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Our top choices for Windsor holiday rentals

1. Windsor Retreat | Near Hartford & UConn College
Windsor Retreat | Near Hartford & UConn College
2. Entire guest suite in South Windsor, Connecticut
Entire guest suite in South Windsor, Connecticut
3. 1 Queen Bed | Micfridge
1 Queen Bed | Micfridge
4. 1 Queen Bed | ADA/Tub/Micfridge
1 Queen Bed | ADA/Tub/Micfridge
5. Modern Private Furnished Studio Downtown Hartford
Modern Private Furnished Studio Downtown Hartford
6. Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
7. 1 King Bed|Smoking, Micfridge
1 King Bed|Smoking, Micfridge
8. The Serene Skyway Retreat
The Serene Skyway Retreat
9. Crested One Place - with Free Parking, Heat & AC
Crested One Place - with Free Parking, Heat & AC
10. Central Chic Pad - with Free Parking, Heat & AC
Central Chic Pad - with Free Parking, Heat & AC
11. Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
12. 1 Queen Bed | Wethersfield
1 Queen Bed | Wethersfield
13. Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay
Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay
14. TruStay in Central CT
TruStay in Central CT
15. 1 Queen Bed | Deluxe, Micfridge
1 Queen Bed | Deluxe, Micfridge
16. Lux Boutique Large Private LOFT Pratt St Hartford
Lux Boutique Large Private LOFT Pratt St Hartford
17. Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
18. Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
19. The Blue Back Bungalow
The Blue Back Bungalow
20. 1 Queen Bed | Smoking
1 Queen Bed | SmokingFind holiday rentals that suit your style
Top Windsor Hotel Reviews

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
Find out more about Windsor
Everything you need to know about Windsor holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Windsor holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windsor holiday rentals we have selected for you start as low as £130 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Windsor rentals
At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.


































































