Vacation rentals with a pool in South Haven

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Haven

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.

Top guest favorite

Home in Stevensville

5 out of 5 average rating, 54 reviews

Guest favorite! Quiet setting w/heated pool & more

Welcome to our SW Michigan retreat! This freshly updated home in a quiet country setting feels far away from it all but is close to everything Harbor Country has to offer including beaches, dunes, breweries & shopping. With 5 bedrooms & 3.5 baths, there's enough space for your large family or multiple families to relax & enjoy plentiful amenities including heated pool (seasonal), hot tub, trampoline, fire pit, large yard, multiple outdoor dining areas, woods with paved walking path, WiFi & more!

Guest favorite

An aerial view of the outdoor space showcases a non-heated in-ground pool surrounded by a concrete patio. Lounge chairs are positioned nearby, and a dining table is visible on the patio. Lush greenery and a tree border the area, providing a serene natural setting.

Home in Holland

4.96 out of 5 average rating, 112 reviews

The Splash Pad- a secluded pool/hot tub oasis

The Splash Pad is a perfect getaway for families and groups. Our goal is to bring people together for quality time so we created spaces that everyone will love: the (non heated) pool, hot tub, patio, volleyball net and horse shoes, fire pit, indoor gas fireplace, and a spacious living room with a 55in TV. We hope you explore all the local attractions like: beaches, shops, restaurants, breweries, and hiking trails- all within 4 miles of The Splash Pad! Just added a Level 2 EV charger!! Available

Guest favorite

A clear blue sky provides a backdrop for a swimming pool surrounded by lounge chairs. The pool reflects sunlight, while boats are docked nearby. Lush green trees line the hillside in the distance, creating a serene atmosphere.

Condo in Saugatuck

4.93 out of 5 average rating, 101 reviews

Robyn's Mt.Baldhead Nest #3 WaterView of Mt.Baldy

Located at the heart of downtown Saugatuck, this top floor, king bed, nesting spot with river view of Mt. Baldhead, surrounds you with the best of Saugatuck! Enjoy being steps away from the water, park, rentals, Chain Ferry, Star of Saugatuck, restaurants, bars, galleries and shops! RNR nesters also enjoy included seasonal access (Memorial-Oct/7/2024) to the Ship n Shore Hotel waterfront pool & hot tub! RNR is minutes from Lake Michigan, Oval Beach, outstanding wineries, breweries and orchards!

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

Guest favorite

An outdoor oasis features a heated pool with a curved shape, surrounded by a concrete deck. Lounge chairs are positioned nearby, and a bar area is nestled under a shelter adorned with hanging plants and colorful flowers, creating a serene space for relaxation.

Home in South Haven

4.94 out of 5 average rating, 63 reviews

The Oasis Retreat

The Oasis Retreat, located right outside downtown South Haven, is perfect for year round adventures & only 4 block walk from downtown. It boasts a heated pool, hot tub, outdoor bar, backyard, 2nd unit, & fire pit. Ideal for families it includes Wi-Fi, kitchen, laundry, ring, patio, outdoor shower, outhouse, & more. Pool: May - October Hot tub: All Year If dates are unavailable, consider our nearby properties: 1) https://www.airbnb.com/slink/PSGEaadD 2) https://www.airbnb.com/slink/R5t9UwVU

Guest favorite

An indoor pool area showcases a vibrant blue pool, with natural wood paneling creating a warm environment. Bright ceiling lights illuminate the space, and a large American flag is displayed prominently on the wall. Large windows provide a view of the surrounding trees.

Home in West Olive

4.97 out of 5 average rating, 143 reviews

July 5-12&19-26 Open Mini Resort Indoor Pool&Sauna

JULY 5-12 Available!! Current Open May 11-23 June 26-28 July 5-12, 19-26 Aug 9-17 Aug 20-30 3 night min *NO PARTIES &no persons outside of your originally contracted group may visit the property during your stay.* This property is a perfect getaway situated between Holland, Grand Haven & Grand Rapids right on Lakeshore Dr. Our home sits up on a hill overlooking a beautiful 6 acre pond. You will feel as though you are at your own personal resort w/private heated indoor pool & sauna for 6!

Guest favorite

An outdoor area showcases a private heated pool surrounded by a wooden deck. A screened-in porch is visible in the background. A patio table with multiple chairs is positioned on the side, alongside a grill and children's toys.

Cottage in South Haven

5 out of 5 average rating, 25 reviews

Pool & hot tub, Lake MI access, theatre room

Amazing home built in 2020 has so many qualities in a great location. Lake Michigan private neighborhood beach access by a tram (elevator to beach), heated pool & hot tub surrounded by a deck & patio. Check out the 5 bedrooms with 2 master suites, 2 living areas, 4 flat screens, a spectacular screened in porch that includes dining & fire table with sectional seating. Enjoy a stocked kitchen, game, theatre & bunk rooms, swing set, fire pit make this home an easy pick!

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!

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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 reviews1 week 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

Heated Pool, Hot Tub, Game Rm. Near beach!

5 out of 5 average rating, 24 reviews2 months ago

Ana’s home was as advertised and the pictures didn’t do it justice. It was a great home for our group and had everything we needed and more! Ana was very communicative and shared a lot of useful information about the house and the area. Would recommend to others and would definitely stay here again in the future!

Home in South Haven

What guests are saying

Douglas/Saugatuck Duplex Condo Pool opens May 9th!

4.95 out of 5 average rating, 22 reviews18 months ago

Very cute place! Comfortable bed and cozy family room with gas fireplace! We loved the location, so close to everything. Rode the bikes along the shore and checked out the beach and beautiful homes. James and Christine were very responsive and we loved the decor! Would definitely stay again!

Apartment in Douglas

What guests are saying

Riverdance - Heated Waterfront Pool open 5/9-10/9

4.97 out of 5 average rating, 33 reviews8 months ago

I’ve rented a number of places in this area and Riverdance was very special! The home was clean and well appointed with all you need. Location awesome - everything we like to do (downtown Douglas, downtown Saugatuck, Oval Beach and hiking trails) was 10 mins or less alway. Kitchen well appointed. The star was the pool and we enjoyed it so much! A pool with no fencing between the pool and the river - that is rare and GOLD! Todd was great to deal with and very responsive. Great property, great stay!

Home in Douglas

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