Vacation rentals in Windham County

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Top vacation rentals in Windham County

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock CT
10.92 mi from city center
$436 nightly
The price is $496 total per night
$496 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
The Tree House at Underhill Hollow

The Tree House at Underhill Hollow

Thompson CT
11.25 mi from city center
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A garden is available at this vacation home.
Kitchen
Free WiFi
Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow

North Grosvenordale CT
11.25 mi from city center
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A garden is available at this vacation home.
Kitchen
Free WiFi
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Ashford CT
13.31 mi from city center
$295 nightly
The price is $334 total per night
$334 total
Dec 29 - Dec 30
Total with taxes and fees
This cabin features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake

Ledyard CT
26.83 mi from city center
$260 nightly
The price is $294 total per night
$294 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Norwich CT
23.38 mi from city center
$225 nightly
The price is $254 total per night
$254 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This condo features an outdoor pool and a gym. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
Pool
Hot Tub
SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

SECLUDED WATERFRONT HOME WITH ROOM FOR ALL

Hopkinton RI
24.86 mi from city center
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A hot tub is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Hot Tub
Kitchen
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Norwich CT
23.21 mi from city center
$281 nightly
The price is $318 total per night
$318 total
Dec 24 - Dec 25
Total with taxes and fees
This villa features an indoor pool and a gym. Enjoy the hot tub and perks like free WiFi. Laundry facilities are provided for your convenience.
Pool
Hot Tub
Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

Newly Renovated Loft Villa at Norwich Spa, minutes to Mohegan Sun

2 out of 5
Norwich CT
23.34 mi from city center
$380 nightly
The price is $429 total per night
$429 total
Dec 24 - Dec 25
Total with taxes and fees
This condo features an outdoor pool and a gym. A hot tub, a sauna, and laundry facilities are also on offer.
Pool
Hot Tub
Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit

Willington CT
14.12 mi from city center
$263 nightly
The price is $298 total per night
$298 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Kitchen
Air conditioning
Lakeside Haven at the Pines / Tent

Lakeside Haven at the Pines / Tent

Coventry RI
21.01 mi from city center
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This campground includes a garden and barbecue grills.
Free WiFi
Outdoor Space
Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA

Waterford CT
30.15 mi from city center
$541 nightly
The price is $611 total per night
$611 total
Dec 29 - Dec 30
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!

Ledyard CT
27.12 mi from city center
$270 nightly
The price is $306 total per night
$306 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A hot tub is featured at this cottage, along with barbecue grills.
Hot Tub
Kitchen
Brand new home close to Charlestown/Westerly beaches.

Brand new home close to Charlestown/Westerly beaches.

Westerly RI
31.92 mi from city center
$844 nightly
The price is $928 total per night
$928 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Pool
Kitchen
Spacious 7-bedroom house Stonington with amazing views.

Spacious 7-bedroom house Stonington with amazing views.

Stonington CT
30.53 mi from city center
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Hot Tub
Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.

2 out of 5
Montville CT
23.83 mi from city center
$457 nightly
The price is $517 total per night
$517 total
Dec 24 - Dec 25
Total with taxes and fees
Stay at this vacation home in Montville. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Kitchen
Pet friendly
Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Norwich CT
20.81 mi from city center
$860 nightly
The price is $973 total per night
$973 total
Dec 24 - Dec 25
Total with taxes and fees
This vacation home features laundry facilities.
Washer
Pet friendly
Peaceful WATERFRONT Cottage Near Mystic and Casinos

Peaceful WATERFRONT Cottage Near Mystic and Casinos

Griswold CT
15.05 mi from city center
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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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.

The Best Way to Find Vacation Rentals in Windham County 

How cheap is a vacation rental in Windham County?


You can find Windham County vacation rentals from just $254 per night. 


How do you look for the best vacation rental deals in Windham County with Travelocity?


Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Windham County vacation rentals with Travelocity. 


Are cancellations free on vacation rentals with Travelocity?


You may be able to cancel your Windham County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.


What types of vacation rentals are available in Windham County?


Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Windham County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.


What are the benefits of booking a short-term rental in Windham County?


Whether you’re a winter wanderer or planning a summer sojourn, Windham County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time. 


Where can I find vacation rentals in Windham County?


Take your pick from the excitement of the big Windham County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem. 


How do I find a family-friendly vacation rental in Windham County?


Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks. 


Why is Travelocity the best site to find your Windham County rentals?


Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.


How do I cancel my vacation rental with Travelocity?


It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.