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East Windsor Holiday Rentals

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Our top choices for East Windsor holiday rentals

1. 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.
East Windsor
9.8 out of 10, Exceptional, (27 reviews)
"I would absolutely stay here again. It's perfectly located for seeing a show at Broad Brook Opera House. Parking and check in couldn't be easier. The room has everything you need for a very comfortable stay."
United States
Anthony
The price is NZ$292
includes taxes & fees
23 Aug - 24 Aug
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

2. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (8 reviews)
"Good location"
United States
Arthur
The price is NZ$233
includes taxes & fees
1 Sept - 2 Sept
Entire guest suite in South Windsor, Connecticut

3. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is NZ$565
includes taxes & fees
24 Aug - 25 Aug
The Serene Skyway Retreat

4. Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is NZ$349
includes taxes & fees
1 Sept - 2 Sept
Central Chic Pad - with Free Parking, Heat & AC

5. Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (1 review)
"Perfect place for a quick stay"
United States
phillip s.
The price is NZ$349
includes taxes & fees
30 Aug - 31 Aug
Crested One Place - with Free Parking, Heat & AC

6. Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is NZ$405
includes taxes & fees
1 Sept - 2 Sept
Premier League Pad - with Free Parking, Heat & AC

7. TruStay in Central CT

TruStay in Central CT
Manchester
10.0 out of 10, Exceptional, (1 review)
"The apartment was immaculate. Everything new, Very comfortable."
United States
Maxine L.
The price is NZ$385
includes taxes & fees
31 Aug - 1 Sept
TruStay in Central CT

8. Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (4 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is NZ$280
includes taxes & fees
26 Aug - 27 Aug
Humble Abode #2

9. Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
10.0 out of 10, Exceptional, (11 reviews)
"Super easy effective rental. Everything was clean and meet everyone one of our needs!"
United States
Matthew R.
The price is NZ$756
includes taxes & fees
25 Aug - 26 Aug
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

10. Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Manchester Center
10.0 out of 10, Exceptional, (10 reviews)
"Nice private place to stay."
United States
Brian A.
The price is NZ$260
includes taxes & fees
2 Sept - 3 Sept
Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

11. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is NZ$511
includes taxes & fees
31 Aug - 1 Sept
Modern & Cozy Cape | 4 Bedroom House | Central Location

12. Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
Manchester Center
10.0 out of 10, Exceptional, (16 reviews)
"Great place"
United States
Jason
The price is NZ$382
includes taxes & fees
1 Sept - 2 Sept
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

13. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
The price is NZ$332
includes taxes & fees
20 Sept - 21 Sept
Peaceful Meadow Retreat

14. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (8 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is NZ$603
includes taxes & fees
9 Sept - 10 Sept
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

15. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (28 reviews)
"Was a great stay"
United States
John S.
The price is NZ$530
includes taxes & fees
9 Sept - 10 Sept
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

16. Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking

Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
Manchester
The price is NZ$453
includes taxes & fees
25 Aug - 26 Aug
Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking

17. The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (19 reviews)
"The bungalow is in a great location - close to I84 and West Hartford center. The kitchen had a lot of great appliances to make cooking easy. The coffee pot was a Keurig/carafe combo - which we really liked. We enjoyed drinking our morning coffee on the front porch. We would definitely stay her again!"
United States
Ben
The price is NZ$560
includes taxes & fees
26 Aug - 27 Aug
The Blue Back Bungalow

18. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (53 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is NZ$553
includes taxes & fees
2 Sept - 3 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

19. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (48 reviews)
"The property was clean and accommodating."
United States
Ann Marie T.
The price is NZ$497
includes taxes & fees
2 Sept - 3 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

20. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
The price is NZ$666
includes taxes & fees
13 Sept - 14 Sept
Linny's - Private Dock - Lake Access - Firepit
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.
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Top East Windsor Hotel Reviews

Find out more about East Windsor

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our East Windsor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up East Windsor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in East Windsor. Seeing all the best attractions is bound to make you fall in love with East Windsor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in East Windsor short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in East Windsor?

Yes, there are holiday rentals in East Windsor close to Connecticut Trolley Museum, or you can select a more secluded option if you're looking for a relaxing stay. The theme park and shops are just a few reasons why tourists like East Windsor. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that East Windsor has to offer?

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville: This holiday home rental outside of East Windsor is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

What can I see and do in East Windsor?

Cultural attractions include Connecticut Fire Museum, whereas Connecticut Trolley Museum is just one of the family-friendly sights. Other places in town to visit include Scantic Academy-East Windsor Historical Society Museum and Scantic River State Park.

What are holiday rentals like in East Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in East Windsor. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.