Winnebago Holiday Rentals
House
10.0Exceptional
(41 Reviews)
2 Bedrooms
1 Bath
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
£129/Night
7 Nights - £904
House
10.0Exceptional
(12 Reviews)
3 Bedrooms
1 Bath
3 Guests
1001.04 ft²
Breakfast- Parking
- Balcony/Terrace
View
£148/Night
7 Nights - £1,037
Hotel
9.4Exceptional
(1007 Reviews)
1 Bath
Hot Tub- Breakfast
- Parking
Pool
£109/Night
7 Nights - £765
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£174/Night
7 Nights - £1,217
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
1 Bath
8 Guests
96.88 ft²
- Parking
- Air Conditioner
Internet
Pet Friendly
£127/Night
7 Nights - £891
New
House
9.4Exceptional
(38 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£285/Night
7 Nights - £1,998
New
House
- Illinois
- ·
- Pecatonica
- 1.16 mi to center
2 Bedrooms
1 Bath
8 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
£312/Night
7 Nights - £2,183
New
House
- Rockford
- ·
- Machesney Park
- 2.01 mi to center
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£281/Night
7 Nights - £1,965
House
5 Bedrooms
3 Baths
15 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£280/Night
7 Nights - £1,962
Luxury Holiday Rentals in Winnebago
Over 192+ Luxury Holiday Rentals in or Near Winnebago
House
10.0Exceptional
(14 Reviews)
6 Bedrooms
6 Baths
16 Guests
10200 ft²
Private Pool- Hot Tub
- Parking
- Pool
£1,550/Night
7 Nights - £10,852
House
9.4Exceptional
(3 Reviews)
7 Bedrooms
7 Baths
19 Guests
6135 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£826/Night
7 Nights - £5,783
New
House
- Rockford
- ·
- Machesney Park
- 2.55 mi to center
10.0Exceptional
(10 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£747/Night
7 Nights - £5,232
House
5 Bedrooms
5 Baths
10 Guests
484.38 ft²
- Parking
- View
- Air Conditioner
- Internet
£728/Night
7 Nights - £5,099
House
9.8Exceptional
(28 Reviews)
5 Bedrooms
3 Baths
19 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£618/Night
7 Nights - £4,328
House
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£572/Night
7 Nights - £4,002
New
House
10.0Exceptional
(1 Review)
1 Bedroom
3 Baths
12 Guests
24757 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£524/Night
7 Nights - £3,669
House
10.0Exceptional
(55 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£462/Night
7 Nights - £3,231
House
1 Bedroom
2 Baths
8 Guests
31215 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£452/Night
7 Nights - £3,165
Top-Rated Holiday Rentals with a Pool in Winnebago
Over 7+ The Best Private Villas and Holiday Rentals in Winnebago with a Pool
Apartment
- Illinois
- ·
- Pecatonica
- 1.62 mi to center
10.0Exceptional
(18 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£222/Night
7 Nights - £1,555
House
10.0Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
2170 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
£343/Night
7 Nights - £2,403
Hotel
8.6Fabulous
(380 Reviews)
1 Bath
301.39 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
£143/Night
7 Nights - £1,004
Hotel
7.9Very Good
(246 Reviews)
1 Bath
350.9 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
£76/Night
7 Nights - £530
New
House
4 Bedrooms
2 Baths
8 Guests
2243 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
£309/Night
7 Nights - £2,162
Apartment
7.4Very Good
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
764 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£58/Night
7 Nights - £407
House
8 Bedrooms
7 Baths
16 Guests
9000 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£748/Night
7 Nights - £5,238
Pet-Friendly Holiday Rentals in Winnebago
Over 72+ Pet-Friendly Holiday Rentals in or Near Winnebago
House
10.0Exceptional
(180 Reviews)
4 Bedrooms
3 Baths
10 Guests
2200 ft²
- Hot Tub
- Parking
Ocean View- Balcony/Terrace
£376/Night
7 Nights - £2,630
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
1689.93 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£201/Night
7 Nights - £1,404
House
- Rockford
- ·
- Loves Park
- 2.53 mi to center
10.0Exceptional
(49 Reviews)
2 Bedrooms
3 Baths
11 Guests
2000 ft²
- Hot Tub
- Breakfast
- Parking
- Balcony/Terrace
£184/Night
7 Nights - £1,288
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
10 Guests
2701.74 ft²
- Hot Tub
- Parking
- Internet
- Pet Friendly
£312/Night
7 Nights - £2,184
Cottage
10.0Exceptional
(40 Reviews)
3 Bedrooms
1 Bath
6 Guests
925 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£217/Night
7 Nights - £1,517
House
10.0Exceptional
(32 Reviews)
5 Bedrooms
2 Baths
10 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£201/Night
7 Nights - £1,408
House
10.0Exceptional
(18 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£208/Night
7 Nights - £1,455
House
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£294/Night
7 Nights - £2,059
House
10.0Exceptional
(11 Reviews)
3 Bedrooms
1 Bath
6 Guests
1350 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£178/Night
7 Nights - £1,243
Large Holiday Rentals and Private Villas in Winnebago
Over 36+ Large Holiday Rentals and Private Villas in or Near Winnebago
Villa
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£448/Night
7 Nights - £3,133
House
9.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
10 Guests
2002.09 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
£177/Night
7 Nights - £1,236
House
10.0Exceptional
(1 Review)
1 Bedroom
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£221/Night
7 Nights - £1,547
House
1 Bedroom
2 Baths
12 Guests
24756.99 ft²
- Parking
- View
- Air Conditioner
- Internet
£418/Night
7 Nights - £2,929
Villa
9.8Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
£188/Night
7 Nights - £1,317
House
9.6Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
£335/Night
7 Nights - £2,343
New
House
3 Bedrooms
2 Baths
16 Guests
1880 ft²
- Parking
- Kitchen
- Air Conditioner
- Laundry
£305/Night
7 Nights - £2,138
House
1 Bedroom
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£241/Night
7 Nights - £1,690
New
House
1 Bedroom
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£220/Night
7 Nights - £1,538
Wheelchair Accessible Holiday Homes in Winnebago
Over 14+ Wheelchair Accessible Holiday Homes in or Near Winnebago
Condo
- Rockford
- ·
- Machesney Park
- 1.98 mi to center
5.0Average
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1280 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£69/Night
7 Nights - £484
Hotel
7.4Very Good
(172 Reviews)
4 Baths
355.21 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£48/Night
7 Nights - £335
Hotel
6.8Good
(160 Reviews)
1 Bath
- Parking
- Kitchen
- Internet
- Child Friendly
£83/Night
7 Nights - £581
Hotel
7.0Very Good
(108 Reviews)
3 Baths
204.51 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
£44/Night
7 Nights - £309
Hotel
6.6Good
(492 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
£62/Night
7 Nights - £432
Hotel
6.4Good
(52 Reviews)
3 Baths
204.51 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
£52/Night
7 Nights - £361
Hotel
6.0Good
(38 Reviews)
1 Bath
- Parking
- Air Conditioner
- Internet
- Child Friendly
£57/Night
7 Nights - £402
Hotel
6.2Good
(134 Reviews)
3 Baths
- Parking
- Air Conditioner
- Internet
- Child Friendly
£31/Night
7 Nights - £215
Hotel
5.9Average
(117 Reviews)
9 Baths
279.86 ft²
- Hot Tub
- Parking
- Air Conditioner
- Internet
£52/Night
7 Nights - £361
Winnebago Private Villas and Holiday Homes Under $200
Over 80+ Winnebago Private Villas and Holiday Homes Under $200
Cottage
10.0Exceptional
(10 Reviews)
3 Bedrooms
1 Bath
7 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£124/Night
7 Nights - £867
House
6.5Good
(2 Reviews)
4 Bedrooms
4 Baths
4 Guests
252.95 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£56/Night
7 Nights - £391
Hotel
7.8Very Good
(1004 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
£44/Night
7 Nights - £305
Apartment
- Rockford
- ·
- Loves Park
- 0.57 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Air Conditioner
- Internet
- Laundry
Bedding/Linens
£131/Night
7 Nights - £920
House
5.0Average
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
75.35 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
£79/Night
7 Nights - £556
New
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£139/Night
7 Nights - £976
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
£116/Night
7 Nights - £812
House
9.8Exceptional
(32 Reviews)
3 Bedrooms
3 Baths
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£136/Night
7 Nights - £950
House
- Rockford
- ·
- Loves Park
- 1.82 mi to center
9.6Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
8 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£101/Night
7 Nights - £706
Instantly Bookable Holiday Homes in Winnebago
Over 82+ Instantly Bookable Holiday Homes in or Near Winnebago
House
- Rockford
- ·
- Machesney Park
- 1.43 mi to center
10.0Exceptional
(38 Reviews)
2 Bedrooms
1 Bath
6 Guests
1400 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
£246/Night
7 Nights - £1,719
Apartment
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£131/Night
7 Nights - £914
Cottage
- Rockford
- ·
- Machesney Park
- 1.73 mi to center
10.0Exceptional
(36 Reviews)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£176/Night
7 Nights - £1,234
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£177/Night
7 Nights - £1,240
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
£302/Night
7 Nights - £2,117
Cottage
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
765 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
£169/Night
7 Nights - £1,185
House
- Rockford
- ·
- Loves Park
- 1.80 mi to center
9.4Exceptional
(20 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£225/Night
7 Nights - £1,575
House
9.4Exceptional
(19 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£181/Night
7 Nights - £1,269
House
8.6Fabulous
(27 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
£228/Night
7 Nights - £1,594
Book a Last Minute Place to Stay in Winnebago
About Casai's Private Villas and Holiday Rentals in Winnebago
Discover more than 201 vacation rentals available in Winnebago. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winnebago.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winnebago, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winnebago. On average, places to stay near Winnebago offer 1389.17 ft², with nightly prices averaging £246.
With Casai, finding and comparing holiday rentals in Winnebago is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Winnebago
| Type | Count |
|---|---|
| Vacation Homes | 140 |
| Holiday Apartments | 24 |
| Cottages | 5 |
| Villas | 3 |
Use these Quick Filters to Find a Holiday Rental in Winnebago
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Winnebago.
Weather in Winnebago, IL
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
Top Attractions Around Winnebago, IL
Casai offers a large selection of top attractions around Winnebago . Research things to do on your vacation before you visit Winnebago.
Frequently Asked Questions About Winnebago?
What are the top holiday rentals in Winnebago?
With numerous options available in Winnebago, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Winnebago:
- Hidden Gem SLEEPS 10+! Children & Pets welcomed!
- A Beautiful Escape By The Riverside!
- Spacious Open Concept Home on the Beautiful Rock River
- Duplex overlooking Rock River
- Storybook Cottage~ Cozy Stone Home~3bed/1bath~Long Term Stay~Pet Friendly
- Peaceful Cottage Getaway Sleeps 6 on Scenic Rock River in Rockford Area
- Charming Cottage
- Beatifull home with 5 bedrooms
- Safe perfect location near everything, 3+ bedrooms in NE Rockford
- Quite- relaxing country living with pool/hot tub and sauna!
Which holiday homes in Winnebago are best for families?
If you're searching for a family-friendly holiday home in Winnebago, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Winnebago:
- Safe perfect location near everything, 3+ bedrooms in NE Rockford
- Spacious 4BR Home with BBQ Yard Near Golf Course
- Motel 6 Rockford, IL – RFD Airport
How many Casai.uk holiday rentals are available in Winnebago?
As of 2026, Casai boasts over 201 properties listed in the Winnebago area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winnebago.
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