Vacation rentals in Fair Plain

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Top-rated vacation rentals in Fair Plain

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Guest favorite

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

4.83 out of 5 average rating, 107 reviews

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.

Superhost

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

4.85 out of 5 average rating, 150 reviews

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.

Top guest favorite

The home features a lower-level entrance framed by vibrant flower beds and green landscaping. A covered outdoor seating area sits adjacent, providing shade and comfort. Sunlight filters through a partially cloudy sky, highlighting the brick façade and patio space.

Guesthouse in Saint Joseph

4.97 out of 5 average rating, 112 reviews

The Garden Hideaway-Quiet, 6 Miles to Silver Beach

Enjoy this spacious sunny oasis set in gorgeously landscaped surroundings, overlooking a natural ravine full of wildlife. This lower level home even has its own separate driveway, entrance, and private gazebo, making for a quiet serene environment to sip morning coffee or enjoy dinner in the gazebo. This home is set in a quiet culdesac subdivision, however your back yard is out of site from neighbors. This peaceful oasis truly feels like a "Garden Hideaway." FREE pass to Silver Beach included

Top guest favorite

A yurt is set amidst a green landscape, with a wooden deck leading up to its entrance. A small private outhouse is positioned nearby, adorned with flowers. Overhead, a dramatic sky features varied cloud formations, enhancing the peaceful rural setting.

Yurt in Buchanan

4.97 out of 5 average rating, 181 reviews

Off Grid Yurt Glamping on Permaculture Homestead

Stay in our stylish yurt for a one of a kind "glamping" experience on a 20acre homestead! The perfect location on the Southwest Michigan wine trail and just 15 minutes to Lake Michigan beaches! Awesome ammenities - off grid solar power, private outhouse, outdoor shower, fans, fridge, grill, firepit, and more. Take the tour, meet sheep, horeses, chickens, rabbits and learn permaculture. Order our delicious DIY pancake breakfast featuring homemade maple syrup, our organic eggs and pancake batter.

Guest favorite

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.

Guesthouse in Sodus Township

4.79 out of 5 average rating, 268 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.

Superhost

An open living area features exposed brick walls, large windows allowing natural light, and a cozy gray sofa facing a low wooden coffee table. A decorative globe and a tall plant add character, while shiny hardwood floors enhance the space.

Loft in Benton Harbor

4.91 out of 5 average rating, 351 reviews

The Candy Loft in Arts District - 1BR/1.5BA Luxury

Welcome to The Candy Loft in Benton Harbor's Arts District! This 1BR/1.5BA condo boasts exposed brick, a king bed, and an oversized river rock shower in a spa-like bathroom illuminated by a skylight. The chef’s kitchen features a luxe Kitchenaid gas range, and an air mattress adds extra sleeping space. Housed in a historic candy factory, with an office in a former elevator shaft, it’s walking distance to restaurants, a brewery, and a coffee shop. Note: on the 2nd floor, stairs required.

Guest favorite

A well-appointed kitchen and dining area are presented, featuring white cabinetry and essential appliances. A wooden dining table with six chairs invites gatherings, while ample natural light brightens the space through a nearby window. The warm-toned flooring complements the overall inviting ambiance.

Guest suite in Saint Joseph

4.87 out of 5 average rating, 231 reviews

Charming 2BR St Joseph Retreat Peaceful Setting

Beautiful two bedroom apartment with private access sitting in a scenic country setting nestled in vineyards and overlooking the valley. The kitchen includes a dw, range & fridge. Bedroom 1 has a queen bed while bedroom 2 has two single beds providing sleeping space for 4. The bath includes a tub/shower. The living space provides furniture for sitting or watching TV. There is also a washer and dryer. Should also note that this is a lower level suite with stairs to access.

Superhost

A cozy living area features a dark couch positioned next to a glass coffee table. Two framed posters adorn the white wall above, and a soft light from a lamp casts a warm glow in the corner. Exposed ductwork adds an industrial touch to the space.

Apartment in Benton Harbor

4.81 out of 5 average rating, 143 reviews

Lovely 2 bedroom apartment minutes from the lake

You’ll walk through your own private entrance to this spacious first floor apartment & see tall ceilings, exposed duct work, an open living room & kitchen for fun family gatherings. You can relax on the couch & watch Netflix, enjoy a warm beverage together 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.

Top guest favorite

Barn in Stevensville

4.99 out of 5 average rating, 167 reviews

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.

Top guest favorite

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

4.88 out of 5 average rating, 116 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.

Superhost

A clear, blue heated pool is surrounded by a wooden deck, featuring a diving board and a water slide. A storage shed is visible in the background, with a life preserver mounted on the wall, under a canopy of trees.

Cabin in Benton Harbor

4.9 out of 5 average rating, 355 reviews

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.

Top guest favorite

The exterior of the converted barn is shown, featuring a rustic red facade with multiple windows on the upper level. Lush green grass and large decorative plants frame the building, while a charcoal grill is positioned on a patio area, providing space for outdoor gatherings.

Guesthouse in Stevensville

4.98 out of 5 average rating, 322 reviews

Red Barn Lodge

The Red Barn Lodge is a few minutes from orchards, beaches and vineyards. The converted barn combines the convenience of modern kitchen and bathroom within a spacious loft. Air-conditioned and private huge fenced backyard with shady and sunny areas and fire pit. There is a woodburning fireplace inside for cozy fall and winter evenings and a charcoal grill in the yard.