102 reviews

Beach Nest, Sleeps 20, 5 min. to Lake Michigan.

Beach Nest is a place to relax!! Minutes away from beautiful Lake Michigan. About 1 Hr. away from Chicago Midway and O'Hare airports and Downtown and going east... Notre Dame Football Stadium. Amenities incl. Outdoor Pool, Tennis, Basketball Courts, Putting Green. Paddleboards and Kayaks on Lake Kai. Indiana Dunes National Park, Michigan City Zoo are 10 Minutes away as well as Blue Chip Casino. Horseback riding, Skydiving, Great eateries, Art Galleries. Come and have fun with Family and Friends!

Top guest favourite
The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.
Home in Michigan City
4.96 out of 5 average rating, 186 reviews

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.

Guest favourite
A modern living room features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in front of the sofa, while two lamps provide soft lighting. Artwork adorns the wall above, accompanied by a round mirror reflecting the space.
Condo in New Buffalo
4.94 out of 5 average rating, 94 reviews

Nightingale Dunes - Modern beach town retreat

Spacious beach condo with dreamy white shiplap, midcentury modern style. Great beaches nearby and a heated pool (open Memorial Day to Labor Day) just steps from your door! Perfect for couples or families. Well-stocked kitchen, gas grill, free WiFi/cable or log into your own Netflix etc. Smart TVs in both LRs and all bedrooms. Upstairs loft doubles as a 3rd bedroom. Bonus office! Easy walk or drive to shops, dining & marina in our perfect beach town. New Buffalo rental permit #24-180.

Top guest favourite
A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.
Cottage in Union Pier
4.97 out of 5 average rating, 231 reviews

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!

Guest favourite
An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.
Villa in Niles
4.97 out of 5 average rating, 127 reviews

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.

Superhost
Home in New Buffalo
5 out of 5 average rating, 3 reviews

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.

Superhost
The swimming pool area features a vibrant blue pool with a fountain at its center. Surrounding the pool, comfortable loungers are arranged, and hanging flower planters add a touch of greenery. A spacious building is visible in the background, framed by lush trees.
Guesthouse in Porter
4.87 out of 5 average rating, 844 reviews

'Pool Barn' w/Games & Hot Tub near Indiana Dunes

Hot tub open all year! Pool will reopen May 1. The Pool Barn is only 1 hour from Chicago & less than 10 minutes from large sand beaches & hiking trails of Indiana Dunes National Park & Indiana Dunes State Park. Outside enjoy our Pool, hot tub, grill, firepit, playground, & we are on the hike/bike trail. Inside is billiards, ping pong, air hockey, darts, popashot, foosball, board games, large smart tv, 5 beds, couch, & full kitchen. No cleaning fee. Book today!

Guest favourite
A cozy living area features a light blue sofa paired with two wooden armchairs. A round coffee table is positioned at the center, with a fireplace adding warmth to the space. Natural light streams through a window adorned with subtle shades.
Apartment in New Buffalo
5 out of 5 average rating, 5 reviews

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.

Top guest favourite
Cottage in Union Pier
4.95 out of 5 average rating, 85 reviews

Hot Tub, Htd Pool & Walk to Beach

Recently renovated and comfortably furnished 3 bedroom, 2 bath cottage plus LOFT sleep area, 4 season porch & separate living room. Community pool (May-Oct) and private year round hot tub and fire pit located in the wooded back yard in a cozy neighborhood. Walk to Townline beach (.04 miles, 12 minutes), Skip’s Farmers Market, Timothy's restaurant, and downtown Union Pier for morning coffee and pastries from the Black Currant bakery.

Guest favourite
The exterior of Lagunitas Coach House is shown, featuring a screened-in porch with two red chairs. Lush greenery and flowers surround the entrance, while a small table rests beside the chairs. A clear blue sky provides a bright backdrop.
Guesthouse in Michigan City
4.86 out of 5 average rating, 163 reviews

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.

Guest favourite
Home in New Buffalo
4.9 out of 5 average rating, 29 reviews

Pool + Fire Pit | Steps to Beach

The Grand Adventure is picture perfect! This beautiful home is just steps to the beach and the perfect place to create beautiful memories with family and friends. Grand Adventure offers 4 bdrms and 3 full baths, plenty of room to spread out, relax and enjoy. Just 2 blks to beach and short walk to the playground, golf course, tennis/basketball courts. *Min age required is 27 years. ID required at time of booking.

Guest favourite
Home in New Buffalo
4.94 out of 5 average rating, 115 reviews

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) .

Popular amenities for Grand Beach rentals with a pool

Quick stats about vacation rentals with a pool in Grand Beach

  • Total vacation rentals

    Explore 40 vacation rentals in Grand Beach

  • Nightly prices starting at

    Grand Beach vacation rentals start at $176 CAD per night before taxes and fees

  • Verified guest reviews

    Over 450 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Grand Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Grand Beach rentals

  • 4.8 Average rating

    Grand Beach stays are highly rated by guests—averaging 4.8 out of 5!