Holiday Rentals in Winnebago County

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Featured Holiday Rentals in Winnebago County

Hidden Gem SLEEPS 10+! Children & Pets welcomed!
Property grounds

Hidden Gem SLEEPS 10+! Children & Pets welcomed!

10.0 out of 10, Exceptional, (159)
"Our stay was awesome! There is so much to keep you occupied at the house and it was the best place to host a birthday party. "
The price is €418
includes taxes & fees
22 Sept - 23 Sept
Hidden Gem SLEEPS 10+! Children & Pets welcomed!
Cozy home in Rockford Sleeps 8
Outdoor spa tub

Cozy home in Rockford Sleeps 8

9.0 out of 10, Wonderful, (18)
"It was cozy and very welcoming and u loved it "
The price is €246
includes taxes & fees
17 Sept - 18 Sept
Cozy home in Rockford Sleeps 8
Riverfront cabin on Rock River
Property grounds

Riverfront cabin on Rock River

10.0 out of 10, Exceptional, (194)
"We had a great stay! Nice property with peaceful surroundings and everything you need. Would 100% stay again. "
The price is €250
includes taxes & fees
9 Sept - 10 Sept
Riverfront cabin on Rock River
Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (23)
"We were in town for a basketball tournament and this home was the perfect place for our team to stay! Lots of space to spread out. Property is huge! Owner was easy to get ahold of and quick with reply’s about any questions we had!"
The price is €980
includes taxes & fees
10 Sept - 11 Sept
Father of the Bride Private Estate with Pool & Hot Tub - Sleeps 25
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
Interior

Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.

9.2 out of 10, Wonderful, (5)
The price is €186
includes taxes & fees
8 Sept - 9 Sept
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
Wembley Place Estate/Indoor Pool/Hot Tub/Game Room
Indoor pool

Wembley Place Estate/Indoor Pool/Hot Tub/Game Room

Wembley Place Estate/Indoor Pool/Hot Tub/Game Room
Huge house for large groups! Basketball court, arcade, putting green.4 bathroom
Fridge, microwave, oven, stovetop

Huge house for large groups! Basketball court, arcade, putting green.4 bathroom

2.0 star property
8.0 out of 10, Very good, (6)
"We had a great time the host was super helpful I love him for that"
Huge house for large groups! Basketball court, arcade, putting green.4 bathroom
Clean 2-bedroom apartment with WiFi, located on the northwest side of Rockford.
Exterior detail

Clean 2-bedroom apartment with WiFi, located on the northwest side of Rockford.

The price is €149
includes taxes & fees
13 Sept - 14 Sept
Clean 2-bedroom apartment with WiFi, located on the northwest side of Rockford.
Whispering Woods Estate - Relax, recharge, connect
Property grounds

Whispering Woods Estate - Relax, recharge, connect

10.0 out of 10, Exceptional, (1)
"This property exceeded our expectations. Communication with owners was perfect. Kitchen was well stocked with all our cooking needs. Bed very comfortable. Enjoyed the deck and grill. Large property for walking our dogs. We recommend this property and hope it is available the next time we are in the area. "
Whispering Woods Estate - Relax, recharge, connect
Entertainment Oasis Indoor Pool Spa Arcade Theatre
Terrace/patio

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."
Entertainment Oasis Indoor Pool Spa Arcade Theatre
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room
TV, fireplace, video games, stereo

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

9.8 out of 10, Exceptional, (7)
"We decided to have a short staycation in Rockford with another family. The house was really nice and had so many fun things for everyone to do! Really great experience!"
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room
Tranquil Escape Indoor Pool Spa Arcade
Terrace/patio

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

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

3.0 star property
9.4 out of 10, Exceptional, (10)
"Very nice property! Great neighborhood! Huge backyard. The balcony and patio were so perfect to relax on!"
The price is €504
includes taxes & fees
8 Sept - 9 Sept
Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
Serene Oasis Near Rock River
Terrace/patio

Serene Oasis Near Rock River

7.6 out of 10, Good, (4)
"Very beautiful house! We had a wonderful weekend."
Serene Oasis Near Rock River
Chic Modern Glam - The Rock Royale
Fridge, microwave, oven, stovetop

Chic Modern Glam - The Rock Royale

2.0 star property
10.0 out of 10, Exceptional, (1)
"The home is stunning and well suited for multiple couples/families. We gathered in Rockford for a funeral and had cousins and family from out of state. We had a meaningful time and the home is absolutely beautiful and well suited for gathering of people to talk and play games. And have breakfast coffee together. Definitely on the ‘stay again’ list thank you, Todd PS: the teen boys loved the arcade room and the rest of us loved the showers - nice renovation touch, very European "
Chic Modern Glam - The Rock Royale
Log Cabin Escape+King B+Hot Tub+Sauna+River Views
Dining

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"Very nice backyard with a nice view. Sauna and hot tub were very clean and the fire pit is in a great location. Would stay again."
Log Cabin Escape+King B+Hot Tub+Sauna+River Views
Charming 3-bedroom house in Janesville with AC, WiFi
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Janesville with AC, WiFi

10.0 out of 10, Exceptional, (13)
"Excellent communication with host, easy check in, great location, super clean and comfortable! We had a wonderful stay!"
Charming 3-bedroom house in Janesville with AC, WiFi
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Interior

Excellent getaway. Lake front home with Stunning lake views, come make memories!

9.2 out of 10, Wonderful, (26)
"The home and location were as described….arrival check in was great….every amenity imaginable was available in the home.The views of the lake were terrific ….only item lacking was blinds on the bedroom windows…master had them others were shears or nothing….so we rose early with the sunrise!We would book this house again if we are looking in the area….thank you to the host"
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Some Aug '26 Availability Breathtaking Waterfront home on WATER w/ Private Pier
Property grounds

Some Aug '26 Availability Breathtaking Waterfront home on WATER w/ Private Pier

9.8 out of 10, Exceptional, (133)
"Second visit here and lovely relaxing place."
Some Aug '26 Availability Breathtaking Waterfront home on WATER w/ Private Pier
Lakefront | Private Dock | Pet Friendly | Fire Pit
Property grounds

Lakefront | Private Dock | Pet Friendly | Fire Pit

9.6 out of 10, Exceptional, (118)
"House was good location some things needed a little updating. I expected the wow factor when we walked in because of the host fees and it wasn’t there. no extras there was not a baggie not aluminum foil to be seen. we did have salt and pepper at least worth the price of the rental, but watch the host fee very disappointed in that."
Lakefront | Private Dock | Pet Friendly | Fire Pit
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.
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Top Winnebago County Hotel Reviews

Find out more about Winnebago County

Find out more about Winnebago County

Holiday Homes in Winnebago County

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