Holiday rentals in Shelbyville

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Top-rated holiday rentals in Shelbyville

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Top guest favourite
A modern living area is featured, showcasing a comfortable sectional sofa with accent pillows and a low wooden coffee table. Natural light floods in through large sliding glass doors, revealing a view of the serene outdoor space. A fan is positioned above, enhancing airflow.
Home in Fennville
4.97 out of 5 average rating, 130 reviews

Modern Secluded Cabin, Private Hot Tub, Fire Pit

Escape to this charming cabin in the woods. Relax in total privacy and peace and quiet with majestic views of towering trees. Natural sunlight floods into the home creating a healthy environment to unwind in. Stay warm and cozy with heated concrete floors and a gas fireplace. Cook in the well the stocked kitchen. Soak away your worries in the private hot tub. Roast s’mores in the backyard fire pit and grill on the huge deck. Fun awaits in the 3-season game room in barn NOT HEATED. Dog friendly.

Top guest favourite
The exterior of the two-story log cabin features a combination of wooden and stone elements. Large windows provide natural light, while an American flag is displayed proudly. A paved driveway leads to two garage doors, and a wooden deck is visible above.
Flat in Grand Haven
4.98 out of 5 average rating, 162 reviews

Log House Apartment

Executive, cozy one bedroom, one bath, lower unit apartment. Full kitchen and full bathroom, with washer/dryer combo. Private entrance and private patio. Comfy queen bed in the bedroom and a sofa sleeper in the living room. Wi-Fi and cable channels available. Located in a safe, quiet, wooded, country neighborhood close to Grand Haven, and Holland, with access to many parks, beaches, and golf courses. The apartment is perfect for business travelers, couples or small families visiting the area.

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, 164 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.

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
4.95 out of 5 average rating, 240 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!

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
A spacious patio area is partially shaded by colorful sail shades, offering a relaxing setting with lounge chairs and a dining table. Surrounding trees provide a natural backdrop, and a variety of potted plants add greenery to the space.
Home in Holland
4.99 out of 5 average rating, 151 reviews

Barndominium in the MI woods

Take it easy at this unique and tranquil getaway. NO CLEANING FEES OR CHECKOUT DUTIES!! Newly constructed 1 bed/1 bath home, full kitchen, comfy living space, large screen TV, cozy dining area. Outside enjoy the flowers, deer, and birds from the wraparound porch, patio w/ grill, or sit around the fire-pit in the evenings. Secluded in the peaceful Michigan woods yet minutes to all the fun of Holland and the west Michigan lake-shore! Wineries, hiking, beaches, shopping and dining minutes away!

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, 106 reviews

The Pineapple Cottage Ski Hills and Walk to Bars

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

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
4.93 out of 5 average rating, 215 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
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, 103 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*

Top 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, 255 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
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
4.88 out of 5 average rating, 42 reviews

Gun Lake Getaway • Near Bay Pointe • 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. ✨Spring and summer are available - book your get away today! ✨

Superhost
Cabin in Fennville
4.83 out of 5 average rating, 360 reviews

Fire & Water | Hot Tub Overlooking a Flowing River

Two words: Fire & Water 🔥💧 A cedar cabin designed for winter. A crackling fireplace inside. A steaming hot tub perched above the river. Snow drifting through the trees. Warm lighting, natural textures, and quiet spaces made for slow mornings and long nights. Sip coffee by the windows, soak under the stars, and reconnect. Private, peaceful, and just minutes from Saugatuck and Holland.

Popular amenities for Shelbyville holiday rentals

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