Berkshire holiday homes

We found 92 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Berkshire to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, which might include parking and a garden. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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Choose a holiday rental for your Berkshire getaway

Learn about the unique charm of Berkshire with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Berkshire

Do you want to discover attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Berkshire a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Greek Peak Mountain Resort (13.8 mi / 22.2 km)
  • Cascades Indoor Waterpark (14.6 mi / 23.5 km)
  • En-Joie Golf Course (15.6 mi / 25.1 km)
  • EcoVillage at Ithaca (20.6 mi / 33.1 km)
  • The Links at Hiawatha Landing (14.6 mi / 23.5 km)
  • Six Mile Creek Vineyard (15.7 mi / 25.3 km)

Exploring the natural features in Berkshire

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

  • Cornell Botanic Gardens (17.5 mi / 28.1 km)
  • Arnold Park (17.5 mi / 28.2 km)
  • Ithaca Falls Natural Area (18.7 mi / 30.2 km)
  • Otsiningo Park (19.1 mi / 30.7 km)
  • Hope Lake (14.8 mi / 23.8 km)
  • Glendale Park (15 mi / 24.1 km)

How to get to and around Berkshire

Fly into Binghamton, NY (BGM-Greater Binghamton), the closest airport, located 12.4 mi (19.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Ithaca, NY (ITH-Tompkins Regional), which is 18.8 mi (30.2 km) away.

Frequently asked questions

What is the best area to stay in Berkshire when booking a holiday rental?
When considering a holiday rental in Berkshire, New York, a popular area to stay is the charming neighbourhood surrounding the picturesque town centre. This area offers a delightful blend of natural beauty and cultural attractions. You'll find a variety of properties ranging from quaint cottages to more spacious homes, ideal for families or groups seeking a relaxing getaway.

The neighbourhood is particularly renowned for its proximity to the stunning Berkshire Mountains, which provide ample opportunities for outdoor activities such as hiking and skiing, depending on the season. Additionally, art enthusiasts will appreciate the nearby cultural attractions, including renowned galleries and performance venues that showcase local and international talent.

Another popular feature of this area is its vibrant culinary scene, with several excellent restaurants and cafes offering everything from farm-to-table dining to cosy coffee shops.
What is the most popular type of holiday rental accomodation in Berkshire?
In Berkshire, holiday houses and cottages are the most popular types of holiday rentals, with several options available throughout the area. These accommodations often feature spacious living areas, fully equipped kitchens, and outdoor spaces for guests to relax and enjoy the tranquil surroundings. Many properties are set in picturesque locations that provide easy access to local attractions, such as nearby parks and scenic views of the countryside.
Are there any family house rentals in Berkshire?
In Berkshire, New York, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area offers a variety of homes, many of which feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for kids to play and explore.

Visitors can find properties close to local attractions, including the picturesque Berkshire Mountains, ideal for hiking and nature walks. The nearby town of Great Barrington is home to charming shops and restaurants, providing opportunities for family outings and cultural experiences.
Are there pet-friendly house rentals in Berkshire?
In Berkshire, there are several pet-friendly house rentals available for travellers looking to enjoy a getaway with their furry companions. Many of these accommodations are situated in tranquil settings, often featuring amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, allowing for a comfortable and convenient stay.

The area is known for its natural beauty, with plenty of opportunities for outdoor activities. Nearby attractions include scenic parks and hiking trails, where pets are welcome, providing ample opportunities for walks and exploration.
Are there any remote work holiday rentals in Berkshire?
In Berkshire, New York, there are several holiday rentals suitable for remote work. Many of these properties offer essential amenities such as free Wi-Fi in both public areas and individual rooms, allowing for a productive work environment. Travellers can expect comfortable accommodations that may include features like spacious living areas, dedicated workspaces, and fully equipped kitchens, making it easy to balance work and leisure.

The area itself is scenic, providing a peaceful backdrop for those working remotely, with opportunities for outdoor activities in the surrounding nature. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Berkshire?
In Berkshire, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, and inviting patios that provide outdoor space for relaxation. Many holiday rentals also feature an arcade game room, superb for entertainment and family fun. Additional amenities such as blenders for smoothies and a selection of books for leisurely reading enhance the home-like experience.
When is the best time to visit Berkshire for a holiday rental?
The best time to visit Berkshire for a holiday rental is during the peak season from April to June, with May being particularly popular among travellers. This vibrant period sees an influx of visitors eager to explore the picturesque landscapes, charming towns, and the myriad of outdoor activities available in the area. The mild weather, typically ranging from 10 to 20 degrees Celsius, creates an ideal environment for hiking, cycling, and enjoying the beautiful scenery that Berkshire has to offer.

May is especially delightful, as the region bursts into colour with blooming flowers and lush greenery. It's a wonderful time for those who appreciate outdoor pursuits, whether that's taking leisurely strolls through the serene parks or soaking in the local culture at various spring festivals.

If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter atmosphere, allowing you to enjoy the stunning fall foliage as the leaves transition into a vibrant tapestry of reds and oranges. It's a superb time for peaceful nature walks and enjoying the tranquility of the area without the summer crowds.

Ultimately, your choice will depend on what type of experience you seek—be it the lively energy of spring or the serene beauty of autumn.
What are the top attractions in Berkshire?
In Berkshire, New York, visitors can enjoy a variety of attractions that highlight the region's natural beauty and cultural offerings. The picturesque Berkshires region is renowned for its outdoor activities, with the stunning Mount Greylock State Reservation being a prime spot for hiking, offering panoramic views from the highest peak in Massachusetts.

For those interested in arts and culture, the town of Lenox is home to Tanglewood, the summer home of the Boston Symphony Orchestra, where visitors can attend concerts in a beautiful outdoor setting. Additionally, the Norman Rockwell Museum in Stockbridge showcases the iconic American artist's work and is a must-visit for art enthusiasts.

The charming village of Great Barrington features quaint shops, eateries, and access to the nearby Butternut Ski Area for winter sports enthusiasts. In summer, the area is great for kayaking and fishing in the Housatonic River.
Are all fees included in the Berkshire holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Berkshire holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Berkshire 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 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.
Are there any discounts for Berkshire holiday homes?
You can find great discounts on holiday homes in Berkshire on Bookabach, 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.
Can I change or cancel my Berkshire holiday home booking on Bookabach?
To find Berkshire holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Berkshire?
A long-stay holiday home in Berkshire 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Berkshire holiday home?
Book your Berkshire holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Berkshire?
Prices for holiday homes in Berkshire 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Berkshire to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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