Holiday rentals in Fair Plain

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.

Family · Value · Amenities

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.

Location · Family · Outdoor spaces

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.

Value · Family · Check-in

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!

Location · Family · Nearby

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.

Location · Value · Condition

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.

Family · Value · Checkout

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!

Location · Family · Parking

Serenity House on the River

Serenity House is an adult only retreat as it is on the bluff and no child safety equipment in place. This is A place to be serene". Escape the hustle & bustle of the city to this gorgeous, mid century modern, retreat on the river. Built in the 1950s, this midcentury modern beauty boasts 3300SQ ft, fireplace, pool table, four season room, outdoor hot tub overlooking the river, fire-pit and the property is just minutes away from the beach, downtown, restaurants, & other attractions.

Family · Value · Cleanliness

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 just a short drive away from Lake Michigan, a good hike, boutiques, local restaurants, antiques, or cozy wineries. Come stay, rest, and restore.

Value · Location · Comfort

Perfect getaway! Rustic cottage w/modern amenities

Rustic but modern cottage! 700 square foot cottage on the St. Joseph River. Completely remodeled with new kitchen and appliances! Floor air condition unit. Perfect for kayaking and fishing. 2 bikes, canoe, 2 kayaks included in the rental. Gas and charcoal grills available. Plan your summer, fall or winter getaway! Perfect for 2, can sleep 4 with pullout couch or air mattress. 15 minutes to beaches and beautiful downtown St. Joseph.

Location · Family · River

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.

Family · Value · River

The Shire

Nestled on five secluded, tree-lined acres, with a pond, waterfall, fire pit, tree swing, basketball court and walking trails, The Shire feels a million miles away from it all - but isn't! We are only minutes away from wineries, breweries, amazing beaches, restaurants and shopping. (Notre Dame is an easy 30 minute drive). Southwest Michigan is a beautiful place to live! We'd LOVE to share it with you.

Value · Location · Laundry