Vacation rentals with a pool in Saugatuck

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Top-rated rentals with a pool in Saugatuck

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Fennville

4.9 out of 5 average rating, 122 reviews

ALLEGAN ORCHARDS: SLEEPS 25, WEDDINGS, POOL,HotTub

ALLEGAN ORCHARDS: Luxe private retreat 5min. to Saugatuck/Douglas/Fennville Lake MI beaches/sand dunes. - Weddings/events - Open kitchen - Heated pool (fees apply - see house rules) - 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.

Feb 2 – 9

R10,183 ZAR per night

Guest favorite

Condo in Saugatuck

4.91 out of 5 average rating, 147 reviews

Robyn's Top Notch Nest#7 Top Floor@ ♥️of Saugatuck

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 to Saugatuck’s best waterfront pool and hot tub! Enjoy poolside service provided by the BARge, while taking in the boat traffic with iconic views of Mt Baldhead, Saugatuck Chain Ferry and the Star of Saugatuck paddle boat

Nov 10 – 17

R4,630 ZAR per night

Guest favorite

Home in Fennville

4.97 out of 5 average rating, 181 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.

Jul 13 – 20

R10,739 ZAR per night

Guest favorite

Condo in Douglas

4.97 out of 5 average rating, 150 reviews

Fun bright condo with pool only steps away

Beautifully updated vacation Condo with association pool only steps away. Pool is open early May! 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.

Jun 26 – Jul 3

R5,232 ZAR per night

Guest favorite

Barn in Hamilton

4.93 out of 5 average rating, 91 reviews

The Garden House Cottage at Redbud Farm

It's just getting to be fall color time around here! 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.

Jan 18 – 25

R2,646 ZAR per night

Guest favorite

Home in South Haven

4.99 out of 5 average rating, 149 reviews

Driftwood Shores: Book a May weekday, great rates!

Come May 5-9 for Holland Tulip Festival! Enjoy a trip to beautiful South Haven along the shores of Lake Michigan. Driftwood Shores is a charming 1680 square foot home in the Harbor Club Resort. It has everything you need to enjoy a peaceful family vacation, friends getaway, or girls weekend out. The Resort's Indoor Pool with retractable roof & outdoor hot tub, (see photos), is open from 7 AM to 10 PM. It is included with your stay. Driftwood Shores, a year round destination!

Feb 11 – 18

R5,497 ZAR per night

Superhost

Home in South Haven

4.85 out of 5 average rating, 157 reviews

Experience Nature-Charming Cottage

Romantic getaway and/or family adventure Quiet updated farmhouse on a quiet road 5 miles from South Haven and Lake Michigan.The Black River runs along the property and there are 3 ponds.There is secluded in ground pool,woods and landscaped grounds for walks Great local markets A guest made a video about his time at the cottage that you can see on You Tube. GoozyVision Trip to South Haven,Michigan July 2017 The video also shows the beach and the town

Feb 10 – 17

R6,507 ZAR per night

Guest favorite

Apartment in Saugatuck

4.94 out of 5 average rating, 158 reviews

1 BR Apt Sleeps 2+ Heated Pool Seasonal

2023-Celebrating our 20th 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 minute walk across the bridge. Bring your camera because the early morning and evening shimmers on the waters of Lake Kalamazoo harbor.

Mar 24 – 31

R3,630 ZAR per night

Guest favorite

Guesthouse in Zeeland

4.95 out of 5 average rating, 241 reviews

Honey Bee Ridge Guest House

Our Guest House is located on a quiet country road 15 minutes from beautiful downtown Holland and 20 minutes from beaches, downtown Grand Rapids and Saugatuck. The property sits on 5 acres with the owners home next to the Private Guesthouse. You'll have access to the pool, your own patio with comfortable seating, and a wood fire pit. A 600 acre park with paved running/biking/cross country ski and mountain biking trails is located across the street.

Jul 18 – 23

R3,438 ZAR per night

Guest favorite

Guesthouse in Cassopolis

4.97 out of 5 average rating, 100 reviews

2 person cottage with pool and hottub

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our pellet grill or fire pit. Located in a small hobby farm setting with cows, sheep, & chickens roaming the pasture. We also have 3 kittens that claim the pool area as their own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a soak in the hot tub and let the worries of life melt away during your stay.

Mar 10 – 17

R3,541 ZAR per night

Guest favorite

Cabin in Saugatuck

4.96 out of 5 average rating, 107 reviews

Cedar Creek Lodge Luxury Cabin w/Fireplace & Pool

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.

Jan 8 – 15

R9,208 ZAR per night

Guest favorite

Home in Douglas

4.97 out of 5 average rating, 117 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!

Dec 8 – 15

R8,708 ZAR per night