Pet-friendly holiday rentals in Winnebago County

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

4.91 out of 5 average rating, 156 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

4.97 out of 5 average rating, 359 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.

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, 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.

Superhost

4.82 out of 5 average rating, 156 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.

5 out of 5 average rating, 7 reviews

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.

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.

Superhost

4.89 out of 5 average rating, 19 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.

4.97 out of 5 average rating, 188 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.