
Vacation rentals with a pool in Douglas
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Douglas

Total vacation rentals
Explore 70 vacation rentals in Douglas

Nightly prices starting at
Douglas vacation rentals start at R 2,403 ZAR per night before taxes and fees

Verified guest reviews
Over 1,780 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Douglas vacation rentals include wi-fi 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!
Top-rated rentals with a pool in Douglas
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Vintage Splendor Historic
My place is good for couples, solo adventurers, families (with kids), big groups, Girls night outs, and furry friends - with a pet cleaning fee. Vintage Splendor is a beautiful, charming historic home with all today's amenities. We are located in the Village of Douglas and are on The Historic Home Walking Tour. This large home boasts 3 formal bedrooms, 2-1/2 Bathrooms and a den that serves as a 4th bedroom. This Victorian home sleeps 10 with 6 beds (Two King, Two Queen, & a pull out Trundle.

Driftwood Shores-SH is a great fall getaway!
September and Fall is starting to book! 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. NOTE: AirBnb has changed its pricing structure so that now the host pays the 15.5% service fee (instead of the guest.) Your overall cost hasn't changed, but the nightly rate reflects this new payment system.

Summerset Cottage & Suites, King Suite
Welcome to Summerset Cottage & Suites. Kick back and relax in this stylish, newly built properties King guest suite with a 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. 15.5% Airbnb rate has been added

The Oasis Retreat
The Oasis Retreat is a newly remodeled home with a private heated pool & hot tub, just 4 blocks from downtown South Haven & close to Lake Michigan beaches, marina, trails, restaurants, bars & shops. Perfect for families & groups, the private backyard has an outdoor bar, fire pit, gas grill, pizza oven, ping pong, outdoor shower & detached guest unit w/ seasonal bath/shower. Inside: kitchen, laundry, fast WiFi, Roku TVs, heat/AC, sleeper sofa & upstairs loft. Pool: May-Oct Hot tub: Year-round

Robyn's Chain Ferry Nest #2
Enjoy nesting in the heart of downtown Saugatuck with a view of the water, park & Chain Ferry, a designated parking spot, hardwood floors throughout, bedroom w KING bed adjoining full bathroom, 40”smart tv, w/ privacy door to living area, w/ sofa bed, 50” smart tv w/YOUTUBETV streaming access w/600MBPS WiFi service, equipped kitchen w/ cooktop, oven, microwave, full refrigerator, dishwasher, washer, dryer, coffee maker, SEASONAL access to Ship n Shore Hotel waterfront Pool &hot tub (May-Sept)

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.

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!

Love the Sun, in MI Condo in Douglas, MI
You'll have a great time at this comfortable place to stay. All the amenities that you need for a comfortable stay Heated shared pool from Mid May to October Close to Beaches and Beautiful Saugatuck & Douglas….. endless things to do from dining, boating, hiking, swimming, beaches and DON’T forget the Spectacular Lake MI sunsets! Lots of wineries in the area as well as great shopping and dining You will NOT be disappointed in the area and the amount of things to do

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.

Fun condo perfect for summer and fall fun.
Beautifully updated vacation condo with association pool perfect for spring 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. Enjoy a drink on your own front porch. 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.

Lakescape | Heated Saltwater Pool | Near Town
Welcome to Lakescape. This coastal luxury retreat features 4 bedrooms and 4.5 bathrooms, a private heated saltwater pool, al fresco dining, and a rec room, making it the perfect setting for families, groups, or couples with space for up to 10 guests. Just a short walk to the beach or a 5 minute drive into downtown Saugatuck / Douglas, Lakescape blends modern comfort with convenience and access during your stay on the Michigan lakeshore.

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.
Popular amenities for Douglas rentals with a pool
House rentals with a pool

Experience Nature-Charming Cottage

Welcome Home *Near Lake Mi Beaches and Downtown*

4 Bedroom home w/pool in St. Joseph

Poolcation :Play & Stay (Grand Rapids) Heated Pool

Holland Area -Lower Level Only - not upper level

Beach-Themed Game Room & Pool Near Lake Michigan

NEW! Two Oaks: Pond-side oasis with pool/hot tub

Renovated Golf Course Home | Private Pool/Hot Tub
Condo rentals with a pool

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

Waterfront couples getaway near beach and trails

Private Beach/Pool on Lake MI Condo

Amazing Beach Condo with pool and great sunsets!

Holiday Hill Apartment 701

Blue Haven North Side

South Haven North Shore condo

Cannery Row South Haven
Other vacation rentals with a pool

Mermaid townhouse shared pool walk to Saugatuck!

Simply Saugy - A Relaxing Saugatuck Getaway!

Beautiful weather/fall discount!

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

Allegan Gardens

Water views and pool! Walk to downtown!

Modern Coastal Retreat w/ Pool – Walk to Downtown!

Downtown Loft: Firepit, Pool/Hot Tub, Theater, Gym
When is the best time to visit Douglas?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 4,709 ZAR | R 4,661 ZAR | R 4,549 ZAR | R 4,677 ZAR | R 4,725 ZAR | R 5,206 ZAR | R 5,687 ZAR | R 5,318 ZAR | R 4,725 ZAR | R 4,565 ZAR | R 4,085 ZAR | R 3,989 ZAR |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 20°C | 22°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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- Michigan's Adventure
- Oval Beach
- Saugatuck Dunes State Park
- Frederik Meijer Gardens & Sculpture Park
- Bittersweet Ski Resort
- Silver Beach Carousel
- Grand Haven City Beach
- Gun Lake Casino
- Fenn Valley Vineyards
- Grand Haven State Park
- Muskegon State Park
- South Beach
- Van Andel Arena
- Pere Maquette Park
- Grand Mere State Park
- 12 Corners Vineyards
- Hoffmaster State Park
- Gilmore Car Museum
- Van Buren State Park
- Jean Klock Park
- Saugatuck Dune Rides
- Silver Beach Park
- Holland State Park Lake Macatawa Campground
- Gerald R. Ford Presidential Museum





