Photo by Evelyn Flores

Woodford holiday rentals

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Discover a selection of 5 cottages and other holiday rentals in Woodford that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include air conditioning and a pool. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Woodford getaway

Learn about the unique charm of Woodford with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Woodford

Are you looking for attractions to visit in the city? Venture out of your holiday home and experience everything that Woodford has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Prospect Mountain Cross-Country Ski Center (0.5 mi / 0.9 km)
  • The Hermitage Club (9.3 mi / 15 km)
  • Mount Snow (9.8 mi / 15.7 km)
  • The Hermitage Golf Club (9.8 mi / 15.7 km)
  • Mount Snow Golf Course (11.5 mi / 18.5 km)
  • Sugar Shack (14.5 mi / 23.3 km)

Exploring the natural features in Woodford

Whether you're an adventurous traveller or just want to appreciate the scenery, Woodford is a great place to spend some time outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Harriman Reservoir (9.9 mi / 15.9 km)
  • Lake Shaftsbury State Park (11 mi / 17.7 km)
  • Lake Raponda (13.2 mi / 21.3 km)
  • Campers Beach (13.4 mi / 21.6 km)
  • Windsor Lake Park (13.6 mi / 21.9 km)
  • Jacksonville Pond (14.4 mi / 23.1 km)

How to get to and around Woodford

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 33.2 mi (53.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Albany, NY (ALB-Albany Intl.), which is 38.2 mi (61.4 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Woodford?
Cottages are the most popular style of holiday home in Woodford, according to our data. Even if you’ve got something different in mind, Stayz has properties in a variety of shapes and sizes. Take a look at our options to find your perfect Woodford pad.
How much does it cost to rent a holiday home in Woodford?
The average price for a holiday home in Woodford is based on a number of factors, such as property type, length of stay and time of year. Whether you’re in search of a sprawling villa with lots of space or a cosy cottage perfect for just you and the kids, just add your travel dates to discover stays with great value.
How much does it cost to rent a beach house in Woodford?
The average price for a holiday home by the beach in Woodford will depend on when you’ll be there and the size and style of property you’re searching for. You can find prices easily and quickly on Stayz by entering your preferred travel dates and destination. Then use our filters to choose the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Woodford?
Yes. There are. Pick from five holiday homes that roll out the welcome mat in Woodford on Stayz. Our furry companions need a break too, so simply use our search function for pet-friendly holiday homes to find a perfect pad where Spot can share in the good times.
What are popular home amenities in Woodford?
When it comes to home amenities that people are looking for in Woodford, a nearby waterfront, a garden and a barbecue grill rank highest. With Stayz holiday homes, you’ll enjoy choices to match your taste and style, whether you’re travelling with relatives, friends or even pets.
Are there large group holiday homes in Woodford?
Yes, there are five holiday homes in Woodford that can sleep five or more guests. From family trips to events like birthday parties, these stays have enough space to gather with the people you love.
Are there holiday homes in Woodford that welcome kids?
With five family-friendly holiday homes to select from in Woodford, now is an awesome time to introduce the kids to the joys of travel. Simply click on our “Properties good for families” filter to search for stays that feature amenities ideal for holidaying families, like multiple bedrooms, swimming pools, entertainment units and bunk beds.
What are the top attractions for families in Woodford?
Keep your kids occupied at these fantastic family-friendly attractions in Woodford:

  • Woodford State Park
  • Bennington Centre for the Arts
  • Norman Rockwell Exhibition

Are there holiday homes with WiFi in Woodford?
Choose from three holiday homes with WiFi in Woodford. If you want to disconnect from the world while on holiday, but still need to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Woodford?
The minimum required age is typically 16, 18 or 21. It can differ between properties on Stayz, so check the rules of your chosen Woodford holiday home before booking your escape.
How long can I rent a holiday home in Woodford for?
It’s up to the Woodford property. To view all available options offering extended stays, just enter your dates and number of guests into the Stayz search page. You can look forward to having the place to yourself, along with comforts such as a fully-equipped kitchen and a backyard where your little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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