Holiday rentals in Van Buren County

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

Dog & Family Friendly SoHa Oasis

Relax with the whole family (including your furry friends) at this beautiful and peaceful oasis. Enjoy the outdoors on our spacious property with a fenced yard, covered porch, outdoor cabana, firepit, and plenty of room to run, play, & cook out. A beautiful spot to gather with family and friends, unwind, and enjoy all that South Haven has to offer. Kal-Haven Trail - 1 Min Walk Downtown South Haven - 5 Min Drive Beaches - 5 Min Drive Book for lasting memories in South Haven! See Details Below

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!

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.

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!

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.

Heron's Nest I Paw Paw Lake Cottages I Superior #5

Welcome to “Superior” one of 6 Boutique Cottages within “The Herons Nest”. Superior is a 2 bedroom, 1 bath cottage that sleeps 6. Newly remodeled with hickory hardwood floors, tiled baths and stylish furnishings. Our cottage is located at the heart of Everything!! Right across the street from Paw Paw Lake and a short 15-20 min drive to Lake Michigans most breathtaking beaches in the coastal towns of St. Joseph and South Haven.

The Bear Cave Log Cabin

The Bear Cave log Cabin is secluded with a hiking trail connecting to North Point County Park that leads to the beach. The Van Buren State Park beach/campground access is 0.5 miles away. The Fields General Store is right next door. The Cabin is located 3 miles from the city of South Haven. Relax on the screened porch, around the fire pit, hiking to the beach, or simply inside enjoying the log home.

Woodscape at GingerMan Raceway

Going to be visiting GingerMan Raceway soon? Our place is adjacent to the track! Want to visit South Haven? Stay here and have an easy drive to all Lake Michigan has to offer. Our rental is 7 miles due East from the lake.... 10 minute drive. 1/2 mile from Kal-Haven trail. Bring your bikes or hiking shoes! Beautiful shade trees and nice breezes add for an evening of outdoor relaxation.