Sister Bay Condo Rentals - Vacation Rentals in Winnebago

Riverfront cabin on Rock River From US $285
         

10.0 (209 Reviews)
House
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  • Pet Friendly
Cozy Rockford Home From US $173
         

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

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9.4 (950 Reviews)
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Hidden Gem SLEEPS 10+! nChildren & Pets welcomed! From US $490
         

10.0 (167 Reviews)
House
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  • Pet Friendly
A Beautiful Escape By The Riverside! From US $477
         

10.0 (53 Reviews)
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Spacious Open Concept Home on the Beautiful Rock River From US $251
         

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

10.0 (36 Reviews)
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  • TV

Luxury Places to Stay in Winnebago

Over 180+ 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)
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Rockford Retro Revival Indoor Pool + Arcade Fun! From US $1,662
         

9.8 (22 Reviews)
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Chic Modern Glam -The Rock Royale From US $1,407
         

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Hot Tub~Gameroom~Theater~Gym~Lake Views From US $1,333
         

10.0 (20 Reviews)
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The Rock Royale | 7BR/7BA Estate Sleeps 19 From US $1,153
         

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

10.0 (8 Reviews)
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The Palace From US $990
         

New
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Top-Rated Vacation Rentals with a Pool in Winnebago

Over 7+ 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
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Embassy Suites By Hilton Rockford Riverfront From US $195
         

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8.6 (388 Reviews)
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Riverview Inn & Suites, an Ascend Collection Hotel From US $129
         

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8.4 (1016 Reviews)
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Riverview Inn & Suites, an Ascend Collection Hotel From US $186
         

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7.7 (238 Reviews)
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GYM, Pool, Free Parking, High speed internet From US $79
         

7.4 (3 Reviews)
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Pet-Friendly Vacation Rentals in Winnebago

Over 67+ Pet-Friendly Vacation Rentals in or Near Winnebago
Beatifull home with 5 bedrooms From US $258
         

10.0 (28 Reviews)
House
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  • Pet Friendly
Waterfront Home with Arcade, MassageChair, Firepit, Infinity Game Table From US $273
         

Rockford Cascade Getaway From US $265
         

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

10.0 (2 Reviews)
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  • Pet Friendly
5 Mi to Dtwn Rockford: Pet-Friendly Home w/Yard! From US $183
         

10.0 (1 Review)
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  • Pet Friendly
3 Bedroom Edgebrook Ranch Escape From US $198
         

9.8 (8 Reviews)
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  • Pet Friendly
Cozy home in Rockford nSleeps 8 From US $309
         

8.6 (25 Reviews)
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  • Pet Friendly

Large Vacation Homes & Villas in Winnebago

Over 29+ Large Vacation Homes & Villas in or Near Winnebago
Riverfront Rockford Home with Fire Pit and Deck! From US $424
         

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10.0 (1 Review)
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Andy's House Summary: From US $656
         

10.0 (5 Reviews)
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Restore Retreat Cabin-2950sq ft, River Front From US $742
         

10.0 (3 Reviews)
Cabin
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Close to all downtown attractions, a spacious retreat! From US $499
         

Horse Sanctuary Barndominium From US $225
         

10.0 (1 Review)
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TheCreekHouse: 5BR Sanctuary w/Sunroom & Games From US $713
         

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
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  • Wheelchair Accessible
  • Balcony/Terrace
Alpine Inn & Suites Rockford From US $72
         

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7.4 (172 Reviews)
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Studio 6 Rockford, IL From US $95
         

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

7.2 (86 Reviews)
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  • Pet Friendly
Motel 6 Rockford, IL From US $83
         

6.6 (437 Reviews)
Hotel
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Super 8 by Wyndham Rockford South From US $67
         

7.0 (67 Reviews)
Hotel
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  • Wheelchair Accessible
Clayton House Motel From US $73
         

6.2 (23 Reviews)
Hotel
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  • Designated Smoking Area
Studio 6 Rockford, IL – RFD Airport From US $69
         

6.0 (16 Reviews)
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  • Pet Friendly

Winnebago Vacation Rentals and Airbnb Places to Stay Under $200

Over 83+ Winnebago Vacation Rentals and Airbnb Places to Stay Under $200
Your home away from home From US $198
         

10.0 (13 Reviews)
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The Gilded Cottage Entire Home From US $131
         

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9.9 (12 Reviews)
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  • Pet Friendly
Alpine Inn Rockford From US $66
         

7.8 (983 Reviews)
Hotel
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  • Parking
  • Designated Smoking Area
The Modern Haven-3 beds, excellent location in peaceful Loves Park From US $178
         

10.0 (4 Reviews)
Apartment
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Nicely Appointed Budget Stay in Rockford From US $126
         

9.4 (3 Reviews)
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  • TV
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Instantly Bookable Vacation Homes in Winnebago

Over 64+ Instantly Bookable Vacation Homes in or Near Winnebago
Cozy 3-bedroom house in charming Rockford with WiFi From US $145
         

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

8.0 (4 Reviews)
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  • Pet Friendly
  • Security/Safety
Game House with Pool Table, Arcades and 3 Beds From US $173
         

8.0 (3 Reviews)
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  • Pet Friendly
Family-Friendly Rockford Home w/Private Yard! From US $212
         

7.0 (4 Reviews)
House
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  • Parking
  • TV

About Winnebago Vacation Rentals

With more than 189 Winnebago vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sisterbaycondorentals 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 Sisterbaycondorentals 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 1313.9 ft² on average, with prices averaging $336 a night.

Sisterbaycondorentals 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 129
Hotels with Suites 25
Holiday Apartments 22
Cottages 4
Villas 3
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winnebago

Pro Tip: Sisterbaycondorentals makes it easy to compare the best listings on Sisterbaycondorentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sisterbaycondorentals 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 189 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.