Vacation rentals in Shirland

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Top-rated vacation rentals in Shirland

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Top guest favorite

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

4.9 out of 5 average rating, 245 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

Top guest favorite

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

4.96 out of 5 average rating, 242 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

Guest favorite

An interior view is shown through double doors, exposing a cozy sitting area with a floral-patterned chair and a wooden coffee table. Natural light filters in through windows, illuminating the space and creating a serene atmosphere.

Home in Beloit

4.96 out of 5 average rating, 45 reviews

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.

Top guest favorite

A vibrant streetscape features a charming mix of historic buildings, with a focus on the storefronts below. The ground floor includes a cozy café adorned with bright flowers and outdoor seating, while the upper levels showcase colorful facades and decorative window details.

Loft in Monroe

4.99 out of 5 average rating, 175 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Top guest favorite

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.

Farm stay in Cherry Valley

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.

Top guest favorite

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.

Place to stay in Brodhead

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.

Guest favorite

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

4.93 out of 5 average rating, 549 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 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

4.88 out of 5 average rating, 107 reviews

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!

Top guest favorite

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

4.95 out of 5 average rating, 439 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 spacious sleeping area is highlighted by neutral-colored walls and a vaulted ceiling. A small desk and chair are positioned adjacent to the bed. In the background, a bathroom door is visible, along with a kitchenette area featuring a mini refrigerator. Bright lighting enhances the airy feel.

Guesthouse in Rockford

4.73 out of 5 average rating, 11 reviews

1 Cozy and peaceful place

Kick back and relax in this calm, stylish space. Perfect place to relax after work. This is a guest small duplex house semi-attached to the main home. We are located near the Lowes Distribution Center, the Chicago-Rockford International Airport, about 20-minute drive to the Byron Plant, and about 6-to-8-minute drive to downtown Rockford, Discovery Center, Coronado Theatre, BMO Center, and about 12 minutes away from Swedish American Hospital.

Guest favorite

Loft in Rockford

4.94 out of 5 average rating, 370 reviews

510 Studios Loft East

Beautiful, newly updated one bedroom loft apartment in busy downtown area. Just steps to restaurants, shopping and entertainment. Gorgeous decor, new furnishings with couch, love seat, dining table and extra comfy king size bed. Bathroom is completely remodeled. Very fun and artsy style, full size kitchen, large outdoor deck, cable TV, Neflix and more! Great place to stay for business and for pleasure in the heart of Rockford.

Guest favorite

The image shows a sidewalk view alongside a brick building with large window displays. A sign indicating two-hour parking from 8 AM to 5 PM is visible on a nearby pole, and green planters are positioned near the entrance.

Loft in Rockford

4.92 out of 5 average rating, 452 reviews

Jackson’s Urban Retreat + Patio

Cool, modern downtown city loft located walking distance from 20+ restaurants, shops and entertainment venues. Private outdoor patio and private parking spots. If you are looking to enjoy sports, dining, arts and theater without getting in a car, this is the space for you. Located above Abreo Restaurant, all guests receive 10% discount during stay