Holiday houses in Galesburg

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Top-rated holiday rentals in Galesburg

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A spacious living area is furnished with a comfortable sectional sofa and a sleek coffee table. A large wall-mounted TV is positioned opposite, complemented by a wet bar and a dartboard. Natural light streams in through the blinds, highlighting the modern decor.
Apartment in Kalamazoo
4.87 out of 5 average rating, 148 reviews

Kalamazoo Loft with Hot Tub

This stylish and spacious loft apartment is packed with amenities to make your stay unforgettable. Private rooftop hot tub, relax under the stars in your exclusive outdoor retreat. Enjoy a pool table, dartboard, wet bar, 75'' TV and classic arcade games for hours of fun. Attached heated garage, in-unit laundry, and accommodations for up to 8 guests. Just 5 minutes from downtown Kalamazoo, you'll be close to everything the city has to offer. Perfect for families, friends, or business travelers.

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, 175 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.

Top Guest favourite
Cabin in Galesburg
4.96 out of 5 average rating, 403 reviews

Lakefront Timber-Frame Cabin & Retreat Center

Relax in this hand-built, lakefront cabin. Beautiful private setting, spectacular views, kayaking, swimming, fishing. Close to Kalamazoo & Richland, w. many options for dining, hiking, skiing, bird watching - or just relaxing. Master suite w. vaulted ceiling, large walk-in shower & access to upper deck. Main floor bath w. deep soaking tub. Well equipped kitchen open to dining area & second living room. Main living room overlooking the lake, w. smart tv & sound system. Lower level 2nd bedroom.

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, 113 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
Treehouse in Ionia
5 out of 5 average rating, 88 reviews

Tree Vistas Treehouse in Ionia Michigan

Nestled within six acres of beautiful woodlands right along the Grand River, time seems to pause, allowing us to share precious moments that foster deeper connections and create lasting memories at Tree Vistas. Our Winding Springs Treehouse comfortably sleeps 6, while also being fully ADA accessible. Nestled 13-feet above ground, the Treehouse features a spiral staircase leading to the loft, stunning views of the stream and hills from the master bedroom, and many other great amenities.

Top Guest favourite
Guesthouse in Augusta
4.95 out of 5 average rating, 21 reviews

North Country Guest House

Quiet North Country guest house, close to downtown Kalamazoo and Battle Creek. Minutes from Fort Custer, Kellogg Forest, The North Country Trail, Gull Lake and Sherman Lake, The Barn Theater and Gull Lake View Golf Courses and the Kalamazoo River for fishing/kayaking. 1/3mi mowed trail around property that guest are welcome to enjoy. Perfect for those interested in outdoor recreation, golf, fishing, kayaking, biking, hiking or a quite place to relax, read and enjoy the North Country.

Guest favourite
Tiny home in Kalamazoo
4.93 out of 5 average rating, 792 reviews

Tiny house, a spring escape near I94

Charming 1880s Chicken Coop Turned Tiny House Getaway in Historic Kalamazoo Enjoy a cozy stay that is close to Kalamazoo's restaurants and attractions. On 22 acres with trails near Al Sabo Land Preserve. Beautiful and picturesque view of property from the living room space. The apartment is fully furnished with linens and dishes. Just bring yourself and your suitcase. There is a queen mattress ready for your peaceful slumber on the loft and also a sleeper sofa on the main floor.

Guest favourite
Apartment in Kalamazoo
4.94 out of 5 average rating, 150 reviews

Kalamazoo Stays #3 Downtown one bed Efficiency

Updated studio apartment in a 100 year old, Craftsman style home, located in the heart of revitalized downtown Kalamazoo. This special place is close to everything. Enjoy the convenience of home, in the city. Located on the first residential block south of downtown, it's an easy walk to Bronson Park, the State Theatre, Chenery, Kalamazoo Mall and the Radisson hotel. Walk to local breweries (Bells, Brite Eyes, Brewery Outré). Short drive or walk to WMU or K-College campuses.

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, 479 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
Apartment in Kalamazoo
4.91 out of 5 average rating, 167 reviews

Chic 2BR Urban Retreat | Downtown Kalamazoo

Step into our charming urban oasis located in the heart of downtown Kalamazoo! Experience unmatched comfort at our exquisite 2-bedroom apartment, strategically situated close to the city's most enticing attractions. Whether you're here for a quick weekend getaway, a productive business trip, or a more extended stay to immerse yourself in the local culture, our space ensures an unforgettable experience that seamlessly combines modern amenities with timeless allure.

Top Guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 433 reviews

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.

Top Guest favourite
A charming two-story home is surrounded by well-maintained lawns and shrubbery. The exterior features white siding with dark shutters. A large tree provides shade, while a clear sky highlights the inviting neighborhood setting.
Home in Kalamazoo
4.95 out of 5 average rating, 277 reviews

Great 2 bedroom home, near downtown and WMU.

Crown of the Valley features 2 bedrooms, 2 baths, a full sized sleeper sofa, and finished basement with extra entertaining space. The completely fenced in yard is great for the kids or your fur baby. This cozy home is a short drive from downtown, WMU, K College, the airport, and Air Zoo. It's also near many restaurants, bars, and breweries. It’s located in the City of Kalamazoo so guests should expect normal city sounds.

Popular amenities for Galesburg holiday rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Kalamazoo County
  5. Galesburg