Pet-friendly vacation rentals in Benton Harbor

4.81 out of 5 average rating, 108 reviews

A compact kitchen area features white cabinetry with decorative motifs of kitchenware. Essential appliances, including a stove and sink, are integrated within the space. The green accent wall adds a splash of color, complementing the light wood flooring and natural light filtering through nearby windows.

Apartment in Niles

Retro darling in downtown Niles

Super spacious 1 bedroom apartment above a quiet business just east of downtown Niles on Main Street. Great for traveling to Notre Dame, Andrews University, St. Mary's, and beaches in Bridgman and St. Joe. 1/2 mile to the river walk in Niles. This apartment is located above a quiet business that operates Monday through Friday. You have full access to the entire apartment with a kitchen, living room, bedroom and bath. The only shared space is one common door that splits access to the business from the upstairs apartment.

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 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.

4.84 out of 5 average rating, 152 reviews

A bright bouquet of sunflowers is displayed in a vase on a table, adding a touch of color to the room. Sunlight filters through large bay windows, illuminating the exposed brick walls and highlighting a cozy seating area with a red couch and wooden table.

Loft in Benton Harbor

Windy City Suite At The Stewart

Enjoy the best view of the Arts District perched high above the streets below with 180 degree views from the bay windows. Sleep in tranquility in the soft king size bed in the master bedroom. Cook a classic continental breakfast of scrambled eggs, bacon or waffles (provided) or grab one of the best breakfasts around at Mason Jar or coffee at Forte Coffee! Walk to The Livery, Houndstooth Restaurant, Larks BBQ, Pipestone Indoor Golf or Harbor Shores Golf Course too! Industrial, elegant, romantic.

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.

4.78 out of 5 average rating, 279 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.

4.99 out of 5 average rating, 134 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.

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

Welcome to "Lake 2 Grapes" Bridgman is a little gem located between St. Joe and Warren Dunes. Minutes to Lake Mi. beaches, craft breweries, and wine trails. Relax in the upper level of our bi-level vacation home w/private entrance. This 3 bedroom, 2 bath includes a beautiful Master suite! Enjoy the Hot tub and fire pit in the backyard. Wine Tour? Stay with us and you'll receive a discount with "Grape & Grain Tours" plus complimentary pick up and drop off. Must be 25 or older to book.

4.89 out of 5 average rating, 228 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

•Brand New Nordic Hot Tub• •September 2023 • Gather with family or meet with friends, there's plenty of room to stay the weekend. The inside of the home has refinished hardwood flooring throughout from the 1930's. The entire home is newly renovated giving it a classic Lake Michigan vibe. Only a few hundred feet from Lake Michigan's shoreline and one mile to pet friendly Hagar Park, there's a playground for the kids and plenty of beach to lay around on and enjoy with family and pet's.

Apartment in Benton Harbor

4.93 out of 5 average rating, 100 reviews

Cozy apartment minutes from lake

Enjoy your stay in a cozy, yet spacious apartment. Full bath tub for warm baths during the chilly season and shower to wash sand off your feet from trips to the beach only 9 minutes away. You can relax on the couch & watch Netflix, enjoy a warm beverage with your guests around the table or lounge in your own Queen-sized bed. There are many options for casual & fine dining, shopping, walking trails, enjoying stunning sunsets at Lake Michigan & wine tours just minutes away.

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.

4.87 out of 5 average rating, 123 reviews

A ranch-style house is presented, featuring a welcoming front porch with two chairs. Colorful flowerpots and vibrant blooms adorn the entrance, complemented by a neat lawn. The exterior showcases a blend of subtle hues, highlighting the inviting atmosphere of the home.

Home in Benton Harbor

2 mins from beach/monthly stays available

1200 sq ft ranch style house w 2 bedrooms, 1 bath. Main bedroom has 1 queen size bed, 2nd bedroom has twin size bunk beds w twin size rollaway bed which enables a total of 5 guests. Appliances available for use are stackable washer/dryer, fridge, stove, over the range microwave, and dishwasher. Newer propane grill is available for use. *bunk bed will be difficult for older individuals due to lower bunk being low.

4.91 out of 5 average rating, 371 reviews

A fire pit is surrounded by four teal Adirondack chairs, set on a grassy area. A warm fire burns brightly in the center, with two serene ponds visible in the background, framed by trees and inviting outdoor space.

Cabin in Benton Harbor

50 Private Acres w/ Trails & Pool: Cozy Cabin

Unwind in this freshly renovated cabin set on 50 acres of peaceful nature. Explore private walking trails, relax by two serene ponds, or cool off in the seasonal pool (shared with our family). The space includes a kitchen for cooking, Xbox One for movie nights, and a fire pit perfect for stargazing. Dog-friendly and ideal for a quiet escape into the outdoors—with all the comforts of home.

Popular amenities for Benton Harbor pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 105 reviews

A hot tub is positioned in a grassy area, surrounded by a white fence. It features a raised, circular design with a protective cover partially open. A set of steps leads up to the tub, positioned adjacent to a bright blue Adirondack chair.

Home in Michigan City

Duplex | Firepit | Game Room | Hot Tub-all year

4.82 out of 5 average rating, 343 reviews

A multi-level house is set on a grassy area, featuring a stairway leading to a deck adorned with flower pots. Vibrant red canopies provide shade, and bicycles are stationed nearby, creating an inviting environment. The exterior showcases a mix of wooden and painted surfaces.

Home in Chesterton

South Shore Studio Apartment {National Park}

4.85 out of 5 average rating, 129 reviews

A spacious deck features outdoor seating arranged around a firepit and a hot tub, surrounded by trees for privacy. The back of the house showcases large windows, allowing warm light to fill the interior. A gazebo provides covered space, enhancing the outdoor experience.

Home in Coloma

LakePath Beach House - hot tub, Lake Michigan

4.77 out of 5 average rating, 115 reviews

The exterior of a classic cottage is shown, featuring a large deck with outdoor seating and various potted plants. Sunlight filters through surrounding trees, highlighting the home's siding. A spacious yard is visible, offering a private and tranquil setting.

Home in Sawyer

Cottage across from Warren Dunes State Park

4.87 out of 5 average rating, 183 reviews

The cottage features a welcoming facade with blue shutters and a vibrant red front door. A decorative flag is displayed on the porch railing, surrounded by neatly manicured greenery and blooming flowers, contributing to the inviting outdoor space.

Home in Stevensville

Cheerful 3BR 2BA Country Cottage Near Attractions

4.94 out of 5 average rating, 362 reviews

A dining area showcases a long, dark wooden table paired with a bench and a stylish chair. An industrial-style light fixture hangs above, illuminating the space. A decorative plant and artwork add warmth to the setting, accented by textured wall coverings and natural light.

Home in Michigan City

Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub

4.94 out of 5 average rating, 143 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

4.97 out of 5 average rating, 209 reviews

A cozy firepit area is surrounded by five Adirondack chairs arranged on a gravel-strewn surface. Neatly stacked firewood is visible in the background, shaded by lush greenery and trees, creating a peaceful outdoor retreat.

Home in Sawyer

Family Getaway with Year Round Hot Tub!

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 108 reviews

The multi-story townhome features a light exterior with spacious balconies on each level. Large windows illuminate the structure, enhancing its architectural details. Staircases lead up to the front entrance, inviting guests into the living space.

Townhouse in New Buffalo

Dunescape Beach Retreat, Downtown New Buffalo

5 out of 5 average rating, 13 reviews

Home in Three Oaks

Just Updated in Lakeside | Pool + Hot Tub + Porch!

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

4.92 out of 5 average rating, 104 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, 125 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

4.96 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

4.74 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

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

Private, pet-friendly home rentals

4.96 out of 5 average rating, 94 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

Apartment in Saint Joseph

A light-filled living area features a black leather sofa with decorative pillows and a wooden coffee table. Natural light enters through large sliding glass doors that open to a balcony, offering views of the outdoors. A circular woven pouf adds textural contrast to the floor.

4.96 out of 5 average rating, 106 reviews

Luxury Waterfront Condo

4.9 out of 5 average rating, 126 reviews

The exterior of a log cabin is presented, featuring a large sloped roof and a wraparound porch. The cabin is surrounded by lush greenery and tall trees, offering a secluded feel. A well-maintained gravel path leads to the entrance, set against a clear blue sky.

Cabin in Coloma

Log Cabin, 15 acres, private nature lake, hot tub

4.95 out of 5 average rating, 211 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

4.81 out of 5 average rating, 184 reviews

An open kitchen and dining area is visible, featuring a dark wooden table with three matching stools. The kitchen is equipped with white appliances and blue cabinetry, illuminated by natural light from a nearby window. The flooring is a mix of dark wood and light tiles.

Cottage in Benton Harbor

Beach Bliss | Pet Friendly W/Hot Tub Near Lake MI

4.94 out of 5 average rating, 70 reviews

A cozy bedroom is presented with a wooden headboard and layered bedding. Decorative pillows in blue tones add texture. A painting of a serene beach scene hangs above the bed, complemented by an anchor-shaped wall decor. A bedside lamp offers soft lighting.

Home in Benton Harbor

Cozy & pet friendly cottage great for a family

5 out of 5 average rating, 26 reviews

An updated kitchen is featured, showcasing a central island with seating for four. Light blue cabinetry complements stainless steel appliances, including a microwave and stove. A neutral countertop extends across the kitchen area, and light enters through multiple windows, illuminating the space.

Home in Benton Harbor

The Delaware