Holiday 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 favourite
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
5.0 out of 5 average rating, 252 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.

ValueLocationRiver

Guest favourite
Condo in Saugatuck
4.92 out of 5 average rating, 134 reviews

Robyn's Mt. Baldhead Nest #3

Located at the heart of downtown Saugatuck, this top floor, king bed, nesting spot with river view of Mt. Baldhead, surrounds you with the best of Saugatuck! Enjoy being steps away from the water, park, rentals, Chain Ferry, Star of Saugatuck, restaurants, bars, galleries and shops! RNR nesters also enjoy included seasonal access (May-Labor Day weekend)to the Ship n Shore Hotel waterfront pool & hot tub! RNR is minutes from Lake Michigan, Oval Beach, outstanding wineries, breweries and orchards!

ValueFamilyGetting around

Guest favourite
A charming historic home is nestled among lush greenery and mature trees. The front porch welcomes guests, leading to a warm interior illuminated by soft lighting. The property is surrounded by well-maintained grass and foliage, contributing to the peaceful ambiance.
Home in Douglas
4.86 out of 5 average rating, 160 reviews

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.

ValueFamilyAccuracy

Top Guest favourite
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, 192 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.

ValueFamilyIndoor spaces

Top Guest favourite
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
5.0 out of 5 average rating, 53 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!

LocationFamilyDecor

Top Guest favourite
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.

FamilyValueTV

Top Guest favourite
Home in Saugatuck
5.0 out of 5 average rating, 16 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.

FamilyLocationLaundry

Top Guest favourite
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
4.97 out of 5 average rating, 173 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.

LocationValuePets

Guest favourite
The cabin exterior features a warm wooden facade under a canopy of trees. A spacious covered porch with a wooden railing is visible, enhancing the inviting entrance. Two dormer windows add character to the sloping roof, providing a cozy appearance.
Cabin in Saugatuck
4.88 out of 5 average rating, 119 reviews

Foxtail Hideaway-Luxury Cabin in Kingfisher Cove

Foxtail Hideaway is a cozy 3 bedroom, 2.5 bath luxury rustic cabin featuring 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.

ValueLocationSleep quality

Top Guest favourite
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
5.0 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

FamilyLocationIndoor spaces

Top Guest favourite
Condo in Douglas
4.97 out of 5 average rating, 268 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.

LocationValueHospitality

Top Guest favourite
The exterior of the cottage is framed by lush green lawns and vibrant flower beds. A spacious two-car garage is visible on the right. Mature trees and shrubs create a serene atmosphere, while a blue sky with scattered clouds provides a picturesque backdrop.
Home in Saugatuck
5.0 out of 5 average rating, 37 reviews

Dogwood Creek, in-town, luxury cottage, pool-sauna

Pool, hot-tub, and outdoor luxury sauna open year round! Relax and unwind with friends and family at Dogwood Creek Cottage. Cozy yet spacious with a walk-to-town location and a five-minute drive to Oval or Douglas beach. Have fun with friends and the whole family in our fabulous space. Enjoy the amazing screened porch and large firepit, and flower gardens. In the fall and winter, cozy up by the fireplace after a long hike or day skiing.

LocationFamilyIndoor spaces

Popular amenities for Allegan rentals with a pool