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
Apartment in Douglas
5 out of 5 average rating, 41 reviews

Summerset Cottage & Suites, King Suite

Welcome to Summerset Cottage & Suites. Kick back and relax in this stylish, newly built properties King guest suite with a private entrance. Located on the edge of the city limits of Douglas overlooking a large meadow with a beautiful saltwater pool, it's strategically located close to Lake Michigan and downtown Douglas. The large 2nd floor King Suite has been thoughtfully designed with a small kitchenette, fireplace and a beautiful light filled sitting area. 15.5% Airbnb rate has been added

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, 249 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.

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)

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.

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!

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.

Top guest favorite
Home in South Haven
4.98 out of 5 average rating, 122 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.

Top guest favorite
Home in Saugatuck
5 out of 5 average rating, 14 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.

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, 170 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.

Top guest favorite
The modern home is seen from the pool area, showcasing its dark exterior and large windows. A spacious deck is accessed from the rear, surrounded by landscaped greenery, while the inviting blue pool reflects the clear sky above.
Home in Fennville
5 out of 5 average rating, 21 reviews

NEW! Two Oaks: Pond-side oasis with pool/hot tub

Brand new secluded home on 5 acres with pool and hot tub. This home boasts 5 bedrooms with 5.5 baths and can sleep 14. The home has too many features to list but a few of them are: Pool, hot tub, fire pit and outdoor kitchen outside. Professional Thermador Kitchen, Sonos sound system, Home theater, full bar, screened in porch, fully fenced rear yard and for our eco conscious friends, solar panels and a geothermal heating and cooling system

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.

Top guest favorite
A rustic cabin is embraced by lush greenery, featuring warm wooden siding and a welcoming porch. Several large windows allow natural light to illuminate the interior. Landscaping with a variety of bushes and stones enhances the inviting outdoor setting.
Cabin in Saugatuck
4.93 out of 5 average rating, 159 reviews

Heavenly 7 Retreat Luxury Cabin -Kingfisher Cove

Our cozy 3 bedroom, 2.5 bath luxury rustic cabin features all the comforts of home and more. Fully furnished for your comfort with towels, linens and other necessities. This cabin sleeps 8 comfortably. A heated pool and lake access are available from Memorial Day to mid September. Full-size washer & dryer in the cabin for your convenience. For larger groups, ask about availability to also rent one of our affiliated cabins nearby.

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