Family-friendly holiday rentals in South Haven

A spacious hot tub is illuminated by soft blue lights, inviting relaxation. String lights hang above, casting a warm glow over the surrounding backyard area, which is highlighted by a fire pit and black outdoor chairs. A hammock can be seen in the background, adding to the outdoor charm.

4.98 out of 5 average rating, 158 reviews

Private Hot tub | Mins. Lake Michigan & downtown

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

4.8 out of 5 average rating, 280 reviews

A cozy space features a daybed with plush pillows and warm throws. Soft lighting is provided by pendant and string lights, while earthy wallpaper enhances the room's charm. A comfortable chair and a textured rug add to the welcoming ambiance.

Tiny home in Coloma

-Shingle Diggins Cottage-

Enjoy whimsical luxury in quaint cottage. Steeped in the History of charming Coloma once called Shingle Diggins in the early 1800's for the wooden shingles manufactured in the area. Cozy comfort with everything you need. Nestled in the heart of the stunning Great Lakes Region, Southwest Michigan Wine Trail, and the Fruit Belt. Full kitchen, 100% linen sheets, fully enclosed private backyard for fur babies, easy access to lakes, beaches, dining, wineries, breweries, outdoor adventures, and more.

The exterior of a two-story gray and green house is showcased, featuring a stone-accented garage and white-trimmed windows. Lush shrubs line the entrance, and a gravel driveway leads to the garage, set against a backdrop of greenery and a clear blue sky.

5 out of 5 average rating, 231 reviews

Driftwood Shores-Enjoy an Early Spring Getaway!

Spring is coming! We are an excellent base for the Holland Tulip Festival and are open from May 1 - 8. 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.

4.93 out of 5 average rating, 428 reviews

A small dining area is featured, showcasing a wooden table with a decorative placemat. Two chairs are positioned around the table, complemented by a bottle of wine and snacks. The warm, wooden paneling adds a cozy touch to the space.

Cottage in Douglas

cute cabin.

Cute clean cabin 1 mi to beach short walk to Saugatuck Brew co Full kitchen appliances cooking/serving needs wifi DVDs cable +wii 1 mi to dwntn Douglas 1.5 mi to Saugatuck Quiet setting yet close to everything Sleeps 3 dbl bed in bdrm & twin in liv rm Spacious grounds relax in the hammock play yard games use the paddle boat Sorry no pets Flexible check in/out depends on schedule We r a hobby farm setting grounds are maintained but not golf course manicured :)Playhouse added for kiddos!

4.94 out of 5 average rating, 159 reviews

An inviting outdoor space features a large deck with colorful chairs, a picnic table, and a grill. Surrounding greenery adds a natural touch, while a curved walkway leads to a bicycle rack. The area is designed for relaxation and enjoying time outdoors.

Cottage in South Haven

BLueVieWToo/STePS to The BeaCH/LaKE VieWS/Downtown

TOES IN THE SAND/STEPS TO THE BEACH/WATER VIEWS FROM THE DECK! Attractive 2 bedroom cottage (500 Sq. Ft.) located adjacent to Packard Park with it's sandy beach. Bring your flipflops and head to the water! Living space, 2 beds/1 full bath/a beautiful kitchen w/ Washer/Dryer. Large deck to sit and relax and watch the sunset. Wifi, TV, Beach chairs, umbrellas, toys, towels, BIKES included Come be at home with us! Not just a rental, this is a home! **ADJACENT 4 BED HOUSE ALSO AVAILABLE**

4.97 out of 5 average rating, 158 reviews

A charming ice cream shop features a bright blue exterior with scalloped details, inviting customers with an open sign. A menu board stands at the entrance, showcasing an array of ice cream options. The door, framed in white, adds to the welcoming atmosphere of the storefront.

Flat in South Haven

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.

An inviting outdoor area is featured, showcasing a heated pool beside a vibrant garden filled with blooming flowers. Stylish lounge chairs are positioned near the pool, while a shaded bar area is adorned with ferns and colorful blossoms, creating a relaxing retreat.

4.91 out of 5 average rating, 100 reviews

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

A dining area features a wooden table set with delicate dishware. Soft, muted colors dominate the space, with a decorative shelf and hanging mugs adding charm. A small clock and various decorative elements complement the warm atmosphere, while natural light filters through a nearby window.

4.83 out of 5 average rating, 186 reviews

Rustic Glamhouse

Explore the beach, farmers market and wine tastings! Enjoy this charming upstairs apartment that encompasses a mix of chic rustic, modern decor and the atmosphere of home. You’ll have the entire place all to yourself. 1.1 miles from the heart of South Haven and South Beach on Lake Michigan, this is a perfect place if you are looking for beach time and a place to relax. This apartment is a 2 bedroom, 1 bath and can sleep up to 6 people. There is 1 king, 1 full, 1 twin, a daybed and a couch.

4.96 out of 5 average rating, 223 reviews

A table is set with a floral centerpiece containing vibrant flowers. A wooden platter holds assorted cheeses and fruits, accompanied by two glasses of red wine. The scene is surrounded by lush greenery, enhancing the outdoor dining experience.

Cabin in Saugatuck

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!

The spacious living area features modern lighting fixtures hanging above a dining table. Soft seating includes a couch adorned with decorative pillows. Windows allow natural light to illuminate the room, while artwork is displayed on the walls, contributing to a cozy and functional atmosphere.

4.96 out of 5 average rating, 269 reviews

Six On The Beach

Brilliantly decorated, very clean accommodations and centrally located in the heart of South Haven's sugar sand beaches, dining, and shopping. This exceptional condo features a fully stocked kitchen with stemware, plates and cooking utensils. Washer and dryer included. This location has it all, within a matter of steps, there are unique boutiques along the shopping district, numerous Restaurants and South Beach, everything this lakeside community has to offer is right there.

4.98 out of 5 average rating, 101 reviews

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.

4.96 out of 5 average rating, 152 reviews

The exterior of the Garden House Cottage is framed by lush greenery and landscaped gardens. A charming red barn-style structure features multiple large windows and a metal roof, inviting natural light into the interior spaces.

Barn in Hamilton

The Garden House Cottage at Redbud Farm

It's summer at Redbud Farm! The Garden House Cottage is a beautifully remodeled old farm barn. Modern boho farmhouse style. This place has charm galore. You'll love the peace and quiet of the country and the gardens are professionally landscaped and maintained. Enjoy the views of the English potager style garden right out the window while relaxing on the queen bed. Traveling with friends/family? Check out my other listing The Granary at Redbud Farm.

Popular amenities for South Haven family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 115 reviews

Home in Fennville

Modern Home, Hot Tub, Fireplace, Game Room

4.95 out of 5 average rating, 146 reviews

The exterior view showcases a spacious front patio surrounded by well-maintained landscaping. A seating area is visible, complemented by decorative plants. A hot tub, grilling area, and dining setup create an inviting outdoor space for relaxation and enjoyment.

Home in Fennville

Near Douglas/ Saugatuck- Hot tub & 3- Seasons room

4.98 out of 5 average rating, 133 reviews

A charming cottage exterior is framed by colorful foliage, featuring a welcoming entryway with a stone pathway. Two blue adirondack chairs are positioned on the porch, inviting relaxation. Large windows enhance natural light, and a decorative wall piece adds character to the facade.

Home in Saugatuck

Charming Rose Cottage

5 out of 5 average rating, 261 reviews

The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.

Farm stay in Vandalia

Secluded, Hot Tub, Lux, Couples, Nature, Creekside

A charming two-story house features a covered front porch with white rocking chairs. Neatly trimmed shrubs and freshly mulched flower beds enhance the welcoming exterior. An American flag is displayed, and a well-maintained lawn adds to the overall appeal of the property.

4.93 out of 5 average rating, 118 reviews

Family Vacation Home two Blocks from Lake Michigan

4.86 out of 5 average rating, 199 reviews

An outdoor area is shown featuring a hot tub positioned on a wooden deck. The red exterior of the cottage contrasts with the surrounding green grass and wooden fencing. A glass door leads into the main structure, enhancing the inviting rural charm.

Cottage in Benton Harbor

Hot tub! Red Tin Cottage of Harbor Country!

4.99 out of 5 average rating, 100 reviews

A new hot tub is set on a stone patio, surrounded by greenery and wooden walls. A small black bench is placed beside the tub for convenience. The tranquil atmosphere is enhanced by a natural landscape of trees and shrubs.

Home in Fennville

Hot tub, dog friendly, firepit, grill, wineries!

4.89 out of 5 average rating, 568 reviews

A bright living room is depicted, featuring a brown leather sofa and a round woven coffee table. A television is positioned on a mid-century style wooden console. Large windows allow natural light to fill the space, complemented by a leafy plant in the corner and artwork on the wall.

Home in Michigan City

Beautiful beach bungalow with hiking and hot tub!

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 265 reviews

A welcoming porch is shown, featuring a comfortable seating area under a wooden canopy. Lush greenery surrounds the entrance, with a fenced yard visible in the background. The home's exterior is accented with pale siding and a front door marked with the house number.

Home in Saugatuck

Fenced inyard! Walk downtown. Hot Tub! Winter deal

4.88 out of 5 average rating, 312 reviews

The exterior of the newly remodeled home showcases a neatly arranged wooden deck with a railing. Comfortable outdoor furniture is positioned on the deck, while well-maintained greenery surrounds the home. A gentle slope leads to the entrance, enhancing accessibility.

Home in South Bend

Home newly remodeled minutes from Notre Dame.

4.95 out of 5 average rating, 543 reviews

Cabin in Michigan City

Cabin in the Woods - Trails & Pet Friendly!

4.97 out of 5 average rating, 208 reviews

The exterior of a cozy tiny home is showcased, featuring a light-colored facade with blue accents. A small front porch includes a welcoming door and seating areas. A lush green lawn surrounds the home, with trees providing shade in the background.

Home in Holland

🌷The Tiny Tulip🌷 Family & Pet Friendly

4.9 out of 5 average rating, 145 reviews

A wooden pathway leads to a cozy cottage nestled among vibrant autumn foliage. The cottage features a welcoming front door and decorative elements, creating an inviting transition from nature to the home.

Cottage in Holland

Cottage 5 min. To Saugatuck W/ Sauna + wood stove

Guest house in Sodus Township

A spacious outdoor view is presented from a deck, overlooking expansive green fields and wooden fencing. In the distance, a large barn is visible, along with a few horses grazing nearby. A tree branch frames the scene, creating a peaceful country atmosphere.

4.8 out of 5 average rating, 310 reviews

Farm Cottage

A newly constructed home is set in a serene wooded area, featuring a blue exterior with stone accents. The welcoming front porch is adorned with decorative bunting, and a spacious yard is surrounded by lush green grass and tall grasses, providing a peaceful outdoor setting.

4.95 out of 5 average rating, 152 reviews

Happy Z's Retreat~ Walk to the Beach

4.86 out of 5 average rating, 109 reviews

A charming cabin exterior is surrounded by lush greenery, with a screened-in porch highlighting large windows. The facade features natural wood shingles and decorative shutters, while stone steps lead up to the entrance, enhancing the inviting nature of the space.

Cabin in South Haven

Renovated cabin | beach access | 1+ acre of woods

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 147 reviews

A private pool area is framed by a white fence, featuring a clear blue pool surrounded by lounge chairs. Lush greenery and a large tree provide shade, while the serene view of Lake Chapin and distant trees is visible in the background.

Home in Berrien Springs

Lake House Retreat on the water

An indoor swimming pool is framed by large windows allowing natural light to fill the space. Comfortable chairs are positioned around the pool area. A shallow section with stairs is visible, alongside a section designated for lounging. The ambiance is relaxed and welcoming.

4.95 out of 5 average rating, 22 reviews

Lake Effect Loft +Beach+Downtown+Pool+Hot tub

A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.

4.83 out of 5 average rating, 185 reviews

Experience Nature-Charming Cottage

4.95 out of 5 average rating, 287 reviews

The exterior of a blue and white two-story guest house is featured, showcasing large windows and a covered outdoor bar area. A paved patio area can be seen in the foreground, bordered by landscaping with rocks and plants, with a black fence enclosing the outdoor space.

Guest house in Zeeland

Honey Bee Ridge Guest House

4.91 out of 5 average rating, 379 reviews

A fire pit is surrounded by four teal Adirondack chairs, set on a grassy area. A warm fire burns brightly in the center, with two serene ponds visible in the background, framed by trees and inviting outdoor space.

Cabin in Benton Harbor

50 Private Acres w/ Trails & Pool: Cozy Cabin

4.93 out of 5 average rating, 142 reviews

A rustic cabin is embraced by lush greenery, featuring warm wooden siding and a welcoming porch. Several large windows allow natural light to illuminate the interior. Landscaping with a variety of bushes and stones enhances the inviting outdoor setting.

Cabin in Saugatuck

Heavenly 7 Retreat Luxury Cabin -Kingfisher Cove

Guest house in Cassopolis

4.97 out of 5 average rating, 181 reviews

Cozy cottage for two with hot tub!