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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Superhost

Home in Watervliet

4.88 out of 5 average rating, 65 reviews

Private Pool-150 Acres of Nature, Red House

We deep clean and sanitize after every guest. It has a private, heated pool that is open from Memorial Day weekend till September 20th. This house is on 150 acres with nature trails, catch & release ponds and more. It sits along 2.3 miles of river frontage. Perfect for kayaking and fishing. We are dog friendly. There's a full kitchen stocked with dinnerware and cookware. There’s a smart tv, blu-ray player, board games, corn hole and an outdoor fire pit. Plenty on site to keep you busy, but there

Guest favorite

Home in South Haven

4.99 out of 5 average rating, 181 reviews

Driftwood Shores - Your Base for Winter Fun!

Book a stay between Nov 1 to March 30, 2025 and check in by 2:30 PM! 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. We are a year round destination!

Guest favorite

Rental unit in South Haven

4.96 out of 5 average rating, 28 reviews

Chic Downtown Loft w Pool/Hottub

Tastefully decorated for the holidays! Central Lofts condos used to be the old Central High School. They are located in downtown South Haven. Stay 2 blocks from the Farmer’s Market, also an ice skating rink in winter. The building has an indoor pool and hot tub, 2 old fashioned private movie theaters (seats 12), and an exercise room. This cute condo has a king bed and twin sized trundle bed in master bedroom, and two pullout couches in living room.Walk to town or the beach, .7 miles to S. Beach

Guest favorite

Rental unit in Coloma

5 out of 5 average rating, 53 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

Guest favorite

Home in St. Joseph

5 out of 5 average rating, 18 reviews

Harbor Shores House with Bunk Beds and Pool!

Escape to a tranquil retreat in this 3 bedroom cottage in Harbor Village, where comfort and convenience await. You'll love being situated in the Harbor Shores neighborhood, where downtown St. Joseph and Benton Harbor’s quaint shops and restaurants are just a short walk or bike ride away. The home enjoys stunning views of the marina and golf course from the front porch and terrance accessible via the master suite. Swim and/ or relax at the pool located steps away - right across the street.

Guest favorite

Home in St. Joseph

5 out of 5 average rating, 16 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.

Guest favorite

Home in South Haven

4.91 out of 5 average rating, 47 reviews

The Oasis Retreat

The Oasis Retreat, located right outside downtown South Haven, is perfect for year round adventures & only 4 block walk from downtown. Newly remodeled, it boasts a heated pool, hot tub, outdoor bar, backyard, 2nd unit, & fire pit. Ideal for families it includes Wi-Fi, kitchen, laundry, ring, patio, outdoor shower, outhouse, & more. If dates are unavailable, consider our nearby properties: 1) https://www.airbnb.com/slink/PSGEaadD 2) https://www.airbnb.com/slink/R5t9UwVU Pool: May - October

Guest favorite

Condo in Coloma

4.92 out of 5 average rating, 73 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.

Guest favorite

Barn in Benton Harbor

4.94 out of 5 average rating, 70 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.

Superhost

Home in St. Joseph

5 out of 5 average rating, 7 reviews

Happy Harbor Shores!

MESSAGE US FOR MID-LONG TERM RATES! In the Harbor Shores Resort where downtown St. Joseph's quaint shops and restaurants are a 15 minute walk or 3 minute drive away. Lake Michigan beaches are 3 minutes by car! Close proximity to the Inn at Harbor Shores with Plank's Restaurant, a coffee shop, spa, and seasonal outdoor dining. The pool at Harbor Village offers pool privileges from June til mid September. Mini fitness center, 2 kayaks, paddleboard, beach chairs, and boogie boards for FUN!

Guest favorite

Condo in South Haven

5 out of 5 average rating, 17 reviews

Private Beach/Pool on Lake MI Condo

Come unwind at this lovely condo with great amenities including private beach access, a heated pool (open during summer months), spacious patio with commercial grills. Centrally located and in walking distance to downtown South Haven. Restaurants, wine tasting, and breweries are all within walking distance. South Haven also offers expansive biking, kayak, boat rental, parks, and much more to stay as active or relaxed as you want. Come explore this unique lakeside town.

Superhost

Home in South Haven

4.84 out of 5 average rating, 174 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