Holiday rentals with outdoor seating in South Haven

Lake Access|Spacious Cottage&Guest House|Sleeps 12

Spacious, stylish coastal cottage perfect for big families and group getaways (sleeps 12). Why you'll love staying here: *Lake Michigan Beach Access *Dune Trails at your doorstep *Perfect for Family (games, toys, pack & play, stroller, booster seat/high chair) *Spacious Kitchen+Dining for 12 *Bicycles Included for trails near by *Guest House ✨ Planning a bigger trip? Ask about our neighboring rental, Sunset Dune Cabin, available for additional space. Book at: airbnb.com/h/sunsetdunecabin.

-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.

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.

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.

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

Cozy Log Cabin | Romantic Stay | Walk to Saugatuck

7 Min Drive to Mount Baldhead Park 9 Min Drive to Oval Beach 12 Min Walk to Butler Street Nestled in a peaceful wooded area, you’d never guess that this beautiful log cabin is in the heart of Saugatuck. Beautifully decorated and surrounded by greenery, this cozy cabin is the perfect getaway for couples. Take a stroll downtown, admire boats from the dock, and explore other nearby attractions, including Oval Beach and various hiking trails! Experience Saugatuck With Us & Learn More Below!

Driftwood Shores- Spring is Here!

Summer is booking fast! August after the 23rd is 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

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

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

A stylish, historic lower-level loft featuring exposed brick and ductwork paired with true floor-to-ceiling walls for much-needed privacy. Designed by a family for families, this South Haven retreat blends charm, comfort, and convenience in a walkable location close to South Haven's countless activities. Amenities at Central Lofts include year-round access to a pool and hot tub, a fitness room, and seasonal access to a spacious shared patio with three grills.

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.

Modern Log Cabin With Hot Tub Near Lake Michigan

Welcome to our serene South Haven cabin. An elevated retreat where modern design meets a calm, grounding sense of escape. Thoughtfully styled to help you unwind and recharge, the space offers a quiet, effortless luxury you’ll feel the moment you arrive. Secluded yet convenient, you’re just 5 minutes from downtown South Haven and 4 minutes from North Beach. Perfect for days of lakeshore adventure and evenings of relaxed indulgence.

Relax & Unwind in a Nature Lover's Winter Retreat!

Pure Michigan! Enjoy nature at our secluded cottage! We have everything you'll need here to relax and unplug in our private wooded setting. Explore the beach and trails including our 2.5 acres of woods. Then come home and enjoy a home cooked meal or sit around the campfire/fireplace, relax in the hot tub, play board games or watch Netflix etc.