Lake house holiday rentals in South Haven

4.94 out of 5 average rating, 203 reviews

Home in Union Pier

Barn & Beach New Buffalo / Union Pier

So excited to introduce this lovely modern cottage located at ground zero in Union Pier ! , location is just the best !! 2100 sq ft , 4 bed , 2 bath , hot tub . 6 blocks to Townline beach , Timothy’s, Red Arrow Road house , Whistle stop , 1 block to Seeds Brewery ,Union Pier Social , Black Currant Bakery , 2 grocery stores & beach rental store . Bike path directly across street , plenty of bikes to use ! (Guest home also available for large groups , there’s room for 25 people with both homes ).

4.98 out of 5 average rating, 296 reviews

Home in Michigan City

House of Zen: Peaceful Modern Cabin on Tryon Farm

The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

5 out of 5 average rating, 14 reviews

Walk to Beach & Kids Corner Park

Walk to the beach and Kids Corner Park. The beach and park are a four block walk or drive at the end of South Haven St. Enjoy cool breezes off the lake on the front porch, or the large deck with tables, chairs and grille out back. At night you can cozy up to the Fire Pit in the enclosed back yard. 8 guests will enjoy Central Air and Queen beds in all bedrooms plus a bunk and childs bed. One mainfloor bedroom. College or highschool students occompanied by parents. No smoking property, No pets

4.92 out of 5 average rating, 106 reviews

Family Vacation Home two Blocks from Lake Michigan

Great get-away/vacation house with spacious, updated interiors, big back yard and hot tub. Sleeps 11 comfortably with an additional kids' attic that sleeps 2 more. Two blocks to Lake Michigan. Easy walk to the blue steps and beach access. Easy ten minute walk to town. Comfortable and decorated with a fresh eye. Dining area for 8 with bar counter. Outdoor dining table, back porch seating. Firepit with seating. Bikes, beach toys, wagon, backyard games and board games for family. Pets welcome.

5 out of 5 average rating, 216 reviews

Driftwood Shores-Still some Sept. weekdays open!

It's time to start thinking about the fall! Great September weekday rates! How about a golf trip? 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.

5 out of 5 average rating, 32 reviews

Home in Benton Harbor

Updated-Private Beach-Lake Views-Hot Tub-Fire Pit

Welcome to our modern, updated beach house close to St. Joe with steps down to your own private beach and spectacular views. Set on two acres, the property is peaceful and private. Amenities include an eight-person hot tub, stone fire pit, theater room, games, grill, high speed Wi/Fi, and an office space. Bring your boats! There is plenty of parking. In addition to your own beach, Rocky Gap Beach is a mile away. Silver Beach, Harbor Shores golf, and St. Joseph are within five minutes.

4.93 out of 5 average rating, 46 reviews

Cozy & Spacious Endless Lake Michigan w/ Hot tub!

Forget your worries in this spacious & serene space with panoramic views of Lake Michigan from every room in this stunning lake oasis. The home has new owners and the major renovations are completed in a modern, cozy style in every space! Located between South Haven and Saugatuck amidst many wineries & within two hours from Chicago. Stairs have been completed, but since there are 186 steps (improved since June 2024), they may be difficult for young kids and older folks. New hot tub too!

5 out of 5 average rating, 5 reviews

Home in Fennville

Overlook

Escape to your own private oasis perched atop the bluffs along the stunning shores of Lake Michigan. This beautifully appointed vacation home offers breathtaking lake views from almost every room, ensuring a serene and luxurious getaway for you and your guests. Whether you're relaxing on the new beachside balcony, strolling along your private beach, or venturing out to explore nearby Saugatuck or South Haven (11 miles to each,) this Fennville retreat offers the ultimate lakefront escape.

4.98 out of 5 average rating, 213 reviews

Hot Tub & Private Beach Access | Family Friendly

5 min walk to Private Beach 10 min drive to Downtown South Haven 18 min drive to Downtown Saugatuck This beautiful 3 bedroom home in an exclusive community is the perfect getaway for family or friends. You can bask in your own little piece of paradise on Lake Michigan’s beautiful coastline. Every room is designed for luxury & comfort. It’s just minutes from the beach and downtown attractions - shops, restaurants, and nightlife. Experience South Haven With Us & Learn More Below!

5 out of 5 average rating, 12 reviews

Home in Covert

Hot Tub | Sauna | Walk 2 Lake | Firepit | Wet Bar

Escape to this stylishly designed, modern rustic getaway nestled in the woods just a short walk to a beautiful Lake Michigan beach. Unwind in the barrel sauna overlooking peaceful wooded views, soak in the hot tub on the deck, or challenge friends to a game of poker. Gather around the fire pit on the brick paver patio in the large backyard, or relax with a drink from the wet bar in the cozy screened-in porch. The perfect place to make lasting memories with your favorite people!

4.96 out of 5 average rating, 142 reviews

Happy Z's Retreat~ Walk to the Beach

Beautiful newer construction home in a serene wooded area with a huge yard and firepit and cozy front porch to enjoy in all seasons! *NEARBY ACTIVITIES * -Bike the Kal-Haven Trail -Walk to 1st Street Beach - Walk the lakefront and river paths -Enjoy our quaint downtown to check out restaurants and tasting rooms -Rent a boat or go on one of many boat tours offered in town. -Wineries -Golf -Shopping! -Close to highway for day trips to nearby Saugatuck/Douglas/Holland area.