Holiday rentals with outdoor seating in South Haven

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

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.

Captain's Loft in the heart of South Haven

Located in the heart of downtown South Haven! We are steps from Lake Michigan, South Beach, the Black River, Restaurants & Shopping. Recently updated with new sofa, queen bed & fresh beach vibe! An upstairs unit, its 25 steps to a perfect getaway that is close to everything that downtown South Haven has to offer! Private access to a rooftop deck with showstopper views of the river & marina. 1-bedroom with a private entrance from the sidewalk, a small kitchen, bathroom, and living room.

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.

Peaceful Journey, Saugatuck Township

Experience the tranquility of this gem in the woods, all within steps to Lake Michigan, and just a short drive to all the attractions. This is a well appointed two bedroom, two bath home (pull out sofa in cocktail area of the dining room) that is great for a private getaway for up to 6 guests. There are large rooms for fun and gathering, and a patio to enjoy alfresco dining. Or just enjoy a romantic evening in front of the outdoor fireplace , before or after a sojourn in the hot tub

Lake Michigan•Private Beach•Amazing View•Hot Tub

Welcome to Spyglass! If you are looking for a perfect place for that a visit to Lake Michigan any time of year, then The Spyglass has you coved. Whether you’re there for couple's retreat, family vacation or girlfriend’s weekend this gorgeous Lake front property with private beach has it all. Being located not too far off the beaten path, only 5 minuets to downtown St. Joseph the Spyglass is a perfect landing zone for all the nearby activities Southwest Michigan has to offer.

Family Friendly Private Beach Home with Hot Tub

5 min walk to Private Beach 10 min drive to Downtown South Haven 18 min drive to Downtown Saugatuck Escape to our 3BR South Haven home in an exclusive community, just a 5-min walk to a private Lake Michigan beach. Comfortably sleeps 8. Features a private hot tub, chef's kitchen, and cozy fireplace. Perfect for families, you're just a short drive from downtown South Haven & Saugatuck. Your luxurious lakeside retreat awaits! Experience South Haven With Us & Learn More Below!

1 mile to Lake MI: Bikes: Mins to SoHa: Hot tub

🏖️1 mile to Lake MI beaches 🔥 Year-round hot tub 🌟 Dreamy backyard space 🛍 1/2 mile to downtown South Haven 🚲 Several bikes included 🌞 Beach necessitates included 😍 Picturesque front porch ✨ Clean & cozy home 🍷 Near The Lakeshore Wine Trail 🍺 Several breweries nearby 🤩 Top rated home in South Haven 🧑‍🍳 Fully stocked kitchen ☕️ Keurig Duo w/ complimentary coffee pods ⚡️ High speed internet 📺 2 smart TV’s 🧺 Washer & dryer 👶 Portable crib & high chair

Black Bear Lodge-Hot Tub and Game Room

Welcome to this beautiful log home on four quiet, park-like acres. Spend your days exploring the charming town of South Haven, soaking up the sun at one of the many local beaches, visiting Lake Arvesta Farms and Sports Comlex or wine tast at the many wineries in the area. 👙Hot Tub 🛏 King Master Suite 🎲 Game room 🔥 Outdoor fire pit (fire wood provided) 🍽 Fully stocked kitchen ♨️ Indoor fireplace (available Nov 1-March 31) 🏖 15 minutes from Lake Michigan

Cozy Pl -Walk 2 Beach, Park, Riverfront & Downtown

The NEST of SOUTH HAVEN is a delightful, renovated home situated at the heart of South Haven. With its prime location, it's less than a 5-minute walk to the sandy South Beach, a mere 5-minute walk to the stunning riverfront, and just a 10-minute walk to the charming downtown area. Whether you're planning a family or friends' get-together or seeking some restful downtime in this lovely beach town, the NEST of SOUTH HAVEN is perfect year-round.

Beach Glass North Shore Condo Bottom Unit

Enjoy this spacious 2 bedroom/2 bathroom condo located on the "Golden Mile" in South Haven. Miles of sandy beaches await your recreational pleasure. This is a ground floor unit with a small screened porch and a small patio with a grill. A Vitamix allows for morning smoothies and evening frozen cocktails! Would be perfect for two couples (one with kids who can use the bunk beds). All new bedding - King, Queen, and one set of bunkbeds.

Modern Aframe with River Views, Sauna, Hot Tub

Welcome to Riverbend Aframe, a stylish A-frame cabin perched on a wooded bluff above the tranquil Kalamazoo River in Southwest Michigan. This 2023-built retreat blends modern design with cozy charm, offering the perfect escape. Enjoy a private sauna, hot tub, and firepit among the trees. Stay tucked away in nature or explore nearby wineries, orchards, local eateries, and the beautiful Lake Michigan beaches—just minutes from the cabin.