Holiday houses in Galesburg

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Top-rated holiday rentals in Galesburg

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Guest favourite
Home in Kalamazoo
4.94 out of 5 average rating, 157 reviews

The Cozy Cottage - 1 bedroom close to highway

Our cozy-yet-urban cottage is ideal for traveling professionals, small families, or someone who wants a night to just relax! You will be located 2 minutes from I-94 and within walking distance to grocery stores, coffee shops, pubs, bookstores, and a beautiful park (15 minute walk, 5 minute bike ride). The home is located off a well-traveled two lane road that connects Kalamazoo and Portage. Large unfenced lot with fire pit. We DO NOT rent to crews. Discounts for first responders and healthcare.

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, 166 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.

Guest favourite
A wooden pathway leads to a cozy cottage nestled among vibrant autumn foliage. The cottage features a welcoming front door and decorative elements, creating an inviting transition from nature to the home.
Cottage in Holland
4.9 out of 5 average rating, 156 reviews

Cottage 5 min. To Saugatuck W/ Sauna + wood stove

Quiet and peaceful. The perfect place to escape to nature and serenity as you relax in front of the wood stove in our cozy cottage! under 3 minutes from Saugatuck Dunes State park, which leads to Lake Michigan (a 5 minute bike ride). 5 minutes from Downtown Saugatuck and all kinds of local shops, restaurants, and entertainment! 10-15 minutes from Holland for enjoying annual festivals such as Tulip Time or Girlfriends' weekend Downtown! Come get cozy and reset away from the hustle and bustle!

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, 108 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
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, 272 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
A table is set with a floral centerpiece containing vibrant flowers. A wooden platter holds assorted cheeses and fruits, accompanied by two glasses of red wine. The scene is surrounded by lush greenery, enhancing the outdoor dining experience.
Cabin in Saugatuck
4.96 out of 5 average rating, 237 reviews

Cozy Log Cabin | Romantic Stay | Walk to Saugatuck

7 Min Drive to Mount Baldhead Park 9 Min Drive to Oval Beach 12 Min Walk to Butler Street Nestled in a peaceful wooded area, you’d never guess that this beautiful log cabin is in the heart of Saugatuck. Beautifully decorated and surrounded by greenery, this cozy cabin is the perfect getaway for couples. Take a stroll downtown, admire boats from the dock, and explore other nearby attractions, including Oval Beach and various hiking trails! Experience Saugatuck With Us & Learn More Below!

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
Tiny home in Shipshewana
4.94 out of 5 average rating, 188 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

Superhost
A cozy house is situated along the shore of Pine Lake, featuring a private dock for easy access to the water. The image captures a peaceful view of the lake and surrounding greenery, showcasing the tranquil environment ideal for relaxation.
Home in Plainwell
4.92 out of 5 average rating, 123 reviews

Lake Front @ Pine Lake w/ Kayaks & Paddle Boat

Welcome to Lake Life on Pine. Included in every stay: - 50ft lake frontage (shared with sister house) - Dock for lake access and fishing (shared with sister house) - Sunrise-view balcony overlooking stunning lake views - Pet-friendly (fully fenced yard) - 1 min to boat launch - Paddle boat, kayaks, fishing gear - Game room - BBQ - Outdoor fire pits - boat/trailer parking (outdoor) - 2 min grocery shop - 1 Queen, 2 Twins + pull-outs - jet sky /boat rental (extra fee)

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, 410 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
Home in Elkhart
4.99 out of 5 average rating, 126 reviews

Little House On The River

Escape to the Little House On The River in Elkhart, IN! This cozy 1-bedroom, 1-bath retreat sleeps 4 and offers stunning river views, a private deck, and all the comforts of home. Just 30 minutes from Notre Dame and a short drive to Shipshewana, it’s the perfect spot for game days, Amish country exploring, or simply relaxing by the water. Peaceful, private, and unforgettable—your riverside getaway awaits!

Popular amenities for Galesburg holiday rentals

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