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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Guest favorite

Home in Fennville

4.9 out of 5 average rating, 124 reviews

ALLEGAN ORCHARDS: SLEEPS 25, WEDDINGS, POOL,HotTub

ALLEGAN ORCHARDS: Luxe private retreat 5min. to Saugatuck/Douglas/Fennville Lake MI beaches/sand dunes. - Weddings/events - Open kitchen - Heated pool (fees apply - see house rules) - 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.

Nov 28 – Dec 5

G$142,921 GYD per night

Guest favorite

Home in Fennville

4.97 out of 5 average rating, 181 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.

Oct 7 – 14

G$75,419 GYD per night

Guest favorite

Condo in Saugatuck

4.91 out of 5 average rating, 147 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 to Saugatuck’s best waterfront pool and hot tub! Enjoy poolside service provided by the BARge, while taking in the boat traffic with iconic views of Mt Baldhead, Saugatuck Chain Ferry and the Star of Saugatuck paddle boat

Dec 13 – 20

G$51,020 GYD per night

Guest favorite

Home in South Haven

5.0 out of 5 average rating, 13 reviews

Luxury cottage, near beach & town, pool & hot tub

Bring the whole family to our modern cottage just minutes from Lake Michigan and world class beaches. The house sleeps 12 across 4 bedrooms and a bonus den. South Haven is a gem of Michigan’s westside! Guests have access to the neighborhood Pool and Clubhouse. A second pool with all-season enclosure will open winter 2023 and is located just behind our house! One mile from downtown South Haven, 1/4 mile from Lake Michigan, easy commute to Saugatuck, Holland, Benton Harbor or Kalamazoo areas.

Oct 26 – Nov 2

G$36,976 GYD per night

Guest favorite

Condo in Douglas

4.97 out of 5 average rating, 151 reviews

Fun bright condo with pool only steps away

Beautifully updated vacation Condo with association pool only steps away. Pool is open early May! 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.

Sep 20 – 27

G$51,139 GYD per night

Guest favorite

Home in Saugatuck

5.0 out of 5 average rating, 13 reviews

Newly Renovated Golf Course Home w/ 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!

Jan 13 – 20

G$76,131 GYD per night

Guest favorite

Barn in Hamilton

4.93 out of 5 average rating, 92 reviews

The Garden House Cottage at Redbud Farm

It's just getting to be fall color time around here! 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.

Dec 24 – 31

G$28,501 GYD per night

Guest favorite

Home in South Haven

4.99 out of 5 average rating, 150 reviews

Driftwood Shores: Book a May weekday, great rates!

Come May 5-9 for Holland Tulip Festival! Enjoy a trip to beautiful South Haven along the shores of Lake Michigan. Driftwood Shores is a charming 1,680 square foot home in the Harbor Club Resort. It has everything you need to enjoy a peaceful family vacation, friends getaway, or girls weekend out. The Resort's Indoor Pool with retractable roof & outdoor hot tub, (see photos), is open from 7 AM to 10 PM. It is included with your stay. Driftwood Shores, a year round destination!

Apr 12 – 19

G$66,401 GYD per night

Guest favorite

Apartment in Saugatuck

4.94 out of 5 average rating, 158 reviews

1 BR Apt Sleeps 2+ Heated Pool Seasonal

2023-Celebrating our 20th year as a 5-Star overnight destination in Saugatuck, Michigan. Lake Street Commons Lodging is only a short 4-6 minute walk to Saugatuck's downtown. Centrally located, everything is accessible from Lake Street including the SCA - Saugatuck Center for the Arts with downtown Douglas only a 10 minute walk across the bridge. Bring your camera because the early morning and evening shimmers on the waters of Lake Kalamazoo harbor.

Feb 20 – 27

G$39,958 GYD per night

Guest favorite

Cabin in Saugatuck

4.96 out of 5 average rating, 107 reviews

Cedar Creek Lodge Luxury Cabin w/Fireplace & Pool

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.

Mar 23 – 30

G$101,407 GYD per night

Guest favorite

Home in Douglas

4.97 out of 5 average rating, 31 reviews

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

Pool open May8-Oct9, hot tub always open. Luxury retreat with breathtaking views 330’ of waterfront overlooking Lake Kalamazoo and river. You’ll love all the gathering spaces including pool, spa, deck, screened porch and fire place/outdoor pit! Private 1 acre borders natural wetlands conservation area. Birds, nature + sunrise/sunsets are incredible. Local artists works in home. Easy 5 min drive / bike to Douglas.

Nov 8 – 15

G$99,195 GYD per night

Guest favorite

Cabin in Saugatuck

4.97 out of 5 average rating, 313 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.

Jul 26 – Aug 2

G$190,929 GYD per night