Vacation rentals with a pool in Allegan County

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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

Cabin in Saugatuck Township

5 out of 5 average rating, 27 reviews

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

Pure Michigan luxury accommodations--over 80 5-star reviews on other travel site! This highly desirable country log cabin retreat is located in the wooded enclave of Kingfisher Cove on beautiful Goshorn Lake, offering the perfect year-round experience for every season. The cabin features modern rustic decor to delight families, couples, & friends. From the private stone firepit and screened porch to the extra amenities, this luxurious cabin has everything needed for a memorable getaway for all!

Guest favorite

Home in South Haven

4.99 out of 5 average rating, 181 reviews

Driftwood Shores-Your Base for Fall & Winter Fun!

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!

Guest favorite

Home in Fennville

4.97 out of 5 average rating, 199 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.

Guest favorite

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.

Guest favorite

Home in South Haven

5 out of 5 average rating, 19 reviews

Discounted! Hot Tub, Holiday decor, fall foliage

🗓️ Booking for fall 🍂 Summer of '25😎. Holiday decor starting Nov ✨ 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.

Superhost

Rental unit in Saugatuck

4.78 out of 5 average rating, 130 reviews

Robyn’s Beach Nest #5 at ♥️ of Downtown Saugatuck

Nesting in the heart of Saugatuck with exclusive access to the Ship n Shore Hotel pool and hot tub is what makes this property special! Walk across the street and enjoy best pool in town (Memorial Day - October 07/2024) offering views of Mt Baldhead, Star of Saugatuck, Chain Ferry and concerts in the park! You are surrounded by outstanding restaurants, shopping, boat, bike, kayak and paddle board rentals galore! Robyn's Nest Riverside puts the best of Saugatuck at your doorstep!

Guest favorite

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.

Guest favorite

Serviced apartment in Saugatuck

4.94 out of 5 average rating, 179 reviews

1 BR Apt Sleeps 2+ Heated Pool Seasonal

Celebrating our 22nd 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 10-13minute walk across the bridge. Bring your camera because the early morning and evening shimmers on the waters of Lake Kalamazoo harbor are magic.

Guest favorite

Barn in Hamilton

4.95 out of 5 average rating, 112 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.

Guest favorite

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.

Guest favorite

Cabin in Saugatuck

4.97 out of 5 average rating, 331 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.

Guest favorite

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!