141+ Private Villas and Holiday Rentals in Woodstock |
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Woodstock Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Woodstock

Discover more than 141 vacation rentals available in Woodstock. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Woodstock.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Woodstock, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Woodstock. On average, places to stay near Woodstock offer 673.47 ft², with nightly prices averaging CA $433.

With Casai, finding and comparing holiday rentals in Woodstock is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Woodstock

Type Count
Vacation Homes 63
Cottages 14
Holiday Apartments 10
Villas 1

Use these Quick Filters to Find a Holiday Rental in Woodstock

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Woodstock.

Weather in Woodstock, CT

View the weather forecast for Woodstock before booking your Woodstock Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Woodstock, CT

Casai offers a large selection of top attractions around Woodstock . Research things to do on your vacation before you visit Woodstock.


Woodstock Golf Course
Taylor Brooke Winery
Little River Plaza Shopping Center
Roseland Cottage
Harrisville Golf Course
Roseland Park Golf Course
Old Sturbridge Village
DCU Center
University of Connecticut
Brimfield Antique Show
College of the Holy Cross
Clark University
Union Station
Brimfield Antique Show
Auburn Mall
Southwick's Zoo
Indian Ranch
Harry A. Gampel Pavilion
Elm Park
Stafford Motor Speedway

Other Places to Stay in Woodstock, CT


Taylor Brooke Winery 141 Properties
Roseland Park Golf Course 136 Properties
Woodstock Golf Course 106 Properties
Little River Plaza Shopping Center 32 Properties
Harrisville Golf Course 32 Properties
South Woodstock 30 Properties
Roseland Cottage 26 Properties

Frequently Asked Questions About Woodstock?

What are the top holiday rentals in Woodstock?

With numerous options available in Woodstock, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Woodstock:

How many holiday rentals have private pools in Woodstock?

Discover a selection of holiday rentals with private pools near Woodstock with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Woodstock are best for families?

If you're searching for a family-friendly holiday home in Woodstock, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Woodstock:

How many Casai.ca holiday rentals are available in Woodstock?

As of 2025, Casai boasts over 141 properties listed in the Woodstock area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Woodstock.


People Also Ask

There are 141 Woodstock, CT Holiday Rentals

Recently Booked Holiday Rentals in Woodstock