Vacation rentals with a pool in Michigan Township

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Michigan Township

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

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Top guest favorite

A heated pool is surrounded by a spacious patio featuring multiple lounge chairs. Lush green trees provide shade in the background, and several cottages are visible, creating a welcoming community atmosphere. The clear blue water invites relaxation and enjoyment.

Cottage in New Buffalo

4.95 out of 5 average rating, 39 reviews

Luxury Cottage with pool; summer will book fast

The madrona cottage is the perfect vacation home. You will fall in love with the cottage and the location, New Buffalo is amazing. The home has 4 full bedrooms and 3.5 baths. It will sleep 8 guests easy. Everything you need to enjoy a nice vacation is included in the place. The cottage has been completely rehabbed with all spaces being brand new. It's has a heated pool and is close to the beach. Relax by the fire or enjoy the game room with a pool table, card table and games. Great for families.

Guest favorite

A private heated pool is surrounded by a spacious wooden deck, furnished with lounge chairs and shaded umbrellas. A dining area with multiple tables sits nearby, covered by a clear blue sky and lush green trees, creating an inviting outdoor relaxation space.

Home in Chesterton

4.98 out of 5 average rating, 40 reviews

Pool House near the Indiana Dunes

Open-concept home with a private heated pool May - October. Take a hike, climb a dune & run back down to the lakeshore in downtown Chesterton, a perfect getaway weekend at the Indiana Dunes. Fenced yard, grill, and cozy fire pit. Local markets, festivals, orchards, and farms. Just a few miles from the beach and national park. Saturday's European Market offers a wonderful healthy, fun, entertaining shopping & dining experience for all. Fresh produce, food trucks, mimosa brunches, and candy shops.

Top guest favorite

A private in-ground swimming pool is surrounded by lush greenery. Several white lounge chairs are positioned around the pool's edge, with a shaded dining area featuring a table and umbrella nearby. The clear water reflects sunlight under a bright blue sky.

Guesthouse in Michigan City

4.99 out of 5 average rating, 115 reviews

“Treetops” Charming Country Coach House

Second-floor comfortably furnished coach house. Stylish and airy space with full kitchen. Great views. Private in-ground 20' x 40' swimming pool reserved exclusively for you and your guests. Basketball half-court. Softball diamond. Bocce court. Great for bicyclists. 20 acres of woods. Hiking trails on property and pond with wildlife. Centrally located between New Buffalo, MI, and Michigan City, IN. Close to the Indiana Dunes, and Lake Michigan. 70 minutes to Chicago, 45 minutes to South Bend.

Top guest favorite

Home in New Buffalo

4.99 out of 5 average rating, 192 reviews

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

Top guest favorite

A large heated saltwater pool is set in a manicured grassy area, surrounded by trees. The spacious house features multiple windows, reflecting natural light. Comfortable seating options are visible on a deck beside the pool, inviting relaxation in a private outdoor setting.

Home in Three Oaks

5 out of 5 average rating, 33 reviews

Private! Cherry Beach Pool House

2025 Summer: July 4-11, Aug 15-22, Aug 22-29 Get away to Harbor County on this private ¾ acre, open concept home two blocks from Cherry Beach with a large PRIVATE heated pool and hot tub! This home has an open floor plan with natural light filling the spacious living areas. Relax in the 3 seasons room or go for a swim in a ‘15x45’ heated saltwater pool, soak in the hot tub, or roast marshmallows by firepit. New - Universal EV charger. Check our NEW listing - Warren Woods Pool Retreat!

Guest favorite

An aerial view captures the Pool Barn alongside a spacious swimming pool surrounded by multiple loungers. Lush greenery and tall trees frame the scene, creating a serene outdoor environment. A camper is parked nearby, complementing the recreational setting of the backyard.

Guesthouse in Porter

4.9 out of 5 average rating, 768 reviews

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

The Pool Barn offers a great location & unique experience. 1 hour from Chicago & less than 10 minutes from large sand beaches & hiking trails of Indiana Dunes National Park & Indiana Dunes State Park. pool, hot tub, grill, firepit, playground, & we are on hike/bike trail. Inside is ping pong, air hockey, darts, popashot, foosball, board games, large smart tv, 6 beds, couch, & full kitchen. *pool table is currently broken due to guests attempting attempting to move it*

Guest favorite

A tranquil in-ground pool is framed by a spacious deck, featuring eight lounge chairs for relaxation. Lush greenery surrounds the area, providing a sense of privacy. A shaded patio area can be seen in the background, inviting guests to unwind and enjoy the outdoors.

Home in Saint Joseph

4.96 out of 5 average rating, 24 reviews

Poolside Oasis - Private Heated Pool + Fun Games

Escape to our stunning 4-bed, 1.5-bath home with a private in-ground pool! Bright living spaces, a fully equipped kitchen, cozy bedrooms, and an amazing heated pool await. Conveniently located near charming Saint Joseph, Michigan, with Lake Michigan's sandy shores and vibrant downtown nearby. Indulge in local cuisine, explore nature trails, then return to the comfort of our inviting home. Your ultimate vacation experience awaits! Book now for an unforgettable getaway!

Superhost

A wooden deck surrounds a central fire pit, with flames flickering in the evening light. Multiple Adirondack chairs provide seating, while a basket of marshmallows, graham crackers, and chocolate bars is positioned nearby, inviting gatherings and s'mores by the fire.

Home in Bridgman

5 out of 5 average rating, 4 reviews

The Poolside Escape | Hot Tub | Arcade | Ping Pong

Welcome to "The Poolside Escape" brought to you by Book N Gather vacation rentals. Discover a beautifully renovated single-story ranch with a finished basement, just minutes from Southwest Michigan’s best beaches, state parks, and wineries. Perfect for families or friends, The Poolside Escape offers modern amenities, including a private pool, hot tub, and entertainment options, to make your getaway truly unforgettable. Pool open Memorial Day to September 15th

Top guest favorite

An inviting outdoor pool area is surrounded by lounge chairs arranged along the deck. Trees provide natural shade nearby, and a cozy pool house is visible in the background. The crystal-clear water of the pool invites relaxation and enjoyment.

Cottage in Union Pier

4.96 out of 5 average rating, 200 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

A serene association pool is surrounded by lush greenery, providing a tranquil setting for relaxation. The pool features a shallow end with a depth of 3 feet and includes stainless steel handrails for easy access. Sunlight reflects off the water, enhancing the natural surroundings.

Cottage in New Buffalo

4.96 out of 5 average rating, 104 reviews

Casa Playa New House in Union Pier w/ Private Spa

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!

Superhost

A serene outdoor area features a rectangular pool surrounded by lounge chairs. Potted plants are placed along the patio, adding a touch of greenery. Lush trees and grassy patches create a tranquil backdrop under a partly cloudy sky.

Home in New Buffalo

4.75 out of 5 average rating, 4 reviews

New Buffalo Pool/Hot-tub/Firepit

Your family will be close to everything when you stay at this centrally-located place. This five bedroom 3 bath home has it all including pool, hot-tub, firepit, fenced yard. Steps from a the association beach (small beach currently) walking distance to the large public beach, town, and marina. Renovated in 2023.

Superhost

A wooden deck is featured, providing a view of the expansive green yard with a private heated pool. An umbrella offers shade over a seating area, while surrounding trees create a peaceful atmosphere. The pool area is enclosed, ensuring privacy.

Home in Union Pier

4.97 out of 5 average rating, 32 reviews

Private Heated Pool and Hot Tub!

This three-bedroom, 2.5 bathroom home sits within a very large fenced-in yard and has lots of privacy. Your group will love the large, private heated pool (16x40) and hot tub to soak your cares away! The backyard fire pit is great for s'mores and starry nights (marshmallow sticks and firewood included)!

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What guests are saying

Winter in MI! Hot Tub/Fire Pit/wineries+more!

5 out of 5 average rating, 4 reviews16 months ago

Much needed weekend away with the girls & this place was perfect! Excellent layout, great for socializing & the attention to detail was superb, from make-up wipes to handmade caramels & bottle of wine. The color scheme & decor made the house feel so warm & welcoming! The hot tub was literally the cherry on top! THANK YOU & hoping to be back during the summer ;-)

Home in Bridgman

What guests are saying

Union Pier Pool home

4.89 out of 5 average rating, 27 reviews8 months ago

Awesome stay! Booked here for a nice relaxing weekend get away where we wouldn’t need to travel to have fun. That is exactly what this place offered. Great pool & hot tub, and house has plenty of room making it feel relaxing and gives everyone plenty of space. Easy walk down to the beach - you get to leverage the private side of the beach which is very very nice. Overall great stay and will look to book again!

Home in Union Pier

What guests are saying

Cozy Cottage Steps to Beach, Pool, Hot Tub & More

4.62 out of 5 average rating, 77 reviews2 weeks ago

Beautiful little cottage. Great location, walkable to the beach and an easy 10min drive to restaurants and shops. Perfect for families any time of the year. The only things to keep in mind is it a shared pool/hot tub and Cottage A is right next to the pool.

Cottage in Lakeside

What guests are saying

Entire House With Pool - Backyard Beach Getaway

4.83 out of 5 average rating, 35 reviews4 months ago

This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10

Home in Miller

What guests are saying

Fabulous designer owned home w/ heated pool & spa!

4.96 out of 5 average rating, 78 reviews2 weeks ago

It was the perfect place for our group. One bathroom per couple, which was great. The place has been redone perfectly for a group get together. Tons of space to enjoy dinner, drinks, etc. We brought our dogs and it was a great backyard for them to explore. We really loved it and will absolutely be back. You will not be disappointed !

Home in Sawyer

What guests are saying

Heated pool and walk to Townline Beach & Markets

4.96 out of 5 average rating, 73 reviews7 months ago

Beautiful clean and comfortable home in a perfect location for our visit. The home had everything we could have needed and many extras for the enjoyment of all the ages in our extended family. We were informed and supported from our booking to our check out and warmly welcomed upon our arrival.

Home in Union Pier