Family-friendly holiday rentals in South Haven

4.94 out of 5 average rating, 159 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**

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.

4.97 out of 5 average rating, 158 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.

Tiny home in Lake Michigan Beach

The exterior of Cottage 3 showcases a vintage charm with light blue accents and a decorative screen door. Floral planters are positioned near the entrance, surrounded by lush greenery. A wooden walkway leads to the door, set against a serene lawn and backdrop of trees.

4.88 out of 5 average rating, 143 reviews

Sand Castles Cottages #3 Tiny House 1 Mile Lake MI

Welcome to Sand Castles Cottages, Cottage 3. (See all nine at www.airbnb.com/p/scc) We are one mile to two public beaches, located between St. Joseph & South Haven, MI. Our property is unique in that we have 9 vacation rental cottages on one acre. See all nine at www.airbnb.com/p/scc. These little cottages were built between the 1930s-50s and is one of the last properties of this type along Lake Michigan in this area. We have tried to keep the old charm while adding modern amenities.

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!

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.

4.96 out of 5 average rating, 269 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.

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, 254 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, 130 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

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

Welcome to this beautiful log home on four quiet, park-like acres. Spend your days exploring the charming town of South Haven, soaking up the sun at one of the many local beaches, visiting Lake Arvesta Farms and Sports Comlex or wine tast at the many wineries in the area. 👙Hot Tub 🛏 King Master Suite 🎲 Game room 🔥 Outdoor fire pit (fire wood provided) 🍽 Fully stocked kitchen ♨️ Indoor fireplace (available Nov 1-March 31) 🏖 15 minutes from Lake Michigan

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, 117 reviews

Home in Fennville

Modern Home, Hot Tub, Fireplace, Game Room

4.96 out of 5 average rating, 415 reviews

Home in Fennville

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

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

4.96 out of 5 average rating, 100 reviews

A modern cottage exterior is framed by lush greenery, showcasing a two-car garage with a clean, dark door. The upper level features a screened-in porch that offers views of the surrounding wooded dunes, highlighted by natural light filtering through the trees.

Home in Saugatuck

Modern dwelling in the woods

4.99 out of 5 average rating, 225 reviews

An inviting living area features a mix of blue seating options arranged around a central coffee table. A large window floods the space with natural light, while a dining table set for four is visible nearby. The original wooden flooring adds character to the room.

Loft in Holland

Fantastic Downtown Loft

4.99 out of 5 average rating, 101 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!

4.95 out of 5 average rating, 334 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

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, 225 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

4.99 out of 5 average rating, 154 reviews

A charming yellow cottage is surrounded by greenery and vibrant flowers. The home features blue shutters and a welcoming front porch with white railings. A paved pathway leads to the entrance, framed by well-maintained grass and landscaping.

Home in Three Oaks

Dog Friendly Downtown Three Oaks Cottage! Fenced!

4.97 out of 5 average rating, 163 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"

4.92 out of 5 average rating, 375 reviews

Cabin in Watervliet

Riverview Cabin on 150 Acres of Nature

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!

4.94 out of 5 average rating, 118 reviews

A spacious living area features a large grey sectional sofa arranged around a circular coffee table, with a cozy fireplace underneath a mounted television. Natural light floods the room through large windows, accentuating the minimalist decor and a calming atmosphere.

Cottage in Saugatuck

ManchesterByThe Lake, Artistic Lrg Cottage 4bd/3ba

Family-friendly home rentals with a pool

A private heated pool glistens under soft lighting, surrounded by lush trees. Nearby, a shaded gazebo with seating for eight offers a relaxing outdoor dining experience. Lounge chairs are positioned for comfort, and a basketball hoop adds a playful touch to the serene landscape.

5 out of 5 average rating, 42 reviews

Luxury Escape • Hot Tub, Game Room, Heated Pool

The living area features a cozy gas fireplace with a modern white mantel. Two comfortable armchairs are positioned near a round wooden coffee table, enhancing the inviting atmosphere. A large window allows natural light to fill the space, complemented by a decorative plant.

5 out of 5 average rating, 5 reviews

Haven House: Year-Round Pool, Hot Tub, Near Beach

4.92 out of 5 average rating, 12 reviews

The exterior of a charming two-story farmhouse is surrounded by vibrant autumn foliage. A gravel driveway leads to the entrance, flanked by colorful landscaping. The house features a mix of dark siding and white trim, complemented by a welcoming front porch adorned with seasonal decorations.

Home in Saugatuck

Allegan Gardens

Superhost

5 out of 5 average rating, 3 reviews

Off The Hook | Pool | Firepit | Large Yard

4.96 out of 5 average rating, 76 reviews

Flat in South Haven

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

4.97 out of 5 average rating, 36 reviews

A spacious deck is shown, featuring a wooden table with an umbrella and string lights illuminating the area. The view of the ocean is visible in the background, with a sunset casting soft colors in the sky. The side of the building is also visible, with multiple windows.

Apartment in Coloma

Amazing Beach Condo with pool and great sunsets!

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