Family-friendly holiday rentals in South Haven

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, 101 reviews

BLueVies/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!!

4.99 out of 5 average rating, 100 reviews

Cabin in Coloma

Cozy Cabin in the Woods

Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

4.97 out of 5 average rating, 106 reviews

Northern Anchor: Beachy Game Room - Pool & Hot Tub

The new enclosed subdivision pool & hot tub are now open! Enjoy our beautiful vacation house. 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.

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.

4.97 out of 5 average rating, 158 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.

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, 104 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 small dining area is situated beside large windows, providing a view of the bustling street below. The table is surrounded by two dark wooden chairs, and natural light filters through the blinds, enhancing the space's warmth.

4.95 out of 5 average rating, 129 reviews

Newly Remodeled Apartment in Downtown South Haven

Park your car in one of our designated parking spots, hang up your keys and enjoy downtown South Haven! This 2 bedroom, 1.5 bathroom apartment can sleep up to 6 guests (all couches fold down and can be used as queen sized beds) and provides you the opportunity for your perfect West Michigan beach town vacation. Located next to the Michigan Theatre and across the street from New Holland Spirits, the apartment is central to the best shops, restaurants and waterfront South Haven has to offer.

Superhost

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!

NEWLY UPDATED KITCHEN + UNBEATABLE LOCATION! This spacious, vintage house offers something for EVERYONE! Take a short, 5-minute walk to South Beach, the lighthouse, restaurants, great shops, a movie theater, or the Kids Corner playground. Or, check out the nearby golf courses, fishing charters, bike trails, vineyards, antique shops, art galleries and U-Pick orchards. After your busy day, unwind on the wraparound porch or enjoy a round of ping pong in the garage. Reserve your getaway now!

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, 232 reviews

Driftwood Shores- Spring is Coming!

Summer is booking fast! June 8 to 11 and most of August after the 14th are still open. 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.

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.

4.98 out of 5 average rating, 255 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, 131 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, 160 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

4.98 out of 5 average rating, 101 reviews

Apartment 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.

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, 118 reviews

Home in Fennville

Modern Home, Hot Tub, Fireplace, Game Room

4.96 out of 5 average rating, 416 reviews

Home in Fennville

Relax & Unwind in a Nature Lover's Winter Retreat!

4.87 out of 5 average rating, 203 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!

4.95 out of 5 average rating, 336 reviews

An inviting cottage exterior features a wooden fence and a screened porch. Surrounding greenery showcases tall grasses and autumn foliage, creating an appealing atmosphere. A chimney and part of the roof can be seen, indicating the cozy interior space.

Cottage in Union Pier

J’s Beach House: Hot Tub & short walk to beach!

4.97 out of 5 average rating, 127 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 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, 140 reviews

Black Bear Lodge-Hot Tub and Game Room

4.98 out of 5 average rating, 149 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!

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, 222 reviews

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

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 103 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

4.99 out of 5 average rating, 186 reviews

Barn in Stevensville

The Blue Barn - A cozy country getaway!

4.95 out of 5 average rating, 226 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

4.96 out of 5 average rating, 54 reviews

A modern home is framed by vibrant lavender fields, with varying heights of blooming plants creating a rich purple carpet. A patio features an umbrella providing shade, alongside black lounge chairs arranged on the lush green lawn. Trees and a clear sky complement the serene setting.

Home in Fennville

Summerhouse Lavender Farm

4.9 out of 5 average rating, 233 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

A charming gray cottage is surrounded by lush greenery, with a welcoming front porch furnished with comfortable seating. A white picket fence encloses the property, providing a quaint touch to the landscape. The entrance is framed by large windows, allowing natural light to flow inside.

4.93 out of 5 average rating, 43 reviews

Charming Holiday Cottage w/ *Fire Pit*!

Two charming cottages are visible, each featuring a covered entry and large glass doors that lead to inviting interiors. Outdoor dining areas with umbrella-shaded tables are positioned on wooden decks, while pathways and landscaped greenery enhance the welcoming atmosphere of the property.

4.91 out of 5 average rating, 35 reviews

Dog Friendly Beach Cottage - Oak

5 out of 5 average rating, 145 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

The treehouse at Warren Dunes

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.

4.92 out of 5 average rating, 24 reviews

North Shore Hideaway

4.98 out of 5 average rating, 59 reviews

The modern farmhouse is showcased with crisp white siding against a backdrop of green trees. Features include a metal roof, large windows, and a porch with outdoor seating. A shaded area with a screened porch is visible, enhancing the inviting exterior space.

Cottage in South Haven

Cheerful Cottage, Walk to beach, Private Pool 2026

4.96 out of 5 average rating, 77 reviews

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

4.93 out of 5 average rating, 144 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

4.97 out of 5 average rating, 231 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

4.97 out of 5 average rating, 240 reviews

A spacious living area features a brown leather sofa adorned with colorful pillows. A wooden coffee table is placed in front. A mounted television is positioned above a cozy gas fireplace, complemented by blue walls and natural light filtering through white shutters. A small dining area is visible in the background.

Apartment in Douglas

Cozy condo with fireplace perfect for fall fun.

4.96 out of 5 average rating, 133 reviews

An aerial view showcases a spacious backyard with a fenced, in-ground pool surrounded by lounge chairs. A patio area with outdoor seating is visible next to the house, which is set amidst green grass and trees. The nearby road and horse ranch add to the serene landscape.

Home in Holland

The Splash Pad- a secluded pool/hot tub oasis

A modern kitchen is displayed with white cabinetry and granite countertops. Stainless steel appliances and a large island with turquoise bar stools are featured. Natural light floods the space through multiple windows, enhancing the open layout that connects to a dining area with white chairs.