Family-friendly holiday rentals in South Haven

4.95 out of 5 average rating, 100 reviews

Walk to Beach, Town & Kids Park | Fireplace

Welcome to Seasons of South Haven Rentals, a collection of family owned, operated and custom designed vacation homes where creating memorable experiences and spoiling our guests is what we love most! Escape to cozy Ashwood Cottage centrally located in beautiful South Haven within walking distance to stunning beachfront views of Lake Michigan (2 blocks), kids plash pad (5 blocks), Kids Corner playground (1 block) and downtown (6 blocks). This fully renovated home is perfect for a family vacatio

KitchenFamilyLayout

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, 103 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

KitchenFamilyBack garden

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, 253 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 spacesKitchenHiking

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, 133 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

KitchenFamilyGetting around

4.94 out of 5 average rating, 172 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**

FamilyKitchenQuiet

4.98 out of 5 average rating, 190 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.

KitchenIndoor spacesOutdoor spaces

A charming cottage exterior is showcased, featuring a gray siding facade and white trim. Symmetrical windows are framed by a welcoming porch, complemented by stone landscaping and greenery. The entrance is defined by a simple door, inviting guests into a cozy retreat.

4.79 out of 5 average rating, 121 reviews

Perfect 2 Bedroom Cottage Steps From the Beach

Steps away from South Havens beautiful north beach. Walking distance to parks, restaurants, shops and bars! Perfect spot to enjoy all South Haven has to offer. Location doesn't get much better than this! This charming 2 bedroom, 1 bathroom cottage is also perfect for a family or couple retreat. Clean, neat and conveniently located to everything. Minimum 3 night stay. Prefer a full week rental in the month of July.... can be flexible. Contact to book your perfect beach vacation now!

FamilyKitchenAir conditioning

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, 291 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!

KitchenFamilyValue

4.96 out of 5 average rating, 296 reviews

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.

Apartment in South Haven

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.

Indoor spacesKitchenAir conditioning

5.0 out of 5 average rating, 147 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

KitchenIndoor spacesNearby

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.

4.97 out of 5 average rating, 185 reviews

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

Indoor spacesKitchenCheck-in

A bright living space features a comfortable sectional sofa adorned with a cozy throw. A white coffee table is positioned in front, surrounded by a patterned area rug. Natural light filters through multiple windows, highlighting wooden ceilings and accents, complemented by potted plants in the corners.

4.98 out of 5 average rating, 129 reviews

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.

FamilyKitchenLaundry

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, 123 reviews

Beach-Themed Game Room & Pool Near Lake Michigan

FamilyKitchenDecor

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, 160 reviews

Black Bear Lodge-Hot Tub and Game Room

FamilyKitchenHospitality

4.97 out of 5 average rating, 100 reviews

Flat in South Haven

Downtown Loft: Indoor Pool, Hot Tub, Gym, Theater

FamilyKitchenBeach

4.98 out of 5 average rating, 121 reviews

Apartment in South Haven

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

Indoor spacesKitchenLaundry

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.

4.92 out of 5 average rating, 134 reviews

Family Vacation Home two Blocks from Lake Michigan

KitchenIndoor spacesWalkability

5.0 out of 5 average rating, 116 reviews

Home in Benton Harbor

Private Beach/Hot Tub/Sauna/Lake Michigan

KitchenFamilyBeach

4.91 out of 5 average rating, 232 reviews

Endless Lake Michigan. Cozy & Spacious w/hot tub!

KitchenFamilyHot tub

4.97 out of 5 average rating, 147 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

KitchenIndoor spacesGetting around

Family- and pet-friendly home rentals

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.

4.84 out of 5 average rating, 202 reviews

Experience Nature-Charming Cottage

FamilyIndoor spacesAccuracy

A private, heated pool is surrounded by a spacious patio, furnished with multiple lounge chairs. The two-story home features a balcony overlooking the pool area, with lush greenery framing the serene outdoor setting.

4.97 out of 5 average rating, 159 reviews

Private Pool 5 Minutes From Lake Michigan

KitchenIndoor spacesCheck-in

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, 166 reviews

Happy Z's Retreat~ Walk to the Beach

Indoor spacesKitchenHeating

Superhost

4.86 out of 5 average rating, 108 reviews

Glennhouse Getaway

KitchenFamilyValue

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

4.85 out of 5 average rating, 125 reviews

Glenn Cabin | Private acre+ | beach | dog friendly

Indoor spacesKitchenParks

4.85 out of 5 average rating, 100 reviews

Lake Michigan Wellness Retreat @ South Haven

Indoor spacesKitchenWalkability

5.0 out of 5 average rating, 217 reviews

Barn in Stevensville

The Blue Barn - A cozy country getaway!

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 251 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

KitchenIndoor spacesBeach

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 114 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

KitchenFamilyGetting around

4.98 out of 5 average rating, 160 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!

KitchenIndoor spacesComfort

4.97 out of 5 average rating, 248 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

KitchenFamilyComfort

4.96 out of 5 average rating, 203 reviews

The charming two-story home features a wide front porch with ample seating and decorative lighting. White railings and a wooden design enhance its appeal. Flanking trees provide some greenery, and the entryway is welcoming with its open doors and stylish decor.

Home in Michigan City

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Indoor spacesKitchenLayout

Superhost

A gated pool area is shown, featuring a vibrant blue swimming pool with floating toys. Surrounding the pool is a concrete deck and a green fence. A white chair and a basketball hoop are visible in the background, adding to the outdoor recreation space.

Home in Holland

4.82 out of 5 average rating, 175 reviews

Welcome Home *Near Lake Mi Beaches and Downtown*

Indoor spacesFamilyComfort

4.87 out of 5 average rating, 122 reviews

A large screened front porch is furnished with several wooden rocking chairs and a wicker seating area. Natural light filters through the screens, showcasing the surrounding greenery. A small table sits centrally, creating an inviting space for relaxation and conversation.

Cabin in Three Oaks

Cabin with POOL in family resort!

Indoor spacesFamilyBathroom

4.93 out of 5 average rating, 159 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

Indoor spacesFamilyBiking

An indoor heated pool is surrounded by sleek tile flooring and ceiling-mounted ventilation. A colorful mural depicting a sunset over water enhances the space. Pink inflatable flamingos float on the water, alongside blue inner tubes. Comfortable lounge chairs with striped cushions are arranged nearby.