Woodstock Valley vacation rentals

We found 63 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Woodstock Valley that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you need and want for your stay, which might include WiFi and a hot tub. No matter what you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Find out more about Woodstock Valley

Find out more about Woodstock Valley

Why visit Woodstock Valley

  1. Outdoor Adventures: Woodstock Valley is perfect for nature lovers, offering a variety of parks and nature reserves ideal for hiking and exploring.
  2. Romantic Getaways: The area's scenic landscapes and serene atmosphere make it a wonderful destination for couples seeking a romantic escape.
  3. Charming Neighbourhoods: Explore picturesque areas like the Quiet Corner and Green Valley, showcasing the region's rich history and local hospitality.
  4. Diverse Accommodation: Choose from charming cottages, spacious homes, or inviting apartments for a comfortable stay.
  5. Family-Friendly Activities: With its budget-friendly experiences, Woodstock Valley is ideal for families looking to connect with nature.

Popular types of accommodation in Woodstock Valley

Vrbo offers a diverse selection of vacation rentals in Woodstock Valley, featuring houses, charming cottages, and comfortable apartments. Whether you’re looking for spacious bedroom homes or the quaint charm of Roseland Cottage, we have options to suit every traveller. With popular amenities and hotel availability, you can find the perfect base for your adventures. Explore your choices and create unforgettable memories in this beautiful Canadian destination!

  • Houses: The top choice for visitors to Woodstock Valley, offering spacious and comfortable accommodations ideal for families or groups.
  • Cottages: A delightful second option, these charming retreats provide a cozy atmosphere perfect for a romantic getaway or peaceful escape.
  • Apartments: Third in popularity, these rentals offer convenience and modern amenities for those seeking a home-like experience.
  • Cabins: A rustic fourth option, ideal for nature enthusiasts looking to immerse themselves in the surrounding scenery.
  • Villas: Rounding out the list, these luxurious rentals offer an upscale experience for those wanting a bit more indulgence.**

Top attractions in Woodstock Valley

Woodstock Valley, Connecticut, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. With its stunning nature reserves, urban parks, and scenic landscapes, visitors can immerse themselves in eco-friendly adventures. Explore the area's various parks and attractions that offer a perfect blend of tranquility and adventure, making it a wonderful spot for families and travellers alike to connect with nature.

  1. Bigelow Hollow State Park: Experience stunning scenery and outdoor adventures at this beautiful state park, where you can hike, picnic, and enjoy the tranquil atmosphere while surrounded by nature.
  2. Nathaniel Lyon Memorial Park: A family-friendly park that promotes eco-friendly activities and offers a serene environment for picnics, walking, and enjoying the great outdoors with loved ones.
  3. Roseland Cottage: Step back in time at this historic site, showcasing remarkable architecture and rich cultural heritage, making it a perfect spot for history enthusiasts.

Things to do recommended for couples

For a romantic getaway in Woodstock Valley, visit Taylor Brooke Winery for an intimate experience, or enjoy the scenic views and outdoor vibes at Sharpe Hill Vineyard. For thrill-seeking couples, Skydive Danielson offers an unforgettable adventure above picturesque landscapes.

Things to do recommended for families

Families visiting Woodstock Valley can relax and unwind at the Westville Recreation Area, located 16.1km away, or have an adventurous day at Breezy Picnic Grounds & Waterslides, situated 30.6km away, offering fun-filled water activities for everyone.

Things to do recommended for groups

Experience the thrill of motor racing at Stafford Motor Speedway, just 19.3km away, or explore culinary delights at Martha's Herbary, 11.3km from Woodstock Valley. For a relaxing day outdoors, tee off at the Woodstock Golf Course, also located 11.3km away.

What do I need to keep in mind when booking a vacation in Woodstock Valley

If you're travelling with a group, with family, bringing along pets, or seeking extended stays, be sure to prioritise your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Woodstock Valley with a group: Think about how many bedrooms you'll require, as well as additional features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Woodstock Valley with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities that cater to their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Woodstock Valley: For many families, a vacation isn’t truly enjoyable without their furry companions. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Woodstock Valley: If you’re seeking vacation rentals with great offers for stays of a month or more, you’ve come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Woodstock Valley

Woodstock Valley, Connecticut, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or a family-friendly vacation. Explore the charming neighbourhoods, including the serene Quiet Corner and picturesque Green Valley. With its friendly atmosphere and rich history, this destination invites you to enjoy tranquil walks, budget-friendly experiences, and the warmth of local hospitality. Discover the unique character of Woodstock Valley and its surrounding areas for an unforgettable travel experience.

  • Sturbridge: Located 19.3km from Woodstock Valley, Sturbridge is renowned for its blend of outdoor activities, cultural experiences, and romantic settings. This charming city invites visitors to explore its educational venues, enjoy thrilling casino nights, and attend lively music concerts. Notable attractions include the Old Sturbridge Village, where you can step back in time and learn about early American life, and the Sturbridge Historical Society, which showcases local heritage. The area's natural beauty, combined with its rich history, makes Sturbridge a delightful destination for all types of travellers.
  • Eastford: Just 3.2km from Woodstock Valley, Eastford is a picturesque city that offers stunning scenery and a plethora of outdoor adventures. Ideal for those seeking a romantic getaway, visitors can explore the pristine waters of local lakes, visit the historic Eastford Academy, or hike through the expansive Natchaug State Forest. With its close-knit community and beautiful landscapes, Eastford is perfect for those looking to unwind and appreciate nature while still being near educational and resort facilities.
  • Southbridge: Situated 16.1km from Woodstock Valley, Southbridge is a vibrant city that embraces outdoor recreation, cultural engagement, and urban life. Visitors can enjoy music concerts, test their luck at local casinos, or participate in educational workshops. Key attractions in Southbridge include the Southbridge Community Center, which hosts events and conferences, along with scenic beaches and a sports stadium that hold various activities throughout the year. This city offers a lively atmosphere while still providing opportunities to relax and connect with nature.

Best time to go to Woodstock Valley

If you're planning a trip to Woodstock Valley, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January28.2°F (-2.1°C)Light RainMostly SunnyModerately LowSlightly Low
February29.8°F (-1.2°C)Light RainMostly SunnyModerately LowSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnyModerately LowSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnyAverageAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyModerately HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
August71.6°F (22.0°C)Light RainMostly SunnyModerately HighSlightly High
September64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
October54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
November42.4°F (5.8°C)Light RainMostly SunnyAverageAverage
December34.5°F (1.4°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, planning a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a dedicated space to plan new adventures, refine your existing itineraries, or manage your bookings with ease. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for your convenience. To discover Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Woodstock Valley getaway

Learn about the unique charm of Woodstock Valley with a stay in a private vacation home. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Woodstock Valley

Do you want to find attractions to visit in the city? Venture out of your cozy vacation rental and check out everything that makes Woodstock Valley a fun spot to vacation. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Taylor Brooke Winery (3.6 mi / 5.9 km)
  • TriState Speedway (12 mi / 19.2 km)
  • Stafford Motor Speedway (12.2 mi / 19.7 km)
  • Brooklyn Country Club (14 mi / 22.6 km)
  • Brooklyn Golf Course (14.1 mi / 22.6 km)
  • Old Furnace State Park (15.9 mi / 25.6 km)

Exploring the natural landscape of Woodstock Valley

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Woodstock Valley. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Crystal Pond (1.7 mi / 2.7 km)
  • Tinkerville Brook Reserve (6.5 mi / 10.5 km)
  • Nathaniel Lyon Memorial Park (6.5 mi / 10.5 km)
  • Nickerson Park (8.6 mi / 13.8 km)
  • Jarvis Pond (9 mi / 14.5 km)
  • Westville Recreation Area (9.1 mi / 14.6 km)

Transportation to and around Woodstock Valley

The nearest airport is in Worcester, MA (ORH-Worcester Regional), located 25 mi (40.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Pawtucket, RI (SFZ-North Central State), which is 30.4 mi (48.8 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Woodstock Valley?
The most popular types of vacation rentals in Woodstock Valley are cabins. Searching for something different? Vrbo has many options to match the diverse needs of our guests, so you’ll see properties in loads of shapes and sizes. The perfect fit is ready and waiting for you — get yours today.
How much does it cost to rent a vacation rental in Woodstock Valley?
Property type, length of stay and season are some factors that can influence the price of a vacation home. Simply click on your travel dates to find your perfect fit. From comfy cabins to expansive luxury villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Woodstock Valley?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Enter your Woodstock Valley travel dates to see your options on Vrbo. Can’t live without a private pool? Use the filters to select the features and amenities you want.
What are popular rental amenities in Woodstock Valley?
A firepit, a lake view and a barbecue grill are the most popular rental amenities in Woodstock Valley. Whether you’re taking to the road solo, with your sweetheart or as a family group, Vrbo will help you find a vacation rental that fits your tastes with all the features you’re looking for.
What are the top attractions for families in Woodstock Valley?
There are tons of wonderful things to see and do with the family in Woodstock Valley, such as:

  • Bigelow Hollow State Park
  • Mashamoquet Brook State Park
  • Bradley Playhouse

How old do you have to be to rent a vacation rental in Woodstock Valley?
Age restrictions can differ between properties on Vrbo, so be sure to check the rules of the vacation rental in Woodstock Valley you’re interested in. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Woodstock Valley for?
It’s down to the Woodstock Valley property. To see a list of options offering extended stays, simply enter your travel dates and number of guests into the Vrbo search page. Enjoy having the whole property to yourself, as well as amenities such as air conditioning, a kitchen and an outdoor space to run around in. Keep your eyes peeled for any long-term stays that offer discounted weekly or monthly prices.

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