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

Holiday Rentals in Winnebago County

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Our top choices for Winnebago County holiday rentals

A modern living room with a sofa, coffee table, and TV.

1. Pets welcome/King bed/Deck + Fenced back yard

Pets welcome/King bed/Deck + Fenced back yard
Rockford
9.4 out of 10, Exceptional, (20 reviews)
"We appreciated the quiet neighborhood and the comfortable beds."
United States
Chuck S.
Pets welcome/King bed/Deck + Fenced back yard
A hammock in a grassy area with a lake and trees in the background.

2. Riverfront cabin on Rock River

Riverfront cabin on Rock River
Rockford
10.0 out of 10, Exceptional, (227 reviews)
"Recommend for quiet relaxing vacation"
United States
m d.
The price is €251
includes taxes & fees
6 Sept - 7 Sept
Riverfront cabin on Rock River
A kitchen with granite countertops, a stainless steel sink, a wooden shelf with glassware, and a calendar on the wall.

3. Historic Oasis - just blocks from downtown Rockford

Historic Oasis - just blocks from downtown Rockford
Rockford
10.0 out of 10, Exceptional, (4 reviews)
"Great place and in the perfect location for our plans!!"
United States
Angie B.
The price is €224
includes taxes & fees
6 Sept - 7 Sept
Historic Oasis - just blocks from downtown Rockford
A two-story house with a patio, a hot tub, and a barbecue grill.

4. Relaxing Riverside Stay w HotTub

Relaxing Riverside Stay w HotTub
Edgewater
10.0 out of 10, Exceptional, (1 review)
"Clean home, right on the river. Host was quick to respond with any questions we had. Thank you!"
United States
Sol L.
Relaxing Riverside Stay w HotTub
A modern interior with a dining area, a sofa, and a coffee table.

5. Stylish 3BD w/ firepit & big backyard TV Room

Stylish 3BD w/ firepit & big backyard TV Room
Rockford
The price is €432
includes taxes & fees
7 Sept - 8 Sept
Stylish 3BD w/ firepit & big backyard TV Room
A hotel entrance with a stone facade, a large arched entrance, and a hanging light fixture.

6. King Studio Suite w/ Pool & Free Breakfast

King Studio Suite w/ Pool & Free Breakfast
Rockford
10.0 out of 10, Exceptional, (1 review)
"yes they were. only thing they were out of water lol. not a big deal. had a wonderful time. "
Canada
Tami B.
King Studio Suite w/ Pool & Free Breakfast
A modern living room with a grey sofa, yellow armchair, and a flat-screen TV mounted on the wall.

7. Cozy home in Rockford Sleeps 8

Cozy home in Rockford Sleeps 8
Rockford
8.8 out of 10, Excellent, (31 reviews)
"It was exactly what was described in the listing."
United States
Fredric
The price is €267
includes taxes & fees
30 Sept - 1 Oct
Cozy home in Rockford Sleeps 8
A modern living room with a grey sectional sofa, a wooden coffee table, and a flat-screen TV on a stand.

8. Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony

Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
South Beloit
7.0 out of 10, Good, (2 reviews)
"Very clean property and great communication from the host"
United States
Darrin W.
The price is €230
includes taxes & fees
8 Sept - 9 Sept
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
A wooden deck with potted plants, a hot tub, and a swimming pool.

9. Quite- relaxing country living with pool/hot tub and sauna!

Quite- relaxing country living with pool/hot tub and sauna!
Pecatonica
10.0 out of 10, Exceptional, (18 reviews)
"Great place to stay "
United States
Dulce C.
The price is €256
includes taxes & fees
20 Sept - 21 Sept
Quite- relaxing country living with pool/hot tub and sauna!
A spacious log cabin interior with a leather sofa, a wooden coffee table, and a dining area with a large table and chairs.

10. Riverside Log Cabin With Hot Tub & Sauna

Riverside Log Cabin With Hot Tub & Sauna
Cherry Valley
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful property, responsive and friendly host."
United States
Aaron B.
Riverside Log Cabin With Hot Tub & Sauna
A wooden deck with two blue Adirondack chairs and a small table, surrounded by a wooden railing with a view of a green landscape.

11. 8 Acres of Privacy Your Group Escape

8 Acres of Privacy Your Group Escape
Rockford
The price is €296
includes taxes & fees
8 Sept - 9 Sept
8 Acres of Privacy Your Group Escape
A wooden deck with wicker furniture and a railing.

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

Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
Loves Park
9.2 out of 10, Wonderful, (20 reviews)
"Nice area, lots of space. Enjoyed the patio!"
United States
Michelle S.
Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
A house with a stone pathway leading to the entrance, surrounded by trees and decorated with lights and a Christmas tree.

13. Hidden Gem SLEEPS 10+! Children & Pets welcomed!

Hidden Gem SLEEPS 10+! Children & Pets welcomed!
Rockford
10.0 out of 10, Exceptional, (183 reviews)
"Fantastic stay, house was perfect for our group of 4 with easy access around town and hosts were fantastic."
United States
Holly S.
The price is €431
includes taxes & fees
8 Sept - 9 Sept
Hidden Gem SLEEPS 10+! Children & Pets welcomed!
A wooden deck overlooking a calm lake with a clear sky.

14. Velvet couples getaway with EXCLUSIVE RED ROOM

Velvet couples getaway with EXCLUSIVE RED ROOM
Rockford
The price is €617
includes taxes & fees
17 Sept - 18 Sept
Velvet couples getaway with EXCLUSIVE RED ROOM

15. TheCreekHouse: 5BR Sanctuary w/ Sunroom & Games

TheCreekHouse: 5BR Sanctuary w/ Sunroom & Games
Rockford
10.0 out of 10, Exceptional, (1 review)
"Great spot for us to film for our corporate work! The home is conveniently located in Rockford too."
United States
Joe P.
The price is €532
includes taxes & fees
8 Sept - 9 Sept
TheCreekHouse: 5BR Sanctuary w/ Sunroom & Games
A hotel entrance with a stone facade, a large arched entrance, and a hanging light fixture.

16. Pool. Free Breakfast. Near Midway Village Museum!

Pool. Free Breakfast. Near Midway Village Museum!
Rockford
10.0 out of 10, Exceptional, (1 review)
"Cant see what I am typing!!!!"
United States
Michael J.
Pool. Free Breakfast. Near Midway Village Museum!
A spacious room with a large window, a ceiling fan, and a sectional sofa.

17. Golfer's Retreat *hot tub* *arcade* *spa*

Golfer's Retreat *hot tub* *arcade* *spa*
Rockford
9.8 out of 10, Exceptional, (7 reviews)
"Quick Business Trip great please to unwind when the day was over"
United States
Greg F.
Golfer's Retreat *hot tub* *arcade* *spa*
A kitchen with a central island, wooden cabinets, a stone accent wall, and a hanging light fixture.

18. Entertainment Oasis Indoor Pool Spa Arcade Theatre

Entertainment Oasis Indoor Pool Spa Arcade Theatre
Rockford
10.0 out of 10, Exceptional, (59 reviews)
"House was fun and had a good time. Neighbors were quick to complain about parking in front of the house."
United States
Michael M.
Entertainment Oasis Indoor Pool Spa Arcade Theatre
A bedroom with a large bed, two bedside tables with lamps, and a tapestry depicting a waterfall.

19. Sanctuary Woodland Guest House, located next to the conservation area!

Sanctuary Woodland Guest House, located next to the conservation area!
Harvard
10.0 out of 10, Exceptional, (26 reviews)
"The property is so cute and it was the perfect, quiet place to stay! The owner was super friendly as well!"
United States
Jamie S.
The price is €170
includes taxes & fees
16 Sept - 17 Sept
Sanctuary Woodland Guest House, located next to the conservation area!
A spacious living area with a wooden dining table, a sofa, and a hanging chair. There are large windows providing natural light and a view of the outside.

20. MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (110 reviews)
"The Penthouse is beautiful and the location is unbeatable! We had a wonderful stay and can't wait to come back."
United States
Andie
The price is €232
includes taxes & fees
10 Sept - 11 Sept
MJ's Penthouse ,a piece of paradise on Monroe's historic square
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 Express Hotel & Suites Rockford-Loves Park by IHG

Holiday Inn Express Hotel & Suites Rockford-Loves Park by IHG

10/10 Excellent
"Great front desk experience"
Wes 1-night trip
Posted 4 hours ago
Holiday Inn Express Hotel & Suites Rockford-Loves Park by IHG

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Holiday Homes in Winnebago County

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