Vacation rentals with a pool in Douglas

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.

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.

Driftwood Shores-Still some Sept. weekdays open!

It's time to start thinking about the fall! Great September weekday rates! How about a golf trip? 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.

GRPoolcation : Work + Play + Stay (GR-Caledonia)

Welcome to GR Poolcation: Ideal for families & remote working pros! Enjoy a fully equipped office, cozy living room, deck & patio, and an underground pool (pool will be closed from Oct 1st to end of April 30th). Please note that pool heating is available upon request for an additional fee. Embrace togetherness & camaraderie in our entire home. Make meals, memories, & explore nearby attractions. Book now for productive, convenient, and fun stay! Caledonia, MI (Grand Rapids Suburb)

Robyn's Nest Riverside-Top Notch Nest#7

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 (5/15-9/15) to Saugatuck’s best waterfront pool and hot tub! Enjoy taking in the boat traffic with iconic views of Mt Baldhead, Saugatuck Chain Ferry and the Star of Saugatuck paddle boat

Summerset Cottage & Suites, King Suite

Welcome to Summerset Cottage & Suites. Kick back and relax in this stylish, newly built properties King guest suite with private entrance. Located on the edge of the city limits of Douglas overlooking a large meadow with a beautiful saltwater pool, it's strategically located close to Lake Michigan and downtown Douglas. The large 2nd floor King Suite has been thoughtfully designed with a small kitchenette, fireplace and a beautiful light filled sitting area.

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.

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.

Heavenly 7 Retreat Luxury Cabin -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.