Gulf Blue Vacations - Vacation Rentals in Winnebago

Riverfront cabin on Rock River From US $202
         

10.0 (211 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Rockford Home From US $173
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Embassy Suites by Hilton Rockford Riverfront From US $177
         

|
9.4 (995 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hidden Gem SLEEPS 10+! nChildren & Pets welcomed! From US $392
         

10.0 (168 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
A Beautiful Escape By The Riverside! From US $477
         

10.0 (53 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spacious Open Concept Home on the Beautiful Rock River From US $261
         

10.0 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Duplex overlooking Rock River From US $154
         

10.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Winnebago

Over 188+ Luxury Places to Stay in or Near Winnebago
Cerro Vista Estate/Indoor Pool/Hot Tub/Game Room From US $2,453
         

9.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Chic Modern Glam -The Rock Royale From US $1,407
         

New
House
  • Parking
  • Security/Safety
  • Child Friendly
Stylish 3BD w/firepit & big backyard TV Room From US $1,282
         

Rockford Retro Revival Indoor Pool + Arcade Fun! From US $1,259
         

9.8 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Rock Royale | 7BR/7BA Estate Sleeps 19 From US $1,257
         

9.4 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Eagle's Nest Riverside Retreat From US $1,118
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Palace From US $990
         

New
House
  • Air Conditioner
  • Parking
  • View
TheCreekHouse: 5BR Sanctuary w/Sunroom & Games From US $905
         

Top-Rated Vacation Rentals with a Pool in Winnebago

Over 8+ Top-Rated Vacation Rentals with a Pool in or Near Winnebago
Quite- relaxing country living with pool/hot tub and sauna! From US $297
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Andy's House From US $685
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Embassy Suites By Hilton Rockford Riverfront From US $195
         

|
8.6 (383 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Riverview Inn & Suites, an Ascend Collection Hotel From US $114
         

|
8.4 (1012 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Riverview Inn & Suites, an Ascend Collection Hotel From US $109
         

|
7.7 (238 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Your friendly neighborhood Airbnb From US $612
         

GYM, Pool, Free Parking, High speed internet From US $79
         

7.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Winnebago

Over 73+ Pet-Friendly Vacation Rentals in or Near Winnebago
Beatifull home with 5 bedrooms From US $263
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Home with Arcade, MassageChair, Firepit, Infinity Game Table From US $273
         

Rockford Cascade Getaway From US $265
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1920s Cottage with Hot Tub, Fire Pit and Game Room From US $672
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
5 Mi to Dtwn Rockford: Pet-Friendly Home w/Yard! From US $157
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3 Bedroom Edgebrook Ranch Escape From US $193
         

9.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful 10-Person Home ~Game Room~Pet Friendly From US $460
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Winnebago

Over 33+ Large Vacation Homes & Villas in or Near Winnebago
Winnebago Spacious Home♥ Beautiful Kitchen LG Yard! From US $218
         

Riverfront Rockford Home with Fire Pit and Deck! From US $424
         

|
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Cozy 4-Bedroom Ranch ideal for extended stays From US $630
         

Spacious 4BR Retreat in Rockford From US $481
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 4-Bedroom Ranch ideal for extended stays From US $425
         

5BR Furnished | Insurance Ready | 7 Beds From US $379
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
5BR Furnished | Insurance Ready | 7 Beds From US $376
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Winnebago

Over 14+ Wheelchair Accessible Vacation Homes in or Near Winnebago
LOVELY 2-BEDROOM CONDO WITH FIREPLACE From US $94
         

5.0 (3 Reviews)
Condo
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Alpine Inn & Suites Rockford From US $65
         

|
7.4 (172 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Studio 6 Rockford, IL From US $95
         

6.8 (148 Reviews)
Hotel
  • Parking
  • TV
  • Wheelchair Accessible
Motel 6 Rockford, IL – RFD Airport From US $60
         

7.0 (108 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Motel 6 Rockford, IL From US $74
         

6.6 (445 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Super 8 by Wyndham Rockford South From US $67
         

6.8 (104 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Clayton House Motel From US $68
         

6.0 (24 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Studio 6 Rockford From US $70
         

|
5.6 (50 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Wheelchair Accessible

Winnebago Vacation Rentals and Airbnb Places to Stay Under $200

Over 82+ Winnebago Vacation Rentals and Airbnb Places to Stay Under $200
Your home away from home From US $196
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Gilded Cottage Entire Home From US $131
         

|
9.9 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Alpine Inn Rockford From US $66
         

7.8 (983 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
The Modern Haven-3 beds, excellent location in peaceful Loves Park From US $161
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Nicely Appointed Budget Stay in Rockford From US $126
         

9.4 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Winnebago

Over 66+ Instantly Bookable Vacation Homes in or Near Winnebago
Game House with Pool Table, Arcades and 3 Beds From US $211
         

8.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Whole 2br home with parking in quiet area From US $97
         

8.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 3-bedroom house in charming Rockford with WiFi From US $148
         

8.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
2br updated private entrance upstairs From US $63
         

8.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

About Winnebago Vacation Rentals

With more than 197 Winnebago vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Gulfbluevacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winnebago.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Gulfbluevacations Winnebago, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winnebago. Places to stay near Winnebago are 1261.45 ft² on average, with prices averaging US $341 a night.

Gulfbluevacations makes it easy and safe to find and compare vacation rentals in Winnebago with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Winnebago

Type Count
Vacation Homes 137
Hotels 25
Holiday Apartments 22
Cottages 4
Villas 3
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winnebago

Pro Tip: Gulfbluevacations makes it easy to compare the best listings on Gulfbluevacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Gulfbluevacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winnebago.

Weather in Winnebago

View the weather forecast for Winnebago before booking your Winnebago Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Winnebago Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Winnebago?
How many vacation rentals are available in Winnebago?

Currently, the total number of properties listed in 2026 is over 197 in the Winnebago area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winnebago.