Family-friendly vacation rentals in South Haven

4.99 out of 5 average rating, 520 reviews

A charming, rustic cabin is nestled among vibrant autumn foliage, showcasing a wooden exterior and a sloped metal roof. The cabin is partially obscured by trees, with golden leaves creating a warm frame around the structure, signaling a serene woodland retreat.

Farm stay in La Porte

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

4.81 out of 5 average rating, 253 reviews

A cozy space features a daybed with plush pillows and warm throws. Soft lighting is provided by pendant and string lights, while earthy wallpaper enhances the room's charm. A comfortable chair and a textured rug add to the welcoming ambiance.

Tiny homes in Coloma

-Shingle Diggins Cottage-

Enjoy whimsical luxury in quaint cottage. Steeped in the History of charming Coloma once called Shingle Diggins in the early 1800's for the wooden shingles manufactured in the area. Cozy comfort with everything you need. Nestled in the heart of the stunning Great Lakes Region, Southwest Michigan Wine Trail, and the Fruit Belt. Full kitchen, 100% linen sheets, fully enclosed private backyard for fur babies, easy access to lakes, beaches, dining, wineries, breweries, outdoor adventures, and more.

4.97 out of 5 average rating, 193 reviews

A yurt is set amidst a green landscape, with a wooden deck leading up to its entrance. A small private outhouse is positioned nearby, adorned with flowers. Overhead, a dramatic sky features varied cloud formations, enhancing the peaceful rural setting.

Yurt in Buchanan

Off Grid Yurt Glamping on Permaculture Homestead

Stay in our stylish yurt for a one of a kind "glamping" experience on a 20acre homestead! The perfect location on the Southwest Michigan wine trail and just 15 minutes to Lake Michigan beaches! Awesome ammenities - off grid solar power, private outhouse, outdoor shower, fans, fridge, grill, firepit, and more. Take the tour, meet sheep, horeses, chickens, rabbits and learn permaculture. Order our delicious DIY pancake breakfast featuring homemade maple syrup, our organic eggs and pancake batter.

Guesthouse in Sodus Township

A spacious outdoor view is presented from a deck, overlooking expansive green fields and wooden fencing. In the distance, a large barn is visible, along with a few horses grazing nearby. A tree branch frames the scene, creating a peaceful country atmosphere.

4.79 out of 5 average rating, 280 reviews

Farm Cottage

Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area 14’x15' approx., washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to organic garden, fields, stable and fruit orchards. All utilities, TV and WI-FI included. Well water with new water softener and water heater. Pet friendly; no pet fee. Lots of farm paths to walk your pet. Encourage off leash if trained. Horses have moved to another farm while pasture and stable rehabbed.

4.95 out of 5 average rating, 121 reviews

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.

Apartment in South Haven

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.

4.83 out of 5 average rating, 179 reviews

A dining area features a wooden table set with delicate dishware. Soft, muted colors dominate the space, with a decorative shelf and hanging mugs adding charm. A small clock and various decorative elements complement the warm atmosphere, while natural light filters through a nearby window.

Condo in South Haven

Rustic Glamhouse

Explore the beach, farmers market and wine tastings! Enjoy this charming upstairs apartment that encompasses a mix of chic rustic, modern decor and the atmosphere of home. You’ll have the entire place all to yourself. 1.1 miles from the heart of South Haven and South Beach on Lake Michigan, this is a perfect place if you are looking for beach time and a place to relax. This apartment is a 2 bedroom, 1 bath and can sleep up to 6 people. There is 1 king, 1 full, 1 twin, a daybed and a couch.

4.96 out of 5 average rating, 195 reviews

A table is set with a floral centerpiece containing vibrant flowers. A wooden platter holds assorted cheeses and fruits, accompanied by two glasses of red wine. The scene is surrounded by lush greenery, enhancing the outdoor dining experience.

Cabin in Saugatuck

Cozy Log Cabin | Romantic Stay | Walk to Saugatuck

7 Min Drive to Mount Baldhead Park 9 Min Drive to Oval Beach 12 Min Walk to Butler Street Nestled in a peaceful wooded area, you’d never guess that this beautiful log cabin is in the heart of Saugatuck. Beautifully decorated and surrounded by greenery, this cozy cabin is the perfect getaway for couples. Take a stroll downtown, admire boats from the dock, and explore other nearby attractions, including Oval Beach and various hiking trails! Experience Saugatuck With Us & Learn More Below!

4.96 out of 5 average rating, 528 reviews

A serene riverside view captures vibrant autumn foliage reflected in calm waters. Comfortable seating is arranged on a stone patio, overlooking the river, enhancing the tranquil outdoor experience. Sunlight dances on the water's surface, inviting relaxation and connection with nature.

Apartment in Mishawaka

Private Entrance Guest Suite on the River

Stay in our studio apartment suite with private exterior door entrance. Hosts live in the rest of the house. From the backyard you can fish, kayak/canoe, paddle board, enjoy a bonfire, grill, and relax by the river. There's a king memory foam bed, sleeper sofa, and 49" TV. Remote work friendly with spacious workspace desk, fast WIFI, and coffee. The closet has a mini food prep area with mini fridge and microwave, and grill out on back patio. It's a quick 15 min drive to Notre Dame.

Guesthouse in New Buffalo

A compact guest house features a light green exterior with white trim, set within a grassy area. A welcoming front porch includes two chairs and a small bench, surrounded by flowering plants. Large windows allow ample natural light to enter.

4.98 out of 5 average rating, 885 reviews

"Tiny House" Guest House - No Cleaning Fee

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

4.85 out of 5 average rating, 158 reviews

A single kayak is seen gliding across the water of Maple Lake, surrounded by lush greenery and houses in the distance. The sky is partly cloudy, with light blue tones contrasting against the water's surface.

Apartment in Paw Paw

Downtown on Maple Lake; Walk to Wineries

Welcome to serene Maple Lake in Paw Paw! Located 20 min from Kalamazoo and 30 min to Lake Michigan. Private entrance to lower level studio apartment which features a kitchen, laundry & private bathroom. We live on the property ,but you will have complete privacy. Amenities Include heat, A/C, cable & wi-fi. Full access to shared yard, boathouse . Use of a fire pit. Use our 2 kayaks or fish off the dock. Walk to quaint downtown Paw Paw with restaurants, bars, breweries and wineries.

Tiny homes in Shipshewana

A contemporary tiny house exterior is visible, featuring a gray metal facade and large windows. A cozy seating area with a white cushioned chair is positioned beside a campfire pad, which has a metal fire pit glowing with warm flames. String lights provide ambient illumination.

4.93 out of 5 average rating, 162 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + sofa bed

4.99 out of 5 average rating, 177 reviews

Barn in Stevensville

The Blue Barn - A cozy country getaway!

Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

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

4.8 out of 5 average rating, 115 reviews

An inviting backyard features a central fire pit surrounded by several metal chairs. The bi-level house is visible in the background, with large windows reflecting the evening light. A hot tub is seen nearby, framed by trees and a spacious lawn.

Apartment in Bridgman

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

4.85 out of 5 average rating, 464 reviews

A charming red cottage is nestled among vibrant autumn foliage. A screened-in porch with blooming flowers adds character, while a set of steps leads to a welcoming hot tub area. The exterior is complemented by neatly landscaped greenery and a gravel path.

Cottage in Saugatuck

The Oriole

4.99 out of 5 average rating, 115 reviews

A cabin exterior is presented, featuring a screened-in porch that offers comfortable seating. The structure, painted in a muted green tone, is surrounded by trees and foliage. A set of steps leads to the porch, creating easy access to the welcoming retreat.

Cabin in Union Pier

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

4.96 out of 5 average rating, 258 reviews

A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. The living area includes a comfortable couch and a round table with a decorative runner. Natural light fills the space, highlighting the open layout and ceiling beams.

Home in Lakeside

Couples alert! PVT beach access, hot tub, firepit!

4.98 out of 5 average rating, 119 reviews

A charming cottage exterior is framed by colorful foliage, featuring a welcoming entryway with a stone pathway. Two blue adirondack chairs are positioned on the porch, inviting relaxation. Large windows enhance natural light, and a decorative wall piece adds character to the facade.

Home in Saugatuck

Charming Rose Cottage

5 out of 5 average rating, 230 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

Grain Binn | Hot Tub | Unique | 2 Baths | Lux

4.95 out of 5 average rating, 153 reviews

A cozy living area features a plush green sectional sofa arranged around a small wooden table. Natural light floods in through large windows, highlighting the wooden ceiling with black beams. A serene reading nook by the window includes a soft cushion and decorative plants.

Home in Sturgis

Aframe; Lake; shared Hottub; pet friendly; low fee

4.9 out of 5 average rating, 545 reviews

A bright living room is depicted, featuring a brown leather sofa and a round woven coffee table. A television is positioned on a mid-century style wooden console. Large windows allow natural light to fill the space, complemented by a leafy plant in the corner and artwork on the wall.

Home in Michigan City

Beautiful beach bungalow with hiking and hot tub!

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 156 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"

Apartment in Benton Harbor

4.93 out of 5 average rating, 100 reviews

Cozy apartment minutes from lake

4.96 out of 5 average rating, 193 reviews

The exterior of a cozy tiny home is showcased, featuring a light-colored facade with blue accents. A small front porch includes a welcoming door and seating areas. A lush green lawn surrounds the home, with trees providing shade in the background.

Home in Holland

🌷The Tiny Tulip🌷 Family & Pet Friendly

4.95 out of 5 average rating, 520 reviews

An outdoor seating area is surrounded by trees, featuring four cushioned chairs and a small log table. A hammock is visible nearby, and the cabin's large windows illuminate the space, hinting at the cozy interior. A staircase leads to the second floor.

Cabin in Michigan City

Pet Friendly Cabin in the Woods

4.89 out of 5 average rating, 325 reviews

A sleek entertainment area is presented with a mounted flat-screen TV against a marbled feature wall. A wooden media console below holds decorative items and media storage. Greenery from a potted plant complements the modern aesthetic, contributing to a harmonious living space.

Home in St. Joseph

Cozy & Clean Entire Home in Saint Joseph

4.97 out of 5 average rating, 223 reviews

A comfortable living space features a vintage green cabinet and a wooden dining table surrounded by black chairs. Natural light floods the room through large windows, enhancing the cozy atmosphere created by soft furnishings and decorative plants.

Home in Three Oaks

Casa Gitana - Boutique Style Stay in Three Oaks

4.67 out of 5 average rating, 151 reviews

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.

Home in South Haven

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

4.95 out of 5 average rating, 149 reviews

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.

Home in South Haven

Happy Z's Retreat~ Walk to the Beach

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 138 reviews

A private pool area is framed by a white fence, featuring a clear blue pool surrounded by lounge chairs. Lush greenery and a large tree provide shade, while the serene view of Lake Chapin and distant trees is visible in the background.

Home in Berrien Springs

Lake House Retreat with a Pool

4.83 out of 5 average rating, 185 reviews

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.

Home in South Haven

Experience Nature-Charming Cottage

4.98 out of 5 average rating, 172 reviews

A fenced-in pool area features a clear water pool surrounded by a concrete deck. Lounge chairs and a dining set are positioned nearby, while a red umbrella offers shade. A slide is visible in the pool, with cornfields extending in the background under a cloudy sky.

Guesthouse in Cassopolis

Country cottage with hottub for two!

4.96 out of 5 average rating, 224 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, 231 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.

Condo in Douglas

Cozy condo with fireplace perfect for fall fun.

4.93 out of 5 average rating, 121 reviews

A comfortable living area features a grey sofa and loveseat, accentuated by decorative pillows. A dark wooden coffee table centers the space, complemented by a light area rug. Two side tables with lamps are positioned beside the sofa, and windows provide natural light.

Condo in Saugatuck

Robyn's Nest Riverside-Mt.Baldhead Nest #3

4.97 out of 5 average rating, 226 reviews

A modern ranch-style home is surrounded by lush greenery and manicured landscaping. The exterior features a combination of grey siding and a welcoming front porch. A paved driveway leads to the entrance, framed by trees and shrubs, creating a serene wooded environment.

Home in Fennville

FennWoods - A Modern, Wooded Retreat