Photo by Ed Gaffny

Sherwood Forest vacation rentals

We found 24 vacation rentals — enter your dates for availability

Discover a selection of 11 homes and other vacation rentals in Sherwood Forest that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the best amenities for spending time at your vacation home, including parking and a TV. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Find out more about Sherwood Forest

Why visit Sherwood Forest

  • Stunning Scenery: Sherwood Forest boasts breathtaking landscapes, perfect for romantic getaways and family adventures.
  • Outdoor Activities: Explore serene lakes like Sherwood Lake and engage in leisurely strolls at nearby Sierra Park.
  • Charming Accommodations: Choose from cozy vacation homes, cottages, or spacious condos to fit your needs.
  • Historic Attractions: Discover local historic houses that add cultural richness to your visit.
  • Relaxing Atmosphere: Enjoy a peaceful retreat, making it an ideal destination for unwinding.

Popular types of accommodation around Sherwood Forest

Planning your getaway to Sherwood Forest? Discover the perfect accommodations to suit your needs. From cozy houses and charming cottages to spacious condos, there’s something for everyone. Whether you're looking for multiple bedrooms to accommodate the whole family or a single-family home for a peaceful retreat, Sherwood Forest has you covered. Enjoy your stay in this beautiful destination with comfort and convenience at your fingertips.

  • Houses: The top choice for accommodations in Sherwood Forest, offering spacious and comfortable settings ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenient access to nearby attractions.
  • Cottages: Charming and cozy, these rentals provide a quaint getaway experience surrounded by nature.
  • Apartments: A practical choice for travelers looking for self-contained living spaces in the area.
  • Cabins: Perfect for an authentic rustic experience amidst the beautiful forest landscapes.**

Top attractions near Sherwood Forest

Sherwood Forest in Becket, Massachusetts, is perfect for a romantic outdoor getaway, offering stunning scenery and a variety of attractions. Visitors can explore historic houses, serene lakes, and beautiful nature reserves. This destination caters to travelers seeking adventure, culture, and unforgettable experiences in a picturesque setting.

  • Pyramid Lake: Located just 1 mile from Sherwood Forest, Pyramid Lake offers a serene escape with its beautiful beach and stunning scenery. Enjoy outdoor activities and romantic views that make it perfect for relaxation.
  • National Shrine of the Divine Mercy: Situated 13 miles away, this shrine is a significant cultural site, providing a peaceful atmosphere for reflection and spiritual connection amidst its inspiring architecture.
  • Iroquis Waterfront: Only 3 miles from Sherwood Forest, this beach features inviting sands and a vibrant atmosphere, ideal for sunbathing, swimming, and enjoying the natural beauty of the area.

Things to do recommended for couples

For a romantic getaway near Sherwood Forest, enjoy a captivating dance performance at Jacob's Pillow, just 3 miles away. Afterward, hit the slopes at Otis Ridge, 4 miles away, or unwind with fine wines at Les Trois Emme Winery, located 13 miles from your cozy retreat.

Things to do recommended for families

Families visiting Sherwood Forest, Becket, can explore the relaxing Goose Pond Reservation, just 7 miles away, or hike the scenic trails at Tyringham Cobble, 8 miles away. Don't miss Kennedy Park, located 14 miles away, perfect for outdoor fun and family bonding.

Things to do recommended for groups

Groups visiting Sherwood Forest can shop at the Lee Premium Outlets for a mix of entertainment and family-friendly vibes, explore the Berkshire Mountain Country Store for unique finds, and hike the Skyline Trail to experience breathtaking outdoor scenery and adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Sherwood Forest

If you're traveling with a group, your family, pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Sherwood Forest with a group: Think about how many bedrooms you'll require, as well as any additional features like a complete kitchen or outdoor area for group get-togethers. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Sherwood Forest with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, as well as to look for age-appropriate amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Sherwood Forest: For many families, a vacation isn’t truly enjoyable without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Sherwood Forest: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Sherwood Forest

Explore the enchanting Sherwood Forest in Becket, Massachusetts, where romance and outdoor adventures await. This serene neighborhood is perfect for couples and families alike, offering stunning scenery and a relaxing atmosphere. Nearby, visit Sierra Park for leisurely strolls, or enjoy the tranquil shores of Sherwood Lake and the Sherwood Forest Lake District. Uncover the charm of this peaceful retreat, making it an ideal destination for your vacation getaway.

  • Lenox: Nestled 13 miles from Sherwood Forest, Lenox is a charming town that offers a delightful blend of entertainment and romance, making it perfect for families and couples alike. This picturesque locale is renowned for its vibrant music scene and cultural venues, including theaters that host captivating performances throughout the year. Outdoor enthusiasts can enjoy activities such as skiing in the winter months, while the surrounding landscape features tranquil lakes and stunning mountains that provide ample opportunities for hiking and exploration. Don’t miss the local event conference venues that often host community gatherings and special events.
  • The Berkshires: A mere 7 miles from Sherwood Forest, The Berkshires is a haven for outdoor enthusiasts and adventure seekers. This region is celebrated for its breathtaking scenery, with rolling hills and lush forests that beckon visitors to explore nature. Skiing is a popular draw, with several ski fields and resorts that cater to winter sports lovers. The area is also home to serene lakes and majestic mountains, making it an ideal spot for hiking, fishing, and picnicking. The Berkshires is a perfect escape for those looking to connect with nature and enjoy the great outdoors.
  • Great Barrington: Located 16 miles from Sherwood Forest, Great Barrington is a vibrant city known for its adventurous spirit and love for sports, particularly skiing. This lively town offers easy access to ski fields and resorts that attract winter sports enthusiasts from all over. Beyond skiing, visitors can explore the nearby national state park, which provides a wealth of recreational activities and stunning views. The town's charming downtown area features unique shops, delicious dining options, and a welcoming atmosphere that invites exploration and relaxation.

Best time to go to Sherwood Forest

If you're planning a trip to Sherwood Forest, 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 March to April and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.5°F (-5.3°C)Light RainMostly CloudyAverageAverage
February24.3°F (-4.3°C)Light RainMostly CloudyAverageAverage
March32.0°F (0.0°C)Light RainMostly CloudyLowSlightly Low
April43.9°F (6.6°C)Light RainMostly CloudyLowSlightly Low
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnyHighAverage
July69.8°F (21.0°C)Light RainMostly SunnyHighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyHighSlightly High
September60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
October49.6°F (9.8°C)Light RainMostly SunnyAverageSlightly Low
November37.6°F (3.1°C)Light RainMostly SunnyLowAverage
December29.1°F (-1.6°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? It can be beneficial to keep your travel dates flexible, as prices can vary. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo rental that fits your budget, feel free to use our filters to sort by price, location, and type of vacation home.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. It's rewarding to be the planner. Become a member of our One Key rewards program to enjoy exclusive savings and earn OneKeyCash on qualifying stays. Sign up today and begin your journey towards earning rewards.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform where you can plan new trips, manage your ongoing travel plans, or review and organize your existing bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To explore your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Sherwood Forest?
In Sherwood Forest, vacation houses are the most popular type of rental, with about 10 available throughout the area. These properties often feature spacious interiors, multiple bedrooms, and full kitchens, making them ideal for families or groups looking for a comfortable stay. Additionally, several cottages and cabins can be found, offering a quaint and cozy atmosphere for those seeking a more rustic experience.
Are there any beach house rentals in Sherwood Forest?
In Sherwood Forest, there are several beach house rentals available, primarily situated near the serene lakefront areas that offer a peaceful retreat. These vacation homes typically feature amenities such as fully equipped kitchens, spacious living rooms, and outdoor decks, which are superb for enjoying the natural surroundings. Many properties also include access to private beaches, making it easy for guests to enjoy swimming, fishing, or simply relaxing by the water.
How much does it cost to rent a vacation home in Sherwood Forest?
Prices for vacation rentals in Sherwood Forest 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 Sherwood Forest 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 Sherwood Forest vacation house rentals?
You can find great discounts on house rentals in Sherwood Forest 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.
What are popular rental amenities in Sherwood Forest?
In Sherwood Forest, vacation rentals typically feature a variety of popular amenities that enhance the guest experience. Most properties come equipped with a fully functional kitchen, allowing travelers to prepare their own meals. Many rentals also offer outdoor spaces like decks or patios, great for enjoying the serene forest surroundings. Guests can expect amenities such as coffee and tea makers for a warm beverage in the morning, along with onsite parking for convenience.
Can I find family house rentals in Sherwood Forest?
In Sherwood Forest, Massachusetts, there are a variety of family-friendly house rentals available—specifically, around 11 options scattered throughout the area. This charming locale is great for families looking to enjoy outdoor activities and natural beauty. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can also expect amenities like Wi-Fi and air conditioning to ensure a comfortable stay. The nearby attractions, including serene lakes and hiking trails, provide excellent opportunities for family bonding and adventure.
Can I rent a vacation home with a pool or hot tub in Sherwood Forest?
In Sherwood Forest, Massachusetts, there are several vacation homes available for rent that feature hot tubs, making it a great option for travelers looking to relax. This picturesque area offers a serene setting with access to beautiful natural surroundings, great for outdoor activities. Many of these rentals come equipped with amenities such as fully stocked kitchens, spacious living areas, and private outdoor spaces where guests can unwind. While pools may be less common in this region, the presence of hot tubs provides an excellent way to enjoy a soothing soak after a day of exploring the local scenery.
Are there any Sherwood Forest vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Sherwood Forest with parking available—perfect for families or travelers 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.
Can I book pet-friendly vacation rentals in Sherwood Forest?
Yes, you can book pet-friendly vacation rentals in Sherwood Forest, Massachusetts. There are several options available that cater to travelers with pets. In this serene area, many vacation rentals often come equipped with amenities such as spacious backyards, outdoor seating areas, and fully stocked kitchens, making them ideal for families and groups.

Sherwood Forest is surrounded by beautiful natural landscapes, providing plenty of opportunities for outdoor activities with your pets. Nearby, there are walking trails and parks that welcome pets, allowing for enjoyable hikes and leisurely strolls.
Can I find long-stay vacation rentals in Sherwood Forest?
A long-stay vacation rental in Sherwood Forest is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Sherwood Forest for a vacation rental?
The peak season for vacation rentals in Sherwood Forest is during the summer months, specifically from June to August. This is the most popular time for travelers seeking to immerse themselves in the beautiful outdoors, with families and adventure enthusiasts flocking to the area to enjoy hiking, fishing, and various water activities in the nearby lakes. July stands out as the busiest month, offering a vibrant setting filled with fellow travelers and plenty of opportunities to connect with nature.

During this peak season, visitors can expect warm temperatures, usually ranging from the mid-70s to low 80s Fahrenheit, making it ideal for outdoor activities like kayaking and exploring scenic trails through the lush greenery of the forest. The convenient location also means that you're never far from local attractions and charming spots for sightseeing.

For those looking for a more affordable yet equally enjoyable experience, consider planning your visit in November. This month offers a peaceful retreat as the summer crowds dissipate, providing a great backdrop for enjoying the tranquility of nature. The fall foliage can be stunning, with beautiful autumn colors creating a picturesque environment for leisurely walks or cozy evenings by the fire.

Ultimately, the best time to visit Sherwood Forest depends on your preference for lively summer adventures or the serene beauty of fall.
Are there any remote work vacation rentals in Sherwood Forest?
In Sherwood Forest, Massachusetts, there are several remote work vacation rentals available, with around 15 options for travelers looking to blend work and leisure. These rentals often come equipped with essential amenities like desks and reliable Wi-Fi, making them suitable for remote work. Many properties also provide free internet in public areas, ensuring connectivity whether you're working from your room or enjoying the outdoors.

The peaceful surroundings of Sherwood Forest, with its natural beauty and serene environment, create an ideal backdrop for working remotely. The area also offers opportunities to explore local attractions, including nearby lakes and hiking trails, ideal for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Sherwood Forest vacation rental?
Book your Sherwood Forest vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sherwood Forest, Massachusetts, United States of America?
In Sherwood Forest, Massachusetts, visitors can enjoy a tranquil setting surrounded by nature, making it an ideal spot for outdoor enthusiasts. The area is known for its beautiful lakes, such as the picturesque Sherwood Lake, where activities like swimming, fishing, and kayaking are popular during the warmer months. The nearby hiking trails offer scenic views of the forested landscape, superb for leisurely walks or more challenging hikes.

Additionally, the region is close to the charming town of Stockbridge, which features attractions like the Norman Rockwell Museum, showcasing the works of the iconic American painter.
Can I change or cancel my Sherwood Forest home rental booking on Vrbo?
To find Sherwood Forest vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Sherwood Forest vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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