Vacation rentals in Roscoe

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Top-rated vacation rentals in Roscoe

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

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Guest favorite

Farm stay in Shirland

4.89 out of 5 average rating, 219 reviews

Historic limestone farmhouse, nature preserve.

Historic 1840's limestone home ,once owned by Sidney Smith, first nationally syndicated cartoonist of The Gumps. Located on 19 acres adjacent to 500 acre wetland conservation area with miles of hiking/skiing trails along the pristine sandy Sugar River for canoeing, birdwatching, or fishing. Ideal for star-gazing, with minimal lighting from neighbors. Enjoy the outdoors from stone patio, including tables, BBQ, and seating for 15, with fireplaces indoors and outside. Sand pile and toys nearby

Nov 12 – 19

G$46,702 GYD per night

Guest favorite

Cottage in Rockton

4.95 out of 5 average rating, 189 reviews

Country Farm Cottage

Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

Feb 13 – 20

G$33,942 GYD per night

Guest favorite

Barn in Rockford

4.98 out of 5 average rating, 174 reviews

Charming converted barn north of Rockford, Ill

We'll be delighted to welcome you to our converted barn. Most describe it as "charming." We are grateful for those comments, and we have tried to provide our guests with a safe, restful, and inviting environment. There are two bedrooms upstairs, and a TV room with 2 twin beds/daybeds downstairs. The galley kitchen has brand new appliances. The beds are outfitted with the most healthful, hygienic mattress pads and bedding we could find. The water is certified free of lead, nitrates, or bacteria.

Dec 1 – 8

G$29,100 GYD per night

Guest favorite

Farm stay in Caledonia

4.89 out of 5 average rating, 104 reviews

Country Guesthouse at Wind Ridge Herb Farm

Welcome to Wind Ridge Herb Farm. Enjoy the peace and tranquility of this beautiful historic, Victorian farm. Just minutes from Rockford, Machesney Park and Beloit, the guesthouse is ideal for couples, friends, families or professionals seeking safe, private and quiet accommodations. Conveniently located near I90, Pierce Lake and Rock Cut State Park, great golf courses and biking, restaurants and shopping, Anderson Japanese Gardens, Nicholas Conservatory and Hard Rock Casino are all nearby.

Jan 23 – 30

G$29,183 GYD per night

Guest favorite

Home in Harvard

4.95 out of 5 average rating, 164 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.

Jul 2 – 9

G$28,105 GYD per night

Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 278 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.

Oct 27 – Nov 3

G$20,504 GYD per night

Guest favorite

Home in Roscoe

4.99 out of 5 average rating, 274 reviews

* Travelers Sanctuary 2/2, deck, native garden.

Two bedroom, two bath home, residential street. 1400 sq ft. Self check-in. Central Air. Parking in driveway. 1-acre, wooded backyard. 4 mi to I90/39-Exit Rockton Rd. 11 mi N of Rockford 5 min to forest preserves, grocery. Ideal for biz class guests, couples, families with children over 8 yr . Share a bit about yourself, why in the area, who you are traveling with & that you read & agree to "House Rules". NOTE: The host lives in lower unit, uses separate, private entrance

Apr 19 – 26

G$30,638 GYD per night

Guest favorite

Apartment in Rockford

4.94 out of 5 average rating, 456 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.

Feb 17 – 24

G$21,214 GYD per night

Guest favorite

Bungalow in Rockford

4.95 out of 5 average rating, 381 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.

Oct 25 – Nov 1

G$21,352 GYD per night

Guest favorite

Home in Rockford

4.97 out of 5 average rating, 151 reviews

Business access in residential comfort

Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

Jan 19 – 26

G$21,710 GYD per night

Guest favorite

Cottage in Machesney Park

4.96 out of 5 average rating, 26 reviews

Charming Cottage!

Completely updated & modern. Why stay in a hotel? The perfect retreat for Rockford Sportscore's events. Comfortable for short term "between homes” nesting. EZ access to I-90 for the getaways to Chicago, Madison or Milwaukee. Convenient to Shopping, Dining & Medical. Close to the 173 Corridor or 15 minutes to the State Street Corridor. Minutes from Beloit WI & Beloit College. 2 Bedrooms: Comfy Queen Bed, Single Bed, Full Sleeper Sofa.

Nov 22 – 29

G$25,458 GYD per night

Guest favorite

Home in Cherry Valley

4.93 out of 5 average rating, 122 reviews

Charm in the heart of the Valley

Charming 4 bedroom 2 bath home in the heart of Cherry Valley. Walking distance to local restaurants, bars, gaming facilities, and peaceful park. Large shopping mall and water park within minutes. Home has Ring security cameras at each entrance. Two smart televisions with Netflix. Available wifi at 1 gigabyte per second. Touch pad lock for easy check in/out. Sleeps 8 with 2 queen beds, 2 twin beds, and 1 queen pullout bed.

Jul 17 – 24

G$29,519 GYD per night