Pet-friendly vacation rentals in Benton Harbor

4.85 out of 5 average rating, 126 reviews

A welcoming porch is featured, showcasing a comfortable seating area with a navy blue cushion sofa and two matching chairs. Lush greenery surrounds the entrance, and natural light illuminates the space through large windows.

Home in Saint Joseph

Silver Beach 2bd -1 block to downtown State Street

The historic McNeil House is located on State Street just one block from Downtown restaurants, shops, and the Bluff. You won't find a better or more convenient location when visiting this beautiful city! We're offering smaller groups an opportunity to stay in our historic home by renting the main floor that sleeps up to five guests. The upstairs will not be rented during your stay, so you'll have the house to yourself but won't have access to the upstairs. Only available during the off season.

4.97 out of 5 average rating, 118 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.

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.

4.82 out of 5 average rating, 343 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.

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.

4.98 out of 5 average rating, 162 reviews

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.

4.95 out of 5 average rating, 110 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

Follow a wooded path to a secluded mid-century modern cottage constructed of stone and wood reclaimed wood from a historic St Joe's rollercoaster. Retro pink ceramic tiles line an open-plan main floor surrounded by sliding doors. You will be surrounded by the great outdoors while sitting cozy inside by our electric fireplace. Located about 10 minutes south of downtown St. Joe, our Idyllic A-frame is a perfect location for the escape to SW Michigan that you've been dreaming about.

4.99 out of 5 average rating, 138 reviews

The image displays a stylish living room featuring light-colored walls and a geometric area rug. A modern light fixture hangs above a rectangular coffee table, complemented by two leather chairs. The exterior view showcases a two-story home with a welcoming front porch and a blended color scheme.

Home in Three Oaks

2 blocks to Journeyman, 12 mins to Beach, King Bed

Highlights: ✔ Designer rehab in 2022 ✔ Sleeps 8 ✔ Outdoor firepit ✔ Relaxing back porch ✔ 5 min walk to Journeyman ✔ Easy 5-10 min walk to Three Oaks dining + shopping ✔ 8 min to wine tastings ✔ 10 min to New Buffalo, Union Pier, Sawyer ✔ 12 min to beach ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Fabulous front foyer for wedding photos ✔ EV charger ✔ Luxury custom-designed home ✔ 3 vehicle parking ✔ Computer workstation ✔ High speed wifi ✔ Fully stocked

4.91 out of 5 average rating, 140 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 homes 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.

Apartment in Benton Harbor

4.95 out of 5 average rating, 128 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.

Superhost

An open living area features hardwood floors and a spiral staircase leading to an upper loft. Comfortable seating is arranged around a coffee table, with a gray sofa and a chair visible. Large windows invite natural light, creating a bright and inviting space.

4.82 out of 5 average rating, 119 reviews

Harbor House near Lake Michigan

Welcome to Harbor House- Your ideal beach adventure awaits! 3 bedroom home close to many exquisite beaches, wine country, dune hikes, and Harbor Shores Pro PGA golf course. Just a few miles from downtown St. Joseph, MI! We have a large backyard and huge deck for outdoor entertaining. Can sleep 6 adults comfortably, and 1-2 kids on a futon. Please note there is only one bathroom currently. 2 paddleboards for rent- beach is 2 miles away. Small dogs by approval only, with fee.

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.

4.87 out of 5 average rating, 129 reviews

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. Bunkbeds are really designed for smaller children.

4.93 out of 5 average rating, 116 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)

Guesthouse in New Buffalo

A cozy living area features a mix of modern and rustic decor, highlighted by large glass doors that open to scenic views. Warm wooden paneling surrounds comfortable leather seating and a coffee table, while large windows invite natural light into the space.

4.99 out of 5 average rating, 416 reviews

Rainbows End 🌈 Bourgeois

Escape to a pet-friendly cottage in the Midwest. Nestled amidst scenic trails, with access to the South Branch of Galien River. Relax in the whirlpool tub, explore nature, and create cherished memories. Fully equipped kitchen, washer/dryer, and inviting ambiance. 10 mins from Lake Michigan, 3 miles from Fourwinds Casino. Experience rural bliss in this delightful cottage.

Popular amenities for Benton Harbor pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.83 out of 5 average rating, 394 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}

4.99 out of 5 average rating, 141 reviews

A cedar barrel sauna is set against a lush green backdrop. The entrance features a clear glass door and is adorned with cozy red blankets and a fabric tote bag hanging nearby. The wooden deck provides a warm contrast to the vibrant outdoor foliage.

Home in Three Oaks

Pet friendly stylish retreat with sauna, hot tub

4.98 out of 5 average rating, 127 reviews

Home in Fennville

Modern Home, Hot Tub, Fireplace, Game Room

Superhost

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.

4.87 out of 5 average rating, 231 reviews

Woodshores Retreat - cozy retreat, hot tub, Lk MI

4.89 out of 5 average rating, 150 reviews

Home in Niles

Harper House. Cozy Charmer in Southwest Michigan

4.91 out of 5 average rating, 130 reviews

A charming cottage is depicted with a large deck featuring outdoor seating and a blue umbrella. The surrounding area showcases a well-maintained lawn and lush trees, with a barbecue grill visible in the background.

Home in Lakeside

Secluded Garden New Buffalo/Lakeside MI

5 out of 5 average rating, 146 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, 169 reviews

A contemporary country farmhouse is framed by lush greenery and colorful blooming plants. The entrance features inviting columns and a wide porch, while a stone pathway leads to the front door, surrounded by flowers in vibrant shades of purple.

Home in Sawyer

Wandering Soul Cabin

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 138 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

4.95 out of 5 average rating, 109 reviews

Home in New Buffalo

NB Getaway with HotTub, Pool & Priv Screening Room

4.83 out of 5 average rating, 186 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, 121 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, 131 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, 235 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

4.77 out of 5 average rating, 123 reviews

A wooden deck features two lounge chairs positioned for relaxation, overlooking a 24-ft above-ground pool surrounded by lush greenery. The deck showcases steps leading down to the pool area, enhancing outdoor accessibility.

Home in South Bend

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

A spacious pool deck is presented with wooden flooring surrounding a large circular pool. Comfortable seating arrangements are located on both sides, featuring neutral-toned couches and lounge chairs. Colorful striped rugs add a lively touch to the outdoor space, with lush greenery visible in the background.

5 out of 5 average rating, 11 reviews

Hagar Beach House

Private, pet-friendly home rentals

Superhost

Dome in South Haven

4.82 out of 5 average rating, 17 reviews

Sandbar Nook/Sleeps 4/Pet Friendly/Private Hot Tub

4.98 out of 5 average rating, 47 reviews

Hot Tub + Game Room | King Beds | Sleeps 10

Guesthouse in Berrien Springs

The kitchen features light wooden cabinets and a stainless steel refrigerator. A modern stove is accompanied by a microwave and various kitchen utensils. The spacious counter is topped with granite, and soft light illuminates the space from a stylish fixture above.

4.91 out of 5 average rating, 263 reviews

Make Lasting Memories at Beautiful Lake Chapin

4.91 out of 5 average rating, 165 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

4.95 out of 5 average rating, 82 reviews

Cozy & pet friendly cottage great for a family

4.93 out of 5 average rating, 488 reviews

A charming cottage in teal color features a welcoming entrance with steps leading up to it. Surrounding the home, a landscaped yard includes gravel pathways, wooden planter boxes with greenery, and vibrant flowers. A serene lake view is visible in the background.

Chalet in La Porte

Pet friendly, lakefront home directly on Pine Lake

Farm stay in Benton Harbor

A spacious living area features a light brown sofa paired with a wooden coffee table. The kitchen, visible in the background, includes dark wooden cabinets and modern appliances. A dining table with six wooden chairs is positioned nearby, adding functionality to the open layout.

4.96 out of 5 average rating, 78 reviews

Spacious 2Bd Apt short drive to many beaches

A charming cottage is surrounded by a lush green lawn, featuring white Adirondack chairs positioned around a fire pit. The cottage, with its blue exterior, has multiple windows that invite natural light. Trees dot the landscape, creating a serene, secluded environment.