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Readsboro holiday lettings

We found 788 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Readsboro that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as a hot tub and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Readsboro

Showing deals for:14 Nov - 21 Nov

Image gallery for Cozy 2-bedroom cabin near Mount Snow 3 min drive

Exterior
9.6 out of 10 rating
Exceptional
(8 reviews)

Cozy 2-bedroom cabin near Mount Snow 3 min drive

West Dover, VT

7% off
Price is £1,317
£188 per night
includes taxes & fees
Cozy 2-bedroom cabin near Mount Snow 3 min drive

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Find out more about Readsboro

Find out more about Readsboro

Book a holiday rental for your Readsboro getaway

Learn about the unique charm of Readsboro with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Readsboro

Do you want to find attractions to visit in the area? Venture out of your holiday home and check out everything that makes Readsboro a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • The Hermitage Golf Club (9.3 mi / 15 km)
  • Prospect Mountain Cross-Country Ski Center (9.5 mi / 15.3 km)
  • Prospect Mountain Nordic Ski Center (10.1 mi / 16.2 km)
  • The Hermitage Club (10.7 mi / 17.2 km)
  • Berkshire East Ski Resort (11.3 mi / 18.2 km)
  • Mount Snow Golf Course (12.2 mi / 19.6 km)

Exploring the natural landscape of Readsboro

Whether you're looking for adventure or just want to appreciate the scenery, Readsboro is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Harriman Reservoir (4.7 mi / 7.5 km)
  • The Ledge (5.7 mi / 9.2 km)
  • Jacksonville Pond (6.8 mi / 11 km)
  • Campers Beach (9.4 mi / 15.2 km)
  • Lake Raponda (9.7 mi / 15.6 km)
  • Windsor Lake Park (9.7 mi / 15.6 km)

Transport to and around Readsboro

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 29.7 mi (47.7 km) from the city centre.

Frequently asked questions

What is the best area to stay in Readsboro when booking a holiday rental?
When looking to book a holiday rental in Readsboro, Vermont, the ideal area to consider is the charming village centre. This quaint locality is great for those seeking a quintessential New England experience, with its picturesque views and friendly atmosphere. Staying in the village centre puts you within easy reach of local attractions such as the Readsboro Historical Society, where you can delve into the rich history of the region, and the scenic Deerfield River, which offers opportunities for outdoor activities such as fishing and kayaking.

Another appealing option is the area around the nearby Green Mountain National Forest. This stunning natural landscape is a draw for nature enthusiasts and provides ample opportunities for hiking, birdwatching, and exploring the diverse flora and fauna. There are numerous holiday rentals available in both the village centre and the surrounding forested areas, suiting a range of preferences and budgets.
How much does it cost to rent a holiday home in Readsboro?
Prices for holiday rentals in Readsboro vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Readsboro to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Readsboro holiday house rentals?
You can find great discounts on house rentals in Readsboro on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Readsboro ski resort rentals?
For renting ski accommodations near Readsboro, Vermont, travellers should focus on the nearby area of Wilmington, which is approximately a 15-minute drive from Readsboro and offers easy access to the slopes at Mount Snow. In Wilmington, you can find a variety of rental properties, including cosy cabins and chalets that typically come equipped with essential amenities such as full kitchens, fireplaces, and often hot tubs for relaxing after a day on the mountain.

Additionally, the charming village atmosphere of Wilmington provides convenient access to local shops and restaurants, enhancing the overall experience for guests. Many properties in this area offer stunning views of the surrounding mountains and are situated near hiking trails, making them suitable for year-round enjoyment.
What is the most popular type of holiday rental accomodation in Readsboro?
In Readsboro, holiday houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically offer a spacious environment, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas. Many of the houses include outdoor spaces such as decks or patios, ideal for enjoying the surrounding natural beauty and the peaceful atmosphere of Vermont. This makes them particularly suitable for families or groups looking for a relaxing getaway amidst the scenic landscapes of the region.
Are there any family house rentals in Readsboro?
In Readsboro, Vermont, there are several family-friendly house rentals available, making it a great destination for families looking to enjoy the outdoors. The area features spacious homes that often come with amenities such as full kitchens, comfortable living areas, and outdoor spaces for children to play.

Visitors can explore the nearby Green Mountain National Forest, which offers a wealth of recreational activities, from hiking and biking to fishing in the serene waters of local lakes. The charming town itself is also close to attractions like the scenic Massachusetts line and the picturesque views along the Deerfield River.
Can I find long-stay holiday rentals in Readsboro?
A long-stay holiday rental in Readsboro is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Readsboro?
In Readsboro, there are several pet-friendly house rentals available, making it a suitable option for travellers looking to bring their furry companions along. The area offers a range of holiday homes, often featuring amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or gardens, allowing pets to enjoy the fresh air.
Are there any remote work holiday rentals in Readsboro?
In Readsboro, Vermont, there are several holiday rentals that cater to remote workers, providing a suitable environment for those looking to blend work and leisure. The area offers charming properties that often include dedicated office spaces or quiet nooks ideal for concentration. Many of these rentals come equipped with essential amenities such as high-speed internet, spacious work desks, and comfortable living areas to unwind after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Readsboro holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Readsboro with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Readsboro?
In Readsboro, holiday rentals often come equipped with essential amenities that enhance the stay for visitors. Most properties feature a kitchen, allowing guests to prepare their own meals, while many include a coffee teamaker for that early morning boost. Rentals typically provide cookware, dishware, and utensils, making dining in convenient and enjoyable. Additionally, the area is known for its beautiful hiking opportunities, with nearby trails offering a chance to explore the stunning Vermont landscape.
When is the best time to visit Readsboro for a holiday rental?
The best time to visit Readsboro for a holiday rental is during the peak season from August to October. This vibrant period is particularly popular among outdoor enthusiasts who flock to the area to indulge in the breathtaking natural beauty of Vermont's fall foliage. As the leaves change, the landscape transforms into a stunning tapestry of reds, oranges, and yellows, making it an ideal time for hiking, photography, and leisurely strolls through charming local towns.

August stands out as a highlight of this peak season, with warm temperatures averaging in the low 20s Celsius, great for exploring the nearby Green Mountain National Forest. Visitors can enjoy various outdoor activities such as kayaking on the serene lakes or cycling along scenic trails, all while taking in the panoramic views that make this region so special.

For those looking to save a bit on their holiday rental, February can be a lovely time to visit as well. While it's considered the low season, the snow-covered landscapes offer a different kind of beauty. The winter months present opportunities for skiing and snowshoeing, allowing for an entirely unique outdoor experience.
How early should I book a Readsboro holiday rental?
Book your Readsboro holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Readsboro home rental booking on Vrbo?
To find Readsboro holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Readsboro holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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