Holiday houses in Galesburg

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Top-rated holiday rentals in Galesburg

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Guest favourite
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
4.92 out of 5 average rating, 122 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, 162 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
A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.
Guest suite in Shipshewana
4.97 out of 5 average rating, 558 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Superhost
The entrance features a welcoming porch with a white picket fence. A wooden chair and a small table are positioned beside the door, while flower beds with pink and purple blooms enhance the pathway leading to the front door.
Home in East Leroy
4.9 out of 5 average rating, 200 reviews

The Sanctuary of Sonoma Lake

Kick back and relax in this calming, stylish home nestled in a quiet neighborhood. Our lovely retreat offers a relaxing getaway with a beautiful backyard featuring zen-like landscaping and ample outdoor seating. Enjoy the tranquility and find inspiration in our dedicated workspace for remote working. Just steps away from a picturesque lake, it's the perfect escape for those seeking a peaceful home away from home. Book your stay now and experience the perfect blend of comfort and relaxation.

Top Guest favourite
The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.
Farm stay in Vandalia
5 out of 5 average rating, 261 reviews

Secluded, Hot Tub, Lux, Couples, Nature, Creekside

*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Guest favourite
The living area features exposed brick walls complemented by modern furnishings. A purple sofa anchors the space, accompanied by two chairs and a circular coffee table atop a patterned rug. A hanging chair offers additional seating, while large windows provide natural light.
Loft in Kalamazoo
4.91 out of 5 average rating, 343 reviews

Loft in the Zoo • Premium downtown apartment!

Welcome to Loft in the Zoo! The ideal space for anyone traveling to Kalamazoo and looking for a central location. Within walking distance to Kalamazoo's best restaurants and bars. Blocks away from the famous Bell's Beer Eccentric Cafe, historic Kalamazoo Mall, OG Gibson guitar factory, super cozy Factory Coffee and more! Clean and unique 2 bed / 2 bath 1500 sq ft ≈140 m² Ultra-fast fiber internet Drip coffee maker + grounds & tea Basic kitchen utensils Off street parking Solar-powered

Top Guest favourite
An interior view of the studio apartment showcases a small kitchenette with a refrigerator, stove, and sink. A door leads outside, and a window with turquoise curtains allows natural light to enter. A cozy bed with a patterned quilt is positioned nearby, creating a functional yet inviting space.
Apartment in Near Northwest
4.97 out of 5 average rating, 272 reviews

Tiny Retro Studio for One Person

TINY studio for ONE. Non-smoking inside & out. Our typical guest is a busy academic, intern, medical worker or businessperson. This TINY studio is located in an old 4-unit apartment house, so there is some in-house sound transfer. Our neighborhood is usually quiet, but not always. See the LOCATION section under the map to read a description of our neighborhood. *Winter Note: We shovel the walkways at the Airbnb, but not usually until later in the day. So mornings might be snowy.

Guest favourite
Tiny home in Kalamazoo
4.93 out of 5 average rating, 773 reviews

Tiny house, a cozy winter escape *low rate*

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.

Top Guest favourite
The Eppstein House showcases a modern architectural design with a distinctive overhanging roof. Warm light radiates from the interior, contrasting with the natural stone and surrounding foliage. A vibrant tree stands nearby, complementing the serene outdoor setting.
Home in Galesburg
4.96 out of 5 average rating, 461 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.

Top Guest favourite
A cozy living area is furnished with a gray futon and a dark sofa. A decorative area rug covers the floor, and a floor lamp provides soft lighting. A television is positioned on a cabinet opposite the seating, while a doorway leads to the entrance.
Apartment in Stuart
4.94 out of 5 average rating, 236 reviews

Downtown Kalamazoo Apartment

Welcome to my favorite cozy space! This charming little apartment is perfectly suited for couples or single travelers. Located in a historic home, this second level apartment is just 2 miles (and less) from Bronson hospital, WMU Med school, Kalamazoo Mall and restaurants such as Bells Brewery. As well as walking distance to K College. Close enough to enjoy all the downtown fun but far enough to also unwind after a long day. Your home away from home 😊 can’t wait to host you!

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, 400 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.

Popular amenities for Galesburg holiday rentals

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