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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Guest favorite

Camper/RV in Porter

4.9 out of 5 average rating, 641 reviews

'Pool Barn Camper' w/Hot Tub near Indiana Dunes

Pool is open! Hot tub open all year! Fully equipped RV is parked in the driveway of our Pool Barn. RV sleeps 5, has bath w/shower, stove, microwave, heat & A/C, & running water all year. We are located minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hiking in the Indiana Dunes National Park along the Little Calumet River and the historic Bailley homestead is only 1 block away. You may also use our large pool, hot tub, grill, campfire, and playground area. No cleaning fee!

Guest favorite

Villa in Niles

4.96 out of 5 average rating, 106 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. (More photos on socials @stjoeoverlook).

Superhost

Home in Michigan City

4.92 out of 5 average rating, 106 reviews

Beautiful home with beach access

The "Beach House" offers privacy and stunning views of the Beachwalk Community and Lake Michigan. 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.

Superhost

Home in Three Oaks

4.87 out of 5 average rating, 116 reviews

Luxury Living in Harbor Country|Hot Tub| Sleeps 10

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.

Guest favorite

Home in Michigan City

4.96 out of 5 average rating, 167 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 favorite

Home in Grand Beach

5 out of 5 average rating, 12 reviews

Little Arches Grand Beach Home

Relax with the whole family at this peaceful place to stay. A 6 BR/sleeps 10 adults max 4.5BA paradise nestled into a quiet Grand Beach cul-de-sac, with a stunning backyard oasis, spacious interior + high end designer finishes. Little Arches offers a Michigan getaway with access to all your vacation needs, but far enough away from the traffic and noise of everyday life. The private village beach access (15 min walk) is charming. Must be 28 or older to rent this home.

Guest favorite

Cottage in New Buffalo

4.93 out of 5 average rating, 153 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

Gorgeous, New Buffalo cottage in the heart of New Buffalo. Perfect for families and friends ~ many areas for gathering within the home. Private hot tub off the back screened in porch and only ten steps away from large community pool. Walk to everything in NB - Whittaker is only 2 blocks away. Enjoy close proximity: beach, amazing restaurants in town (Stray Dog, Redamak's, etc.). The private hot tub makes this perfect place for social distancing with Family!

Guest favorite

Cottage in Union Pier

4.96 out of 5 average rating, 190 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, pool, 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 and create lasting memories!

Guest favorite

Home in New Buffalo

4.92 out of 5 average rating, 302 reviews

New Buffalo / Farmesque with a splash of modern

Turn back time with trough sinks and claw foot tub and cedar beams ,distressed floors and walls with a mix of modern. Galien river marsh across street full of nature and several bikes on property for your riding pleasure . Newly built 2019 , 3 blocks from Main Street downtown New Buffalo.6 blocks from beach , enjoy all local spots and coffee shop and grocery steps away . Dead end street in very quaint neighborhood, covered front porch enclosed rear porch .

Guest favorite

Cottage in New Buffalo

4.96 out of 5 average rating, 100 reviews

Casa Playa New House w/ Private Spa & Pool Access

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!

Guest favorite

Guesthouse in Michigan City

4.88 out of 5 average rating, 143 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 favorite

Townhouse in New Buffalo

4.93 out of 5 average rating, 102 reviews

Dunescape Beach Retreat, Downtown New Buffalo

Luxury & Location. A spacious beach getaway in the heart of down town New Buffalo and a short walk from the Marina and the beach. Start the day with the view from the rooftop deck before hitting the private Dunescape pool! Just over an hour from Chicago whether by car or train - the train station is just steps from Beach Retreat.