Holiday rentals in Plainwell

Countryside Retreat w/ Sauna Close to Ski Resorts

This cozy but spacious apartment is the upstairs unit of a renovated barn built in the early 1900s. Recently refurbished, it retains charming features of the original barn. There is a newly redone bathroom, large couch, big-screen TV, full kitchen, and bedroom with king-sized bed. The couch can be made into an unconventional twin bed as well. Though the setting is rural, set between corn fields and forest, it is just off of a main road and close to towns, Gun Lake Casino, and two ski resorts

Frank Lloyd Wright's The Meyer House

Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

The Crossroads of three highways, a cozy getaway!

The Crossroads Inn is near downtown Allegan Michigan. This wonderfully well-kept home built in the 1920s is at the busy intersections of M-89, M-40 and M-222. It is within walking distance of downtown or just minutes from any business in Allegan. Thirty minutes to South Haven and Kalamazoo. Walking distance to the Allegan County fairgrounds. If you need a central location for work in Western Michigan or a weekend getaway, the Crossroads Inn is your place to stay. Weekly and monthly discounts!

The Pineapple Cottage Close to lakes and beaches!

Please keep in mind when booking there is no smoking/vaping allowed in or near this property. No exceptions. You will be charged a smoking fee. Welcome to The Pineapple Cottage, a centrally located 1-bedroom house in Plainwell, MI. Get cozy in this one of a kind pineapple-themed tiny house. Take an early morning or evening stroll downtown to enjoy shops, bars, and restaurants. Near by winter activities: Timber Ridge Ski Resort: 14 mins Bittersweet Ski Resort: 13 mins Echo Valley: 24 mins

Frank Lloyd Wright’s Eppstein House

Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Great country get away with trails

One bedroom apartment with peaceful surroundings. Situated on 18 acres with groomed walking trails and community trails nearby (Kal-Haven). Couple of lakes nearby with public access and Lake Michigan about 30 miles. Centrally located to universities (WMU, K college, KVCC), racetracks (Kalamazoo Speedway 3.9 miles, Martin track 14 miles and Gingerman 26 miles), and ski resorts (Bittersweet and TimberRidge. Plenty of parking for a trailer. Come check out Allegan Co Fair.

The Vault Loft: Downtown Otsego

Very unique apartment downtown Otsego, walkable to shops, restaurants and bars. Recently renovated, this space sits above the vault of a 1920's era bank with a rustic/industrial feel. Featuring rustic ceramic tile in the kitchen, bathroom and work area, bamboo floors in the living/bedroom, granite counters, tile backsplash, copper sinks, and tile shower with glass door. 65" smart flatscreen tv, electric fireplace, WIFI, Central Air/Heat, and built in butcher block desk.

The Barn House

A private country estate on 9 acres in beautiful rural Michigan featuring 5-bedrooms, 2 baths and a large kitchen/living area. This restored Dairy Barn with its original beams was converted into a wonderful residence in the early 1990’s. Cozy, tranquil, and spacious (4,000 square feet) would be a few words to best describe this home with its scenic walk out balcony overlooking a pond. The home owner currently resides in a private apartment in the lower level.

The 1869 Carriage House

Take a break and unwind at this peaceful oasis. This historical carriage house is located halfway between Kalamazoo and Grand Rapids. It has been newly renovated with all the comforts and modern amenities anyone could want while maintaining the historical character of a Victorian home. It is walking distance from the shops, restaurants, and bars of downtown Plainwell. Enjoy the outdoors with a stroll on the boardwalk along the river, kayaking, or skiing.

Private Treetop Escape

Surround yourself with nature at the Treetop Escape. Unwind and relax with the upmost privacy in the hills overlooking Gun Lake. Sit down in the breakfast nook with a fresh brewed coffee and catch an evening campfire just off the patio. This property gives you the secluded getaway that you've been looking for. Very close to Bay pointe, Gun Lake Casino, State Park Beach, Bittersweet Ski Resort, Hiking Trails, Restaurants, Golf Courses, and much more!

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.

Lake Front @ Pine Lake w/ Kayaks & Paddle Boat

Welcome to Lake Life on Pine. Included in every stay: - Lake Access - Dock - Sunrise-view balcony overlooking stunning lake views - Pet-friendly (fully fenced yard) - 1 min to boat launch - Paddle boat, kayaks, fishing gear - Game room - BBQ - Outdoor fire pits - boat/trailer parking (outdoor) - 2 min grocery shop - 1 Queen, 2 Twins + pull-outs - jet sky /boat rental (extra fee)