Pet-friendly holiday rentals in Winnebago County

4.92 out of 5 average rating, 76 reviews

Charming 1930s "Kinsey Farms" Cottage

Your family will be close to everything when you stay at this centrally-located place. Easy highway access and less than 10 minutes from downtown - all the fun Rockford has to offer! Located on a quiet, dead end street. Walk to the playground at Ken-Rock park! Several stores/restaurants nearby. One hour drive to Chicago O'Hare airport, and only 3 miles from Rockford Intl Airport. Lots of recreation in the area including Rock Cut State Park, Anderson Japanese Gardens, and Klehm Arboretum. LGBTQ+!

4.96 out of 5 average rating, 113 reviews

Home in South Beloit

Beautiful Craftsman Style Home w/ Fenced Yard

Enjoy your stay in this beautifully remodeled Craftsman Style Home. Rich with the character of an abundance of wood trim and paneled ceilings, this home is the perfect place for a relaxed, stress free, memorable stay. Complimentary coffee, tea, and bottled water are included. Other amenities include a bike path, private parking, a fenced yard, use of a grill and laundry. Less than a mile away from the revitalized city of Beloit WI, you will have many options for places to eat and things to do!

5 out of 5 average rating, 30 reviews

Steps from RockRiver•Massage Chair•Arcade•Firepit

Stunning river views set the relaxing tone as you walk in 🏡 ⛳️Play outside: Giant Jenga & Cornhole 💆🏻Rejuvenate w/ a heated massage chair 🕹️Nostalgic fun w/ classic arcade games 🛏️ King bed in each bedroom for ultimate comfort 🍳 Fully equipped kitchen for home cooked meals 🛜 Fast wifi for remote work 🌸6mins-Anderson Japanese Gardens 🍻7mins-downtown Rockford 🚴‍♀️ 15mins-Rock Cut State Park ✈️12 mins-RFD Int'l Airport This escape offers the perfect blend of relaxation & adventure🏖️

4.86 out of 5 average rating, 14 reviews

Guest house in Rockford

Cozy RiverView Home

Keep it simple at this peaceful and conveniently located place. Fully furnished, completely private home one bedroom with Queen bed, full bathroom (tub/shower) sink, toilet, your own washer and dryer. It has a full kitchen with dining area, livingroom with wifi Roku tv. My place is a riverfront property that has beautiful views of the Kishwaukee River, it's a very peaceful dead end Street in a safe quiet neighborhood. Conveniently located with ease of access to anwhere in the Rockford area.

Farm stay in Cherry Valley

4.97 out of 5 average rating, 395 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.

Superhost

4.81 out of 5 average rating, 183 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, 27 reviews

Charming Pet-Friendly Rockford Escape

Spacious family-friendly home with a fenced yard—perfect for pets! Enjoy a fully equipped kitchen, gas fireplace, washer/dryer, and BBQ grill. Minutes from the ice rink, restaurants, Aldeen Golf Club, and shopping. Close to: Walking distance to Starlight Theater, Hard Rock Casino (4.7 mi), Sportscore 2 (3.1 mi), Sportscore 1 (6.5 mi), UW Health Sports Factory (7.4 mi), IRONMAN 70.3 Rockford (5.5 mi), and Byron Nuclear Station (27 mi). Ideal for relaxation or adventure!

4.98 out of 5 average rating, 202 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.

4.95 out of 5 average rating, 76 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.

4.98 out of 5 average rating, 306 reviews

Hidden Gem Spanish Style Villa

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.

4.93 out of 5 average rating, 45 reviews

Cottage in Winnebago

Harvest Haven- Cozy Downtown Winnebago Retreat

🍂 Welcome to The Gilded Cottage, your Harvest Haven in Winnebago! This charming 3BR retreat offers cozy living spaces, a dedicated kids’ play zone, premium bedrooms, and a fully equipped kitchen. Relax on the porch, dine on the back patio, or explore nearby Rockford attractions, wedding venues, and scenic preserves. Family-friendly comfort and small-town charm make this the perfect fall getaway. 🍂