Family-friendly holiday rentals in South Haven

An outdoor space features a hot tub illuminated with soft purple lights, surrounded by a wooden deck. Cozy green chairs encircle a fire pit, with string lights adding a warm ambiance. A wooden sauna is visible, enhancing the retreat-like atmosphere of the backyard.

4.96 out of 5 average rating, 98 reviews

Fun Haven: Hot tub, Sauna, Fire Pit, Game Room

Escape to your private oasis nestled in the City of South Haven. This spacious 2-unit, 1 home set up offers the perfect retreat for big families/groups, with 2 separate living areas & kitchens across 2 floors, providing ample space & privacy for all. Amenities: - 7 person Hot tub - 6 person Barrel Sauna - Fire Pit w/ endless wood - Game room w/ Pool Table, Foosball, Arcade, Nintendo Switch, 75'' TV - Indoor & Outdoor Games - Balcony & Sunroom - Washer/Dryer - Cent. Air - Pack n Play & Highchair

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.

5.0 out of 5 average rating, 249 reviews

Driftwood Shores-SH is a great fall getaway!

September and Fall is starting to book! 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. NOTE: AirBnb has changed its pricing structure so that now the host pays the 15.5% service fee (instead of the guest.) Your overall cost hasn't changed, but the nightly rate reflects this new payment system.

The house features a welcoming front porch adorned with decorative white railings, surrounded by a well-maintained garden. A picket fence encloses the property, with a glimpse of green trees and blue sky in the background, providing a serene atmosphere.

4.97 out of 5 average rating, 105 reviews

BLueView/STePs To The BEaCH/WRAPaRoUND FRoNT PoRCH

BLUE VIEW Lake/Beach/Parks/River! Just a steps to a park w/ a beach! Read our reviews; see what makes our house a special place for your stay BIG Front Porch w/ Great Lake Michigan Views...and OH the GORGEOUS SUNSETS! Toes in the sand and the lovely beach...or walk to Down Town, Restaurants and shops! A charming mixture of Victorian Vintage and updated style. 4 bedrooms/2.5 bath. Cold central AC. LARGE family room, Dining room and Kitchen. Laundry, Bikes, Beach chairs/umbrellas! Come and enjoy!!

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.

4.93 out of 5 average rating, 130 reviews

The Oasis Retreat

The Oasis Retreat is a newly remodeled home with a private heated pool & hot tub, just 4 blocks from downtown South Haven & close to Lake Michigan beaches, marina, trails, restaurants, bars & shops. Perfect for families & groups, the private backyard has an outdoor bar, fire pit, gas grill, pizza oven, ping pong, outdoor shower & detached guest unit w/ seasonal bath/shower. Inside: kitchen, laundry, fast WiFi, Roku TVs, heat/AC, sleeper sofa & upstairs loft. Pool: May-Oct Hot tub: Year-round

4.98 out of 5 average rating, 184 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.

Apartment 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 hot tub is positioned outdoors, surrounded by lush greenery. A wooden privacy screen adds to the tranquility, while an outdoor shower with modern fixtures is nearby. The patio area is designed for relaxation, creating a soothing space for unwinding.

4.97 out of 5 average rating, 288 reviews

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!

5.0 out of 5 average rating, 145 reviews

Benchbike,hottub,playground,3blks to beach,firepit

3 bedroom, 2.5 bath home, 3 blocks from Lake Michigan, 2 blocks to Kids Corner playground, 10 min walk downtown. 6 person hot tub! Super fun bench bike! Outdoor firepit All deluxe memory foam mattresses. 2 kings, 2 fulls, 2 twins. Sleeps 8 adults comfortably, 10 sharing full beds. Enjoy bikes (including bike for 2, bench bikes), 2 kayaks, picnic supplies, books, toys, and games. Foosball Giant Kerplunkit game Board games Kid and pet friendly. Sledding, iceskating nearby

Guest suite in South Haven

A cozy seating area is featured with a green, curved couch adorned with pink cushions. Natural light streams through a nearby window, illuminating the space, which includes decorative wall sconces with floral accents and a small round table with magazines.

4.94 out of 5 average rating, 105 reviews

Cedar Suite

Cedar Suite is a haven away from all of life's hustle. It is set far back from the road surrounded by beautiful Michigan forest and right along the Black River. If you are looking to experience all Southwest Michigan has to offer without being surrounded by people, you've found your perfect location. Enjoy the local wineries, beaches, restaurants and shopping or choose to enjoy the solitude at Cedar Suite. New King bed in main room and single in bedroom with new TV.

4.98 out of 5 average rating, 116 reviews

Condo in South Haven

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.

4.98 out of 5 average rating, 122 reviews

A charming wooden cabin is surrounded by lush greenery, featuring a sloped roof and multiple gables. A spacious front porch is visible, framed by neatly trimmed shrubs. Tall trees provide a natural backdrop, enhancing the peaceful and serene environment.

Cabin in South Haven

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.

The single-story house is showcased against a clear blue sky, featuring a light blue exterior and a front porch with steps leading up to the entrance. A well-maintained lawn surrounds the property, and trees offer partial shade.

4.96 out of 5 average rating, 148 reviews

Recess at Evergreen Bluff

Welcome to South Haven! Our house sits in a quiet neighborhood a mile south of downtown and South Beach and only four houses off the bluff. The bluff offers a fabulous place to watch a Lake Michigan sunset. The house is freshly remodeled and ready for you to enjoy. South Haven offers beautiful beaches, shopping, great restaurants, wine tasting, breweries and much more.

A decorative wall sign displays the words 'Lake Michigan' in a vintage, distressed style. The blue letters are mounted against a light-colored wall, with the word 'Lake' positioned above 'Michigan,' contributing a charming coastal touch to the interior.

4.99 out of 5 average rating, 130 reviews

South Haven Getaway Vacation

Adorable 2 bedroom lake house close to the golden mile beaches in South Haven. Several short blocks to the famous Kids Corner over looking the lake. The large deck with screened gazebo and expansive back yard allows guests to enjoy the outdoors. Your home away from home is waiting for you to enjoy. Stay for a week or more and save 30%.

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, 122 reviews

Beach-Themed Game Room & Pool Near Lake Michigan

A rustic log home is framed by vibrant autumn trees, creating a warm and inviting exterior. A spacious deck surrounds the front, complemented by natural landscaping. The stone chimney rises prominently against the blue sky, adding to the home's charming character.

4.96 out of 5 average rating, 157 reviews

Black Bear Lodge-Hot Tub and Game Room

4.97 out of 5 average rating, 440 reviews

Home in Fennville

Relax & Unwind in a Nature Lover's Retreat!

4.97 out of 5 average rating, 145 reviews

A modern living area is featured, showcasing a comfortable sectional sofa with accent pillows and a low wooden coffee table. Natural light floods in through large sliding glass doors, revealing a view of the serene outdoor space. A fan is positioned above, enhancing airflow.

Home in Fennville

Modern Secluded Cabin, Private Hot Tub, Fire Pit

4.98 out of 5 average rating, 158 reviews

A private in-ground swimming pool is surrounded by lush green grass and tall trees, offering a serene outdoor setting. Sun loungers are positioned nearby, with an umbrella providing shade. A colorful inflatable unicorn floats on the water, inviting relaxation in the sunny atmosphere.

Home in Douglas

Rustic Mid Century Pool Oasis. Steps from town!

4.99 out of 5 average rating, 133 reviews

Aerial view of a modern A-frame chalet featuring a combination of dark metal and wooden siding. Large glass windows provide natural light to the interior. A deck extends from the house with outdoor seating and a circular hot tub partially visible amidst the surrounding greenery.

Chalet in Fennville

Modern Aframe with River Views, Sauna, Hot Tub

4.98 out of 5 average rating, 220 reviews

Four wooden chairs are positioned on a deck overlooking Lake Michigan. The sun is rising in the sky, creating a shimmering reflection on the water's surface. Trees frame the scene, adding a touch of greenery to the picturesque view.

Home in Benton Harbor

Lake Michigan Views | Mins. to St. Joe | Hot tub

4.99 out of 5 average rating, 152 reviews

A hot tub sits alongside a wooden deck, surrounded by a neatly arranged stone pathway. Lush greenery provides a natural backdrop, while a geodesic dome structure is visible in the distance. A decorative planter filled with white flowers adds a touch of color to the scene.

Place to stay in Bangor

The Gathering Place! Studio/Hot Tub/Patio Igloo

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 151 reviews

The exterior of a modern tiny house is seen surrounded by trees. Soft lighting strings hang above a fire pit with four Adirondack chairs arranged around it. Smoke rises from a fire, creating a cozy outdoor space.

Tiny home in Sawyer

Modern Minimalist Tiny House | Firepit | Nature

4.88 out of 5 average rating, 106 reviews

Glennhouse Getaway

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, 162 reviews

Happy Z's Retreat~ Walk to the Beach

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, 198 reviews

Experience Nature-Charming Cottage

Superhost

Tiny home in Grand Junction

4.88 out of 5 average rating, 847 reviews

1 Bed Cabin - Postcard Cabins, Barber Creek

Farm stay in Benton Harbor

4.98 out of 5 average rating, 116 reviews

Barn Loft at Flying Diamond Ranch - Near Beaches!

4.91 out of 5 average rating, 179 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

Superhost

A cozy dining nook is featured with a round wooden table surrounded by two white chairs. Plush cushions are arranged along the built-in seating against the walls. Natural light filters through the windows, highlighting a framed nature print on the wall above.

Cabin in South Haven

4.84 out of 5 average rating, 120 reviews

Glenn Cabin | Private acre+ | beach | dog friendly

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 109 reviews

The exterior of a two-story home is visible, featuring a welcoming front entrance. A large tree provides shade, with a swing hanging from one of its sturdy branches. Ferns line the landscape, creating a natural border around the property, complemented by a well-maintained lawn.

Home in St. Joseph

4 Bedroom home w/pool in St. Joseph

4.93 out of 5 average rating, 191 reviews

An outdoor heated swimming pool is surrounded by a secure fence, featuring multiple turquoise umbrellas and lounge chairs. Lush green lawns and trees provide a scenic backdrop, enhancing the tranquil atmosphere. The pool area is well-lit by the sun, inviting relaxation.

Home in Fennville

AlleganOrchardsSleeps25Pool,HotTubFireplaceFirepit

4.94 out of 5 average rating, 140 reviews

Home in New Buffalo

New buffalo Farmstead main home pool hot tub

4.96 out of 5 average rating, 100 reviews

Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

4.97 out of 5 average rating, 134 reviews

An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.

Villa in Niles

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

4.97 out of 5 average rating, 245 reviews

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

5.0 out of 5 average rating, 13 reviews

Miami Beach House•5 bedroom•pool•hot tub•game room

The outdoor area features a sparkling pool surrounded by lounge chairs and umbrellas. A spacious patio is equipped with a large dining table and additional seating, offering a perfect setting for relaxation in a beautifully landscaped backyard.