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
4.91 out of 5 average rating, 131 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, 165 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
The bathroom features a modern soaking tub with a unique design, complemented by a calming mural on the wall depicting ocean waves. Natural light enters through two small windows, enhancing the tranquil atmosphere. A woven basket holds bathroom essentials, adding to the organized space.
Home in Howe
4.96 out of 5 average rating, 111 reviews

Lakefront! Girls getaway/Romantic Retreat/Booktok

Welcome to your peaceful escape! Delight in the charm of our cottagecore retreat, offering breathtaking lake views. Relax on the spacious screened porch, enjoying the outdoors without pesky bugs. The cozy bedroom, dining area, and living room all feature stunning lake vistas. Pamper yourself in the bathroom with a luxurious soaking tub and steam shower. The kitchen, fitted with new appliances, makes cooking a breeze. From the living room, step onto the deck and soak in the serene environment.

Guest favourite
The exterior of the property features a welcoming entrance with lush greenery and colorful flower beds. A stone pathway leads to the front door, flanked by well-maintained shrubs. A garage is visible on the right, enhancing the home's convenient access.
Home in Richland
4.94 out of 5 average rating, 238 reviews

4 BR Lower Level

Discounted lift tickets for Bittersweet Ski Resort. 4 BR, 1 BA, laundry rm w/washer & dryer & iron, kitchenette (NO COOKSTOVE OR OVEN) w/full sized frig, sink, dishes, toaster, microwave, coffee maker w/coffee & creamers & snacks, DISH TV in BR#4 & the fam. rm, 50" TV in BR#1 w/streaming TV (Amazon Firestick) Central H & AC, free wifi, LARGE, paved parking area. Fam rm w/couch & love seat & table w/4 chairs. A "pack n play" and/or highchair is available at no extra charge IF PREARRANGED.

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, 107 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

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, 267 reviews

Lux, Hot Tub, Restore, Calm, Creekside, Escape

*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
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, 466 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, 127 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
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, 407 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.

Guest favourite
A hot tub is positioned on a wooden deck, overlooking a serene lake at dusk. String lights are draped above, casting a warm glow. Reflections of trees and a dock are visible on the calm water's surface, enhancing the tranquil atmosphere.
Home in Bronson
4.97 out of 5 average rating, 327 reviews

Water’s Edge, Lakefront, Kayaks, Pet Friendly

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

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, 688 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