Holiday rentals in Van Buren County

Cozy Cabin in the Woods

Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

The Gathering Place! Studio/Hot Tub/Patio Igloo

The Gathering place is a "barndominium" studio that sleeps 4 comfortably, just 10 miles to South Haven beaches and SW Michigan wine trails. Relax in the studio and private patio with family or invite some friends and park a camper right outside! This unique space offers a full hookup for friends to join! The studio feature a king size bed with a full size mattress that slides underneath. Stay comfortable with AC, electric fireplace, WIFI, TV, gas grill, patio with firepit and hot tub!

Rhain Rentals 3 Bed in St. Joe

Location. Location. Location. Only one block to Silver Beach and just down the street from the Whirlpool Splash Pad and Silver Beach Carousel. Our home is an easy walking distance to downtown and all of the great restaurants and shops that St Joseph has to offer. Our two story open concept single family home has 3 bedrooms, 2 bathrooms and a large wrap-around deck with your own grill. You will have plenty of space to unwind and enjoy the summer sunsets after a long day at the beach!

Modern Industrial Loft for Two

This bright, walk-up loft apartment exudes a decidedly modern, mid-century, industrial vibe. Impeccably finished and located front and center in the Benton Harbor Arts District, the loft is a stone’s throw from the Golf Club at Harbor Shores and just 1 mile from the beach of Lake Michigan. Created in 2016 from historic industrial warehouse space, the 900sf loft is one of nine apartments located just steps away from the area’s favorite lunch and breakfast venue, the Mason Jar Cafe.

Harbor House near Lake Michigan

Welcome to Harbor House- Your ideal beach adventure awaits! 3 bedroom home close to many exquisite beaches, wine country, dune hikes, and Harbor Shores Pro PGA golf course. Just a few miles from downtown St. Joseph, MI! We have a large backyard and huge deck for outdoor entertaining. Can sleep 6 adults comfortably, and 1-2 kids on a futon. Please note there is only one bathroom currently. 2 paddleboards for rent- beach is 2 miles away. Small dogs by approval only, with fee.

Hot tub! Red Tin Cottage of Harbor Country!

Welcome to The Red Tin Cottage of Harbor Country! Nestled in a quiet, rural setting Red Tin is a character-filled, country-chic escape in beautiful Southwest Michigan. Within minutes of award winning beaches, golf courses, wineries, breweries, and restaurants you can be close to it all and retreat back to peace. Take a dip in the hot tub on a starry night, relax in the claw foot tub after a day of play, or enjoy stories around the firepit with family and friends. Come gather!

Lake house in Lawton

Welcome to Bankson Lake! The water/fishing is great and the wineries are nearby! Try our cozy 5 bed, 3.5 bath home complete with amazing waterfront views and a fire pit down by the water; easily sleeps 13+. There’s a newly added bar area in the basement and we're only 2 hours from Chicago. There's a row boat, 2 kayaks, and paddle board available. We have min 6 night stay for summer months that is strict unless dates are <3 wks out. Feel free to reach out with any questions!

Sister Lakes A-Frame: Private Beach, Dock & Kayaks

Welcome to Keeler Lake Lodge! This classic 1960s A-frame sits on 100 ft of private sandy beach on all-sports Keeler Lake - just 2 hours from Chicago. Sleeps 10 across 3 bedrooms, a loft & sleeper sofa. Floor-to-ceiling lake views, a private dock, kayaks, paddleboards, fire pit, grill & pontoon rental available May–Oct. Updated with modern comfort while keeping the charm that makes a cabin feel like a cabin, this is the kind of place people come back to year after year.

Drift & Dream Dome/AC/Private Hot Tub/Pet Friendly

Unplug and unwind in our cozy domes near Lake Michigan and downtown South Haven. Enjoy a private hot tub, fire pit, full amenities, and a blend of rustic charm and modern comfort. We’re pet-friendly—bring up to two pets along for the adventure (a $50 deep-cleaning fee applies). Ask about our celebration packages and let us handle the setup for a surprise getaway, anniversary, birthday, or a treat just for you. We have firewood for sale $8 per bundle.

Private Lake Escape | 4BR w/ King Suites + Bunks

Lakefront retreat near South Haven and Lake Michigan. This 4BR, 3.5BA home features two king suites with private baths plus a lower level with bunk beds, queen room, and kids hangout space. Enjoy multiple living areas, fireplaces, and a deck overlooking a quiet lake. Ideal for families and groups looking for a peaceful getaway close to beaches, wineries, and downtown South Haven. Would you start your day with coffee on the deck or end it by the fire?

The QT

Cozy country retreat. Whether you are visiting to explore Lake Michigan beaches (15 minutes away), the Lake Michigan Shore Wine Trail, the Makers Trail, or if you are invited to a wedding at the Blue Dress Barn (5 minute walk) or Sundance Studios (1 mile) this is the place for you! Fall asleep under the stars (skylight) in our brand new king size bed and wake up to a cup of coffee in a cheerful kitchen.