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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Top guest favourite
A charming green cottage is nestled among trees, surrounded by well-kept landscaping and flower pots. A red umbrella shades a picnic table nearby, creating a welcoming outdoor space. The gravel path leads to the cottage entrance, framed by large windows for natural light.
Guest house in Benton Harbor
4.94 out of 5 average rating, 200 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.

Top guest favourite
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
4.85 out of 5 average rating, 126 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.

Top guest favourite
A lush riverside setting presents wooden platforms for seating beside the water. Two comfortable chairs are positioned for relaxation, while a pathway of circular stones leads to a boat dock. The area features well-kept green grass, flanked by mature trees.
Home in Saint Joseph
5 out of 5 average rating, 18 reviews

Riverfront Oasis with Private Boat Dock

Welcome to your Riverfront Getaway - 40 minutes from Notre Dame stadium! Nestled on a quiet stretch of the river, our home offers the perfect blend of serenity and accessibility. Whether your coming for a Fighting Irish game, a weekend on the water, or just a peaceful retreat, you'll love what our space has to offer! River Life Perks - Private Boat/Jet ski docks (kayaks provided). Peaceful decks for morning coffee or evening drinks. Firepit and outdoor dining by the water. Book your stay today!

Top guest favourite
Home in Saint Joseph
5 out of 5 average rating, 36 reviews

Just Remodeled 2 Bedroom 2 Bath Home w/ 2 Patios

Welcome to our Blissful Basecamp! This 2 bedroom, 2 bathroom house with 2 patios and a large back yard has been freshly remodeled. From beaches to breweries, wineries to weddings, our basecamp is the perfect place for your family to call home. The kids will love the big back yard. The well equipped kitchen is perfect for cooking up a delicious meal. Bedroom 1 has a queen bed and Bedroom 2 has two twin beds. Bathroom 1 has a luxurious walk-in shower and Bathroom 2 has a tub/shower combination.

Superhost
A cozy corner features a light wood daybed with soft, patterned pillows, complemented by an elegant rattan chair adorned with a decorative cushion. The softly lit space showcases charming archways and textured ceiling, creating an inviting atmosphere for relaxation.
Home in Benton Harbor
4.77 out of 5 average rating, 43 reviews

The 1888 House-Beach Town Luxury

The 1888 House is a delightful, unexpected gem. Once the parsonage for the former church next door it holds many stories of hospitality and refuge. Lovingly restored it to carry the same mission. The beautifully unique & natural aesthetic mixed with subtle luxury is sure to draw you home in whatever your daily adventures. Beaches, wineries, shopping, restaurants, and all pure Michigan has to offer just minutes away. Enclosed back yard/paw motel room welcomes your fur babies too. See you soon!

Top guest favourite
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.
Flat in Saint Joseph
4.97 out of 5 average rating, 146 reviews

Luxury Waterfront Condo

A gorgeous top-floor 1200 sq ft condo is located in downtown Saint Joseph with a view of the Saint Joseph River. The condo is beautifully decorated and furnished with comfortable beds and spa-quality linens and toiletries. Both bedrooms have black-out curtains and flat-screen smart TVs loaded with Netflix. The open concept kitchen is supplied with everything you need to prepare a meal. The building has an elevator and dedicated underground parking. The roof has Instaworthy views. Free WIFI.

Top guest favourite
A spacious living area features a green sectional sofa and a light-colored coffee table, surrounded by natural light from large windows. An armchair sits next to a small side table, while decorative plants and framed artwork accent the walls, contributing to a cozy environment.
Home in Benton Harbor
5 out of 5 average rating, 31 reviews

May Cottage near Lake Michigan

May Cottage is a cozy home in a quiet Michigan neighborhood. The streets are filled with old trees and families walking dogs. There is a full kitchen for making delicious meals or opening your Thai takeout. A record player for great music, games and even some classic VHS tapes. Take a bubble bath with a good book or head out. You are a few minutes away from Lake Michigan, a short drive from a good hike, boutiques, local restaurants, antiques, or cozy wineries. Come stay, rest, and restore.

Top guest favourite
Home in Benton Harbor
4.98 out of 5 average rating, 53 reviews

Cozy Lake MI Getaway• Fire Pit• Patio

✨ Relaxing Lake Michigan getaway just minutes from beautiful beaches and downtown St. Joseph. Spend sunny days swimming, golfing, or exploring local shops and wineries. In the evening, unwind in the backyard with the grill, patio string lights, and fire pit. Inside, enjoy plenty of space for families or groups to relax, watch movies on Roku TVs, and recharge in comfortable & cozy bedrooms. A perfect home base for beach trips, weekend escapes, and making memories with friends and family!

Guest favourite
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
4.92 out of 5 average rating, 369 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 favourite
A modern kitchen features sleek cabinetry and granite countertops, complemented by stainless steel appliances. Two stylish bar stools are positioned at the island, adding to the urban industrial aesthetic. Warm lighting fixtures hang above, enhancing the contemporary design.
Flat in Benton Harbor
4.88 out of 5 average rating, 25 reviews

Modern Industrial Loft for Two

This bright, walk-up loft apartment exudes a decidedly modern, mid-century, industrial vibe. Impeccably finished and located front and center in the Benton Harbor Arts District, the loft is a stone’s throw from the Golf Club at Harbor Shores and just 1 mile from the beach of Lake Michigan. Created in 2016 from historic industrial warehouse space, the 900sf loft is one of nine apartments located just steps away from the area’s favorite lunch and breakfast venue, the Mason Jar Cafe.

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 432 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Top guest favourite
A spacious living area is featured, showcasing a modern dark sectional sofa and a unique round chair. A glass coffee table sits at the center, complemented by decorative wall art and mirrors. Natural light fills the room through large windows with blinds.
Apartment in Saint Joseph
4.92 out of 5 average rating, 227 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. Silver beach/the pier is literally a short walk away!

Popular amenities for Fair Plain holiday rentals

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