Holiday rentals in Roscoe

4.96 out of 5 average rating, 240 reviews

Cottage in Rockton

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

4.97 out of 5 average rating, 96 reviews

Home in South Beloit

Beautiful Craftsman Style Home w/ Fenced Yard

Enjoy your stay in this beautifully remodeled Craftsman Style Home. Rich with the character of an abundance of wood trim and paneled ceilings, this home is the perfect place for a relaxed, stress free, memorable stay. Complimentary coffee, tea, and bottled water are included. Other amenities include a bike path, private parking, a fenced yard, use of a grill and laundry. Less than a mile away from the revitalized city of Beloit WI, you will have many options for places to eat and things to do!

4.88 out of 5 average rating, 129 reviews

Farm stay in Caledonia

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.

4.95 out of 5 average rating, 44 reviews

Home in Beloit

1912 Historic Charm meets Modern Comfort

ENTIRE HOME RENTAL-USE OF TWO ROOMS-Not Shared Space. This cinder block home boasts original hardwoods that bring instant comfort and warmth. While on a main drag, traffic is no drag. Sounds beyond struggle to penetrate this fortress. Rest deeply and awake to a home flooded in natural light through large original windows. On chilly mornings enjoy a cup of gourmet coffee in front of the beautiful electric fireplace. The home's authentic beauty remains central. Enjoy snacks, comfy bed, 65" TVs.

4.99 out of 5 average rating, 304 reviews

Home in Roscoe

* 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".

Farm stay in Cherry Valley

4.97 out of 5 average rating, 364 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.

Place to stay in Brodhead

4.97 out of 5 average rating, 158 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.

5 out of 5 average rating, 8 reviews

Home in South Beloit

Yellow Cottage House

Escape to our charming yellow cottage, a beautifully remodeled 2-bedroom, 1-bath retreat in a serene Beloit neighborhood, just minutes from downtown. Perfect for couples, small families, or a relaxing getaway. This cozy haven features a modern, fully equipped kitchen, a luxurious walk in shower, and an in-unit washer/dryer for longer stays. Unwind in the private, fully fenced yard with a gazebo & grill, ideal for BBQs or stargazing under the stars. Book your peaceful retreat today!

4.9 out of 5 average rating, 119 reviews

Fun Retro Apartment in Downtown Rockford

Close to all the action, you are steps away from top restaurants, night life, theaters, sports and the river. Freshly updated space with an extra touch of all things we love 80's, you will find an Atari 5200 with favorites like Pac Man along with your favorite VHS tapes like Breakfast Club and Sixteen Candles. We have a dedicated work area in second bedroom. Great for a quick trip or long work stay. Located steps from Abreo Restaurant, all guests receive 10% discount during stay

4.96 out of 5 average rating, 125 reviews

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

Charm Art Style. Hardwood floors, original woodwork. Secure keypad entry. Spacious cozy apartment with full kitchen and dining room. Owner on adjoining premises. Street parking. Minutes to Sports Factory, downtown nightlife, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory & Sinnissippi Gardens. 5 blocks to river and rec path. Quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. Not suitable for children under 6.

4.95 out of 5 average rating, 437 reviews

Bungalow in Rockford

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.

Superhost

4.83 out of 5 average rating, 54 reviews

Breeze in the City

Beautiful 1 bedroom apartment. 3 minutes from Rockford's Midtown District, 8 Minutes from BMO Center and Coronado Theater. The location is known for some of Rockford's most authentic restaurants, boutique shops, pubs, bars, and bakeries. We offer everything you need for a comfortable stay. We require 2 hours notice for same day booking.

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Other great holiday rentals in Roscoe

Home in Rockford

5 out of 5 average rating, 3 reviews

Charming Townhouse Stay

LeslieRating, 5 stars2 weeks ago

We really liked the home! It had everything we needed and it was a very comfortable space, it felt like home. The couch and bed was very comfortable and loved the soft duvet and clean sheets. The home is located in a very nice neighborhood and felt safe the entire time. Having our own 2 car garage was a bonus. Anmol was a very responsive host and he was so polite and helpful. We have no regrets staying here, and would love to come back next time we visit. ⭐️⭐️⭐️⭐️⭐️

5 out of 5 average rating, 19 reviews

Flat in Freeport

Walk everywhere in downtown Freeport.

LukeRating, 5 stars5 days ago

A fantastic price for a convenient location! The inside is spacious with all the amenities you could need. The outside can look a bit uninviting, but the room itself, as well as Judy, were fantastic!

5 out of 5 average rating, 8 reviews

Flat in Loves Park

The Modern Haven / 3Beds / Excellent location

JillRating, 5 stars2 weeks ago

I'm originally from Rockford and visit at least once per year. I am rarely inspired to leave reviews. Karolina's place was EXACTLY as pictured and described. This is a nice sized 2 br, 1 ba apartment in a 4-plex. You park directly in front of the unit, making it easy to bring in your suitcases. Karolina provides clear instructions on how to access the unit, which is bright, sunny, cheerful and SPOTLESS. The kitchen and bathroom are fully stocked with everything you could need (except food, lol), all of higher quality. The bed linens, and the manner in which the beds were made, were impressive. Definitely giving 5-star hotel vibes. Overall, of all the AirBnbs I've stayed in, this was the most comfortable. By that, I don't mean the beds, etc. I mean emotionally & psychologically comfortable, which is probably more important than anything else. Karolina clearly understands the meaning of hospitality. It is evident a lot of thought and planning went into her Modern Haven.

4.71 out of 5 average rating, 17 reviews

Cozy 2 bdr Apartment

EleanorRating, 5 stars3 weeks ago

The house was very clean and comfortable, and is in a convenient location.

Home in Rockford

4.63 out of 5 average rating, 159 reviews

Experience Our Relaxing Riverhouse

JessicaRating, 5 stars1 month ago

If we come back to Rockford, we would definitely stay at this location agian! So beautiful, relaxing, affordable wmin a great private location.

5 out of 5 average rating, 10 reviews

Home in Rockford

Charming Pet-Friendly Rockford Escape

William JRating, 5 stars3 days ago

Michelle’s home was large, comfortable, and clean. Great yard for our dog to run around and do her business. Michelle also left special treats for our dog. Great experience, we would stay again if we were in Rockford

4.86 out of 5 average rating, 35 reviews

Upscale apartment in Rockford!

AnayRating, 5 stars7 months ago

We moved out of state 5 years ago and this is our first time back to Rockford together. Bonnie’s place made us feel so at home. It is truly a gem! Not to mention It’s A Wing Thing is close by & Sams Restaurant delivered to the area!! The Airbnb is just as described, the bed was comfortable, decor was beautiful, and the space was more than enough!! Bonnie was very responsive and helpful! We’ll definitely be staying at her place when we’re back in town!!