Holiday rentals with outdoor seating in Winnebago County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Winnebago County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Rockford

5 out of 5 average rating, 78 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, Slippers, Robes, Firewood and a special gift with each reservation.

Top Guest favourite

Farm stay in Shirland

4.9 out of 5 average rating, 244 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 favourite

Cottage in Rockton

4.96 out of 5 average rating, 233 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

Top Guest favourite

Home in Roscoe

4.99 out of 5 average rating, 302 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".

Guest favourite

Home in Loves Park

4.92 out of 5 average rating, 75 reviews

A Traveling Executive's Home Away From Home!

Rock River Executive Inn is centrally locate along the beautiful Rock River in Loves Park. It features a spacious open concept great room with vaulted ceilings, a remote controlled fire place, full eat in kitchen, double master suites, huge patio over looking the River, covered parking and more!! In walking distance you’ll find great restaurants, Martin Park which has a public boat launch and miles of walking path along the River. It’s a 10 minute drive to Sports Core and Hard Rock Casino.

Top Guest favourite

Home in Rockford

4.98 out of 5 average rating, 291 reviews

Hidden Gem Spanish Style Villa

Ask about our special, Mon-Thurs, book 2 nights, get a 3rd free! Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Top Guest favourite

Home in Roscoe

4.92 out of 5 average rating, 84 reviews

Oak View Game Room & Hiking Trails at Hidden Creek

Once an aged farmhouse, renovations make Oak View the perfect place for large groups. This 3,000 sq/ft home on 60 acres offers 4 bedrooms with 3 private bathrooms. Guests access 3 miles of manicured hiking trails linking to our wine bar, Hidden Creek Estates (Wed-Fri 3pm-9pm, Sun 11am-5pm). Oak View is the ultimate destination with fun activities and amenities! Looking for something smaller? We now offer one-room stays in our master suite; contact us for availability and pricing.

Guest favourite

Apartment in Rockford

4.96 out of 5 average rating, 119 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.

Guest favourite

Apartment in Rockford

4.97 out of 5 average rating, 145 reviews

Stylish 1854 Artist’s Qtrs: Walk to Sports Factory

Creativity - - that elusive, mysterious talent we all admire. Years ago, the Artist’s Quarters was the creative think tank of just such a genius. For decades the rooms were filled with the artist’s works, thoughts and borderline crazy energy. Now, the New Artist’s Quarters has become a re-imagining of the creative genius’s studio. It’s an environment designed for you, filled with art and objects that will inspire your creative soul. Recharge yourself in our Artist’s Quarters.

Guest favourite

Home in Cherry Valley

4.91 out of 5 average rating, 44 reviews

Riverside Log Cabin: King B+Hot Tub+Sauna

Welcome to your perfect getaway! Our house is ideal for couples, families, or small groups looking to escape the hustle and bustle of daily life and reconnect with nature. ★ Relax in Hot Tub ★ Rest in Sauna ★ Sleep - 3 Bedrooms, 5 beds ★ Gather around fire pit with family and friends ★ Rest peacefully in a 3 king-size beds ★ Watch your favorite shows on 4 Roku TV’s around house ★ Stay connected with fast Wi-Fi. ★ Play foosball tournaments ★ Hiking, fishing, kayaking.

Top Guest favourite

Home in Rockford

4.96 out of 5 average rating, 67 reviews

Bright at Home

You will be close to everything when you stay at this centrally-located home. Walking distance to shopping plaza that features restaurants, fitness center, Dunkin donuts, and shops. Less than a mile to grocery store and gas station. Main bedroom with Queen Bed and 2 dressers. Second Bedroom with Queen and Twin beds. Livingroom features couch, chairs, and twin futon. BBQ available summer months only. Ranch home with Stairs for entry and stairs to laundry.

Top Guest favourite

Bungalow in Rockford

4.95 out of 5 average rating, 431 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.