Pet-friendly holiday rentals in South Haven

4.95 out of 5 average rating, 154 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

Discover serenity at a charming A-frame retreat on Klinger Lake in Sturgis, Michigan. Just 20 minutes from Shipshewana, Indiana, less than an hour from Notre Dame, and 2 hours from Chicago, this remodeled A-frame nestles in a tranquil, wooded, golf cart-friendly community atop Pine Bluff. Enjoy peaceful walks or bike rides in this soothing enclave. Public lake access is conveniently across the road, down a few steps. Unwind in the hot tub next door, graciously hosted by your welcoming neighbors.

4.81 out of 5 average rating, 257 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 home 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.

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, 285 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.

4.93 out of 5 average rating, 121 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!

4.99 out of 5 average rating, 136 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.

4.67 out of 5 average rating, 152 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!

4.97 out of 5 average rating, 158 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"

Freshly renovated in 2022, this charming 1940's cottage is nestled in the heart of Fennville MI. Located near Saugatuck, South Haven & Holland - close to beaches, dunes, wineries, breweries, orchards, pickle ball, playgrounds & skiing in the winter. Kitchen w/everything for cooking, laundry, full bath, 2 bedrooms each w/ queen bed, Wi-Fi, deck, gas fire pit (May-Oct), short walk for groceries & restaurants. Dog friendly. (Remember, dogs must be included as pet guests when you book)

4.98 out of 5 average rating, 107 reviews

A warm and inviting living area is presented, featuring a mix of natural wood and polished concrete elements. Large windows allow ample sunlight, while a fan hangs from the ceiling. A sectional sofa and chic coffee table are arranged for relaxation, with a fireplace visible in the background.

Home in Fennville

New Modern Home

Relax in this stunning modern home in a beautiful wooded setting. Majestic views of trees and natural light pour into the house. Unwind at the cozy indoor/outdoor fireplace and entertain on the back patio with a BBQ, and hot tub and backyard fire pit. 3 bedrooms and 2-1/2 bathrooms and a well stocked kitchen. Spacious Game Room in heated garage. Escape to this unique vacation experience just minutes from Saugatuck, Lake Michigan beaches and Fenn Valley wine country. Dog friendly.

4.93 out of 5 average rating, 158 reviews

The cozy living area features a leather sofa and an orange accent chair, complemented by natural light from two windows with bamboo shades. A round white table is positioned nearby, while a rug and decorative poufs enhance the inviting ambiance.

Home in Saugatuck

2min walk Downtown | Outdoor Patio | Pet Friendly

Welcome to Waters Edge #2, a charming 1-bedroom, 1-bathroom cottage nestled in the scenic town of Saugatuck, Michigan. This cozy and inviting retreat is the perfect destination for a romantic getaway or a peaceful solo retreat. Immerse yourself in the natural beauty of the area while enjoying all the modern comforts and conveniences. 2 minute walk to beautiful downtown Saugatuck. Book our second cottage Waters Edge # 1 if you need more space, they are on the same property.

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, 152 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 highway for day trips to nearby Saugatuck/Douglas/Holland area.

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.

4.97 out of 5 average rating, 635 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!

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 pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The A-frame exterior is surrounded by tall, lush trees, offering a secluded retreat. A cozy seating area with black chairs and a fire pit is positioned on the gravel, creating an inviting spot for relaxation and conversation. The entrance features a simple, charming porch.

4.97 out of 5 average rating, 29 reviews

Arrowhead Lodge

5 out of 5 average rating, 130 reviews

The living area features a comfortable black sofa complemented by colorful throws. A wooden coffee table displays magazines and a decorative basket. A modern television is mounted on a sideboard, while natural light enters through large windows with white blinds.

Home in Saugatuck

Saugy Bottom Retreat. Newly remodeled cottage.

4.98 out of 5 average rating, 65 reviews

Home in Douglas

Douglas Hideaway | Modern home w/ Hot Tub & Patio

4.97 out of 5 average rating, 227 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

5 out of 5 average rating, 139 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

4.98 out of 5 average rating, 165 reviews

Home in Sawyer

Wandering Soul Cabin

Home in Northshore Triangle

The living room features a warm brown sofa, a light area rug, and a wooden coffee table. A flat-screen TV is mounted on the wall, and a vintage record player is visible on a shelf. Natural light enters through large windows, complemented by sheer curtains.

4.98 out of 5 average rating, 107 reviews

The Pokagon House (1 mile to Notre Dame Stadium)

4.91 out of 5 average rating, 162 reviews

The great room features a high wood-paneled ceiling with exposed beams and a stone fireplace. A large dining table is set for meals, surrounded by modern chairs. The area is illuminated by natural light pouring through expansive windows, providing views of the outdoors.

Home in Bristol

Riverhaven!🛶🔥🐟Glamorous A-Frame On St Joe River!🌊🌅

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 123 reviews

A cozy living room is featured, showcasing two sofas with complementary cushions and a coffee table at the center. Natural light filters through sheer curtains, illuminating the space. A wall-mounted television is positioned near a window with a decorative tree artwork nearby.

Home in Caledonia

GRPoolcation : Work + Play + Stay (GR-Caledonia)

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

The exterior of the house features a welcoming gray facade with a spacious porch. Colorful flower beds surround the property, and flags are displayed near the entrance. A curving driveway leads up to the home, enhancing its charm and accessibility.

5 out of 5 average rating, 37 reviews

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

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, 80 reviews

Blue Shore @MarinaResort Waterview/Pool/SunRoom

5 out of 5 average rating, 24 reviews

Condo in South Haven

South Haven North Shore condo

4.96 out of 5 average rating, 225 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

4.88 out of 5 average rating, 135 reviews

A stone pathway leads through lush greenery and colorful flowerbeds toward a light-filled, glass-fronted structure. Towering trees create a natural canopy, enhancing the serene atmosphere of the garden setting.

Home in Three Oaks

Harbor Country Charm w Heated Pool Open Til 10/12!

4.74 out of 5 average rating, 100 reviews

The exterior of a two-story house features a light brown facade with dark red shutters framing the windows. A white front door, accented with a decorative arch, leads to a small staircase. The landscaped yard includes a path and greenery, creating an inviting entrance.

Home in South Bend

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar

Private, pet-friendly home rentals

A spacious living area is furnished with a green sofa and a warm orange armchair. Natural light fills the room through large windows, complemented by decorative plants and a textured rug. A flat-screen TV and a wood-burning stove create a cozy ambiance.

4.93 out of 5 average rating, 45 reviews

HotTub/Private Beach, Fall Walks, featured on HGTV

The exterior of the home features a modern design with a welcoming front porch and a gabled roof. A spacious driveway leads to a two-car garage. The well-maintained lawn provides a broad area for relaxation and outdoor activities, surrounded by trees and greenery.

5 out of 5 average rating, 7 reviews

Peaceful Haven Escape: Sleeps 6

4.9 out of 5 average rating, 30 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, 83 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

4.9 out of 5 average rating, 320 reviews

The exterior of a two-story apartment is shown, framed by a large tree and lush green bushes. A gravel driveway leads to the attached garage, while the light-colored siding adds to the welcoming appearance of the building. The sky is bright with few clouds.

Apartment in Fennville

Secluded & Quiet on the Beautiful Kalamazoo River

4.99 out of 5 average rating, 97 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!

Two inviting cottages are positioned side by side, each with illuminated windows revealing a warm interior. Outdoor seating for six is provided on the deck, alongside two umbrellas for shade. A welcoming pathway leads to the cottages, framed by landscaped greenery.

5 out of 5 average rating, 45 reviews

Dog Friendly Beach Cottage - Park