Pet-friendly vacation rentals in Winnebago County

An indoor golf simulator area features a large screen displaying a golf course, accompanied by putting turf and a golf club positioned ready for use. Recreational games are visible in the background, alongside a dining space with chairs and a dartboard.

5 out of 5 average rating, 64 reviews

Golfer's Retreat *hot tub* *arcade* *spa*

Welcome to the Golfer's Retreat & Arcade, where relaxation & excitement await! Indulge in a few rounds on our golf simulator, perfect for honing your skills or simply enjoying a friendly competition. Then, treat yourself to some well-deserved rest & rejuvenation in our massage chairs, melting away the stress of the day. Immerse yourself in the free-play arcade, where endless entertainment awaits. Get ready for an unforgettable experience for the whole family. Pet fee $50/night per dog max 2 dogs

A unique exterior view showcases the artistically designed home, featuring a blend of vintage signage and modern architecture. A corrugated metal fence offers privacy, with soft landscaping elements adding a touch of nature. Windows illuminate the space, emphasizing the inviting atmosphere.

4.91 out of 5 average rating, 155 reviews

Location+History+Art+Arcade = FUN

ARTISTIC GEM IN THE HEART OF DOWNTOWN RIVER DISTRICT! This unique home is former 1930s gas station designed for entertaining and imagining. It is not just a rental; it’s an experience. Dream kitchen w/concrete countertops & steel island. Exceptional walkability: 1 block to main St; riverfront, farmers market, restaurants, brewery, paths & more! Loads of charm w/skylit ceiling, exposed brick/ductwork, custom mosaic shower, fenced patios. 412 game arcade, painting easel & NEW fireman's pole/loft!

Farm stay in Cherry Valley

A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.

4.97 out of 5 average rating, 355 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.

A comfortable living room is presented, featuring a large sectional sofa in a soft blue hue. A world map hangs on the wall, complemented by a small green accent chair. Natural light enters through the window, illuminating the wooden floor and furnishings.

4.93 out of 5 average rating, 45 reviews

Beautifully home with 5 bedrooms

Experience the ultimate vacation in this newly renovated 5-bedroom and 2-bath rental, perfect for families or groups of friends. Enjoy 4 king & 2 twin beds, a LUX eat-in kitchen, private yard, and a screened porch. This rental also offers on-site laundry and a 2-car garage attached to the property. Plus, pets are allowed so you don't have to leave your furry friends behind! Book your stay today and experience the ultimate getaway at this luxurious and well-appointed short term rental.

4.98 out of 5 average rating, 289 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.

Superhost

The game room features a variety of entertainment options, including a ping pong table, a foosball table, and a Skee-Ball machine. Ambient lighting elements enhance the playful atmosphere. Comfortable seating is available in the form of a cozy chair, with an area rug adding a touch of warmth.

4.84 out of 5 average rating, 152 reviews

Spacious Cabin-style home w/ Gameroom + Gym!

Welcome to our spacious, yet cozy cabin-style retreat, perfect for both relaxation & entertainment! Enjoy the large yet inviting living room, savor homemade meals in our fully-equipped kitchen, complete with modern appliances. Unleash your inner gamer in our epic Game Room or let the kids explore a world of fun in the dedicated play area. Stay fit on-the-go in our well-equipped home gym, stocked with top-notch equipment. Need to work? Enjoy our dedicated workstation for seamless focus.

A spacious yard is framed by tall trees, providing ample shade on a sunny day. A red building with a simple design is visible to the left, while a wooden fence encloses the area, creating a peaceful outdoor space.

5 out of 5 average rating, 6 reviews

The Old Charley

Welcome to the Old Charley! This charming home is clean and cute guaranteed to make you feel right at home. Located in a friendly and peaceful neighborhood, you’ll find plenty of shopping and restaurants just a stone's throw away. Plus, popular spots like Javon B Hospital and UW Health Sports Factory are just a quick 5 to 10-minute drive. We can't wait for you to experience all that the Old Charley has to offer – book your stay today, and we promise you won’t be disappointed!

5 out of 5 average rating, 6 reviews

The exterior of a charming yellow cottage is shown, framed by a white picket fence. A manicured yard features shrubs and small trees, while gravel leads to the entrance. The surrounding area has scattered trees reflecting a seasonal change in foliage.

Home in South Beloit

Yellow Cottage House

Escape to our charming yellow cottage, a beautifully remodeled 2-bedroom, 1-bath retreat perfect for couples, small families, or a relaxing getaway! Tucked in a quiet neighborhood just minutes from Downtown Beloit. Enjoy a modern, fully equiped kitchen, walk-in shower stocked with bath essentials. The washer/dryer makes longer stays a breeze. Step outside to a fully fenced private yard, complete with a gazebo, grill, and fire pit—ideal for barbecues or stargazing by the fire.

The living room features a light-filled space with a large gray sectional couch and a smaller black sofa. A coffee table sits in the center, while a television is mounted on the wall. Art prints are displayed above the seating area, complementing the warm wooden tones of the floor.

4.95 out of 5 average rating, 65 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.

Superhost

A dining area features a wooden table with a checkered tablecloth and two wooden chairs. A comfortable couch is positioned in the adjacent living room, which includes a decorative rug and soft lighting from a nearby lamp. Natural light filters through sheer curtains.

4.89 out of 5 average rating, 18 reviews

Private Entrance 1br whole unit

Keep it simple at this peaceful and centrally-located place. Open floor plan 1br (bedroom area is off of the livingroom) with twin bed featuring in unit washer and dryer, private bathroom, kitchen and livingroom. Off street parking with private entrance. Our place is located close to shopping and restaurants, centrally located by 3 main roads that will take you anywhere in town. This unit is 1st floor there is another unit above the kitchen.

A spacious backyard is depicted, featuring a vibrant green lawn dotted with blue flowers. Colorful chairs are arranged around a fire pit, and a bird feeder is mounted on a tree. Tall shrubs provide a natural border, enhancing the serene outdoor setting.

4.97 out of 5 average rating, 187 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.