Holiday houses in Galesburg

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Top-rated holiday rentals in Galesburg

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Top Guest favourite
A charming two-story structure features a welcoming facade set against a backdrop of lush greenery and tranquil water views. A spacious lawn stretches out in front, with a driveway leading to a garage. The image presents a peaceful lakeside atmosphere.
Holiday home in Saugatuck
5 out of 5 average rating, 109 reviews

Apartment/Taste- Lakeshore w/ full breakfast -King

Water Views- Pamper Yourself! The Apartment features: a private entrance. The master bedroom features a king-size bed with sitting area, a private bathroom with shower and sauna; an art gallery; and laundry facilities. In addition, a large living/dining/kitchen room with fireplace and queen-sized sofa bed; Walk out to the yard, gardens, and patio overlooking the Kalamazoo River and lush landscape, bring you fishing gear. Luxury and hospitality await you. “What is Love without Hospitality”

Superhost
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
4.9 out of 5 average rating, 126 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, 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.

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 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 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, 263 reviews

Luxury Country Escape for 2, Private, 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

Top Guest favourite
An inviting living area features a mix of blue seating options arranged around a central coffee table. A large window floods the space with natural light, while a dining table set for four is visible nearby. The original wooden flooring adds character to the room.
Loft in Holland
4.99 out of 5 average rating, 225 reviews

Fantastic Downtown Loft

Unique beautiful downtown loft overlooking 8th street shops and restaurants. Incredible space with 2 master bedrooms plus twin bed studio area. Full kitchen, dining area, seating areas, TV/ bar room, fireplace, library, and private roof top deck with hot tub and grill complete this one-of-a-kind home. Two reserved parking spaces. 100% updated. The building dates to the 1890's and all the brick and flooring is original, but everything else is new while the character has been preserved.

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, 464 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 serene lakeside view captures the transition from day to night, with silhouettes of trees framing the scene. The calm water reflects the vibrant hues of the sunset, complemented by a flag gently swaying in the evening breeze.
Home in Portage
4.91 out of 5 average rating, 125 reviews

Sunset View Lake Home w/ Outdoor Sauna!

Gourdneck Lake Cottage – A Peaceful Family Retreat 🌿🏡 Unwind with the whole family at this cozy 2-bedroom cottage near Gourdneck Lake. Enjoy full home access, a fenced-in backyard with a firepit, outdoor steam sauna, and games, plus a gas grill (BYO propane or notify us!). ✔ Free WiFi & Smart TV 📶📺 ✔ On-Site Parking for 3 Cars 🚗 ✔ Lake Access (Summer) via stairs across the street 🌊 ✔ Public Boat Launch <5 Min Away 🚤 ✔ Seasonal Kayaks Available 🛶

Top Guest favourite
The exterior of a lakefront double-wide house is shown, featuring a spacious sun porch with large windows that allow for ample natural light. A lush green lawn is visible in front, complemented by surrounding trees. A pathway leads to the entrance of the home.
Home in Coldwater
4.93 out of 5 average rating, 125 reviews

Jake's Lake Place w/pontoon rental

Jake's Place is on a private beautiful all sports lake (all DNR regulations apply) This is the perfect spot for your next family getaway. Spring feed lake, very clean and sandy bottom. This property has access to a second empty lot for additional yard. Multiple indoor and outdoor games, paddle boat, 4 kayaks and bond fire pit for relaxing after a great day on/in the lake. Jake's place faces the west for Gorgeous sunset viewing to end your day.

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, 401 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 raised treehouse structure is surrounded by tall pine trees in a woodland clearing. Two wooden Adirondack chairs are positioned on the ground, facing the entrance with green doors. A staircase leads up to the deck, providing access to the elevated space.
Treehouse in East Leroy
5 out of 5 average rating, 685 reviews

Outpost Treehouse

The lookout inspired Outpost Treehouse (not actually attached to a tree) sits in a white pine forest in the middle of a 50 acre active farm. The 15 hand crafted windows allow for great views watching out for Michigan wildlife--White tail deer, turkeys, owls, coyote have all been spotted from the elevated wrap around deck. The biggest regret that guests have noted is “we wish we would have stayed longer”!

Popular amenities for Galesburg holiday rentals

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