Vacation rentals with a pool in Douglas

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Top-rated rentals with a pool in Douglas

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

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Guest favourite
Condo in Saugatuck
4.92 out of 5 average rating, 126 reviews

Robyn's Nest Riverside-Mt.Baldhead Nest #3

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 (May-Labor Day weekend)to the Ship n Shore Hotel waterfront pool & hot tub! RNR is minutes from Lake Michigan, Oval Beach, outstanding wineries, breweries and orchards!

Top guest favourite
An aerial view showcases a spacious backyard with a fenced, in-ground pool surrounded by lounge chairs. A patio area with outdoor seating is visible next to the house, which is set amidst green grass and trees. The nearby road and horse ranch add to the serene landscape.
Home in Holland
4.96 out of 5 average rating, 131 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

Superhost
A charming cabin features a wooden exterior with a steeply pitched roof and multiple gabled sections. Lush greenery surrounds the structure, and a welcoming porch is adorned with a wooden railing. Large windows allow for ample natural light, contributing to the inviting atmosphere.
Cabin in Saugatuck
4.94 out of 5 average rating, 116 reviews

Luxury Cabin Retreat for Families or a Get Away

This cabin is perfect in every way. Whether a romantic hideaway for a weekend getaway, a family vacation with the kids, or with a group of friends; you will be delighted with this fantastic cabin. You'll find a clean, cozy, warm and down to earth place - with the little luxuries and amenities that make your vacation complete, memorable and fun! From the pool to the fire pit to the cozy back porch, the cabin has everything you will need to feel comfortable and pampered during your stay with us.

Top guest favourite
An enclosed indoor pool area features a large, clear swimming pool surrounded by spacious tile flooring. Illuminated by natural light from the ceiling, several lounge chairs are positioned at the poolside, providing a relaxing atmosphere for guests.
Home in South Haven
4.97 out of 5 average rating, 106 reviews

The Northern Anchor: Your Perfect Getaway!

The new enclosed subdivision pool & hot tub are now open! Enjoy our beautiful vacation house. Fully furnished with loads of thoughtful details. Perfect for families with kids or for groups/individuals looking for a relaxing 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.

Top guest favourite
An outdoor heated swimming pool is surrounded by a secure fence, featuring multiple turquoise umbrellas and lounge chairs. Lush green lawns and trees provide a scenic backdrop, enhancing the tranquil atmosphere. The pool area is well-lit by the sun, inviting relaxation.
Home in Fennville
4.92 out of 5 average rating, 176 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
The open-layout living area features a cozy sofa facing a gas fireplace, with two green armchairs positioned nearby. Large windows allow natural light to fill the space. A colorful wall art piece adds a touch of design, complemented by a coffee table with magazines.
Condo in Douglas
4.93 out of 5 average rating, 55 reviews

Northern Lights 2 Bed 2 Bath With Pool

Welcome to Pure Michigan! Discover the charm of Saugatuck/Douglas, named one of America's best small towns. Dive into our shared pool (open Memorial Day to Labor Day) and unwind by the gas fire pits. Explore the finest Great Lakes beaches nearby. Indulge in the open-layout living space with a fully equipped kitchen, gas fireplace, and SmartTV. Grill and relax on your private patio or enjoy outdoor games in the green space. Experience the perfect blend of relaxation in Saugatuck and Douglas!

Top guest favourite
A spacious living area features a brown leather sofa adorned with colorful pillows. A wooden coffee table is placed in front. A mounted television is positioned above a cozy gas fireplace, complemented by blue walls and natural light filtering through white shutters. A small dining area is visible in the background.
Condo in Douglas
4.97 out of 5 average rating, 237 reviews

Cozy condo with fireplace perfect for fall fun.

Beautifully updated vacation condo with association pool perfect for 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. 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
A spacious kitchen features warm wooden cabinetry and an expansive granite countertop. A round breakfast bar with stools provides seating, and modern appliances, including a refrigerator, are visible. Natural light floods the area through multiple windows, enhancing the inviting atmosphere of the space.
Condo in Saugatuck
4.91 out of 5 average rating, 34 reviews

Birds Nest | 2BR | Downtown Saugatuck

Location, location, location! The Birds Nest is steps away from Downtown Saugatuck, on a quiet, wooded street. This spruced-up townhouse is ready to share its beauty with up to 6 guests with 2 bedrooms and 2 and a half baths. Bring your swim suits! This condo community has a pristine pool for you to splash around in. After getting sun-kissed, fire up the grill on the back patio, cozy up around the television or get ready for a night exploring the Michigan beach towns.

Superhost
A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.
Home in South Haven
4.83 out of 5 average rating, 185 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

Top guest favourite
The exterior of a two-story gray and green house is showcased, featuring a stone-accented garage and white-trimmed windows. Lush shrubs line the entrance, and a gravel driveway leads to the garage, set against a backdrop of greenery and a clear blue sky.
Home in South Haven
5 out of 5 average rating, 230 reviews

Driftwood Shores-Enjoy a Winter Getaway!

South Haven is a great place for a Fall or Winter getaway! 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.

Top guest favourite
The exterior of a blue and white two-story guest house is featured, showcasing large windows and a covered outdoor bar area. A paved patio area can be seen in the foreground, bordered by landscaping with rocks and plants, with a black fence enclosing the outdoor space.
Guesthouse in Zeeland
4.95 out of 5 average rating, 287 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.

Top guest favourite
The exterior of the cottage is framed by lush green lawns and vibrant flower beds. A spacious two-car garage is visible on the right. Mature trees and shrubs create a serene atmosphere, while a blue sky with scattered clouds provides a picturesque backdrop.
Home in Saugatuck
5 out of 5 average rating, 30 reviews

Dogwood Creek, cozy, in-town, luxury cottage.

Pool, hot-tub open May 2026 and outdoor sauna open year round! Relax and unwind with friends and family at Dogwood Creek Cottage. Cozy yet spacious with a walk-to-town location and a five-minute drive to Oval or Douglas beach. Have fun with friends and the whole family in our fabulous space. Enjoy the amazing screened porch and large firepit, and flower gardens. In the fall and winter, cozy up by the fireplace after a long hike or day skiing.

Popular amenities for Douglas rentals with a pool

Quick stats about vacation rentals with a pool in Douglas

  • Total vacation rentals

    Explore 80 vacation rentals in Douglas

  • Nightly prices starting at

    Douglas vacation rentals start at $167 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,890 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Douglas vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Douglas rentals

  • 4.9 Average rating

    Douglas stays are highly rated by guests—averaging 4.9 out of 5!

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