Pet-friendly holiday rentals in South Haven

4.97 out of 5 average rating, 121 reviews

Home in Buchanan

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

4.97 out of 5 average rating, 136 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

Escape to this charming cabin in the woods. Relax in total privacy and peace and quiet with majestic views of towering trees. Natural sunlight floods into the home creating a healthy environment to unwind in. Stay warm and cozy with heated concrete floors and a gas fireplace. Cook in the well the stocked kitchen. Soak away your worries in the private hot tub. Roast s’mores in the backyard fire pit and grill on the huge deck. Fun awaits in the 3-season game room in barn NOT HEATED. Dog friendly.

4.93 out of 5 average rating, 105 reviews

A modern bedroom features a spacious bed with a gray quilted coverlet and a mix of decorative pillows. A striking wall art piece is displayed above the bed, complemented by a mounted decorative deer head. A textured rug and a metal folding chair are visible in the room.

Home in Union Pier

Designer's Own Cozy Cottage

Kick back and unwind in this stylish getaway, ideally located in Union Pier and just a five-minute drive to New Buffalo. Tucked on the lake side of Red Arrow Highway, the Casita offers the perfect balance - close to all the action, yet a quiet retreat to call your own. Guests love visiting nearby beaches, indulging in baked goods, ice cream, local restaurants and wineries. Bike trails, hiking, pickle ball, golf and kayaking all nearby. Endless opportunities for relaxation and adventure await!

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, 124 reviews

Family Vacation Home two Blocks from Lake Michigan

Great get-away/vacation house with spacious, updated interiors, big back yard and hot tub. Sleeps 11 comfortably with an additional kids' attic that sleeps 2 more. Two blocks to Lake Michigan. Easy walk to the blue steps and beach access. Easy ten minute walk to town. Comfortable and decorated with a fresh eye. Dining area for 8 with bar counter. Outdoor dining table, back porch seating. Firepit with seating. Bikes, beach toys, wagon, backyard games and board games for family. Pets welcome.

4.91 out of 5 average rating, 167 reviews

A wooden pathway leads to a cozy cottage nestled among vibrant autumn foliage. The cottage features a welcoming front door and decorative elements, creating an inviting transition from nature to the home.

Cottage in Holland

Cottage 5 min. To Saugatuck W/ Sauna + wood stove

Quiet and peaceful. The perfect place to escape to nature and serenity as you relax in front of the wood stove in our cozy cottage! under 3 minutes from Saugatuck Dunes State park, which leads to Lake Michigan (a 5 minute bike ride). 5 minutes from Downtown Saugatuck and all kinds of local shops, restaurants, and entertainment! 10-15 minutes from Holland for enjoying annual festivals such as Tulip Time or Girlfriends' weekend Downtown! Come get cozy and reset away from the hustle and bustle!

4.98 out of 5 average rating, 163 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.

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, 159 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!

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.

4.96 out of 5 average rating, 157 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.

4.92 out of 5 average rating, 142 reviews

The exterior of a modern tiny house is seen surrounded by trees. Soft lighting strings hang above a fire pit with four Adirondack chairs arranged around it. Smoke rises from a fire, creating a cozy outdoor space.

Tiny home in Sawyer

Modern Minimalist Tiny House | Firepit | Nature

Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

5 out of 5 average rating, 142 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 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, 187 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

4.98 out of 5 average rating, 111 reviews

A charming wooden cabin is surrounded by lush greenery, featuring a sloped roof and multiple gables. A spacious front porch is visible, framed by neatly trimmed shrubs. Tall trees provide a natural backdrop, enhancing the peaceful and serene environment.

Cabin in South Haven

Modern Log Cabin With Hot Tub Near Lake Michigan

Welcome to our serene South Haven cabin. An elevated retreat where modern design meets a calm, grounding sense of escape. Thoughtfully styled to help you unwind and recharge, the space offers a quiet, effortless luxury you’ll feel the moment you arrive. Secluded yet convenient, you’re just 5 minutes from downtown South Haven and 4 minutes from North Beach. Perfect for days of lakeshore adventure and evenings of relaxed indulgence.

Popular amenities for South Haven pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.87 out of 5 average rating, 231 reviews

An open living area features vaulted ceilings and large windows allowing natural light. A comfortable seating arrangement surrounds a stone fireplace, while a dining table accommodates several guests. The rustic decor includes wooden accents, enhancing the warm feel of the space.

Home in Coloma

Woodshores Retreat - cozy retreat, hot tub, Lk MI

4.99 out of 5 average rating, 105 reviews

Home in Douglas

Douglas Hideaway | Modern home w/ Hot Tub & Patio

5 out of 5 average rating, 12 reviews

Spacious Beachfront Home | Pool & Hot Tub

4.93 out of 5 average rating, 160 reviews

A bright living area features two patterned armchairs and a dark leather sofa. A wooden coffee table is centered between the seating. Natural light enters through arched windows and shades, creating a comfortable atmosphere. A wall-mounted television is positioned across from the seating.

Home in Saugatuck

2min walk downtown|Pet Friendly|Offstreet Parking

5 out of 5 average rating, 3 reviews

Golden Hour Lakefront Retreat - Fire Pit - Dogs

5 out of 5 average rating, 147 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

4.93 out of 5 average rating, 175 reviews

A spacious living area is highlighted by large windows framing views of surrounding greenery. A cozy seating arrangement features a light-colored sectional sofa, paired with unique accent chairs. A modern coffee table made of wood and glass sits atop a patterned rug, with a sleek television positioned nearby.

Home in Union Pier

cozy new buffalo cabin, hot tub, 14m walk to beach

5 out of 5 average rating, 8 reviews

Huron Cottage Near Downtown & Beach, Dogs Welcome

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 139 reviews

A charming two-story building is framed by mature trees with vibrant green leaves and autumn accents. The front door, painted bright yellow, is flanked by decorative lanterns, while large windows with dark shutters provide a welcoming facade. Lush greenery surrounds the entrance.

Condo in Saugatuck

Robyn's Chain Ferry Nest #2

4.91 out of 5 average rating, 150 reviews

An outdoor area features a shaped pool surrounded by a grassy yard, enclosed by a white fence. Several lounge chairs are arranged on the concrete deck. Two colorful floats are placed in the pool, and residential homes are visible in the background.

Home in Caledonia

Poolcation :Play & Stay (Grand Rapids) Heated Pool

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

4.92 out of 5 average rating, 122 reviews

A modern dining area features a wooden table surrounded by sleek black chairs. Behind it, a vibrant mural of South Bend adds color to the space. A cozy living area with a large sectional sofa and ample natural light can be seen through the open layout.

Home in South Bend

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

4.97 out of 5 average rating, 132 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

4.97 out of 5 average rating, 236 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

The exterior of a charming home is presented at night, highlighted by festive lights along the roofline. The entrance features a welcoming door and a small seating area to the side, while a snow-covered yard adds a serene winter touch.

4.97 out of 5 average rating, 39 reviews

Wishing You Were Here!

4.87 out of 5 average rating, 142 reviews

Home in Three Oaks

Pool & Hot Tub • Walk to Lake

Private, pet-friendly home rentals

4.79 out of 5 average rating, 19 reviews

Blackstone on the Bluff | Large Private Beach!

5 out of 5 average rating, 5 reviews

Tent in Grand Junction

The Camila Tent

4.96 out of 5 average rating, 51 reviews

A screened-in porch is furnished with two plush sofas and a wooden coffee table. Soft lighting creates a cozy ambiance, while glimpses of the surrounding greenery can be seen through the mesh netting. A ceiling fan provides a refreshing breeze on warm days.

Cottage in Fennville

Screened Porch + Firepit + Wineries + Dog Friendly

The exterior of a single-story house is shown, featuring white siding and black shutters. A welcoming red front door is positioned centrally. Neatly trimmed bushes and a landscaped yard surround the entrance. Natural greenery can be seen in the background.

4.92 out of 5 average rating, 76 reviews

Pet-friendly home, available all year!

4.99 out of 5 average rating, 69 reviews

Cherry Door Cottage -Enclosed Backyard, Walk Downt

The cottage presents a two-story structure featuring a blue exterior and covered porch that invites relaxation. Surrounding greenery enhances the outdoor space, while a landscaped yard adds charm. Soft lighting from the porch highlights the entrance as sunset casts a warm glow over the scene.

4.83 out of 5 average rating, 24 reviews

Charming Cottage, walk downtown

4.97 out of 5 average rating, 72 reviews

A charming wooden cabin with a welcoming porch features two rocking chairs and a handmade charcoal grill. A picnic table sits nearby on a grassy area, surrounded by trees and open sky under bright, fluffy clouds.

Cabin in South Haven

Cabin # 5 - The Butternut of Kal-Haven Outpost

A small, inviting house features a front porch with wooden railings, providing access to the main entry. The grassy area is bordered by trees, and a gravel pathway leads to the driveway, enhancing the outdoorsy setting.