Family-friendly holiday rentals in South Haven

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, 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.

Indoor spacesFamilyBarbecue

A modern kitchen features stainless steel appliances, including a refrigerator and microwave, along with white cabinetry and granite countertops. Natural light floods the space through a large window, illuminating the wooden flooring and the four metal bar stools positioned at a peninsula counter.

4.97 out of 5 average rating, 113 reviews

Walk everywhere: Bikes: Pool & hot tub: Beach gear

✨Upscale historic loft building 🚶WALK EVERYWHERE 🕑 2:00 PM CHECK-IN ⭐️Central Loft amenities⭐️ ♨️ Hot tub 🏊‍♂️ Indoor heated pool 🎬 2 movie theaters 💪 Workout room 🏖️ Beach necessities included 🌊 1/2 mile to Lake Michigan 🚲 4 beach cruiser bikes included 🛍️ A block from downtown SoHa 🍷 Near The Lakeshore Wine Trail 🍺 Close to several breweries 🧺 Washer & dryer in condo ☕️ Keurig & standard brewing coffee pot 🧑‍🍳 Fully stocked kitchen ⚡️ High speed inte

FamilyIndoor spacesCheck-in

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

FamilyKitchenBackyard

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.

4.98 out of 5 average rating, 182 reviews

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.

FamilyKitchenComfort

4.98 out of 5 average rating, 121 reviews

Beach-Themed Game Room & Pool Near Lake Michigan

The Northern Anchor: Year round community pool & hot tub! The ultimate family getaway! 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.

KitchenIndoor spacesHot tub

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

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 the highway for day trips to the nearby Saugatuck/Douglas/Holland area.

Indoor spacesFamilyCondition

4.92 out of 5 average rating, 150 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

Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

FamilyIndoor spacesLocation

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!

FamilyIndoor spacesWalkability

5 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

KitchenFamilyCondition

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, 104 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.

FamilyKitchenRiver

5 out of 5 average rating, 103 reviews

The exterior of the A-Frame cottage showcases a modern design with white siding and a striking black roof. A screened-in porch is featured, offering a relaxing space surrounded by greenery. Large windows provide light and a connection to the outdoors.

Home in Holland

Closest cottage to Laketown Beach!

Welcome to Beachgrass, a completely remodeled 2 BR A-Frame ideally located just steps away from Laketown Beach and the pristine shores of Lake Michigan. Enjoy the tranquility of the screened in porch, stone patio, and firepit surrounded by 6 acres of woods and dunes. Conveniently located 10 minutes from both Saugatuck and Holland allows you to explore the quaint beach towns while staying in the serenity of nature.

FamilyKitchenSleep quality

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.

Indoor spacesKitchenTV

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

5 out of 5 average rating, 22 reviews

Downtown Loft: Firepit, Pool/Hot Tub, Theater, Gym

FamilyIndoor spacesSleep quality

4.97 out of 5 average rating, 438 reviews

Home in Fennville

Relax & Unwind in a Nature Lover's Retreat!

Indoor spacesFamilyGetting around

4.98 out of 5 average rating, 121 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

KitchenFamilyBackyard

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.

4.91 out of 5 average rating, 129 reviews

Family Vacation Home two Blocks from Lake Michigan

FamilyKitchenCheck-in

4.9 out of 5 average rating, 252 reviews

A well-maintained single-story home is seen alongside a spacious driveway leading to a two-car garage. The home features a charming front porch and neatly landscaped yard, with green grass surrounding the property and trees lining the background.

Cottage in Benton Harbor

Cottage near Hagar Beach Pet friendly with Hot tub

KitchenIndoor spacesHospitality

4.99 out of 5 average rating, 175 reviews

A welcoming entrance features a bright yellow door against a mint green facade. Brick steps lead to a patio area, adorned with potted plants and a vintage cooler. The sun casts a warm glow over the peaceful lakeside view.

Home in La Porte

UncleLarrysLakePlace HotTubKayaksPingPong

Indoor spacesKitchenCleanliness

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, 156 reviews

Black Bear Lodge-Hot Tub and Game Room

FamilyKitchenCheck-in

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!

FamilyKitchenHeating

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 105 reviews

Glennhouse Getaway

KitchenIndoor spacesCheck-in

5 out of 5 average rating, 210 reviews

Barn in Stevensville

The Blue Barn - A cozy country getaway!

KitchenFamilyPets

4.96 out of 5 average rating, 246 reviews

The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.

Cabin in Michiana

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

FamilyIndoor spacesTV

4.97 out of 5 average rating, 186 reviews

A bright and airy kitchen area features white cabinetry and ample counter space. Blue stools are positioned at the peninsula. Light wood ceiling adds warmth, while modern light fixtures illuminate the open space that leads to the living area with a couch and decorative rugs.

Cottage in Fennville

Freshly Renovated 1940s "Sunshine Park Cottage"

KitchenFamilyBathroom

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, 197 reviews

Experience Nature-Charming Cottage

FamilyKitchenNearby

Farm stay in Benton Harbor

4.98 out of 5 average rating, 116 reviews

Barn Loft at Flying Diamond Ranch - Near Beaches!

FamilyKitchenCheckout

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

FamilyIndoor spacesHiking

4.92 out of 5 average rating, 400 reviews

Cabin in Watervliet

Riverview Cabin

KitchenIndoor spacesWi-Fi

Family-friendly home rentals with a pool

Steps lead down through lush greenery to a sandy beach beside Lake Michigan. The calm blue water stretches into the horizon, while the clear sky creates a bright and open atmosphere. The wooden steps provide easy access to the beach area.

4.94 out of 5 average rating, 36 reviews

North Shore Hideaway

Indoor spacesKitchenBeach

4.96 out of 5 average rating, 100 reviews

Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

KitchenIndoor spacesCheck-in

5 out of 5 average rating, 12 reviews

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

Indoor spacesFamilyAccess

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

Indoor spacesKitchenBackyard

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

KitchenFamilyParking

5 out of 5 average rating, 107 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 Saint Joseph

4 Bedroom home w/pool in St. Joseph

Indoor spacesFamilyValue

4.96 out of 5 average rating, 23 reviews

The beachfront property features a modern, multi-level structure with a blend of angled and vertical lines. A sandy beach lies in front of the building, with a path leading toward the shore. Soft hues in the sky suggest twilight, enhancing the coastal scenery.

Townhouse in South Haven

On Lake Michigan Priv. Beach/Pool. Walk to Town!!

FamilyIndoor spacesWalkability