
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 Fall colors & a beautiful lake
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.
5.0 out of 5 average rating, 258 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.
4.87 out of 5 average rating, 163 reviews
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
4.95 out of 5 average rating, 153 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)
4.89 out of 5 average rating, 150 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.
4.92 out of 5 average rating, 193 reviews
Halloween & Christmas Fun- Pool - South Haven, MI
Celebrate the holidays here - Decorated for Halloween in October and Christmas in December! Year round community pool! The ultimate family getaway! Perfect for families with kids or for groups/individuals looking for a fun 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.
4.98 out of 5 average rating, 126 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!
5.0 out of 5 average rating, 53 reviews
Heated Pool Until 10/31 | Pickleball | Theater Rm
The ultimate midpoint landing for premium lakeshore group takeovers. Located exactly ten minutes from downtown Holland and Saugatuck, this luxury estate captures total privacy with immediate access to pristine coastal hubs. Engineered around elite amenity sequencing, the property features a private pickleball court, heated pool, custom hot tub, and fire pit. Indoors, a premium theater, game room, and chef's kitchen deliver unmatched utility. Reserve remaining peak summer dates.
4.95 out of 5 average rating, 79 reviews
Lux Cabin Twin Peaks East • Private Pool & Hot Tub
Escape to a peaceful, woodland retreat with this high-end A-frame cabin in Fennville, Michigan. This 5-bedroom, 3-bath cabin features three floors, two living rooms, an inground pool and fire pit offering the perfect balance of modern luxury and nature. Located just minutes from the vibrant Saugatuck-Douglas area and its welcoming, inclusive community. This is the ultimate destination for groups, families, and friends seeking quality time, adventure and tranquility.
5.0 out of 5 average rating, 23 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.
4.97 out of 5 average rating, 175 reviews
Christine's Cottage | Heated Pool Through Sept!
Soak up the last days of summer in Saugatuck! September brings warm days, cooler evenings and fewer crowds—and our heated pool remains open for it all. 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.
5.0 out of 5 average rating, 21 reviews
Fun condo with open pool through September!
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.
4.97 out of 5 average rating, 271 reviewsPopular amenities for Allegan rentals with a pool
House rentals with a pool

The Fairway Retreat
5.0 out of 5 average rating, 3 reviews
Gorgeous Farmhouse heated pool, barn sleeps 25
4.88 out of 5 average rating, 86 reviews
Lakeshore Escape | Pool | 4BR each w/En-Suite Bath
4.93 out of 5 average rating, 29 reviews
Fern Creek | Pool, Hot Tub, Fire Pit, Chess | Dogs
4.98 out of 5 average rating, 50 reviews
7600sqft, 8 bedroom estate on 10 acres heated pool
4.96 out of 5 average rating, 55 reviews
NEW! Two Oaks: Pond-side oasis with pool/hot tub
5.0 out of 5 average rating, 21 reviews
Miami Beach House•5 bedroom•pool•hot tub•game room
5.0 out of 5 average rating, 16 reviews
Luxury cottage, near beach & town, pool & hot tub
4.97 out of 5 average rating, 79 reviewsCondo rentals with a pool

Northern Lights 2 Bed 2 Bath With Pool
4.93 out of 5 average rating, 72 reviews
Love the Sun, MI, US Condo in Douglas, MI, US
4.94 out of 5 average rating, 16 reviews
Couples waterfront getaway close to beach & trails
4.98 out of 5 average rating, 64 reviews
Bird's Nest | 2BR | Downtown Saugatuck | Walkable
4.9 out of 5 average rating, 42 reviews
Holiday Hill Apartment 701
4.97 out of 5 average rating, 30 reviews
South Haven North Shore condo
5.0 out of 5 average rating, 34 reviews
Cozy Blue: Sleeps 8. Indoor/Outdoor Pool & Hot Tub
4.8 out of 5 average rating, 5 reviews
Amazing Bayview: Downtown Saugatuck, Swimming Pool
4.56 out of 5 average rating, 25 reviewsOther vacation rentals with a pool

Summerset Cottage & Suites, King Suite
5.0 out of 5 average rating, 49 reviews
Havenside Retreat: Arcade, Indoor/Out Pools, Beach
4.95 out of 5 average rating, 85 reviews
Secluded Lake MI dune getaway btw Holland & Saug!
4.87 out of 5 average rating, 54 reviews
North Shore Hideaway
4.95 out of 5 average rating, 41 reviews
SoHappy Haven -6 bdrm, Year Round Pools, Game Room
4.92 out of 5 average rating, 37 reviews
Idlewood Cottage, 5BR Home Beaches, Pool & Hot Tub
5.0 out of 5 average rating, 87 reviews
Wishing You Were Here!
4.98 out of 5 average rating, 48 reviews
Lake Trail TH Hot tub ,private pool close to Saug!
4.91 out of 5 average rating, 70 reviewsDestinations to explore
- Apartment rentals Allegan
- Hotel rooms Allegan
- Rentals with a hot tub Allegan
- Resort rentals Allegan
- Beachfront rentals Allegan
- Villa rentals Allegan
- Rentals with breakfast Allegan
- Condo rentals Allegan
- Boutique hotels Allegan
- Bed and breakfasts Allegan
- Rentals with beach access Allegan
- Guesthouse rentals Allegan
- Private suite rentals Allegan
- Pet-friendly rentals Allegan
- House rentals Allegan
- Cottage rentals Allegan
- Rentals with a kayak Allegan
- Waterfront rentals Allegan
- Cabin rentals Allegan
- Family-friendly rentals Allegan
- Rentals with lake access Allegan
- Rentals with pools Michigan
- Rentals with pools United States
- Warren Dunes State Park
- Saugatuck Dunes State Park
- Oval Beach
- Bittersweet Ski Resort
- Silver Beach Carousel
- Grand Haven City Beach
- Gun Lake Casino
- Muskegon State Park
- Fenn Valley Vineyards
- Pere Maquette Park
- South Beach
- Van Andel Arena
- Grand Haven State Park
- Grand Mere State Park
- Hoffmaster State Park
- 12 Corners Vineyards
- Weko Beach
- Van Buren State Park
- Jean Klock Park
- Saugatuck Dune Rides
- Holland State Park Lake Macatawa Campground
- Silver Beach Park
- Gerald R. Ford Presidential Museum
- Rosy Mound Natural Area





