East Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for East Windsor vacation rentals

Iron/ironing board, WiFi, bed sheets
Lux Boutique Large Private LOFT Pratt St Hartford

Lux Boutique Large Private LOFT Pratt St Hartford

Lux Boutique Large Private LOFT Pratt St Hartford
Downtown Hartford
8.6 out of 10, Excellent, (24)
"Great stay"
United States
Josh H.
The price is ￥15,549
￥23,673 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Lux Boutique Large Private LOFT Pratt St Hartford
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
New Britain
10.0 out of 10, Exceptional, (8)
" Heck-on was smooth and the kitchen and facilities were great. "
United States
Elizabeth P.
The price is ￥17,529
￥37,610 total
includes taxes & fees
Dec 14 - Dec 15
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Smart TV
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
9.2 out of 10, Wonderful, (13)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is ￥19,632
￥49,495 total
includes taxes & fees
Dec 14 - Dec 15
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Interior
Experience Downtown Hartford near XL Center

Experience Downtown Hartford near XL Center

Experience Downtown Hartford near XL Center
Downtown Hartford
6.6 out of 10, (7)
"Nice place, good location. "
United States
Lacey A.
The price is ￥15,581
￥23,722 total
includes taxes & fees
Dec 14 - Dec 15
Experience Downtown Hartford near XL Center
Interior
Private Apartment in Berlin

Private Apartment in Berlin

Private Apartment in Berlin
2.0 star property
Berlin
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is ￥18,230
￥49,244 total
includes taxes & fees
Dec 14 - Dec 15
Private Apartment in Berlin
Exterior
Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is ￥21,034
￥47,249 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Treehouse - Countryside - Farm Animals - Fire Pit
Apartment | Living area
Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is ￥67,014
￥99,399 total
includes taxes & fees
Dec 27 - Dec 28
Newly Renovated 2 floor Getaway
Outdoor dining
The Lake House

The Lake House

The Lake House
Coventry Lake
9.8 out of 10, Exceptional, (20)
"Very nice place, we enjoyed our stay!"
United States
David G.
The Lake House
1 bedroom, free WiFi, bed sheets
HOMEY HOMEY

HOMEY HOMEY

HOMEY HOMEY
Sixteen Acres
2.8 out of 10, (5)
"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "
United States
Erin N.
The price is ￥11,218
￥25,984 total
includes taxes & fees
Dec 14 - Dec 15
HOMEY HOMEY
Smart TV
Charming 3-Bedroom Home with Modern Comforts in West Hartford

Charming 3-Bedroom Home with Modern Comforts in West Hartford

Charming 3-Bedroom Home with Modern Comforts in West Hartford
2.0 star property
West Hartford
8.6 out of 10, Excellent, (9)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
United States
Ben H.
The price is ￥21,424
￥47,854 total
includes taxes & fees
Dec 18 - Dec 19
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Terrace/patio
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

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, (30)
"Great host- fun property!"
United States
Mary F.
The price is ￥18,230
￥48,192 total
includes taxes & fees
Dec 14 - Dec 15
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
Humble Abode #2

Humble Abode #2

Humble Abode #2
2.0 star property
Manchester Center
10.0 out of 10, Exceptional, (1)
"the place was clean bed was nice"
United States
Jonathan
The price is ￥18,659
￥24,568 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Humble Abode #2
Outdoor spa tub
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
Barkhamsted
10.0 out of 10, Exceptional, (4)
"It's a wonderful house, lots of space to visit with family and the bed rooms were confortable and cozy. The host was very helpful and accesible at all times."
Spain
Heather A.
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
Private kitchen
Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.4 out of 10, Very Good, (9)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is ￥12,284
￥23,274 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Tiny Home with AC and WiFi in lovely Ludlow
Interior
PICON COZY

PICON COZY

PICON COZY
Sixteen Acres
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
The price is ￥11,842
￥26,692 total
includes taxes & fees
Dec 23 - Dec 24
PICON COZY
Interior
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
9.0 out of 10, Wonderful, (28)
"This home was great. It had everything our large group needed and was as advertised. The owner was great to communicate with. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is ￥40,705
￥81,710 total
includes taxes & fees
Dec 14 - Dec 15
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
WiFi, bed sheets
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Totally Private Cozy studio in awesome Hartford with WiFi, AC

Totally Private Cozy studio in awesome Hartford with WiFi, AC
Downtown Hartford
8.6 out of 10, Excellent, (11)
"Great location, very nice and clean. "
United States
Manuel M.
The price is ￥15,549
￥23,673 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Interior
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Modern Family Retreat | Near Downtown Hartford | Sleeps 10
2.0 star property
Bloomfield
9.4 out of 10, Exceptional, (3)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
The price is ￥44,904
￥107,186 total
includes taxes & fees
Dec 14 - Dec 15
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Dining
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Manchester
9.8 out of 10, Exceptional, (7)
"Property fit our needs well. Clean, convenient location, easy to access the places around town we needed to get to, and a helpful and responsive host."
United States
Brian H.
The price is ￥44,004
￥76,105 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
4 bedrooms, iron/ironing board, WiFi, bed sheets
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Enfield
10.0 out of 10, Exceptional, (2)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
United States
Logan M.
The price is ￥19,476
￥65,557 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
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

Best Western Manchester

Best Western Manchester

10/10 Excellent
"room was clean bed was comfy and the staff attentive, it was great"
Bernadette 4-night trip
Posted 22 hours ago
Best Western Manchester

Find out more about East Windsor

Search for holiday rentals in East Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in East Windsor using one of the methods below:

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Look no further and take a look at our great range of rental properties in East Windsor!

Frequently asked questions

Are there vacation rentals in East Windsor?

Yes, we have vacation rentals in East Windsor close to Connecticut Trolley Museum, or you can go with a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental that East Windsor has to offer?

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield: This vacation home rental outside of East Windsor has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Broad Brook Brewing and Scantic River State Park.

What are vacation rentals like in East Windsor?

Vacation rentals are privately owned properties you can reserve for a short or long stay in East Windsor. Vacation rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip or a small group gathering.