Holiday rentals with a pool in Van Buren County

Driftwood Shores- Spring is Coming!

Summer is booking fast! June 8-11, & most of August after the 14th are 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

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

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.

Amazing Beach Condo with pool and great sunsets!

Unwind with your family at this peaceful getaway! This cozy retreat features 1 bedroom, 1.5 bathrooms, and a pull-out couch in the living room. Enjoy exclusive access to a private beach and a community pool reserved for the condo association. Relax on your private deck while taking in breathtaking sunsets, just a short 5-minute walk from the beach! Located between South Haven and St. Joseph, Michigan, this charming spot offers easy access to local wineries, nature centers, parks, and more!

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 terrace accessible via the master suite. Swim and/ or relax at the pool located steps away - right across the street.

Downtown Loft: Indoor Pool, Hot Tub, Gym, Theater

Central Lofts condos used to be the old Central High School. We are located in downtown South Haven. Stay 2 blocks from the Farmer’s Market, also an ice skating rink in winter. The building has a shared 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 & the beach, .7 miles to S. Beach and 2 blocks to town. Very chic!

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

The Oasis Retreat

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 Pool: Mid-May to Mid-October If unavailable, consider our nearby properties: 1) https://www.airbnb.com/slink/PSGEaadD 2) https://www.airbnb.com/slink/R5t9UwVUk

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.

Gorgeous Vacay Home w/ Marina View Near the Beach

This beautiful new home is perfect for your vacation fun! A marina and community pool are just steps away, plus nearby beaches, restaurants, shops, golf, brewpubs, wineries, and more. Harbor Shores Hideaway features 4 spacious, comfy bedrooms, an open living room/chef's kitchen, and stylish furnishings. Enjoy coffee on the front porch or barbecue on the back deck. With 7 beaches, hiking trails, golf courses, rentals, and Warren Dunes, you and your guests will have an unforgettable time!

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

Old School Condo/Loft in South Haven

Make some memories at this unique and family-friendly place. You will be close to everything when you stay at this centrally-located place. Central Lofts condos are located in downtown South Haven, 2 blocks from the summer Farmer’s Market or winter ice rink. The building has an indoor heated pool and hot tub, 2 old fashioned private movie theaters, and a fitness room. This condo has a queen bed and a pullout couch in living room. Close to town or just .7 miles to S Beach.