A river surrounded by lush greenery and trees under a clear blue sky.

Cottages in Winnebago County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winnebago County cottages

A wooden deck with two chairs and a table, surrounded by potted plants, overlooking a calm river.

1. Newly Remodeled Riverfront Cottage

Newly Remodeled Riverfront Cottage
Rockford
9.6 out of 10, Exceptional, (5 reviews)
"We loved the house, it was just what we needed. The deck on the river was the best, so nice and relaxing!"
United States
Cassie R.
Newly Remodeled Riverfront Cottage
A single-story house with a front porch, a mailbox, and a small garden area with a lawn and a few trees.

2. Charming Cottage "RoundWeGo"

Charming Cottage "RoundWeGo"
Machesney Park
10.0 out of 10, Exceptional, (41 reviews)
"This was a warm and inviting home away from home while attending a class reunion. I would definitely stay here again. Had everything we needed."
United States
dana
Charming Cottage "RoundWeGo"
A red building with a white porch, a staircase, and a large tree in the foreground.

3. Shanahan Shores | Delavan Lakefront Cottage

Shanahan Shores | Delavan Lakefront Cottage
Delavan
9.8 out of 10, Exceptional, (29 reviews)
"Really nice dock and great being right on the water. Communication with the host and check in and check out was great. Would stay here again, very relaxing weekend."
United States
Peter C.
Shanahan Shores | Delavan Lakefront Cottage
A red house with a porch, white picket fence, and a large tree in the foreground.

4. Tiny Red House near Lake Delavan

Tiny Red House near Lake Delavan
Delavan
10.0 out of 10, Exceptional, (20 reviews)
"Perfect little cottage for a relaxing weekend by the Lake!"
United States
Kim G.
Tiny Red House near Lake Delavan
A deck with a view of a lake, white railings, and a table with chairs.

5. Lake Delavan Hideaway - Carl’s Cottage - Water View Bliss, Dock & Cozy Fireplace

Lake Delavan Hideaway - Carl’s Cottage - Water View Bliss, Dock & Cozy Fireplace
Delavan
10.0 out of 10, Exceptional, (4 reviews)
"The cottage was beautiful and had plenty of room for our entire family. There were plenty of beds to sleep in, and the home was on a quiet dead end street. The hosts were prompt to reply to our questions and we will be going back."
United States
Matt W.
Lake Delavan Hideaway - Carl’s Cottage - Water View Bliss, Dock & Cozy Fireplace
A two-story house with a covered porch, a fenced yard, and a road adjacent to it.

6. Main Level King Suite! 1 block to Lake Access! Cozy Cottage

Main Level King Suite! 1 block to Lake Access! Cozy Cottage
Delavan
10.0 out of 10, Exceptional, (15 reviews)
"Easy check-in, good amount of space for a small group, backyard and grill was kept well, great location."
United States
Shuky L.
Main Level King Suite! 1 block to Lake Access! Cozy Cottage
A two-story house with a wrap-around porch, surrounded by lush greenery and vibrant flowers.

7. Historic Cottage - Walk to Downtown & Trails

Historic Cottage - Walk to Downtown & Trails
Oregon
10.0 out of 10, Exceptional, (31 reviews)
"We were in town for a 90th bday weekend so we weren’t in the cottage other than to sleep and didn’t cook or eat there but it is a super adorable historic place that was perfect for our weekend stay!"
United States
Dana B.
Historic Cottage - Walk to Downtown & Trails
A two-story house with a porch, white railings, and a covered patio area.

8. Delavan Lakefront Access Guesthouse

Delavan Lakefront Access Guesthouse
Delavan
10.0 out of 10, Exceptional, (9 reviews)
"Cozy guest house. Conveniently located near all that Delavan has to offer. Responsive owner with some thoughtful welcoming gifts. "
United States
Kyle S.
Delavan Lakefront Access Guesthouse
A single-story house with a front porch, two windows, and a garage.

9. The Gilded Cottage- Cozy Family Friendly Retreat Near Downtown Winnebago

The Gilded Cottage- Cozy Family Friendly Retreat Near Downtown Winnebago
Winnebago
10.0 out of 10, Exceptional, (10 reviews)
"This is truly a cottage and a perfect one at that! Everything was so thoughtfully decorated and equipped for just about anything the resident could possible need. Extremely clean, and we all slept like babies on the awesome beds! I will put this cottage at the top of the list whenever i must be in the area and need accommodations. Just perfect!!!"
United States
Tim C.
The Gilded Cottage- Cozy Family Friendly Retreat Near Downtown Winnebago
A two-story house with a brick facade, a white garage door, and a small front porch.

10. Family-friendly Rockford Home w/ Private Yard!

Family-friendly Rockford Home w/ Private Yard!
3.0 star property
Rockford
10.0 out of 10, Exceptional, (1 review)
"We had a great time stay there instead of a hotel. Thanks for the hospitality. "
United States
Shireen
Family-friendly Rockford Home w/ Private Yard!
A white building with multiple windows, a brick pathway, and some flowering plants.

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

Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
Cherry Valley
9.8 out of 10, Exceptional, (15 reviews)
"Had a wonderful stay! Excellent place and great location! Walking distance to the cute downtown area. "
United States
darin d.
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
A house surrounded by a well-maintained garden with various shrubs and trees.

12. Peaceful Harvard Vacation Rental: 3 Mi to Town!

Peaceful Harvard Vacation Rental: 3 Mi to Town!
Harvard
10.0 out of 10, Exceptional, (18 reviews)
"We were visiting family in a nearby city and thoroughly enjoyed our stay at this quaint cottage. The owners thoughtfully designed this space to feel spacious and cozy all at the same time. The owners were also proactive with communication which was greatly appreciated."
United States
SCOTT
Peaceful Harvard Vacation Rental: 3 Mi to Town!
A house surrounded by a well-maintained garden with various shrubs and trees.

13. Peaceful Harvard Vacation Rental: 3 Mi to Town!

Peaceful Harvard Vacation Rental: 3 Mi to Town!
3.0 star property
Chemung
10.0 out of 10, Exceptional, (1 review)
"Very comfortable and clean. Loved the option to use the guest patio. Would definitely recommend! "
United States
Sophia
Peaceful Harvard Vacation Rental: 3 Mi to Town!
A two-story house with a front porch, a tree in front, and a sidewalk leading to the house.

14. Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!

Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
3.0 star property
Monroe
Wisconsin Farmhouse Stay: Utv, Boat, Snowmobile!
A residential house with a garage, a snow-covered lawn, and leafless trees.

15. 5 Mi to Dtwn Rockford: Pet-friendly Home w/ Yard!

5 Mi to Dtwn Rockford: Pet-friendly Home w/ Yard!
3.0 star property
Loves Park
10.0 out of 10, Exceptional, (1 review)
"Great experience. Thanks!"
United States
Anisa
5 Mi to Dtwn Rockford: Pet-friendly Home w/ Yard!
A wooden deck with outdoor furniture, a glass table, and a fenced area.

16. Pet-friendly Home w/ Views of Lake Delavan!

Pet-friendly Home w/ Views of Lake Delavan!
3.0 star property
Delavan
Pet-friendly Home w/ Views of Lake Delavan!
A two-story house with a garage, a small porch, and a well-maintained lawn.

17. Beloit Home w/ Deck: 3 Mi to Health System Campus

Beloit Home w/ Deck: 3 Mi to Health System Campus
3.0 star property
Beloit
Beloit Home w/ Deck: 3 Mi to Health System Campus
A two-story house with a covered patio and a large lawn.

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

Family Home w/ Deck, Yard, Dock on Rock River
3.0 star property
Janesville
Family Home w/ Deck, Yard, Dock on Rock River
A two-story house with a balcony, a small pool, and a well-maintained lawn.

19. Spacious Beloit Retreat: Close to Parks & Trails!

Spacious Beloit Retreat: Close to Parks & Trails!
3.0 star property
Beloit
Spacious Beloit Retreat: Close to Parks & Trails!
A covered patio area with wicker furniture and a view of a green lawn and trees.

20. Modern Comfort Loves Park Stylish 3BR Getaway

Modern Comfort Loves Park Stylish 3BR Getaway
3.0 star property
Loves Park
Modern Comfort Loves Park Stylish 3BR Getaway
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

Holiday Inn Rockford(I-90&Rt 20/State St) by IHG

Holiday Inn Rockford(I-90&Rt 20/State St) by IHG

8/10 Good
"Nice, clean hotel. Only disappointment was that this location doesn't have breakfast, you do have to pay at the restaurant if you want convenience. Although it's in a great area where you have every food option available. Staff was friendly and helpful. Was a little cramped for two adults and two 2 year olds but worked just fine for one night."
Jacey 1-night trip
Posted 7 hours ago
Holiday Inn Rockford(I-90&Rt 20/State St) by IHG

Find out more about Winnebago County

Winnebago County Cottages information

Number of reviews
141
Accommodation
29 Cottages
Lowest Price
Highest Price

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