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Vacation rentals with a pool in Allegan County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Allegan County

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

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Cabin in Holland

4.88 out of 5 average rating, 33 reviews

Hidden gem nestled in wooded dunes, walk to beach

Relax with family & friends in a grand treehouse on the dunes along Lake MI, located nearby to the picturesque towns of Holland & Saugatuck for dining & entertainment & Hope College events. There is plenty to do for everyone, whether it be a swim at the beautiful private beach or pool, tennis on the clay courts, exploring the winding trails through the forest, or curling up by the fire. After dining among breathtaking scenery on the covered porch or dining room, the hardest part will be leaving.

Home in South Haven

4.99 out of 5 average rating, 181 reviews

DriftwoodShores-Gather With Family on Thanksgiving

Book a stay between Nov 1 to March 30, 2025 and check in by 2:30 PM! 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. The Resorts Indoor/Outdoor Pool with retractable roof and outdoor hot tub is open year around from 7 AM to 10 PM. It is included with your stay. We are a year round destination!

Home in Fennville

4.97 out of 5 average rating, 200 reviews

FennWoods - A Modern, Wooded Retreat

Serene, nature-filled escape in Fennville. Vacation or just feel like you’re on vacay while you remote school/work from the woods. Modern 3 bd ranch on 10 tree-covered acres. Minutes from downtown Fennville & easy access to Saugatuck/Douglas & beaches. Above ground heated pool in season, hot tub, fire pit, playset. Two living rooms & open kitchen/dining. When you’re not taking in all the outdoors have to offer, unwind in front of the fireplace. Wifi, TVs with complimentary streaming, & laundry.

Home in Fennville

4.91 out of 5 average rating, 137 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.

Serviced apartment in Saugatuck

4.99 out of 5 average rating, 158 reviews

2 BR Apt Sleeps 4+, Heated Pool Seasonal

Celebrating our 22nd year as a 5-Star overnight destination. Lake Street Commons Lodging is only a short 5 minute walk to Saugatuck's downtown. Contemporary fully furnished 2 bedroom apartment is centrally located, everything is assess able from Lake Street including the SCA - Saugatuck Center for the Arts with downtown Douglas only a 10 minute walk across the bridge that connects the two small towns. Early morning and evening shimmers on the waters of Lake Kalamazoo are breathtaking.

Home in South Haven

5 out of 5 average rating, 19 reviews

Holiday Ready! Big Savings, Sleeps 12, Hot Tub!

All decorated and ready for Holiday gatherings!! 🎅🏻 ✨ Chillin Away ✨ offers the perfect blend of luxury and nature. Your journey unfolds as you travel down a peaceful road through a quaint bridge, nestled among trees. As you emerge from the trees, the seclusion of the property surprises you. Nestled amidst vibrant greenery, the home offers a haven of tranquility with its private heated pool and hot tub. Just a short drive away from Saugatuck, Fennville & South Haven.

Condo in Saugatuck

4.91 out of 5 average rating, 157 reviews

Robyn's Top Notch Nest#7 Top Floor@ ♥️of Saugatuck

Nestled in the heart of downtown Saugatuck, this top notch nesting location has you perched on the top floor, surrounded by the towns best attractions! Robyn's Nest Riverside is your key to RNR poolside at the Ship n Shore Hotel! Walk across the street to enjoy included access (5/15-10/7/2024) to Saugatuck’s best waterfront pool and hot tub! Enjoy taking in the boat traffic with iconic views of Mt Baldhead, Saugatuck Chain Ferry and the Star of Saugatuck paddle boat

Condo in Douglas

4.97 out of 5 average rating, 185 reviews

Cozy condo with fireplace perfect for fall getaway

Beautifully updated vacation with gas fireplace perfect for fall getaway. 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. Relax on your own front porch or walk a few steps to Isabel’s, a wonderful eatery right on site. 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.

Barn in Hamilton

4.95 out of 5 average rating, 113 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.

Cabin in Saugatuck

4.96 out of 5 average rating, 113 reviews

Cedar Creek Lodge -Luxury Cabin in 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.

Cabin in Saugatuck

4.97 out of 5 average rating, 332 reviews

Pure Michigan! Cabin Retreat. LGBTQ Friendly

Five-star accommodations on Goshorn Lake. This is pure Michigan at its best. A luxurious country retreat to escape from it all. Nestled among the highly desirable cabins at Kingfisher Cove in Saugatuck, this is the ultimate Michigan experience. Come see why Saugatuck has been named one of Americas best small towns year over year and home to some of the finest beaches in the great lakes.

Home in Douglas

4.98 out of 5 average rating, 127 reviews

Rustic Mid Century Pool Oasis. Steps from town!

Located just under 5 minutes from downtown Saugatuck and 2 minutes from downtown Douglas, the Green Oasis is your sanctuary away from home. Sitting on 3.5 acres of lush green landscape, this is the perfect spot for relaxation, while still having access to all of the amenities of Saugatuck / Douglas / Fennville...... and OMG the pool!

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Quaint homes, peaceful surroundings

Popular amenities for Allegan County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in South Haven

4.97 out of 5 average rating, 68 reviews

Havenside Retreat: Arcade, Indoor/Out Pools, Beach

Home in Saugatuck

5 out of 5 average rating, 27 reviews

Cedarwood Lodge

Home in Dorr

4.9 out of 5 average rating, 63 reviews

Pool&HotTub•GameRoom•OutdoorTheater•HandicapAccess

Home in Holland

4.8 out of 5 average rating, 5 reviews

1 Happy Acre

Home in South Haven

5 out of 5 average rating, 4 reviews

Sandy Shores – Access to Harbor Club Pool & Spa

Home in Saugatuck

4.83 out of 5 average rating, 47 reviews

WE DISENFECT, FP, POOL , WALK TO WATER/TOWN, PETS

Home in Saugatuck

4.98 out of 5 average rating, 44 reviews

Sleeps 12-Hot Tub-Close to Downtown-Resort Pool

Home in South Haven

4.92 out of 5 average rating, 38 reviews

Casa Laguna: Serene vacation home w/ a beach vibe

Condo rentals with a pool

Condo in Saugatuck

4.56 out of 5 average rating, 25 reviews

Amazing Bayview: Pool, Views, Downtown, Balcony

Condo in Saugatuck

5 out of 5 average rating, 19 reviews

Holiday Hill Apartment 701

Condo in Douglas

4.98 out of 5 average rating, 49 reviews

Pop's Condo Too-w/pool. We rent to travel nurses.

Condo in Saugatuck

4.93 out of 5 average rating, 28 reviews

Lovely 3-Bedroom Condo with Lake Views

Condo in Douglas

4.88 out of 5 average rating, 26 reviews

Northern Lights 2 Bed 2 Bath With Pool

Condo in South Haven

5 out of 5 average rating, 7 reviews

South Haven North Shore condo

Condo in Saugatuck

4.86 out of 5 average rating, 22 reviews

Birds Nest | 2BR | Downtown Saugatuck

Condo in Saugatuck

5 out of 5 average rating, 32 reviews

Saugatuck Waterfront Getaway Shop, Eat, Bike, Pool

Destinations to explore