Vacation rentals in Fair Plain

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Top-rated vacation rentals in Fair Plain

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Guest favorite

Cottage in Stevensville

4.94 out of 5 average rating, 102 reviews

Cheerful Stevensville cottage, GREAT LOCATION!

Right in the prettiest area of Stevensville, Glenlord Cottage is an ideal location for your Southwest Michigan stay. Down the road you will find Glenlord Beach Park, a beautiful Lake Michigan overlook. Around the corner, an award-winning bakery. In Stevensville with its variety of restaurants, beaches, and shops, Glenlord Cottage is also within easy reach of many SW Michigan attractions and is well placed for visits to wineries, golf courses, and downtown St. Joseph with its shops and festivals.

Nov 16 – 23

G$57,702 GYD per night

Guest favorite

Tiny home in Coloma

4.83 out of 5 average rating, 112 reviews

-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.

Jul 8 – 15

G$31,760 GYD per night

Guest favorite

Guest suite in Berrien Springs

4.98 out of 5 average rating, 259 reviews

BrightWood House

We offer a private and comfortable unit in lovely south west Michigan. Location convenient to the heart of Michigan wine country, and several beaches and only 3 miles to Andrews University. Also 20-25 minute drive from the South Bend. The 900 s.f. downstairs apt. is completely separated (by locked doors) from the rest of the house and comes with a full bath and kitchen. Enjoy the peaceful forest views. We didn’t need a pandemic to do full disinfecting between guests. Always have. :)

Aug 25 – Sep 1

G$22,826 GYD per night

Guest favorite

Loft in Benton Harbor

4.91 out of 5 average rating, 298 reviews

Urban Loft in Arts District

Stunning upstairs loft features exposed brick walls, local art, and a cozy modern feel in downtown Benton Harbor. 1 br, 1.5 baths, features beautiful KitchenAid appliances, dual-head shower with river rock, and skylights throughout. Need to work while you're here? Melt into our new Herman Miller Embody chair and get to it. ** During stays from May 18 - Aug 18, our friendly cat Nomi will be on site. She’s easy - just set out a can of food in the AM and one in the PM (all supplies provided). **

Jun 2 – 9

G$43,131 GYD per night

Guest favorite

Cottage in Stevensville

4.93 out of 5 average rating, 106 reviews

Escape to The Sunshine Cottage of Harbor Country!

Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

May 21 – 28

G$28,708 GYD per night

Guest favorite

Loft in Benton Harbor

4.92 out of 5 average rating, 147 reviews

Romantic Gastro Loft Retreat for Two

Located above the area’s hottest new restaurant, this newly renovated 1BR/1BA urban loft features classic finishes - exposed brick, high ceilings, maple floors, and quartz countertops. Cozy, comfortable quarters directly above the Houndstooth restaurant provide a fantastic opportunity to get a “taste” of the Benton Harbor Arts District. Muffled sounds of music and activity from the restaurant below are often present in the loft during evening hours. Some guests may find this objectionable.

May 5 – 12

G$27,902 GYD per night

Guest favorite

Condo in St. Joseph

4.9 out of 5 average rating, 114 reviews

*Luxury condo on water in St Joseph, 2 queen beds*

Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot! The condo also has a rooftop for corn hole games, a grill, and tanning. Silver beach/the pier is literally a short walk away!

Dec 20 – 27

G$40,336 GYD per night

Guest favorite

Guesthouse in Sawyer

4.92 out of 5 average rating, 148 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

May 3 – 10

G$21,964 GYD per night

Guest favorite

Home in Benton Harbor

4.93 out of 5 average rating, 163 reviews

The QT

Newly remodeled cozy country retreat. Whether you are visiting to explore Lake Michigan beaches (15 minutes away), the Lake Michigan Shore Wine Trail, the Makers Trail, or if you are invited to a wedding at the Blue Dress Barn (5 minute walk) or Sundance Studios (1 mile) this is the place for you! Fall asleep under the stars (skylight) in our brand new king size bed and wake up to a cup of coffee in a cheerful kitchen.

Mar 3 – 10

G$32,806 GYD per night

Guest favorite

Cabin in Benton Harbor

4.99 out of 5 average rating, 238 reviews

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.

Sep 26 – Oct 3

G$60,320 GYD per night

Guest favorite

Guest suite in Benton Harbor

4.98 out of 5 average rating, 196 reviews

The Gingerbread House, respite in the woods.

Spring is here and the daffodils are beautiful! If you are looking for a zen like place to get away for a few days, the Gingerbread House is perfect. Guests have separate and private apartment (with Smart Lock) on bottom floor of home with private patio overlooking huge ravine. Our home is surrounded by over 20 acres of woods, yet we are only minutes from grocery, restaurants, golfing and beaches.

Jul 8 – 15

G$28,957 GYD per night

Guest favorite

Home in Benton Harbor

4.99 out of 5 average rating, 122 reviews

Country home near 6 beaches and Harbor Shores Golf

Convenient and close to the following attractions: Harbor Shores Golf Club - 4.9 mi Silver Beach County Park - 7.2 mi Tiscornia Park Beach - 7.0 mi Roadside Park Beach - 5.5 mi Rocky Gap Beach - 4.9 mi Hagar Park Beach - 3.0 mi Riverside Kayak Park - 2.0 mi Opening Fall 2019 Third Coast Paddling - Kayak Rental, Paw Paw River - 5.9 mi Whirlpool Corporation Headquarters - 3.5 mi

May 8 – 15

G$41,052 GYD per night