Pet-friendly holiday rentals in South Haven

4.96 out of 5 average rating, 111 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.

4.98 out of 5 average rating, 123 reviews

Modern Home, Hot Tub, Fireplace, Game Room

Relax in comfort in this stunning modern home nestled in a beautiful wooded setting. Views of majestic trees and natural light flood the interior. Enjoy the indoor/outdoor fireplace and unwind in the hot tub, entertain and BBQ on back patio and relax at backyard fire pit. Cook meals in the well stocked kitchen. Game Room has pool table, ping pong in heated garage. Escape to this unique vacation experience minutes from Saugatuck, Lake Michigan beaches and Fenn Valley wine country. Dog friendly.

4.95 out of 5 average rating, 233 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

Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

4.91 out of 5 average rating, 158 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!

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!

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, 153 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.

5 out of 5 average rating, 135 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

4.93 out of 5 average rating, 115 reviews

A serene sunset is captured over a calm lake, with hues of orange and pink blending in the sky. Silhouetted trees frame the view, while a hanging chair is visible in the foreground, offering a cozy perspective of the tranquil scene.

Cottage in Benton Harbor

Lake Bluff cottage, Unforgettable view and sunsets

We have recently renovated and brought this charming cottage, located less than 10 mins to the heart of St. Joes, back to life! It is perched atop a beautiful bluff, high above the Lake Michigan shores- highlighting expansive views and stunning sunsets. Come stargaze with us (starting this spring) at our wonderful Lake Michigan Cottage. Bring your fur baby to enjoy the getaway! ($150 pet fee) 5 night minimum for Holiday weeks (Thanksgiving, Christmas, 4th of July)

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.

4.99 out of 5 average rating, 106 reviews

Hot tub, dog friendly, firepit, grill, wineries!

*Hot tub is BRAND NEW!* Walk home from nearby vineyards. Crack open a bottle (or three) of wine, jump in the hot tub, put a record on the record player, light the fireplace, or gather around the huge dining table for a night of party games (we have all of the newest and best group party board games)! We also have Xfinity ultra-high speed internet, Xfinity cable TV, and a full chef's kitchen with everything you need for a big dinner party & immaculate vibes.

Guesthouse in New Buffalo

A cozy bedroom features a spacious bed adorned with layered textiles and decorative pillows. Large windows provide views of the outdoors, while natural light is enhanced by wooden ceiling beams. A small dining area with chairs and a table is positioned nearby.

4.96 out of 5 average rating, 664 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

Superhost

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, 185 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, 105 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

4.97 out of 5 average rating, 88 reviews

Sleeps 12 • 7min walk to beach • Pet Friendly!

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, 121 reviews

Family Vacation Home two Blocks from Lake Michigan

4.93 out of 5 average rating, 100 reviews

The living area features warm wood flooring and a large black sofa, complemented by a patterned ottoman. Natural light fills the space, highlighting the contemporary light fixture above. A staircase leads to the upper level, while an open doorway reveals a dining area with a stylish table.

Home in Saugatuck

Hot tub! Firepit! Walk to Downtown. By Ivy House.

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, 74 reviews

Pet-friendly home, available all year!

The living area features a comfortable wraparound couch with a matching ottoman. A modern fireplace is positioned beneath a flat-screen TV displaying a coastal scene. A small coffee table is set with glasses and a bottle, while a potted plant adds a touch of greenery.

5 out of 5 average rating, 16 reviews

Sandy Shores-Pool, Spa, Walk to Beach&Pet-Friendly

4.98 out of 5 average rating, 56 reviews

Home in Saugatuck

Cozy Historic Home, 8 min downtown, Large Yard

The open living area features a warm wooden ceiling with exposed beams. A comfortable sofa and two chairs surround a rustic coffee table, while a dining table is positioned nearby. Large windows offer views of the surrounding greenery, and a wood-burning stove adds a cozy focal point.

4.98 out of 5 average rating, 153 reviews

22-acre wooded retreat with hot tub!

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.

4.95 out of 5 average rating, 19 reviews

Casita Roa: 3 Bedroom home in South Haven

Pet-friendly home rentals with a pool

5 out of 5 average rating, 11 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.

4.9 out of 5 average rating, 135 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 Nest Riverside-Chain Ferry Nest #2

4.93 out of 5 average rating, 144 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 : Work + Play + Stay (Grand Rapids)

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, 87 reviews

Blue Shore @MarinaResort Waterview/Pool/SunRoom

4.92 out of 5 average rating, 118 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, 128 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, 233 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

Superhost

Home in Three Oaks

4.87 out of 5 average rating, 140 reviews

Harbor Country Pool Oasis | Hot Tub • Walk to Lake

Private, 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

4.9 out of 5 average rating, 42 reviews

A spacious living area features high vaulted ceilings and natural wood paneling. Large windows allow natural light to illuminate the room. A stone fireplace serves as the focal point, complemented by a mounted television. Comfortable blue sofas and a dining table enhance the inviting atmosphere.

Home in Stevensville

Cozy cabin for two w/hot tub

4.98 out of 5 average rating, 42 reviews

Arrowhead Lodge

4.95 out of 5 average rating, 44 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

4.98 out of 5 average rating, 45 reviews

Fern Creek | Pool, Hot Tub, Fire Pit, Chess | Dogs

An aerial view captures the newly built home nestled within a vibrant forest, showcasing a mix of colorful autumn foliage. The property features a spacious driveway and is situated near the tranquil shores of Lake Michigan, with clear skies above.

5 out of 5 average rating, 45 reviews

Stone’s Thoreau I Lakeside Luxury Retreat

4.96 out of 5 average rating, 28 reviews

The cabin exterior features a high roof line with large windows and French doors, allowing natural light to populate the space. A small porch offers a grill and a table with two chairs, framed by budding tree branches and an open grassy area.

Tiny home in South Haven

Sundrop - A cozy cabin for 2-4

The historic property features a Victorian-style façade with yellow and green accents. A screened-in porch is framed by lush greenery and surrounded by vibrant landscaping. A gravel driveway leads to the house, showcasing its charming architecture and inviting setting.