Vacation rentals in Caledonia

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Top-rated vacation rentals in Caledonia

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

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Superhost
A two-story home features a light-colored exterior with dark trim. The front yard is well-maintained, showcasing bright flower pots and green grass. The driveway leads to a spacious three-car garage. Large windows enhance natural light and views of the surrounding landscaping.
Home in Belvidere
4.86 out of 5 average rating, 7 reviews

Luxury & Comfort in a Large Home

Beauty, comfort and elegance.. all in one home! This fully fenced home with a 3 seasons room, a patio set, grill and fire pit, perfect for cool nights with your friends and family! Right across the street is a park, a track for walking and a large field for outdoor activities, open to anyone! In a quiet neighborhood with friendly and respectful people around. Grocery stores a few minutes away, downtown Belvidere 5 minutes away and Rockford about 20 mins away with lots of fun activities to offer!

Top guest favorite
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, 321 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".

Top guest favorite
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
4.93 out of 5 average rating, 178 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.

Top guest favorite
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.
Farm stay in Cherry Valley
4.97 out of 5 average rating, 437 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.

Top guest favorite
The exterior of a historic one-room schoolhouse is shown, featuring a red front door and a fenced yard. Surrounding trees provide a natural backdrop, and a shed is visible nearby. Soft sunlight enhances the inviting outdoor space, contributing to a peaceful setting.
Place to stay in Brodhead
4.98 out of 5 average rating, 209 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Top guest favorite
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, 137 reviews

Adults Only "Red Room" Home with Hot Tub

Unique adult themed home with a BDSM / "Red Room" experience. It's a great way for couples to turn their fantasies into reality and explore with each other. Includes St Andrews Cross, Swing, and Sybian! Relax on the patio or in the hot tub with a scenic view of the Rock River. Once you arrive you will not want to leave so we try to provide you with everything you may need for your stay! Frozen pizzas, Bottled Water, Coffee, Robes, Firewood and a special gift with each reservation.

Guest favorite
The exterior of a single-story brick home is visible, set among green landscaping and mature trees. A concrete walkway leads to the front door, framed by leafed shrubs. Bright blue skies are present above, enhancing the welcoming atmosphere of the entrance.
Home in Rockford
4.96 out of 5 average rating, 23 reviews

Comfortable 3 Bedroom Home in NE Rockford + Wi-Fi

When Work, Family, or Fun takes you to the Rockford, Illinois, area, you can rent a hotel room for days or weeks at a time at a higher cost; or, you can choose our home, with space and amenities that make you feel like you are home. Easy access to I-90, many restaurants, several local gyms including the YMCA, sports venues, grocery shopping, and businesses including the Jaevon Bae Mercy Hospital. This is our home when we are in Rockford and we want you to enjoy your stay in our home.

Guest favorite
Home in Rockford
4.96 out of 5 average rating, 108 reviews

Mid-Term Ready | 4BR Home, Fast WiFi, Pet-Friendly

Looking for a far away vacation? Or how about a home right next to home? Welcome to our Rockford AirBnB! Even Chicago is within reach when you stay- busses route between Rockford and Chicago every few hours. Shop at Cherry Valley Mall, explore and dream with the koi at Anderson’s Japanese Gardens, get water thrills at Hurricane Harbor Rockford, or even take a nature expedition at Rock Cut State Park! All within 10 miles or less! “Book instantly now and guarantee your stay!!

Guest favorite
The exterior of a two-story brick building is depicted, adorned with climbing ivy and surrounded by lush greenery. The entrance features a central doorway framed by windows, with a welcoming pathway leading from the sidewalk to the door.
Apartment in Edgewater
4.92 out of 5 average rating, 606 reviews

Upscale Urban Retreat 1 bedroom, ground Floor

Charming and beautiful ground floor; wood floors and original woodwork. Secure keypad entry. Owner on adjoining premises. Minutes to Indoor Sports Factory, downtown nightlife, restaurants, shops, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory and Sinnissippi Gardens.. 5 blocks to river and rec path. Centrally located quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. High speed internet.

Guest favorite
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
4.94 out of 5 average rating, 79 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.

Top guest favorite
The exterior of the bungalow features a welcoming, brick facade with a sloped roof and a prominent front porch. Large windows allow natural light inside, while colorful flowers in the front garden add charm to the entrance.
Bungalow in Rockford
4.96 out of 5 average rating, 453 reviews

Arts and Crafts Bungalow with Outdoor Space

We welcome you to a centrally located two-bedroom Arts & Crafts Bungalow. Ideally situated near sports venues, shopping, museums, and restaurants, the house is a perfect place for families, professionals, and couples. We have free on street parking in front of the home, We are 10 minutes away from the UW Sports Factory, Anderson Japanese Gardens, and Nicholas Conservatory. We are 20 minutes away from Anna Page Park and Rock Cut State Park.

Guest favorite
A bright living space features a light-colored sectional sofa and a round coffee table with decorative items. Large sliding doors open to a private outdoor area, allowing natural light to illuminate the room. Soft neutral tones and decorative accents create a serene atmosphere.
Home in Rockford
4.94 out of 5 average rating, 52 reviews

Luxury Condo | King Bed | 2BR 2BA | Great Location

Welcome to your luxury two-bedroom condo in Rockford, Illinois. This stunning residence boasts a contemporary design, with sleek finishes and state-of-the-art amenities, perfect for your time in Rockford. The unit if fully stocked with the following: → High Speed Wi-Fi → Two King Beds → 70" Living Room Smart TV → 55" Two Bedroom Smart TV → Dedicated Workspace → Fully stocked kitchen → Washer & Dryer → Private Parking

Popular amenities for Caledonia vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Boone County
  5. Caledonia