Holiday rentals in Shelbyville

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Top-rated holiday rentals in Shelbyville

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Top guest favourite
The house features a distinctive curved design with large glass windows that reflect warm light, surrounded by lush gardens and greenery. The outdoor space showcases blooming flowers and well-maintained landscaping, creating a serene setting amid nature.
Home in Galesburg
5 out of 5 average rating, 166 reviews

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.

Superhost
The cottage exterior features a large deck extending over the water, surrounded by trees. The blue exterior complements the natural setting. Steps lead from the deck down to the shoreline. A small storage shed is visible adjacent to the cottage.
Cottage in Shelbyville
4.86 out of 5 average rating, 22 reviews

All-sport Lake Cottage + Large Deck

All day enjoyment awaits at this conveniently located, tucked in the woods, 2 bed/1 bath cottage with large deck, on an all-sport lake. Enjoy quiet mornings as the sun rises across the lake. Enjoy sunny days playing in the water, soaking up the sun on the large deck, or explore the lake with a kayak. Enjoy the evening cool down with bonfires and s'mores. Property features lots of outdoor-living space for long days in the sun and on the water. Cottage accommodates up to 6 overnight guests.

Top guest favourite
The exterior of Treloar Cottage features a charming brown façade complemented by white shutters and a welcoming front door. Potted flowers add a touch of color, while greenery surrounds the entrance, showcasing the cottage's cozy atmosphere in its tranquil countryside setting.
Cottage in Allegan
4.94 out of 5 average rating, 143 reviews

Treloar Cottage

Tucked away in the quaint countryside, Treloar Cottage provides the peaceful getaway you've been waiting for! There are water activities, a grill, fireplace, campfire pit and full lake access. The cottage is nestled only 25 minutes away from towns on the coast of Lake Michigan. They have boutiques, restaurants, farmers markets, and seasonal festivals to enjoy. Upon arrival, don't forget to look in our activity binder for things to do and places to see! Or, just get comfortable and enjoy!

Top guest favourite
The cottage's exterior showcases a welcoming entrance with a covered porch. Flower boxes are visible under each window, and a vibrant green door adds a pop of color. The pathway is bordered by lush greenery, leading to a well-maintained lawn.
Tiny home in Plainwell
4.98 out of 5 average rating, 108 reviews

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

Top guest favourite
An open-concept living area features a spacious, light-colored sectional sofa with a throw blanket draped over it. A patterned area rug complements the room. The kitchen, with modern appliances, is visible in the background, while a large window allows natural light to fill the space.
Home in Shelbyville
5 out of 5 average rating, 60 reviews

Modern Lakefront Near Bay Pointe

Welcome to the lake! Whether you're here for a relaxing retreat, wedding at Bay Pointe, or family getaway, we know you'll find what you are looking for. Our cottage has been professionally renovated w/all new furnishings. Kitchen is spacious & well equipped. Sandy shallow swim area & dock are ideal for hanging out, launching kayaks & docking your boat. Perfect lake for water sports, fishing & watching wildlife. End your evenings with a bonfire under the stars or hanging out on the dock.

Top guest favourite
A quaint cottage exterior is presented, featuring a light-colored facade with multiple windows. A spacious deck is visible, equipped with deck chairs. Nearby, a fire pit is surrounded by firewood, set on a grassy area, with trees visible in the background.
Home in Wayland
5 out of 5 average rating, 22 reviews

GUN LAKE - Whispering Pines #11

New Owners! Updated decor, lots of new upgrades like new linens, refrigerator, aluminum picnic table, deck chairs, fire pit, etc. It is a perfect spot to unwind and enjoy some downtime. It is nestled 5 miles from Gun Lake Casino and a mere 3 miles from Bay Pointe Inn. Gun Lake is an all-sport lake paradise with fishing, tubing, swimming, skiing, or just floating! The rental unit includes a boat slip. When the sun sets, gather around your private fire pit and enjoy the view. Has Wi-Fi.

Top guest favourite
The exterior of the Eppstein House is showcased amidst autumn foliage, featuring a low-slung, geometric design. Expansive glass doors reveal warm interior lighting, contrasting beautifully with the natural stone path and surrounding trees.
Home in Galesburg
4.96 out of 5 average rating, 466 reviews

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.

Superhost
A cozy house is situated along the shore of Pine Lake, featuring a private dock for easy access to the water. The image captures a peaceful view of the lake and surrounding greenery, showcasing the tranquil environment ideal for relaxation.
Home in Plainwell
4.92 out of 5 average rating, 123 reviews

Lake Front @ Pine Lake w/ Kayaks & Paddle Boat

Welcome to Lake Life on Pine. Included in every stay: - 50ft lake frontage (shared with sister house) - Dock for lake access and fishing (shared with sister house) - 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)

Guest favourite
The bedroom features a large bed with crisp white linens and framed art on the wall. A wall-mounted television is visible across from the bed. Industrial-style lighting hangs from the ceiling, illuminating the space that showcases a blend of warm wood and modern design elements.
Loft in Otsego
4.94 out of 5 average rating, 221 reviews

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.

Guest favourite
A lakeside view is presented with a wooden dock featuring two blue lounge chairs and potted flowers. The American flag and a decorative flag flutter overhead. Stone pathways and several cottages with outdoor seating are visible along the shoreline, surrounded by lush greenery.
Cottage in Shelbyville
4.97 out of 5 average rating, 61 reviews

Gun Lake Sunset HQ - fire pit & private dock

Relax with the family at this historic stone cottage. Create new memories on around the fire pit. While relaxing on the lake you have access to stand up paddle boards/kayaks & floats. Easy access to public boat launch (we can help you rent a boat or bring yours) 2 bedrooms, a pullout sofa and a lovely sleeping porch. Close to Bay Pointe Inn (live music every Wednesday!) Will consider a dog on a case by case basis due to neighbors all being dog owners. $250 pet fee

Top guest favourite
The exterior of a restored dairy barn is shown, featuring a symmetrical façade with a metal roof and a cupola. Flanked by well-maintained landscaping, a wide path leads to the entrance, which includes a double door flanked by seating arrangements and potted plants.
Barn in Plainwell
4.93 out of 5 average rating, 140 reviews

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.

Top guest favourite
The exterior of a two-story house is framed by vibrant autumn trees. The backyard features a circular seating area with outdoor furniture and a fire pit, surrounded by fallen leaves. A spacious deck is visible above, offering additional outdoor space.
Home in Wayland
4.97 out of 5 average rating, 107 reviews

A Peace of Paradise. Hot Tub and Massage Chair

You've found the perfect mix of relaxation and fun for you and your family. The property has a deep woods getaway vibe, but you are only minutes from access to Gun Lake, Gun Lake Casino, Bittersweet Ski Resort, wineries, and all that West Michigan has to offer. The house sits on a private 0.7 acre lot across the street from the 2680 acre all sports Gun Lake. *Master Spa hot tub with 7 person capacity* *Zero gravity full body massage chair* *8' pool table*

Popular amenities for Shelbyville holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Allegan
  5. Shelbyville