Book Holiday Homes in East Windsor

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in East Windsor

Island Vibes Home

Island Vibes Home

Windsor
With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of XL Center and Farmington River.
Island Vibes Home
15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed

2 out of 5
Manchester
With a stay at this vacation home in Manchester, you'll be within a 15-minute drive of XL Center and Rockville General Hospital.
15mins to Hartford, Home in Manchester w/ King Bed
Beautiful 3BR, Rare Find, Clean & Guest Favorite

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2 out of 5
West Hartford
The price is AU$481 per night from 20 Jan to 21 Jan
AU$481
includes taxes & fees
20 Jan - 21 Jan 2025
With a stay at this vacation home in West Hartford, you'll be within a 10-minute drive of XL Center and VA Newington.
Beautiful 3BR, Rare Find, Clean & Guest Favorite
Save an average of 15% on thousands of hotels when you're signed in
PICON COZY

PICON COZY

Springfield
The price is AU$275 per night from 1 Jan to 2 Jan
AU$275
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at this vacation home in Springfield (Sixteen Acres), you'll be within a 10-minute drive of MGM Springfield and Vibra Hospital.
PICON COZY
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Windsor
With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of XL Center and Farmington River.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
A “Wow” Experience everywhere there is something to stimulate your mind Interest

A “Wow” Experience everywhere there is something to stimulate your mind Interest

Windsor
The price is AU$1,109 per night from 28 Dec to 29 Dec
AU$1,109
includes taxes & fees
28 Dec - 29 Dec
With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of XL Center and Wintonbury Hills Playground.
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Linny's Updated Lakeview Cottage - Cozy & Modern

Linny's Updated Lakeview Cottage - Cozy & Modern

Southwick
Located in Southwick, this vacation home is on a lake, within a 15-minute drive of Babbs Beach and Old New-Gate Prison & Copper Mine.
Linny's Updated Lakeview Cottage - Cozy & Modern
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

SPRINGFIELD
The price is AU$451 per night from 26 Dec to 27 Dec
AU$451
includes taxes & fees
26 Dec - 27 Dec
With a stay at this vacation home in Springfield (Boston Road), you'll be within a 15-minute drive of MGM Springfield and Wing Medical Center.
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
The Lake House

The Lake House

Coventry
With a stay at this vacation home in Coventry (Coventry Lake), you'll be within a 10-minute drive of University of Connecticut and J. M. Sarnik & Sons' The Old ...
The Lake House
Don't see what you're looking for?
See all available properties in East Windsor
View all properties
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.

East Windsor Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our East Windsor vacation homes are the perfect way for you to wing it.

Holiday houses in East Windsor let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of East Windsor in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local East Windsor adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in East Windsor with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of East Windsor vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

East Windsor Holiday Homes essential information

Accommodation
138 Holiday Homes
Lowest Price
AU$113
Highest Price
AU$1,109
Popular accommodation
Island Vibes Home, 15mins to Hartford, Home in Manchester w/ King Bed, Beautiful 3BR, Rare Find, Clean & Guest Favorite, PICON COZY, NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!, A “Wow” Experience everywhere there is something to stimulate your mind Interest, Linny's Updated Lakeview Cottage - Cozy & Modern, Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield, The Lake House

Top trending hotels in East Windsor

Comfort Inn East Windsor - Springfield

Comfort Inn East Windsor - Springfield

2.5 out of 5
141 Prospect Hill Rd, East Windsor, CT
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 1 Jan to 2 Jan
AU$149
includes taxes & fees
1 Jan - 2 Jan 2025
A stay at Comfort Inn East Windsor - Springfield places you in the heart of East Windsor, a 2-minute drive from Connecticut Trolley Museum and 7 minutes from ...
Comfort Inn East Windsor - Springfield
Baymont by Wyndham East Windsor Bradley Airport

Baymont by Wyndham East Windsor Bradley Airport

2.5 out of 5
260 Main St, East Windsor, CT
Fully refundableReserve now, pay when you stay
The price is AU$113 per night from 2 Jan to 3 Jan
AU$113
includes taxes & fees
2 Jan - 3 Jan 2025
Located in East Windsor, Baymont by Wyndham East Windsor Bradley Airport is within a 15-minute drive of Scantic River State Park and New England Air Museum.
Baymont by Wyndham East Windsor Bradley Airport
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$289 per night from 29 Dec to 30 Dec
AU$289
includes taxes & fees
29 Dec - 30 Dec
With a stay at MGM Springfield, you'll be centrally located in Springfield, within a 10-minute walk of MassMutual Center and Naismith Memorial Basketball Hall ...
MGM Springfield
Save an average of 15% on thousands of hotels when you're signed in
The Capitol Hotel, Ascend Hotel Collection

The Capitol Hotel, Ascend Hotel Collection

3 out of 5
440 Asylum St, Hartford, CT
Fully refundable
The price is AU$156 per night from 5 Jan to 6 Jan
AU$156
includes taxes & fees
5 Jan - 6 Jan 2025
The Capitol Hotel, Ascend Hotel Collection is in the heart of Hartford, within a 5-minute walk of Bushnell Park and XL Center.
The Capitol Hotel, Ascend Hotel Collection
Don't see what you're looking for?
See all available properties in East Windsor
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.