Holiday rentals in Fair Plain

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Top-rated holiday rentals in Fair Plain

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

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.

20–27 Aug

$395 SGD per night

Guest favourite

Guest house in Benton Harbor

4.94 out of 5 average rating, 151 reviews

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

11–18 Feb

$337 SGD per night

Guest favourite

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. :)

19–26 Sep

$149 SGD per night

Guest favourite

Loft in Benton Harbor

4.91 out of 5 average rating, 299 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). **

3–10 Aug

$283 SGD per night

Guest favourite

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.

28 Sep – 5 Oct

$245 SGD per night

Guest favourite

Apartment 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!

23–30 Oct

$257 SGD per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 695 reviews

"Tiny House" Guest House Under the Oak Trees

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

21–28 May

$184 SGD per night

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 150 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.

13–20 Jul

$184 SGD per night

Guest favourite

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.

2–9 Apr

$200 SGD per night

Guest favourite

Home in Benton Harbor

4.99 out of 5 average rating, 104 reviews

Lake Michigan Views | Hot Tub | 4mi to St. Joe

🤩 Spectacular Lake Michigan views 🔥Year-round hot tub 🌅 Deck overlooking Lake Michigan 🏖️ 5 Lake Michigan beaches within 5 miles 📍 Minutes to downtown St. Joe ✨ Magical fire pit space ⛳️ Near Harbor Shores Golf Course 🌞 Beach necessitates included 🏓 Ping pong table 🍷 Close to The Lakeshore Wine Trail 🧑‍🍳 Fully stocked kitchen ☕️ Keurig Duo ⚡️ High speed internet 🚗 90 mins from Chicago

5–12 Dec

$448 SGD per night

Guest favourite

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.

26 Sep – 3 Oct

$393 SGD per night

Guest favourite

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.

26 Jun – 3 Jul

$190 SGD per night