Vacation Rentals in Winnebago County

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Top Vacation Rentals in Winnebago County

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (186)
"Cabin very, very nice. Lots of fun fishing"
Riverfront cabin on Rock River

Cozy home in Rockford Sleeps 8

8.8 out of 10, Excellent, (13)
"It was cozy and very welcoming and u loved it "
The price is ¥19,567
¥41,910 total
includes taxes & fees
Jun 26 - Jun 27
Cozy home in Rockford Sleeps 8

Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free

10.0 out of 10, Exceptional, (152)
"We had a small friends get-together for a birthday party and really enjoyed the property. The outdoor spaces are excellent and fit a group of 6-8 well. The arcade was a fun touch! "
The price is ¥41,888
¥64,933 total
includes taxes & fees
Jun 26 - Jun 27
Hidden Gem SLEEPS 10+! Ask about Mon-Thurs SPECIAL! Stay 2 nights, get one free

Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25

9.8 out of 10, Exceptional, (21)
"Great location and property for a family reunion! Communication with the host was excellent and the pickleball court and pool were great additions."
Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25

Entertainment Oasis Indoor Pool Spa Arcade Theatre

10.0 out of 10, Exceptional, (55)
"We met with some family from wisconsin and spent the weekend. All of the amenities were perfect and kept the kids busy."
The price is ¥188,567
¥288,070 total
includes taxes & fees
Jul 23 - Jul 24
Entertainment Oasis Indoor Pool Spa Arcade Theatre

3 bedroom house with a nature backyard!

7.0 out of 10, Good, (2)
"Quiet neighborhood. Nice beds. No drawers for clothing that doesn't hang. Needs better cleaning. If you are more than 12.5" deep, you won't get into the questionable bathroom. The third "bedroom" (basement) does not have a window a person can get through. No mice or creepy crawlies. No dishwasher or garbage disposal. Host was very kind."
3 bedroom house with a nature backyard!

Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room

9.8 out of 10, Exceptional, (6)
"This home has it all! There is something to keep everyone entertained. On (in) a super quiet, peaceful street (neighborhood) but still close to downtown. Highly recommend this property."
The price is ¥217,410
¥352,639 total
includes taxes & fees
Jul 1 - Jul 2
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room

NEW! Family-friendly cabin-style home w/ gameroom + gym

9.2 out of 10, Wonderful, (21)
"We loved the house and the location. Was great for us to all be together."
The price is ¥26,702
¥55,782 total
includes taxes & fees
Jul 15 - Jul 16
NEW! Family-friendly cabin-style home w/ gameroom + gym

Waterfront home + Arcade + Massage Chair + Firepit

10.0 out of 10, Exceptional, (1)
"Best place to celebrate my birthday with close ones. Beautiful and relaxing experience. "
The price is ¥27,394
¥58,433 total
includes taxes & fees
Jun 26 - Jun 27
Waterfront home + Arcade + Massage Chair + Firepit

Serene Oasis Near Rock River

Serene Oasis Near Rock River

The Mid-Town Loft

7.0 out of 10, Good, (11)
"Beautiful apartment. The neighborhood is not for everyone but it was very quiet in the evening. I enjoyed my stay"
The Mid-Town Loft

Elegant, charming, serene, & delightful home with huge fenced yard close to I90!

3.0 star property
9.0 out of 10, Wonderful, (4)
"Very nice property! Great neighborhood! Huge backyard. The balcony and patio were so perfect to relax on!"
The price is ¥38,554
¥73,340 total
includes taxes & fees
Jun 29 - Jun 30
Elegant, charming, serene, & delightful home with huge fenced yard close to I90!

Tranquil Escape Indoor Pool Spa Arcade

9.8 out of 10, Exceptional, (20)
"Amazing property. So much to do. Thank you for a wondeful weekend."
Tranquil Escape Indoor Pool Spa Arcade

Sleeps 22~Hot Tub~Gameroom~Theater~Gym~Lake Views

10.0 out of 10, Exceptional, (18)
"Great property, location, and comfort."
The price is ¥100,009
¥169,363 total
includes taxes & fees
Jul 24 - Jul 25
Sleeps 22~Hot Tub~Gameroom~Theater~Gym~Lake Views

HOT TUB - Arcade Room - Theater - Gym - Sauna

9.8 out of 10, Exceptional, (16)
"Very easy to work with and great place!!"
HOT TUB - Arcade Room - Theater - Gym - Sauna

King Suite. Pool. Free Breakfast. Great for Business Travelers!

The price is ¥17,833
¥23,229 total
includes taxes & fees
Jul 1 - Jul 2
King Suite. Pool. Free Breakfast. Great for Business Travelers!

Log Cabin Escape+King Beds+Hot Tub+Sauna +River Views

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great place to get away that’s not far from Chicago. Awesome back yard with year round amenities and great Apple Orchard nearby "
The price is ¥41,137
¥92,450 total
includes taxes & fees
Jun 30 - Jul 1
Log Cabin Escape+King Beds+Hot Tub+Sauna +River Views

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (144)
"We enjoyed our stay, peaceful, clean and everything we needed. "
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night

9.8 out of 10, Exceptional, (133)
"Very nice location, comfortable kitchen and beds - really enjoyed our stay!"
ROCK RIVER HIDEAWAY Grill, Fire Pit, Pet Friendly with fee of 30.00 per night

Breathtaking, Spacious WATERFRONT HOME, Private Dock, Aug Dates Now Available!

9.6 out of 10, Exceptional, (128)
"Second visit here and lovely relaxing place."
Breathtaking, Spacious WATERFRONT HOME, Private Dock, Aug Dates Now Available!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in