Hancock holiday lettings

We found 287 holiday rentals — enter your dates for availability

Discover a selection of 13 homes, 24 apartments and other holiday rentals in Hancock that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. At the end of the day, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Hancock

Showing deals for:6 Mar - 13 Mar

Image gallery for New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

Interior
10 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)

New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

Richmond, MA

17% off
Price is £1,925
for 7 nights, 1 apartment
£275 per night
includes taxes & fees
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

Find spaces that suit your style

Why people love visiting cosy Hancock

The area's museums and entertainment are just some of the reasons to come on holiday to Hancock. This city's skiing, mountain views and hiking draw many visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Hancock

Are you hoping to find attractions to see during your stay? You'll be sure to enjoy Hancock for its skiing and hiking. Venture out of your cosy holiday rental and experience everything that makes Hancock a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Jiminy Peak Mountain Resort (0.7 mi / 1.2 km)
  • Bousquet Ski Area (9.2 mi / 14.7 km)
  • Kennedy Park (11.6 mi / 18.7 km)
  • The Bookstore (13.1 mi / 21.1 km)
  • Pineridge Cross Country Ski Center (13.6 mi / 21.9 km)
  • Wyndhurst Golf & Club (14.2 mi / 22.8 km)

Exploring the natural landscape of Hancock

Whether you're an active traveller or just want to appreciate the scenery, Hancock is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Mount Greylock State Reservation Visitor Center (3.5 mi / 5.7 km)
  • Brodie Mountain (6.4 mi / 10.2 km)
  • Mount Greylock State Reservation (8.3 mi / 13.3 km)
  • Mount Greylock (8.5 mi / 13.8 km)
  • Wahconah Falls State Park (9.5 mi / 15.3 km)
  • Lenox Mountain (10.2 mi / 16.4 km)

Seasonal weather averages in Hancock

Travellers enjoy Hancock for its skiing. If you've planned your trip around snowy activities, consider visiting in January, March, February or November, when snowfall averages 18 cm and temperatures average -3°C.

How to get to and around Hancock

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 8.5 mi (13.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Hudson, NY (HCC-Columbia County), which is 28.1 mi (45.2 km) away.

Frequently asked questions

What is the best area to stay in Hancock when booking a holiday rental?
When considering a holiday rental in Hancock, Massachusetts, a popular area to stay is near the picturesque Jiminy Peak Mountain Resort. This neighbourhood not only offers a range of properties, including cosy cabins and spacious lodges, but also provides easy access to outdoor activities year-round. In winter, visitors can enjoy skiing and snowboarding, while the summer months invite hiking and mountain biking enthusiasts to explore the beautiful trails.
How much does it cost to rent a holiday home in Hancock?
Prices for holiday rentals in Hancock 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 Hancock 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 Hancock holiday house rentals?
You can find great discounts on house rentals in Hancock 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 areas for renting a beach house in Hancock?
For renting a beach house in Hancock, Massachusetts, travellers should consider the nearby areas around the scenic lakes, particularly those surrounding the picturesque Jiminy Peak Mountain Resort. While Hancock itself is more known for its mountainous terrain than beaches, the region boasts lovely lakes like Berry Pond and the larger Onota Lake, which offer a variety of water activities.

Properties near these lakes often come with amenities such as private docks, outdoor decks, and spacious gardens, ideal for families or groups looking to enjoy a lakeside retreat. Many rentals feature fully equipped kitchens and open-plan living spaces, allowing for comfortable gatherings after a day spent swimming or boating.
Where are the best Hancock ski resort rentals?
For the best ski resort rentals near Hancock, Massachusetts, travellers should focus on nearby areas such as Jiminy Peak, which is a short drive away and offers a variety of accommodations. In the vicinity of Jiminy Peak, visitors can find a range of lodgings, from comfortable condos to larger chalets that are ideal for families or groups. Many properties come equipped with modern amenities such as fully stocked kitchens, fireplaces, and access to communal facilities like hot tubs and fitness centres, providing a welcoming retreat after a day on the slopes.

The quaint town of Hancock itself offers additional rental options, including charming cabins and rustic lodges that embrace the natural beauty of the Berkshires. These properties often feature scenic views, outdoor spaces for relaxation, and easy access to hiking trails that are great for exploring the area in the winter months. Additionally, the local dining scene and shops in nearby towns like Williamstown enhance the overall experience for visitors, providing convenience and a taste of local culture.
What is the most popular type of holiday rental accomodation in Hancock?
In Hancock, condos are the most popular type of holiday rental, with around 75 available in the area. These condos are often located in scenic environments, providing easy access to local attractions such as the Jiminy Peak Mountain Resort, which is great for skiing and outdoor activities. Most condos feature modern amenities including fully equipped kitchens, comfortable living spaces, and often balconies with views of the surrounding mountains.
Are there any family house rentals in Hancock?
In Hancock, Massachusetts, there is a wide selection of family-friendly holiday rentals, with around 83 properties available. This charming area, known for its picturesque landscapes and outdoor activities, offers various accommodations suitable for families. Many of these homes come with spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can play safely.
Can I rent a holiday home with a pool or hot tub in Hancock?
In Hancock, Massachusetts, there are a variety of holiday homes available for rent that feature pools and hot tubs, with approximately 96 options to choose from. This picturesque area, located in the Berkshires, offers a serene backdrop for a relaxing getaway. Many properties come with amenities such as private swimming pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, making them ideal for families or groups seeking both comfort and leisure.
Can I find long-stay holiday rentals in Hancock?
A long-stay holiday rental in Hancock 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 Hancock?
In Hancock, there are several pet-friendly house rentals available, allowing travellers to enjoy a comfortable stay with their furry companions. Many of these holiday homes are equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can roam freely.
Are there any remote work holiday rentals in Hancock?
In Hancock, Massachusetts, there are numerous remote work holiday rentals available, with around 96 properties suiting this need. Travellers can expect a variety of amenities designed to facilitate productivity, including reliable Wi-Fi, dedicated office spaces with desks and ergonomic chairs, and laptop workstations. Many of these rentals also feature comfortable living areas, allowing for a balance between work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hancock holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Hancock 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 Hancock?
In Hancock, popular rental amenities typically include features such as a pool, which may be shared or heated, providing a relaxing spot for guests to unwind. Most holiday rentals come equipped with a kitchen, allowing travellers to prepare their own meals, as well as essential appliances like a microwave for convenience.
When is the best time to visit Hancock for a holiday rental?
The best time to visit Hancock for a holiday rental is during the peak season from July to September. This period attracts outdoor enthusiasts eager to immerse themselves in the lush landscapes and vibrant activities that the region has to offer. With warm temperatures averaging in the mid to high 20s Celsius, it's an ideal time for hiking, cycling, and exploring the stunning natural beauty of the Berkshires.

July stands out as the most popular month, drawing travellers to enjoy local festivals, scenic drives, and the rich cultural experiences that Hancock and its surroundings provide. The warm weather is great for outdoor activities, and the area is bustling with life, making it a fantastic time to connect with fellow travellers and enjoy the community vibe.

For those looking for a more budget-friendly option, November offers a quieter experience, with fewer tourists exploring the charming fall landscapes. This month showcases the stunning autumn foliage, creating a picturesque backdrop for leisurely hikes and photography without the crowds.
How early should I book a Hancock holiday rental?
Book your Hancock 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 Hancock home rental booking on Vrbo?
To find Hancock 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Hancock 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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