Holiday houses in Galesburg

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Top-rated holiday rentals in Galesburg

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Guest favourite
A covered porch features a spacious hot tub, surrounded by string lights and views of the lake through a railing. Nearby, a small table with two chairs invites relaxation by the water's edge.
Cottage in Hastings
4.91 out of 5 average rating, 128 reviews

Lakefront, Private Lake, hot tub, Game Room & pets

Welcome to our lakefront family vacation home, nestled on a peaceful and private stretch of Head Lake in Hastings, Michigan. Here you’ll enjoy a serene setting on a quiet lake, 7-person hot tub, and lakefront access with paddle boards and kayaks available to use. Conveniently located just one mile from Camp Michawana, 10 minutes from Hastings, and 40 minutes from downtown Grand Rapids. This home is beautifully designed to be the backdrop of precious new memories w/ your loved ones! Pets welcome!

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
A round dining table is set with placemats, surrounded by four elegantly designed chairs. Soft lighting illuminates the room, which features a large area rug. In the background, a comfortable leather seating area is visible, with large windows allowing natural light.
Home in Portage
5 out of 5 average rating, 181 reviews

Ritz 75 / Private garage, 1 King Bed, 2 Queen Beds

Spacious home with over 2,000 sq ft, features a 75-inch TV. Soft water. Private garage will keep your car secure and snow free this coming winter. One king bed and two queens. One minute to US-131 and 5 minutes to I-94. Close to downtown Kalamazoo, Western Michigan University, K College, Wings Event Center, Pfizer, Stryker, and the Air Zoo. Whether you are staying for a short time or longer term, you are sure to enjoy this big, safe, centrally located home. Keypad provides self-check-in.

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, 109 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.

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 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, 264 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
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, 465 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
Tiny home in Shipshewana
4.94 out of 5 average rating, 187 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + couch

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
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, 403 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”!

Top Guest favourite
An outdoor dining set with four cushioned chairs surrounds a round table, positioned under a large umbrella. The lush green lawn leads to a lake in the background, where sunlight reflects on the water, creating a serene atmosphere.
Cottage in Scotts
4.91 out of 5 average rating, 127 reviews

Lake Front Home with Water Toys

Lake home on 575 Acre Long Lake Portage, MI / Scotts, MI- 3 bedroom, 2 full bathrooms, fire pit, gas grill, kayaks, bikes, lawn games, screen porch, paddle boat, (pontoon available to rent) Lake is 65’ deep with sandy bottom, also great ice fishing, 2 blocks to school Playground, public beach across the lake. 2 miles from Indian Run Golf Course, 5 miles from airport.

Popular amenities for Galesburg holiday rentals

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  2. United States
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  4. Kalamazoo County
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