Vacation rentals with a pool in Allegan

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Allegan

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

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Top guest favorite

The exterior of a two-story gray and green house is showcased, featuring a stone-accented garage and white-trimmed windows. Lush shrubs line the entrance, and a gravel driveway leads to the garage, set against a backdrop of greenery and a clear blue sky.

Home in South Haven

5 out of 5 average rating, 250 reviews

Driftwood Shores-SH is a great fall getaway!

September and Fall is starting to book! Enjoy a trip to beautiful South Haven along the shores of Lake Michigan. Driftwood Shores is a charming 1,680 sq. ft. home in the Harbor Club Resort. It has everything you need to enjoy a peaceful family vacation, friends getaway, or girls weekend out. NOTE: AirBnb has changed its pricing structure so that now the host pays the 15.5% service fee (instead of the guest.) Your overall cost hasn't changed, but the nightly rate reflects this new payment system.

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Guest favorite

An aerial view showcases a spacious backyard with a fenced, in-ground pool surrounded by lounge chairs. A patio area with outdoor seating is visible next to the house, which is set amidst green grass and trees. The nearby road and horse ranch add to the serene landscape.

Home in Holland

4.95 out of 5 average rating, 149 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

ValueLocationBackyard

Guest favorite

A charming two-story building is framed by mature trees with vibrant green leaves and autumn accents. The front door, painted bright yellow, is flanked by decorative lanterns, while large windows with dark shutters provide a welcoming facade. Lush greenery surrounds the entrance.

Condo in Saugatuck

4.89 out of 5 average rating, 148 reviews

Robyn's Chain Ferry Nest #2

Enjoy nesting in the heart of downtown Saugatuck with a view of the water, park & Chain Ferry, a designated parking spot, hardwood floors throughout, bedroom w KING bed adjoining full bathroom, 40”smart tv, w/ privacy door to living area, w/ sofa bed, 50” smart tv w/YOUTUBETV streaming access w/600MBPS WiFi service, equipped kitchen w/ cooktop, oven, microwave, full refrigerator, dishwasher, washer, dryer, coffee maker, SEASONAL access to Ship n Shore Hotel waterfront Pool &hot tub (May-Sept)

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Top guest favorite

An outdoor heated swimming pool is surrounded by a secure fence, featuring multiple turquoise umbrellas and lounge chairs. Lush green lawns and trees provide a scenic backdrop, enhancing the tranquil atmosphere. The pool area is well-lit by the sun, inviting relaxation.

Home in Fennville

4.93 out of 5 average rating, 191 reviews

AlleganOrchardsSleeps25Pool,HotTubFireplaceFirepit

ALLEGAN ORCHARDS: Luxe private retreat 5min. to Saugatuck/Douglas/Fennville Lake MI beaches/sand dunes. - Open kitchen - Private heated pool (fees apply - see house rules) - Private outdoor hot tub (open 24/7/365, no fee) - Indoor fireplace - Outdoor fire pit - Screened porch - Game room: Ping pong, billiards, game table, arcade games - Blue tooth sound throughout - Local area: Saugatuck/Douglas ("Art Coast of MI"), award-winning destination: Restos/Antiques/Boat/Hike/Golf/Wineries/Breweries.

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Top guest favorite

A heated saltwater pool is framed by a sunlit deck with multiple lounge chairs overlooking a lush, tree-lined area. Surrounding greenery adds a sense of privacy, creating a tranquil outdoor space for relaxation.

Home in Saugatuck

5 out of 5 average rating, 52 reviews

Renovated Golf Course Home | Private Pool/Hot Tub

Check out those sunset views over Clearbrook Golf Course! Newly renovated single-family home vacation rental across from golf course (and walkable to the Clearbrook Grill Room) with your own HEATED POOL, hot tub and firepit. Talk about convenience for all you golf enthusiasts (and plenty to appease even for those who are not)! Clearbrook Cottage is also only a short distance to downtown Douglas or Saugatuck for dining, shopping, or boating. See why everyone loves this Art Coast of Michigan!

LocationFamilyOutdoor spaces

Guest favorite

A spacious two-story home is showcased, featuring dark siding with contrasting white accents. Large windows provide natural light, and a neatly landscaped yard is visible. A stone pathway leads to the entrance, framed by greenery and a decorative orange item near the door.

Home in South Haven

4.96 out of 5 average rating, 27 reviews

Harbor Club Home | YEAR-ROUND Heated Pool, Hot Tub

Welcome to your dream getaway in sought after Harbor Club. This cheerful home, built in 2021, is just a hop, skip, and a splash away from the shared community hot tub and heated pool, which has a retractable roof for year-round fun. Enjoy grilling from the home’s new paver patio. Harbor Club offers golf cart rentals, and a second outdoor pool by the marina along with boat rentals. Dive into comfort in this beautifully furnished space, perfect for creating unforgettable memories. Sleeps 14.

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Guest favorite

A sprawling green lawn is complemented by a paved driveway leading to a private farmhouse and a separate garage. The farmhouse showcases a blend of light-colored siding and a gray roof, set against a backdrop of trees on one side.

Home in Hamilton

4.9 out of 5 average rating, 82 reviews

Gorgeous Farmhouse heated pool, barn sleeps 25

Beautiful, and one of a kind private farmhouse, perfect for entertaining large groups & families! 7 bedrooms and great open floor plans and large decks outdoors around pool! Very secluded 6 acres right outside Saugatuck, Fennville & Holland. Enjoy the pool and hot tub on the warm summer days if you wish to stay nearby. The screen porch is so relaxing to read your favorite book, take a nap on 2 of the twin swings or just listen to the bluebirds. Pool is open May 1- sept PICKLEBALL NOW!

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Top guest favorite

Home in South Haven

4.98 out of 5 average rating, 123 reviews

Beach-Themed Game Room & Pool Near Lake Michigan

The Northern Anchor: Year round community pool & hot tub! The ultimate family getaway! Fully furnished with loads of thoughtful details. Perfect for families with kids or for groups/individuals looking for a relaxing get away. Close to everything: beaches, downtown shopping, wonderful restaurants, award winning golf courses, pick your own orchards, beautiful wineries and much more. Visit us year round - from snowy woods to sandy beaches - the Northern Anchor has something for everyone.

FamilyValueIndoor spaces

Top guest favorite

Cabin in Fennville

5 out of 5 average rating, 19 reviews

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

Escape to a peaceful, woodland retreat with this high-end A-frame cabin in Fennville, Michigan. This 5-bedroom, 3-bath cabin features three floors, two living rooms, an inground pool and fire pit offering the perfect balance of modern luxury and nature. Located just minutes from the vibrant Saugatuck-Douglas area and its welcoming, inclusive community. This is the ultimate destination for groups, families, and friends seeking quality time, adventure and tranquility.

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Top guest favorite

Home in Saugatuck

5 out of 5 average rating, 15 reviews

Christine's Cottage | Special Summer Weekday Price

Still planning your summer getaway? Enjoy newly reduced weekday rates and experience Saugatuck beyond the busy weekend crowds. Book your midweek escape now! Christine’s Cottage is a family-friendly summertime oasis just minutes from downtown Saugatuck. The spectacular backyard is made for making memories—swim in the heated pool, unwind in the hot tub, enjoy grilled meals al fresco on the expansive patio, and end perfect days roasting s’mores under the stars.

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Top guest favorite

The exterior of the Garden House Cottage is framed by lush greenery and landscaped gardens. A charming red barn-style structure features multiple large windows and a metal roof, inviting natural light into the interior spaces.

Barn in Hamilton

4.96 out of 5 average rating, 171 reviews

The Garden House Cottage at Redbud Farm

It's summer at Redbud Farm! The Garden House Cottage is a beautifully remodeled old farm barn. Modern boho farmhouse style. This place has charm galore. You'll love the peace and quiet of the country and the gardens are professionally landscaped and maintained. Enjoy the views of the English potager style garden right out the window while relaxing on the queen bed. Traveling with friends/family? Check out my other listing The Granary at Redbud Farm.

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Top guest favorite

Condo in Douglas

4.97 out of 5 average rating, 267 reviews

Fun condo perfect for summer and fall fun.

Beautifully updated vacation condo with association pool perfect for spring summer or fall vacation. Close to Lake Michigan and all of the fun activities Saugatuck-Douglas has to offer. Less than 1 mile to Lake Michigan. Close to Douglas and Oval Beaches. Enjoy a drink on your own front porch. One bedroom one bath with a cozy gas fireplace. Additional sleeping for two on pull out couch in the living room. Close to bike path to downtown.

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