Holiday houses in Caledonia

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Top-rated holiday rentals in Caledonia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The exterior of a charming Barndominium is showcased, featuring a neutral color palette with a metal roof. The building displays large windows and a large garage door. Flower planters line the entrance, and well-maintained grass surrounds the structure, enhancing the rural ambiance.

Barn in Clare

4.93 out of 5 average rating, 112 reviews

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

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Top Guest favourite

A small outdoor deck features a round red table accompanied by two matching chairs. Lush greenery and hanging plants adorn the area, providing a serene view of the wooded backyard. The soft illumination adds a cozy touch, inviting relaxation.

Home in Roscoe

4.99 out of 5 average rating, 324 reviews

* Travelers Sanctuary 2bed 2bath unit-sf home

Two bedroom, two bath entire first-floor of a single family home. 1350 sq ft. Self check-in. Central Air. Parking in driveway. Host lives in lower unit, separate entrance. 1-acre, wooded backyard. 4 mi to I90/39-Exit Rockton Rd. 11 mi N of Rockford 7-8 minute drive to forest preserves, grocery. Ideal for biz class guests, couples. Safety issues for children under 8 years. Share a bit about yourself, why in the area, who you are traveling with & that you read & agree to "House Rules".

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Guest favourite

An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.

Cabin in Fontana-on-Geneva Lake

4.94 out of 5 average rating, 186 reviews

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

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Guest favourite

An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.

Home in Harvard

4.94 out of 5 average rating, 217 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

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Guest favourite

A welcoming single-story home is framed by a well-manicured lawn. The exterior features a blend of light-colored siding and stone accents. Large windows allow natural light to fill the interior, while a small set of steps leads to the front door.

Home in Loves Park

4.89 out of 5 average rating, 9 reviews

Elegant, charming, serene, & delightful home!

Escape to this delightful home, perfect for a memorable family getaway. Located in a quiet neighborhood only minutes from RockCut State Park, Rock River, Javon Bea Hospital, HardRock Casino, Mercyhealth Sportscore, and Interstate 90. Enjoy an open area, tastefully furnished living spaces, large kitchen, a 26,000 playable games arcade, huge fenced backyard with tons of singing birds, a private deck/patio with a bouncy house for the kids providing everything you need for a comfortable stay.

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Top Guest favourite

A hot tub is positioned on a deck overlooking a scenic river view. The water's surface reflects soft light, creating a serene ambiance. A lattice privacy screen is visible in the background, framing the peaceful outdoor setting.

Home in Rockford

5 out of 5 average rating, 149 reviews

Adults-only Red Room retreat with HotTub

Adults-only private getaway on the Rock River with a hot tub, patio, and one-of-a-kind Red Room experience. Perfect for couples wanting privacy, comfort, and something more adventurous than a typical stay. Relax with a scenic river view, enjoy the hot tub, then explore a playful adult-themed space with a St. Andrews Cross, swing, Sybian, and more. Designed for birthdays, anniversaries, date nights, or a private weekend that feels secluded, romantic, unforgettable, and anything but ordinary.

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Top Guest favourite

A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.

Apartment in Cherry Valley

4.97 out of 5 average rating, 469 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

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Top Guest favourite

A hot tub is seen filled with bubbling water, situated on a wooden deck. A gas grill is positioned nearby, with a spacious yard enclosed by a white fence. Trees and a clear sky are visible in the background, adding to the outdoor ambiance.

Home in Rockford

5 out of 5 average rating, 64 reviews

Charming Pet-Friendly Rockford Escape

Spacious family-friendly home with a fenced yard—perfect for pets! Enjoy a fully equipped kitchen, gas fireplace, washer/dryer, and BBQ grill. Minutes from the ice rink, restaurants, Aldeen Golf Club, and shopping. Close to: Walking distance to Starlight Theater, Hard Rock Casino (4.7 mi), Sportscore 2 (3.1 mi), Sportscore 1 (6.5 mi), UW Health Sports Factory (7.4 mi), IRONMAN 70.3 Rockford (5.5 mi), and Byron Nuclear Station (27 mi). Ideal for relaxation or adventure!

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Guest favourite

A serene log cabin with a copper roof is set amidst lush greenery. A welcoming front porch with rocking chairs invites relaxation, while a neatly landscaped yard enhances the home's rustic charm. The garage is visible, providing convenient parking.

Home in Cherry Valley

4.84 out of 5 average rating, 106 reviews

Log Cabin Escape|King B|Hot Tub|Sauna|River Views

Welcome to your perfect getaway! Our house is ideal for couples, families, or small groups looking to escape the hustle and bustle of daily life and reconnect with nature. ★ Relax in Hot Tub ★ Rest in Sauna ★ Sleep - 3 Bedrooms, 5 beds ★ Gather around fire pit with family and friends ★ Rest peacefully in a 3 king-size beds ★ Watch your favorite shows on 4 Roku TV’s around house ★ Stay connected with fast Wi-Fi. ★ Play foosball tournaments ★ Hiking, fishing, kayaking.

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Top Guest favourite

A spacious family room is illuminated by natural light from large windows. Comfortable seating includes a sectional couch and armchair, while a coffee table sits atop a decorative area rug. A large flat-screen TV is mounted on the wall, and access to the private deck is visible.

Apartment in Rockford

4.99 out of 5 average rating, 102 reviews

Charming Ranch-Style Apartment. Modern Amenities

Welcome to your perfect home away from home, the Gem of Sandra Lane. Whether you're here for a family vacation or a business trip, this apartment has everything you need to feel at ease. Relax in the large family room or private deck and sleep tight on the king-sized bed in the master bedroom. This apartment also features a beautiful kitchen with brand new Kitchen-Aid appliances. It also offers easy access to all of Rockford's top attractions, dining, and shopping.

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Guest favourite

A floor plan of the home is displayed, showcasing two bedrooms, a living room with a sofa sleeper, and a modern kitchen. An outdoor living space is indicated on the right side. Distinct areas for dining and a small office space are also visible.

Cottage in Machesney Park

4.93 out of 5 average rating, 88 reviews

Charming Cottage!

Freshly & fully modern retreat offers far more comfort and style than any hotel. It’s the perfect home base, a cozy haven for short-term “between homes” stays, and an ideal launchpad with easy I-90 access. You’ll be close to shopping, dining, medical facilities, and just minutes everything fun!. Inside, you’ll find 2 welcoming bedrooms—a queen bed & a full-sized bed. Outside, a stunning new living space awaits, offering unmatched ambiance for relaxation.

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Top Guest favourite

The Spanish-style villa is framed by lush greenery and a landscaped garden featuring stone pathways. Distinctive red windows and subtle lighting enhance the exterior's charm. The upper level is visible, showcasing a unique architectural design that complements the overall aesthetic.

Home in Rockford

4.99 out of 5 average rating, 339 reviews

Hidden Gem Spanish Style Villa

Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

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