A vintage train station with a red train, a caboose, and a small shelter.

East Windsor Holiday Rentals

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Our top choices for East Windsor holiday rentals

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (40 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is AU$669
includes taxes & fees
16 July - 17 July
Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (40 reviews)
"Very nice area."
United States
maureen p.
The price is AU$507
includes taxes & fees
15 July - 16 July
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.4 out of 10, Exceptional, (44 reviews)
"We had an awesome stay for Thanksgiving week!"
United States
Jamie S.
The price is AU$462
includes taxes & fees
1 July - 2 July
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

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, (51 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is AU$543
includes taxes & fees
14 July - 15 July
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

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 AU$232
includes taxes & fees
29 June - 30 June
Humble Abode #2

Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (14 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is AU$1,119
includes taxes & fees
5 July - 6 July
Charming 3 bed/2 bath town home with gorgeous back yard

Steps to Holyoke Medical Center! Remote-work Hub

Steps to Holyoke Medical Center! Remote-work Hub
3.0 star property
Holyoke
The price is AU$809
includes taxes & fees
8 July - 9 July
Steps to Holyoke Medical Center! Remote-work Hub

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (66 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is AU$699
includes taxes & fees
29 June - 30 June
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Cozy 2-bedroom apartment with movie theater.

Cozy 2-bedroom apartment with movie theater.
Agawam
10.0 out of 10, Exceptional, (1 review)
The price is AU$484
includes taxes & fees
30 June - 1 July
Cozy 2-bedroom apartment with movie theater.

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is AU$987
includes taxes & fees
4 July - 5 July
Newly Renovated 2 floor Getaway

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
10.0 out of 10, Exceptional, (24 reviews)
"Perfect stay, second time, will be back, great for the show! "
United States
Kim G.
The price is AU$254
includes taxes & fees
29 June - 30 June
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (15 reviews)
"The house was clean, comfortable and had everything covered for the weekend. A must stay when traveling to Chicopee."
United States
RAFAEL U.
The price is AU$680
includes taxes & fees
30 June - 1 July
Townhouse with Pool Table - Renovated w/ King Bed

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (34 reviews)
"The tree house matched the description perfectly! The host was very responsive, the house was clean, and the temperature was comfortable. All instructions were provided prior to our arrival and easy to understand. The manager was friendly and we loved spending time with the animals. It was a little pricey but I would stay again. Great getaway for my husband and i to connect with nature!"
United States
Pattie
The price is AU$441
includes taxes & fees
1 July - 2 July
Treehouse - Countryside - Farm Animals - Fire Pit

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is AU$176
includes taxes & fees
5 July - 6 July
Entire guest suite in South Windsor, Connecticut

Charming New England Home in West Hartford Center

Charming New England Home in West Hartford Center
West Hartford
10.0 out of 10, Exceptional, (30 reviews)
"Great location. Beautiful, comfortable home."
United States
karen
The price is AU$866
includes taxes & fees
2 July - 3 July
Charming New England Home in West Hartford Center

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
10.0 out of 10, Exceptional, (3 reviews)
"This place was perfect for our needs! It was about 5 minutes from the event we came for which was great. Seeing it was a new listing without any reviews I was slightly skeptical but traveling with a 5 year old, a hotel is always a struggle. This place was everything it was advertised and then some. Absolutely spacious, nicely decorated and plenty plenty plenty of little extras like snacks, toiletries, and a very nice and accommodating host! The furniture was all comfortable and good quality,...
United States
Colleen S.
The price is AU$501
includes taxes & fees
8 July - 9 July
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Newly Renovated 4 Bedroom House

Newly Renovated 4 Bedroom House
Enfield
10.0 out of 10, Exceptional, (6 reviews)
"Had a great experience. The house feels like a home, and we enjoyed our stay. Thanks very much. "
United States
Seth G.
The price is AU$660
includes taxes & fees
28 June - 29 June
Newly Renovated 4 Bedroom House

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"House was great for our family stay!"
United States
Kim A.
The price is AU$464
includes taxes & fees
28 June - 29 June
Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

1 Min to I-91 - Newly Renovated Modern 2 BR Home

1 Min to I-91 - Newly Renovated Modern 2 BR Home
Berlin
1 Min to I-91 - Newly Renovated Modern 2 BR Home

Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (6 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is AU$374
includes taxes & fees
6 July - 7 July
Cozy 2-bedroom apartment in Chicopee
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

Everything you need to know about East 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 East Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 East Windsor holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

East Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A East 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 East Windsor holiday rentals we have selected for you start as low as AU$176 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on East Windsor rentals

At Expedia, we put the best East 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 East 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 East 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 East 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. 

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?

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!: This holiday home rental outside of East Windsor is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.