
House holiday rentals in Winnebago County
Find and book unique houses on Airbnb
Top-rated house rentals in Winnebago County
Guests agree: these houses are highly rated for location, cleanliness and more.

Charming Boulevard Home Near Downtown & Hospitals
Three Bedroom Brick home with fireplace and outdoor space located in neighborhood along a favorite route for runners/cyclists. 3-6 minutes from Anderson Gardens, UW Sports Factory, Coronado Theater and downtown events. Close to all hospitals and a quick and easy drive to both Sportscores. Second floor bedrooms with dressers and closets. Two have view of river. Kitchen is well stocked for easy meal preparation. Cozy backyard is fenced with brick patio, grill and table. Discounts for Week/Month.

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!

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!

* 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".

Beautiful 10-Person Home ~Game Room~Pet Friendly
Looking for the perfect getaway or a cozy staycation? Welcome to Rockford! Located just a short drive or bus ride from Chicago, our home offers easy access to local favorites like CherryVale Mall, the serene Anderson Japanese Gardens, the thrills of Hurricane Harbor, and the scenic beauty of Rock Cut State Park—all within 10 miles. Whether you’re here to explore, unwind, or a bit of both, this is the ideal spot to relax in comfort while staying close to everything Rockford has to offer.

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, Robes, Firewood and a special gift with each reservation.

Steps from RockRiver•Massage Chair•Arcade•Firepit
Stunning river views set the relaxing tone as you walk in 🏡 💆🏻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 🍎28mins-Edwards Apple Orchard 🍻7mins-downtown Rockford 🚴♀️ 15mins-Rock Cut State Park ✈️12 mins-RFD Int'l Airport This escape offers the perfect blend of relaxation & adventure🏖️

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.

Entire House-Cozy 1-bedroom w/parking (driveway)
This 1-bedroom single family home is in a quiet and safe neighborhood. The home is very cozy and located off of E State Street, the main street in Rockford. Guests can expect a clean house with just about all the amenities that you will need. The living room has two oversized twin pullout beds. This option makes the space ideal for a family vacation. The kitchen is equipped with the essential items needed to prepare meals. The bedroom is equipped with a TV and an ultra comfortable bed.

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.

Luxury Condo | King Bed | 2BR 2BA | Great Location
Welcome to your luxury two-bedroom condo in Rockford, Illinois. This stunning residence boasts a contemporary design, with sleek finishes and state-of-the-art amenities, perfect for your time in Rockford. The unit if fully stocked with the following: → High Speed Wi-Fi → Two King Beds → 70" Living Room Smart TV → 55" Two Bedroom Smart TV → Dedicated Workspace → Fully stocked kitchen → Washer & Dryer → Private Parking

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.
Popular amenities for house rentals in Winnebago County
House rentals with a pool

Fall Specials Family friendly & dogs welcome

Riverfront Nook - with Pool

Family Home w/ Deck, Yard, Dock on Rock River

Rock River Relaxation Home

Mulford Complex Private Estate • Spa & Pool

Sunset retreat oasis Pool hot tub river fishngame

HD Jameson House at River’s Edge

Spacious bi-level home in a great neighborhood.
Weekly house rentals

Theater Nights & Balcony Delights

S & H Farm & Charm

Oak View Game Room & Hiking Trails at Hidden Creek

Sweet Retreat on Brougham

Sleeps 22|Hot Tub|GameRoom|Theater|Gym|Lake Views

Spacious 3BR Family Home | Rockford Retreat

Downtown Historic Haight Village Villa

Mr. Toad's Pinball Bungalow.
Private house rentals

Whispering Woods Estate-relax, recharge, connect

Historic yet contemporary

Bungalow on the best block

The Clinton House

Updated house-great south Rockford neighborhood!

The Fancy Nancy

The quiet retreat!

Spacious 2 Bedroom 2 bath condo with Office!
Destinations to explore
- Rentals with a hot tub Winnebago County
- Fitness-friendly rentals Winnebago County
- Pet-friendly rentals Winnebago County
- Rentals with outdoor seating Winnebago County
- Rentals with a fireplace Winnebago County
- Rentals with a washing machine and dryer Winnebago County
- Rentals with breakfast Winnebago County
- Rentals with a patio Winnebago County
- Flat rentals Winnebago County
- Rentals with a firepit Winnebago County
- House rentals Illinois
- House rentals United States
- Alpine Valley Resort
- Geneva National Resort & Club
- Lake Kegonsa State Park
- Grand Geneva Resort & Spa
- White Pines Forest State Park
- Rock Cut State Park
- Hurricane Harbor Rockford
- Moraine Hills State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Otter Cove Aquatic Park
- Staller Estate Winery
- DC Estate Winery