Holiday rentals with a pool in Van Buren County

4.98 out of 5 average rating, 94 reviews

A bedroom features a spacious bed adorned with white linens and a navy throw blanket. Exposed brick walls add character, complemented by framed ocean-themed art. A mirrored dresser and a closet with hanging space provide ample storage. Natural light filters through a nearby window.

Apartment in South Haven

Indoor pool & hot tub•Great location•upscale•bikes

✨Upscale historic loft building 🚶WALK EVERYWHERE 🕑 2:00 PM CHECK-IN ⭐️Central Loft amenities⭐️ ♨️ Hot tub 🏊‍♂️ Indoor heated pool 🎬 2 movie theaters 💪 Workout room 🏖️ Beach necessities included 🌊 1/2 mile to Lake Michigan 🚲 4 beach cruiser bikes included 🛍️ A block from downtown SoHa 🍷 Near The Lakeshore Wine Trail 🍺 Close to several breweries 🧺 Washer & dryer in condo ☕️ Keurig & standard brewing coffee pot 🧑‍🍳 Fully stocked kitchen ⚡️ High speed inte

4.79 out of 5 average rating, 52 reviews

A spacious outdoor deck surrounds a refreshing pool, featuring reclining lounge chairs and a grill for alfresco cooking. A distinct lighthouse structure stands by the pool, enhancing the charming outdoor ambiance. This inviting area offers ample space for relaxation and gatherings.

Home in Coloma

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!

4.97 out of 5 average rating, 109 reviews

Northern Anchor: Beachy Game Room - Pool & Hot Tub

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.

5 out of 5 average rating, 11 reviews

A spacious pool deck is presented with wooden flooring surrounding a large circular pool. Comfortable seating arrangements are located on both sides, featuring neutral-toned couches and lounge chairs. Colorful striped rugs add a lively touch to the outdoor space, with lush greenery visible in the background.

Home in Coloma

Hagar Beach House

Clean and Fresh 4- bed home Central AC , 5 min walk to our favorite Lake Michigan beach at Hagar park. Large Pool deck and pool. Beautiful old beech trees with multiple hammocks in tree stand . Full basement with kitchenette and full bath with divider separated queen bed sleep area. There’s an extra pullout sleeper couch downstairs . Large dining table seats up to 12. After your beach time relax on poolside deck , nap in the handful of hammocks clustered within the amazingly Tall Beech tree

4.94 out of 5 average rating, 85 reviews

An open living space features a cozy leather sofa and a rustic wooden coffee table. Large windows allow natural light to fill the room, complemented by a ceiling fan. A pellet stove is located near the seating area, creating a welcoming environment.

Barn in Benton Harbor

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.

An inviting outdoor area is featured, showcasing a heated pool beside a vibrant garden filled with blooming flowers. Stylish lounge chairs are positioned near the pool, while a shaded bar area is adorned with ferns and colorful blossoms, creating a relaxing retreat.

4.92 out of 5 average rating, 109 reviews

The Oasis Retreat

*POOL OPEN EARLY MAY 1ST* The Oasis Retreat, located right outside downtown South Haven, is perfect for year round adventures & only 4 block walk from downtown. It boasts a heated pool, hot tub, outdoor bar, backyard, 2nd unit, & fire pit. Ideal for families it includes Wi-Fi, kitchen, laundry, patio, outdoor bar, outhouse, & more. Hot tub: Open Year Round If unavailable, consider our nearby properties: 1) https://www.airbnb.com/slink/PSGEaadD 2) https://www.airbnb.com/slink/R5t9UwVUk

5 out of 5 average rating, 79 reviews

Apartment in Coloma

Awesome Family Escape with pool and private beach

Fun summer getaway with the family at this hidden gem in Southwest Michigan! This peaceful condo features 2 bedrooms with 3 brand-new beds, comfortably sleeping 6, and 2 full bathrooms. Equipped with two work-from-home desks and high-speed internet, it’s perfect for balancing work and relaxation. Enjoy the full kitchen, washer and dryer, cable TV, and all the essentials for a comfortable stay. Relax on the private beach, just a short walk away and a private pool for condos-only.

5 out of 5 average rating, 26 reviews

Manor on Meadow - Indoor Pool open year-round!

Manor on Meadow is located in the highly sought-after Harbor Club Community. Walk the 20 feet to the start of the boardwalk that takes you down to the community pool and marina. Rent a boat for tubing on Lake Michigan, take a zen paddle down the Black River, rent a golf cart and zip around town, all in your backyard! Ready to hit the sand? Newcome Beach is only a 3-minute drive from the house! Had enough of all these amenities? Chill in the comforts of Manor on Meadow and unwind!

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.

5 out of 5 average rating, 233 reviews

Driftwood Shores- Spring is Here!

Summer is booking fast! August after the 23rd is still open. 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 (9-10PM Adults only). It is included with your stay

4.95 out of 5 average rating, 20 reviews

Apartment in Coloma

Relaxing Lake Michigan Getaway, great location!

FALL/WINTER SPECIAL! Enjoy a relaxing getaway on Lake Michigan. Now offering long term rentals for the off season. Close to everything, but away from it all. Beautiful bluff views of Lake Michigan. Enjoy access to a private beach and a pool. Close to downtown St. Joe. and South Haven for fantastic shopping,dining and more! Whether it’s a trip to Saugatuck Dunes State Park, enjoying one of the many area wineries or just lounging on the beach, there’s something for every

4.98 out of 5 average rating, 103 reviews

Condo in South Haven

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

A stylish, historic lower-level loft featuring exposed brick and ductwork paired with true floor-to-ceiling walls for much-needed privacy. Designed by a family for families, this South Haven retreat blends charm, comfort, and convenience in a walkable location close to South Haven's countless activities. Amenities at Central Lofts include year-round access to a pool and hot tub, a fitness room, and seasonal access to a spacious shared patio with three grills.

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.