Vacation rentals in Rockton

4.9 out of 5 average rating, 245 reviews

A historic limestone home is framed by lush greenery, showcasing large windows that invite natural light into the living spaces. The stone facade highlights the home's charm, while the well-maintained lawn offers a welcoming setting. A pathway leads toward the entrance, enhancing accessibility.

Farm stay in Shirland

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

4.96 out of 5 average rating, 242 reviews

Two goats are seen in a grassy area, one with light brown and white fur and curved horns, while the other is black with a collar. They stand amidst lush greenery, with a barn structure in the background.

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

4.88 out of 5 average rating, 130 reviews

A historic Victorian-style farmhouse is set amidst lush gardens and mature trees. The white house features a green roof and large windows, with a red barn visible in the background. Vibrant greenery and flower beds surround the home, creating a serene outdoor environment.

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.

4.99 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

A well-lit bathroom features a spacious vanity with multiple drawers and a sink. A frosted glass shower stall is positioned in the corner, while decorative toiletries are placed on the countertop. Neutral-colored tiles cover the floor, and a mirror reflects the room's light.

4.97 out of 5 average rating, 370 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

An exterior view of an old schoolhouse is captured, showcasing its classic architecture. A group of children stands in front, dressed in period attire. The surrounding trees add a natural backdrop, enhancing the historic character of the building.

4.98 out of 5 average rating, 161 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.

4.9 out of 5 average rating, 121 reviews

An Atari 5200 console is displayed on a white shelf with a game cartridge inserted. A joystick controller is positioned nearby. In the background, a modern sofa can be seen, suggesting a comfortable gaming area.

Apartment in Rockford

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

4.93 out of 5 average rating, 549 reviews

An inviting entrance is framed by vibrant greenery and sun-dappled shadows. The door features a striking red color with glass panels, providing a welcoming appearance. Decorative elements highlight the craftsmanship of the surroundings, situated amongst charming brick architecture.

Apartment in Rockford

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.

A laundry room is visible, featuring a front-loading washing machine and a top-loading dryer. Above the appliances, a shelf holds cleaning supplies. Two decorative wall plates add color to the neutral walls. A small step stool and a wastebasket complete the space.

4.97 out of 5 average rating, 193 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, downtown Rockford, & 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.

4.88 out of 5 average rating, 107 reviews

A calm lake is depicted, reflecting greenery from surrounding trees under a clear blue sky. The still water creates a mirror-like effect, enhancing the natural beauty of the landscape, while the lush foliage provides a sense of tranquility.

Cabin in Brodhead

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

4.95 out of 5 average rating, 439 reviews

An outdoor deck is featured, showcasing a white table surrounded by two white chairs. Sunlight filters through the surrounding greenery, creating a natural, calm setting. The wooden floor adds a rustic appeal, enhancing the inviting space for outdoor gatherings.

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.

5 out of 5 average rating, 123 reviews

An open-concept living space features warm wood paneling and large glass sliding doors offering views of the river. A seating area is arranged with plush cushions, and a wooden table with bar stools is positioned nearby, inviting relaxation while enjoying the serene waterfront scenery.

Cabin in Edgerton

Waterfront modern cabin w/ kayaks

NO CLEANING OR ADD ON FEES! Enjoy your own private dock including 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Rockton vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Rockton

4.75 out of 5 average rating, 12 reviews

Home in Machesney Park

Great cozy little house (pets welcome)

GlendaRating, 5 stars4 weeks ago

Great location next to everything you may need. Tin was very helpful and even brought over a flower basket to put on the front steps during our stay.

4.83 out of 5 average rating, 29 reviews

A contemporary bathroom is displayed, featuring a walk-in shower with marble-patterned tiles. Shelves hold neatly stacked towels, while a modern sink is positioned adjacent. Soft lighting emits a bright ambiance, enhancing the sleek design.

Guesthouse in Rockford

2 My cozy sweet home

DanielRating, 5 stars3 weeks ago

Thank you for the accommodation. I really really liked the shower. I just didn’t know upon booking that there will be another unit in the building of the Airbnb so on the first night I did hear some noise from next-door. Other than that, I had a great day and I also loved the two water bottles that were left when I first arrived.

4.97 out of 5 average rating, 34 reviews

A compact workspace is set up beneath a window, featuring a wooden desk and a comfortable leather office chair. A laptop is positioned on the desk, accompanied by a lamp that provides soft illumination. The window has light-filtering blinds, allowing natural light to enter the space.

Cottage in Winnebago

Relax. Recharge. Reconnect.

GeneRating, 5 stars4 days ago

Nina was an exceptional host! Very responsive, kind and easy to get along with. The house was great just as listed and furnished beautifully. I would highly recommend this house. Had to check out early due to an unexpected emergency, Nina was very compassionate, all around she is a ⭐️⭐️⭐️⭐️⭐️ host and great person!!! Will definitely stay here again in the future if available.

A covered outdoor sitting area is featured, with two comfortable chairs arranged facing the water. Large open spaces allow natural light to enter. The setting provides scenic views of the river, framed by trees in the distance and the open sky above.

4.62 out of 5 average rating, 161 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.

A modern kitchen area features stainless steel appliances, including a refrigerator with a water dispenser, a built-in oven, and a coffee maker. Rich wooden cabinetry surrounds the appliances, and the warm wooden flooring adds a touch of elegance to the space.

5 out of 5 average rating, 14 reviews

Charming Pet-Friendly Rockford Escape

MelanieRating, 5 stars3 days ago

Great stay! The place was clean and cozy, and the hot tub was the highligh. super relaxing and private. Host was friendly and everything went smoothly. Would stay again!

A serene riverfront scene captures a small sandy area beside the water, bordered by lush greenery and rocks. A dock is visible with boats tied alongside, while a gazebo provides shaded seating under the trees. The sky is dotted with fluffy clouds.

Guest suite in Rockford

4.89 out of 5 average rating, 206 reviews

Historic Downtown Riverfront Suite

PeterRating, 5 stars9 months ago

Very nice place, as advertised. Was in town for wedding and Embassy Suites was full, but was able to stay here which was walking distance to hotel at half the price for a quieter and more complete room. Easy walk through downtown Rockford with everything you need for a a stay. Would highly recommend for anybody who needs to stay in this area.

A comfortable three-season porch features two armchairs, one in a rich burgundy leather and the other in a light fabric, accompanied by a small wooden table. Large windows provide natural light and a view of the spacious backyard, with striped window coverings for added privacy.