Family-friendly holiday rentals in South Haven

4.95 out of 5 average rating, 106 reviews

The exterior of a two-story blue condominium is displayed, featuring a welcoming entrance with an arched trellis and wooden steps. A balcony is visible on the upper level, framed by trees. The building is surrounded by a lattice fence, creating a cozy setting.

Apartment in South Haven

Beach Glass North Shore Top Unit

Enjoy this bright and spacious 2 bed/2 bath condo located on the "Golden Mile". The nearest public beach, a mere 8 houses away, provides lots of fun to enjoy beach play, long walks, and beautiful sunsets that South Haven is known for. On cool nights cozy up to your private balcony fire table. A Vitamix allows for morning smoothies and evening frozen cocktails! Two on-site parking spaces included. Ideal for 4-6 people with king and queen mattresses and a queen size air mattress at your disposal.

4.98 out of 5 average rating, 162 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.

4.97 out of 5 average rating, 158 reviews

A two-story cabin exhibits a charming exterior with dark blue siding and white trim. A spacious deck wraps around the upper level, leading down to a well-kept grassy yard. Steps are visible, framed by mature trees, providing a peaceful outdoor environment.

Home in Coloma

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

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, 122 reviews

The Oasis Retreat

The Oasis Retreat is a newly remodeled South Haven home just 4 blocks from downtown, Lake Michigan beaches, the marina, trails, and local events. Backyard highlights include a heated pool, year-round hot tub, outdoor bar, fire pit, patio seating, grill, pizza oven, outdoor shower, ping pong, and detached apartment with seasonal bath/shower. Inside: full kitchen, laundry, fast WiFi, Roku TVs, mini-split heat/AC, queen sleeper sofa, and upstairs loft. Pool: May-October Hot tub: Year-round

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.

4.77 out of 5 average rating, 108 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!

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, 154 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.

4.97 out of 5 average rating, 179 reviews

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Sawyer

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

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, 270 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 out of 5 average rating, 140 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

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, 168 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

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, 186 reviews

Experience Nature-Charming Cottage

Romantic getaway and/or family adventure Quiet updated farmhouse on a quiet road 5 miles from South Haven and Lake Michigan.The Black River runs along the property and there are 3 ponds.There is secluded in ground pool,woods and landscaped grounds for walks Great local markets A guest made a video about his time at the cottage that you can see on You Tube. GoozyVision Trip to South Haven,Michigan July 2017 The video also shows the beach and the town

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.

4.99 out of 5 average rating, 118 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.

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, 127 reviews

Home in Fennville

Modern Home, Hot Tub, Fireplace, Game Room

5 out of 5 average rating, 280 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

Best Couples Vacation, Private, Hot Tub, Creek,

4.99 out of 5 average rating, 100 reviews

Home in Douglas

Douglas Hideaway | Modern home w/ Hot Tub & Patio

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, 123 reviews

Family Vacation Home two Blocks from Lake Michigan

4.99 out of 5 average rating, 107 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!

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, 145 reviews

Black Bear Lodge-Hot Tub and Game Room

4.97 out of 5 average rating, 131 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

A spacious living and dining area features large windows that overlook Lake Michigan, allowing natural light to fill the room. A comfortable sectional couch and a wooden dining table with chairs provide ample seating. Unique light fixtures enhance the modern design.

4.91 out of 5 average rating, 224 reviews

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

Family- and pet-friendly home rentals

A two-story house is set within a grassy area, surrounded by trees. The exterior features blue siding with white trim. A covered porch is visible with a swing hanging nearby. Sunlight filters through the leaves, creating a serene atmosphere.

4.96 out of 5 average rating, 26 reviews

Pet Friendly! South Haven, Saugatuck and the beach

5 out of 5 average rating, 12 reviews

A comfortable bedroom features a spacious bed adorned with an orange and white quilt, accented by multiple pillows. A large wall print depicting a marina sunset creates a serene backdrop. Soft lighting is provided by wall sconces, and a woven basket of fruits sits on the bed.

Townhouse in South Haven

Harbor Escape: 5 min ride to downtown, pools.

4.95 out of 5 average rating, 109 reviews

The A-frame cottage is nestled among tall trees, featuring a blend of stone and wood in its design. Large glass windows create a connection with nature, inviting natural light into the living spaces. A pathway leads toward the entrance, surrounded by lush greenery.

Cabin in Stevensville

Idyllic A-frame in Michigan’s Harbor Wine Country

4.95 out of 5 average rating, 237 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

A wooden seating area surrounds a fire pit, illuminated by string lights overhead. The warm glow from the flames contrasts with the dark, serene wooded backdrop, creating a cozy outdoor space suitable for gatherings and relaxation.

4.91 out of 5 average rating, 46 reviews

SoHa Soot House - Beach Cottage Minutes to it all

4.92 out of 5 average rating, 385 reviews

Cabin in Watervliet

Riverview Cabin on 150 Acres of Nature

A charming vintage house is framed by two pink flowering trees. The house features a symmetrical façade with multiple windows and dark blue shutters. A small set of steps leads to the front door, enhancing the inviting appearance of the property.

4.68 out of 5 average rating, 156 reviews

SoHa House: 5 min to beach, shopping, restaurants!

4.97 out of 5 average rating, 115 reviews

Home in Buchanan

-The District 5 Schoolhouse-

Family-friendly home rentals with a pool

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.

4.96 out of 5 average rating, 27 reviews

Lamb Guest | Private Pool, Hot Tub, Cabana, Dogs

4.92 out of 5 average rating, 25 reviews

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.

Flat in South Haven

North Shore Hideaway

4.85 out of 5 average rating, 109 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!

Holiday home in South Haven

A spacious outdoor patio area is furnished with comfortable seating and a table. An umbrella provides shade, while the surrounding greenery enhances the tranquil ambiance. A view of the marina is visible through the glass railing, inviting relaxation and social gatherings.

5 out of 5 average rating, 89 reviews

Blue Shore @MarinaResort Waterview/Pool/SunRoom

4.83 out of 5 average rating, 166 reviews

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

Welcome Home *Near Lake Mi Beaches and Downtown*

5 out of 5 average rating, 23 reviews

Home in Coloma

Luxury Estate with Heated Pool and Hot Tub

4.93 out of 5 average rating, 149 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