
Holiday rentals with a pool in Kalamazoo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kalamazoo
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Robyn's Nest Riverside-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, wifi & SEASONAL access to the Ship n Shore Hotel Pool &hot tub (May-Sept)

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.

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.

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

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.

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.

Cozy cottage for two with hot tub!
Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with sheep roaming the pasture. We also have a couple cats 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 swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

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.

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar
Experience the ultimate South Bend getaway! This charming 3-bed, 1.5-bath home is just steps from Notre Dame. Enjoy a 24ft pool 🏊♂️, 5-person hot tub ♨️, spacious deck with outdoor dining, and a BBQ grill. Inside, relax with a full kitchen, bar area, and washer/dryer for total convenience. Perfect for game days, family trips, and summertime fun—make lasting memories at The Poolside Retreat! ☀️🏡

50 Private Acres w/ Trails & Pool: Cozy Cabin
Unwind in this freshly renovated cabin set on 50 acres of peaceful nature. Explore private walking trails, relax by two serene ponds, or cool off in the seasonal pool (shared with our family). The space includes a kitchen for cooking, Xbox One for movie nights, and a fire pit perfect for stargazing. Dog-friendly and ideal for a quiet escape into the outdoors—with all the comforts of home.

Story Book Escape, Skiing Close, Magical, Clean
Escape to this private, renovated bungalow for two, nestled in nature. Perfect for a quiet retreat, it features a dedicated workspace, fast Wi-Fi a well equipped kitchenette and a seasonal stock tank pool. Enjoy private walking trails on a scenic farm yet you’re only 45 minutes from Notre Dame, Shipshewana, and Lake, Michigan beaches. A charming and peaceful getaway awaits.
Popular amenities for Kalamazoo rentals with a pool
House rentals with a pool

Luxury Escape • Hot Tub, Game Room, Heated Pool

3min to UND | Firepit, Pingpong & Game Nights

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

Riverdance - Spa Always Open Heated Pool 5/7-10/13

Secluded Escape Hot Tub Heated Pool 24 Acre Villa

Buchanan Pool House 2 King Beds 25 min to ND

Marina Resort/2 Spacious Living Room/game RM Bar/

Michiana Poolside Getaway
Apartment rentals with a pool

Amazing Bayview: Downtown Saugatuck, Swimming Pool

Lake Effect Loft +Beach+Downtown+Pool+Hot tub

Waterfront couples getaway near beach and trails

Northern Lights 2 Bed 2 Bath With Pool

Blue Haven on the River

South Haven North Shore condo

Amazing Beach Condo with pool and great sunsets!

Birds Nest | 2BR | Downtown Saugatuck
Other holiday rentals with a pool

Spacious SW Michigan Getaway with 2 Living Rooms

North Shore Hideaway

Heart of Notre Dame|King Bed|WiFi|Gym|Shuttle Bus

HotTub/BBQ/FirePit • GameRoom • MovieTheater&more!

Luxury Camping/Group or Family/*no site fees*

Modern Coastal Retreat w/ Pool – Walk to Downtown!

Summerset Cottage & Suites, King Suite

The best of all seasons in this getaway by LK MI
Quick stats about holiday rentals with a pool in Kalamazoo

Nightly prices starting at
Kalamazoo holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kalamazoo rentals

4.7 Average rating
Kalamazoo stays receive an average rating of 4.7 out of 5 from guests
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- Bittersweet Ski Resort
- Frederik Meijer Gardens & Sculpture Park
- Silver Beach Carousel
- Saugatuck Dunes State Park
- Saugatuck Dune Rides
- Holland State Park Lake Macatawa Campground
- Fenn Valley Vineyards
- Van Andel Arena
- Cogdal Vineyards
- Oval Beach
- 12 Corners Vineyards
- Yankee Springs Recreation Area
- FireKeepers Casino
- Devos Place
- Tiscornia Park
- Benton Harbor St Joseph Ymca
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- Jean Klock Park
- Van Buren State Park
- South Beach
- Gun Lake Casino
- Public Museum of Grand Rapids
- Millennium Park
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