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Vacation rentals with a pool in Van Buren County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Van Buren County

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

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Cabin in Benton Harbor

4.91 out of 5 average rating, 290 reviews

Cozy Cabin by Nature

We deep clean and sanitize after every guest. Enjoy social distancing in this completely renovated cabin in a picturesque setting with 2 ponds. Dog friendly. A full kitchen to cook your own meals. Xbox one is provided to watch movies and relax. Enjoy outdoors with the fire pit. We are dog friendly. We do ask 3 things if you bring your furry family with you. Please keep them off the furniture, clean up after their business and keep them leashed when around other guests as the property is shared

May 18 – 25

$355 CAD per night

Home in Coloma

4.75 out of 5 average rating, 44 reviews

SouthwestMi Paradise.

Rustic charm with modern comforts at our countryside farmhouse. Enjoy spacious family gatherings by the fireplace in the oversized family room. Create culinary delights in the gourmet kitchen with granite countertops. Relax in dreamy bedrooms, including a master suite with a king-size bed and steam shower. Kids adore the whimsical bunkhouse. Fully equipped for comfort, including Wi-Fi and entertainment. Explore nearby trails and bond under the stars. Book your unforgettable family escape today!

Feb. 12 – 19

$199 CAD per night

Guest favourite

Apartment in Coloma

5.0 out of 5 average rating, 26 reviews

Awesome Family Escape

Bring the family for a fun weekend change of scenery, work from home (get away) or use for corporate extended stay rental. Two bedrooms, 3 brand new beds, sleeps 6 and has two full workstation desks(high speed internet). This quite tucked away condo is the best kept secret in SW Michigan. Full kitchen, washer dryer, cable TV and everything you need to enjoy yourselves. Work from home while enjoying nature and Lake Michigan out your window. Walk the woods or private beach! Amazing retreat

Nov. 26 – Dec. 3

$351 CAD per night

Guest favourite

Home in South Haven

5.0 out of 5 average rating, 13 reviews

Luxury cottage, near beach & town, pool & hot tub

Bring the whole family to our modern cottage just minutes from Lake Michigan and world class beaches. The house sleeps 12 across 4 bedrooms and a bonus den. South Haven is a gem of Michigan’s westside! Guests have access to the neighborhood Pool and Clubhouse. A second pool with all-season enclosure will open winter 2023 and is located just behind our house! One mile from downtown South Haven, 1/4 mile from Lake Michigan, easy commute to Saugatuck, Holland, Benton Harbor or Kalamazoo areas.

Oct. 26 – Nov. 2

$318 CAD per night

Guest favourite

Home in Coloma

4.94 out of 5 average rating, 18 reviews

Coloma Escape: Pool, Hot Tub < 1 Mi to Lake!

Live the resort-style life from home in this 5-bedroom, 3.5-bathroom vacation rental. Less than a mile from Lake Michigan, this Coloma home near the Hagar Shores is a water lover’s dream. Bring a boat to fish and swim, spend a day in the sand and sun at Silver Beach County Park, or swim and lounge at home in the outdoor pool and hot tub. Sample the Great Lake State’s vineyards at Contessa Wine Cellars, catch a race at the Hartford Speedway, or start a shuffleboard tournament in the game room.

Sep. 30 – Oct. 7

$756 CAD per night

Guest favourite

Home in St. Joseph

5.0 out of 5 average rating, 11 reviews

Brand new St Joseph Resort House with POOL

Come enjoy all that Soutwest Michigan has to offer in our stylish new house in the Harbor Village Resort development, within walking distance to St Joseph with boutique shops, kids museum/carousel/splash pad, and beaches! Relax in the stylish decor in this brand new 3 br house. Soak up the sun in the large pool right across the street! The Inn at Harbor Shores Resort is also at your doorstep with golf, a spa, upscale Plank's restaurant/bar, conference center, coffee shop, and marina access.

May 27 – Jun. 3

$624 CAD per night

Guest favourite

Condo in Coloma

4.93 out of 5 average rating, 67 reviews

Anchor on Arbor:Lakeside Condo w/Pool+Beach Access

Anchor on Arbor offers a quiet lakeside retreat and a perfect backdrop to your getaway by the water. Located steps from Lake Michigan, Anchor on Arbor offers water views in a cozy space. Settle into the 2 bedroom, 2 bath open concept home for a few days and disconnect from the hustle and bustle of daily life. Just outside sits a private resident pool (weather dependent mid June - Labor Day). Down the road are all of the conveniences of home in the lakeside town of St. Joseph or South Haven.

Aug. 17 – 24

$396 CAD per night

Guest favourite

Barn in Benton Harbor

4.94 out of 5 average rating, 51 reviews

Updated Pool House with Private Pickle Ball Court

Ideal for families this is the perfect escape from city life. Our repurposed barn is a unique "Glamping" adventure, wake up to the crow of our roosters and enjoy fresh eggs every day. Just outside of St Joe & Benton Harbor, enjoy your stay in this repurposed old hatchery with exclusive use of the in-ground pool. Take advantage of the 30 acres surrounded by a creek & river or make us your home base for exploring the wineries, golf courses, hiking trails & beaches in the surrounding area.

Sep. 30 – Oct. 7

$408 CAD per night

Guest favourite

Home in Coloma

5.0 out of 5 average rating, 12 reviews

Lake of Dreams

Welcome to our beautiful 5 bedroom, 3 bath home located on Paw Paw Lake in Michigan’s great southwest! Enjoy the best of lakefront living with spectacular views of nature and stunning sunsets. This lake house includes two king-size beds, two queen-size beds, and two sets of bunk beds, providing plenty of space for the entire family. Our outdoor activities include swimming in the pool and lounging in the hot tub. A Pontoon boat, kayaks and paddle boards as well for your lake enjoyment.

Mar. 21 – 28

$926 CAD per night

Guest favourite

Home in South Haven

4.99 out of 5 average rating, 150 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 1,680 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!

Apr. 12 – 19

$505 CAD per night

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

Sep. 21 – 28

$625 CAD per night

Guest favourite

Home in South Haven

5.0 out of 5 average rating, 43 reviews

Secluded 5 Bedroom Retreat w/ POOL and HOT TUB!

Welcome to Blue Star Hideaway! Our secluded 5-bedroom home is perfect for families/couples, featuring a new hot tub, large pool (closed until April), 3 seasons room, and fun basement game room. Located <4 miles from downtown South Haven and close to Van Buren State Park, it's an ideal spot for relaxation and exploration. Enjoy ample space, privacy, and comfort in beautiful Southwest Michigan. Your tranquil retreat with modern amenities awaits!

Jan. 18 – 25

$1,731 CAD per night

Vacation rentals for every style

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Popular amenities for Van Buren County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in South Haven

4.94 out of 5 average rating, 18 reviews

The Oasis Retreat

Nov. 20 – 27

$812 CAD per night

Guest favourite

Home in South Haven

4.94 out of 5 average rating, 52 reviews

The Northern Anchor: Your Perfect Getaway!

Nov. 28 – Dec. 5

$382 CAD per night

Guest favourite

Home in South Haven Charter Township

4.91 out of 5 average rating, 34 reviews

Wooded Oasis | Pool | Walk to Beach

Sep. 11 – 18

$1,188 CAD per night

Guest favourite

Home in South Haven

5.0 out of 5 average rating, 44 reviews

Idlewood Cottage, 5BR Home Beaches, Pool & Hot Tub

Nov. 16 – 23

$733 CAD per night

Guest favourite

Home in South Haven

4.93 out of 5 average rating, 28 reviews

Modern Koi Getaway: 3BR Near Lake Michigan Beaches

Nov. 23 – 30

$346 CAD per night

Guest favourite

Home in South Haven

5.0 out of 5 average rating, 11 reviews

Sunshine Cottage: Kid-friendly, near pools & beach

Dec. 22 – 29

$730 CAD per night

Home in Coloma

4.86 out of 5 average rating, 21 reviews

Modern Oasis, With A Hot-tub, Between Two Lakes

Dec. 23 – 30

$1,012 CAD per night

Guest favourite

Home in St. Joseph

5.0 out of 5 average rating, 16 reviews

3 Nt Min! Association Heated Pool and Hot Tub!

Nov. 16 – 23

$563 CAD per night

Condo rentals with a pool

Condo in South Haven

4.89 out of 5 average rating, 19 reviews

Beautiful North Shore Studio

Jun. 22 – 29

$335 CAD per night

Guest favourite

Condo in South Haven

5.0 out of 5 average rating, 12 reviews

Private Beach/Pool on Lake MI Condo

Aug. 20 – 27

$448 CAD per night

Guest favourite

Condo in South Haven

4.91 out of 5 average rating, 33 reviews

Blue Haven Harborside

Sep. 28 – Oct. 5

$472 CAD per night

Guest favourite

Condo in South Haven

4.91 out of 5 average rating, 22 reviews

Beach More, Worry Less at Harborside Oasis

Sep. 19 – 26

$488 CAD per night

Guest favourite

Condo in South Haven

5.0 out of 5 average rating, 49 reviews

Upscale Historic Loft + Hot Tub + Walk Everywhere

Sep. 23 – 30

$604 CAD per night

Guest favourite

Condo in South Haven

5.0 out of 5 average rating, 50 reviews

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

Sep. 21 – 28

$651 CAD per night

Condo in South Haven

New place to stay

Brand New Luxe Downtown SoHa Loft | Pool & Hot Tub

Nov. 6 – 13

$421 CAD per night

Guest favourite

Condo in South Haven

5.0 out of 5 average rating, 12 reviews

South Haven Condo w/ pool close to everything!

Sep. 3 – 10

$332 CAD per night

Destinations to explore