Holiday 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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Top guest favourite

Home in South Haven

4.99 out of 5 average rating, 194 reviews

Driftwood Shores - May Flowers Are on Their Way!

Some May weekdays, May 31-June 4, June 9,10 & 16,17 last Summer open 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 favourite

Home in Holland

4.96 out of 5 average rating, 112 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

Guest favourite

Apartment in Saugatuck

4.93 out of 5 average rating, 102 reviews

Robyn's Mt.Baldhead Nest #3 WaterView of Mt.Baldy

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 (Memorial-Oct/7/2024) to the Ship n Shore Hotel waterfront pool & hot tub! RNR is minutes from Lake Michigan, Oval Beach, outstanding wineries, breweries and orchards!

Guest favourite

Home in Fennville

4.97 out of 5 average rating, 205 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.

Top guest favourite

Home in Fennville

4.92 out of 5 average rating, 155 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.

Top guest favourite

Flat in Douglas

4.95 out of 5 average rating, 22 reviews

Douglas/Saugatuck Duplex Condo Pool opens May 9th!

Welcome to the Cabana on Blue Star! You'll feel like you're in paradise with our tropical decor.🌴 Relax by the HEATED POOL (spring and summer months) or our 2nd floor deck. Explore the surrounding quaint towns and beaches in Saugatuck and Douglas. Oval Beach is 7 minutes away. Saugatuck Dunes State Park is within walking or biking distance. We have 2 bicycles 🚲 on site for your use. Visit our local Wineries, Distilleries, and Breweries as well as Virtue Cider. Great times are waiting!❤️

Guest favourite

Home in Otsego

4.88 out of 5 average rating, 26 reviews

The Squirrel's Nest

Relax with the whole family at this peaceful house in the country. Located on 2 acres with 4 bedrooms, 2 full bathrooms, a fully equipped kitchen, large dining room, spacious living room with fireplace and an 8 x 14 indoor pool. Many activities are close by including downhill and cross country skiing, tubing, and snowmobiling in the winter. Golfing, hiking and relaxing by the outdoor fire pit in the summer. Whether you are adventurous or want to relax this place will not disappoint!

Top guest favourite

Apartment in Douglas

4.97 out of 5 average rating, 199 reviews

Fun condo with pool great for spring and summer

Beautifully updated vacation condo with gas fireplace perfect for winter escape. 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 favourite

Cottage in South Haven

5 out of 5 average rating, 25 reviews

Pool & hot tub, Lake MI access, theatre room

Amazing home built in 2020 has so many qualities in a great location. Lake Michigan private neighborhood beach access by a tram (elevator to beach), heated pool & hot tub surrounded by a deck & patio. Check out the 5 bedrooms with 2 master suites, 2 living areas, 4 flat screens, a spectacular screened in porch that includes dining & fire table with sectional seating. Enjoy a stocked kitchen, game, theatre & bunk rooms, swing set, fire pit make this home an easy pick!

Guest favourite

Cabin in Saugatuck

4.97 out of 5 average rating, 119 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.

Top guest favourite

Home in South Haven

5 out of 5 average rating, 24 reviews

Heated Pool is OPEN, Hot Tub, Game Rm. Near beach!

✨ 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 & beaches.

Guest favourite

Home in Douglas

4.98 out of 5 average rating, 130 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!