
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.

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.

Vintage Splendor Historic
My place is good for couples, solo adventurers, families (with kids), big groups, Girls night outs, and furry friends - with a pet cleaning fee. Vintage Splendor is a beautiful, charming historic home with all today's amenities. We are located in the Village of Douglas and are on The Historic Home Walking Tour. This large home boasts 3 formal bedrooms, 2-1/2 Bathrooms and a den that serves as a 4th bedroom. This Victorian home sleeps 10 with 6 beds (Two King, Two Queen, & a pull out Trundle.

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

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

Lakeshore Woods Escape
Walk to the beach from this stylish, 6 bed, 6.5 bath home. With accommodations for 20, this house has it all for your family vacation, friends getaway, or group retreat. Surrounded by woods with a pool, hot tub, fire pit, lush lawn, game rooms, and an entertainer's kitchen - your vacation home is ready for you! Wineries, farmers markets, and the charming towns of Saugatuck, Douglas, Fennville, and South Haven are a short drive. Close by is a park with restrooms, play area and beach access.

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.

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!

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.

Heated Pool Open through Oct | Theater | Fire Pit
Fall pool season is here at Fisher 3’s flagship luxury estate. Heated to 85° through the end of October ($100/day), the pool, hot tub, fire pit, and private 6-acre lake make this the perfect fall getaway. Just a scenic 1.2-mile walk to downtown Saugatuck on walking paths. Fully redesigned in 2026 with 5 bedrooms, luxury theater, immersive game room, chef’s kitchen, and expansive outdoor spaces. Ideal for golf trips, bachelor/bachelorette weekends, or unforgettable family escapes.

Luxury Escape • Hot Tub, Game Room, Heated Pool
Chillin Away is tucked between South Haven and Saugatuck. Relax in a heated seasonal pool, or unwind in the year-round hot tub. With 3 king suites, a custom bunk room, a fully stocked chef’s kitchen, arcades, shuffleboard, this retreat is crafted for families and friends seeking comfort, connection, and resort-style amenities in complete privacy. This newly built, professionally designed home offers resort-level amenities rarely found in private rentals near Lake Michigan.

Robyn's Top Notch Nest#7
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 (5/15-9/15) 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

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.
Popular amenities for Allegan rentals with a pool
House rentals with a pool

Miami Beach House•5 bedroom•pool•hot tub•game room

Luxury Lakeview Retreat | Pool | Walk Downtown

SoHappy Haven -6 bdrm, Year Round Pools, Game Room

Paradise Haven-Indoor Pool/Hot Tub/Game Room!

The Squirrel's Nest

Lakeshore Escape w/Pool - 4BR each w/En-Suite Bath

1 Happy Acre

Havenside Retreat: Arcade, Indoor/Out Pools, Beach
Condo rentals with a pool

Northern Lights 2 Bed 2 Bath With Pool

Waterfront couples getaway near beach and trails

Love the Sun, in MI Condo in Douglas, MI

Bird's Nest | 2BR | Downtown Saugatuck | Walkable

Holiday Hill Apartment 701

South Haven North Shore condo

Cozy Blue: Sleeps 8. Indoor/Outdoor Pool & Hot Tub

Amazing Bayview: Downtown Saugatuck, Swimming Pool
Other vacation rentals with a pool

Dome 7: Rebel Rouge Retreat

Luxury MI Cabin-Couples, families, friends-POOL!

Secluded Lake MI dune getaway btw Holland & Saug!

North Shore Hideaway

Cozy 1 BDR/1-BATH condo w/ Pool

Lake, Pool, Fire Pit, Hot Tub, Porch & More!

Lake Trail TH Hot tub ,private pool close to Saug!

The Cottage at Forest Inn
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- Rentals with pools Michigan
- Rentals with pools United States
- Warren Dunes State Park
- Oval Beach
- Saugatuck Dunes State Park
- Silver Beach Carousel
- Grand Haven City Beach
- Muskegon State Park
- Grand Haven State Park
- South Beach
- Gun Lake Casino
- Pere Maquette Park
- Grand Mere State Park
- Hoffmaster State Park
- Van Buren State Park
- Weko Beach
- Saugatuck Dune Rides
- Jean Klock Park
- Silver Beach Park
- Holland State Park Lake Macatawa Campground
- Gerald R. Ford Presidential Museum
- Rosy Mound Natural Area
- Dablon Winery and Vineyards
- Muskegon Farmers Market
- Uss Silversides Submarine Museum
- Millennium Park





