Holiday rentals in Shelbyville

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Top-rated holiday rentals in Shelbyville

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

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Guest favourite
A timber-framed cabin is nestled among lush greenery along a tranquil lakeshore. Large windows reflect the surrounding trees and water, creating a serene atmosphere. The structure's natural materials blend harmoniously with the environment, enhancing its rural charm.
Cabin in Galesburg
4.96 out of 5 average rating, 401 reviews

Lakefront Timber-Frame Cabin & Retreat Center

Renew your spirit, rest, and relax in this peaceful lakefront home in a beautiful private setting. This hand-built, timber-framed cabin provides spectacular views of water & woods -- a superb place to to meditate on the beauty of nature. Kayaking, swimming, fishing -- a peaceful place to relax and renew. Close to Kalamazoo & Richland, with many options for dining, hiking trails, bird watching --or just relaxing by the water. Well equipped kitchen, 2 sitting areas, luxurious shower & soaking tub.

Guest favourite
A spacious backyard features a hammock and Adirondack chairs surrounded by lush grass. A patio area with an umbrella is visible behind, enhancing outdoor relaxation. The fully fenced yard provides privacy, creating a serene space for family activities or quiet moments.
Cottage in Shelbyville
4.87 out of 5 average rating, 39 reviews

Gun Lake Getaway • Backyard Oasis • Dogs OK

Bring the family (and up to 2 dogs) to our step-free cottage just 0.1 mi from Bay Pointe's wedding venue and under a mile to Gun Lake! The fenced backyard, firepit, hammock, games, and patio dining make it perfect for groups, families with kids and pets. Sleeps 6 with a fully stocked kitchen, coffee/tea bar, and private workspace. Guests love our thoughtful touches and 5-star hosting. ✨ August, September, and October weekends are open - book your end-of-summer getaway or fall retreat now! ✨

Guest favourite
The exterior of the residence is shown, featuring a two-story blue-gray facade with white trim. Landscaping includes flowering bushes in the foreground. A street sign indicates Cedar Street and Cutler Street at the corner, emphasizing the home's location near the intersection.
Home in Allegan
4.94 out of 5 average rating, 234 reviews

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!

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, 103 reviews

The Pineapple Cottage Ski Hills & Fall Tours!

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, 54 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.

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, 446 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.

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, 198 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.

Top guest favourite
Farm stay in Alto
4.97 out of 5 average rating, 113 reviews

The Coop at Vintage Grove Family Farm

Welcome! This charming little house is a repurposed chicken coop on the farm. Enjoy the quiet, country life with all the comforts from home. The Coop is located between the main house and the large barn on a small hobby farm. This is a working farm with large and small animals, however, there are no hens in the guest house! During your stay, you are welcome to wander through the barn and visit all the animals. We do not have a TV, however, the internet works great!

Guest favourite
An open floor plan is displayed, connecting the living room and kitchen. A comfortable sectional couch faces a mounted television, and a stone fireplace adds warmth. The kitchen features a large island with seating, white cabinetry, and large windows that frame views of greenery.
Home in Shelbyville
4.97 out of 5 average rating, 251 reviews

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!

Guest favourite
An open layout of a studio apartment features a spacious living area with a patterned area rug, a comfortable sofa, and a stylish ottoman. The kitchen, equipped with modern appliances, is visible in the background. A cozy sleeping space with a king-size bed is seen to the left.
Flat in Shelbyville
4.88 out of 5 average rating, 40 reviews

Gun Lake Studio Suite

If you want a quick get away, or a long peaceful vacation. Come stay with us at our studio apartment! 10% off weekly stays! Enjoy everything Gun Lake has to offer from swimming, fishing, or boating and live music. Boat rentals are also available from several places around the lake. If you are here for an event at The Bay Pointe, it is only a 4 minute drive away. Feel free to reach out if you have any questions, I'm here to help!

Top guest favourite
A spacious living area features two comfortable couches and a central coffee table. Natural light streams through large windows, illuminating the wood flooring. A dining table with wooden chairs is positioned nearby, and shelves display games and decor against a neutral wall.
Guest house in Hastings
4.96 out of 5 average rating, 110 reviews

Hidden in the woods

Quiet, country setting that comfortably accommodates two. This space is above our garage, which is not attached to our house. We are often outside working or playing, but it is very private once you are upstairs! There is no WiFi here. There is a lovely, private balcony with a nice view, lots of random movies, and several fun games. Verizon service works great here, so if you have a Hotspot you could hook up to our smart TV.

Top guest favourite
A cozy sleeping area features a spacious bed adorned with a patterned quilt and a bright green accent pillow. Light enters through two windows, illuminating the room. Each side of the bed is complemented by a small lamp, adding to the overall comfort.
Farm stay in Hudsonville
4.96 out of 5 average rating, 272 reviews

Bird's Nest Cozy Farm Getaway

The Birds Nest is an above-the-garage studio apartment with a view of the valley and our working farm. Located at the end of a quiet dirt road, our 36 acres provide a respite for the body and soul with trails and vistas, and engage the mind in sustainable agriculture with a discount on our Farm Tour & Tasting. Easy access to both Grand Rapids and the lakeshore's farm-to-table restaurants, shopping and attractions.

Popular amenities for Shelbyville holiday rentals

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