Lee vacation rentals

We found 856 vacation rentals — enter your dates for availability

Discover a selection of 44 homes, 10 apartments, and other vacation rentals in Lee that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Lee

Showing deals for:Jun 12 - Jun 19

Image gallery for Romantic weekend getaway for two! featuring a fireplace and hot tub,

relax and recharge
9.8 out of 10, Exceptional, (73 reviews)
Exceptional
(73 reviews)

Romantic weekend getaway for two! featuring a fireplace and hot tub,

Sandisfield

8% off
Price is $230
$1,610 for 7 nights
All fees included
Romantic weekend getaway for two! featuring a fireplace and hot tub,

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Find out more about Lee

Why visit Lee

  • Charming Historic Architecture: Explore picturesque clapboard houses that reflect Lee's rich history.
  • Vibrant Art Scene: Immerse yourself in local galleries and cultural events showcasing regional artists.
  • Outdoor Adventures: Enjoy scenic reserves, nearby lakes, and boat rentals for a day of fun on the water.
  • Romantic Getaways: Experience cozy accommodations perfect for couples seeking a peaceful retreat.
  • Proximity to Nearby Cities: Easily venture out for additional entertainment and attractions in surrounding areas.

Popular types of accommodation in Lee

If you're exploring vacation rentals in Lee, you're in for a treat. Our top accommodations include Houses, cozy Condos, and charming Cottages, perfect for any traveler. Looking for something different? Check out our boutique hotel rentals and other hotel options in Lee. No matter your preference, we ensure transparency, savings, and reassurance in every choice you make.

  • Houses: These spacious homes are the top choice for visitors seeking comfort and privacy, ideal for families or groups.
  • Condos: A popular option offering modern amenities and convenient locations, perfect for couples or small families.
  • Cottages: Quaint and charming, these cozy retreats provide a picturesque escape for those wanting a rustic feel.
  • Cabins: Ideal for nature lovers, these secluded spots offer a serene atmosphere and outdoor adventure.
  • Apartments: Great for solo travelers or couples, these rentals offer convenience and easy access to local attractions.**

Top attractions in and around Lee

Lee, Massachusetts, is perfect for a romantic or family getaway, offering a blend of culture, outdoor adventure, and entertainment. Explore historic houses, scenic reserves, and nearby lakes, or enjoy boat rentals for a day on the water. With various rental options available by neighborhood, you can find the ideal summer home to enhance your vacation experience in this charming town.

  • Animagic Museum of Animation: Immerse yourself in the whimsical world of animation at this unique museum in Lee. With a focus on the art and history of animated films, it offers interactive exhibits that will delight visitors of all ages.
  • National Shrine of the Divine Mercy: Located just 3 miles from Lee, this serene shrine is a place of reflection and worship. Experience its beautiful grounds and peaceful atmosphere, perfect for those seeking spiritual enrichment.
  • Norman Rockwell Museum: Situated 5 miles away, this museum showcases the iconic works of artist Norman Rockwell. Explore his captivating paintings and illustrations that depict American life and culture, making it a must-visit for art lovers.

Things to do recommended for couples

Lee, Massachusetts, offers a charming escape for couples. Enjoy a scenic hike at October Mountain State Forest, followed by a cozy dinner at a local bistro. Don't miss a romantic stroll through the picturesque downtown, where quaint shops and art galleries await to be explored together.

Things to do recommended for families

Families will love exploring the interactive exhibits at the Berkshire Museum, enjoying outdoor fun at the Lee State Forest, or visiting the nearby charming shops and eateries in downtown Lee. Don't miss the beautiful scenery at the picturesque Laurel Lake for a perfect picnic.

Things to do recommended for groups

Groups visiting Lee, Massachusetts, can enjoy a scenic hike at Kennedy Park, explore the local art scene at the Lee Art Gallery, and savor delicious meals at charming restaurants. Don't miss a visit to the nearby Berkshire Botanical Garden for a relaxing afternoon immersed in nature.

*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 in Lee

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to refine your search based on your top priorities. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Lee with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Lee with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to Lee: For many families, a vacation isn't truly fulfilling without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer amenities like food bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Lee: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Lee

Lee, Massachusetts, offers a charming blend of romantic getaways and family-friendly adventures. Explore picturesque clapboard houses and immerse yourself in the local art scene. With its prime location, you can easily venture into nearby cities for more entertainment options. Enjoy the serene landscapes and vibrant atmosphere that make Lee a perfect destination for relaxation and exploration. Whether you’re an art lover or seeking a peaceful retreat, Lee promises an unforgettable experience.

  • Lenox: Located 4 miles from Lee, Lenox is a charming town known for its vibrant cultural scene and romantic ambiance. Visitors flock to Lenox for entertainment-themed experiences, including captivating music concerts and theater performances. Outdoor enthusiasts can enjoy the nearby mountains and lakes, perfect for hiking, picnicking, and water activities. The town also features notable venues for conferences and events, making it a hub for gatherings. Whether you’re indulging in fine dining or exploring local art galleries, Lenox offers a delightful blend of culture and leisure.
  • Great Barrington: Situated 9 miles from Lee, Great Barrington is a dynamic city that attracts adventure seekers and sports enthusiasts alike. Known for its ski resorts and fields, this destination is perfect for those looking to hit the slopes in winter or enjoy outdoor sports during warmer months. The stunning landscapes, including nearby lakes and mountains, provide a picturesque backdrop for hiking, biking, and exploring the breathtaking national state park. Great Barrington's charming downtown area is filled with unique shops, restaurants, and local art, making it a vibrant place to experience the Berkshires.
  • The Berkshires: Just 11 miles from Lee, The Berkshires is a renowned region celebrated for its stunning outdoor scenery and adventurous spirit. Ideal for nature lovers, visitors can partake in various activities such as skiing, hiking, and exploring the beautiful lakes and mountains. The area is home to several ski resorts and fields, catering to winter sports enthusiasts. With its picturesque landscapes and tranquil atmosphere, The Berkshires invites travelers to immerse themselves in the beauty of nature while enjoying arts and culture throughout the region.

Best time to go to Lee

If you're planning a trip to Lee, 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 November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.8°F (-5.1°C)Light RainMostly CloudySlightly LowAverage
February24.6°F (-4.1°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudyAverageSlightly Low
April44.2°F (6.8°C)Light RainMostly CloudyAverageSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighSlightly High
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighAverage
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly Low
November37.8°F (3.2°C)Light RainMostly SunnySlightly LowAverage
December29.5°F (-1.4°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can help, as prices do tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash on the full booking amount. Being the organizer truly has its benefits. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform to help you plan your trips, continue from where you paused, or manage your travel arrangements. You'll find your saved or booked properties neatly organized into categories: Potential, Upcoming, and Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Lee is Queen Bee of the Berkshires

If it's charm you want, the quaint town of Lee has it in spades. Nestled in the foothills of Massachusetts' Berkshire Mountains, it's crammed with charming clapboard houses and tall church steeples and is a popular spot to witness the fall foliage. Book a Lee vacation rental and you'll have the best of the Berkshires right on your doorstep. Enjoy a concert at the Tanglewood Music Festival in nearby Lenox, the summer home of the Boston Symphony Orchestra, or visit the Norman Rockwell Museum, the largest collection of Rockwell art in the world.

You'd be Berking mad to miss Berkshire's main attractions

A popular family destination, keep the kids occupied with an afternoon at AniMagic, a hands-on museum about animation and special effects. The museum and workshops are run by Oscar-winning visual effects guy Eugene Mamut, and appeals to all ages. For more classical art lovers, visit the Norman Rockwell Museum in the next town of Stockbridge. The Berkshire's are also a big draw for music fans. Visit between June and September, when the Tanglewood Music Festival hits town, and see a concert by the Boston Symphony Orchestra in their summer home.

Lee is Lee-ding the way when it comes to relaxing

If it's a relaxing vacation you want, then make Lee your first stop. Known as the Gateway to the Berkshires, the clutch of rural towns and villages in western Massachusetts, life rolls at a slower pace here. Potter around the antiques shops on Main Street, or catch a concert by the Boston Symphony Orchestra in their summer home in nearby Lenox. If you're more into action than classics, then rent a canoe or go fishing on Laurel Lake. But for a classic experience, see the blazing fall foliage along the Mohawk Trail.

Join the hunt for the red October (Forest)

Part of the Berkshires, a clutch of pretty New England towns, Lee is surrounded by the eponymous Berkshire Mountains in Western Massachusetts. The region is dominated by the lush green October Mountain State Forest, where the world-famous Appalachian Trail draws hikers and adventurers from all over the world. One of the forest's most scenic trails is through the Schermerhorn Gorge, where you'll find waterfalls, wildflowers, and rare flora. And come winter, the forest trails become the perfect foil for some brilliant cross-country skiing.

Transportation to and around Lee

The nearest airport is in Albany Intl. Airport (ALB), located 41.8 mi (67.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Bradley Intl. Airport (BDL), which is 38.7 mi (62.3 km) away.

Frequently asked questions

What is the best area to stay in Lee, Massachusetts, United States of America when booking a vacation rental?
When looking for a great area to stay in Lee, Massachusetts, you might consider the charming downtown neighborhood. This area boasts a delightful mix of historic architecture and modern amenities, making it a pleasant spot for visitors. Here, you'll find a variety of vacation rentals, ranging from cozy cottages to spacious homes, which cater to different preferences and group sizes.

One of the top attractions in downtown Lee is the picturesque Lee Premium Outlets, where shopping enthusiasts can explore a range of brand-name stores at discounted prices. Additionally, the nearby Laurel Lake offers opportunities for outdoor recreation, including swimming, fishing, and picnicking, making it a wonderful spot to relax and enjoy nature.

Another appealing area is the peaceful surrounding countryside, where you'll discover serene vacation rentals located among the trees. This location provides easy access to the scenic hiking trails of the nearby Berkshire Mountains and the cultural experiences offered by the renowned Tanglewood music venue.
How much does it cost to rent a vacation home in Lee?
Prices for vacation rentals in Lee 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 Lee 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 Lee vacation house rentals?
You can find great discounts on house rentals in Lee 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 Lee ski resort rentals?
For ski resort rentals near Lee, Massachusetts, the best options are concentrated around the popular area of Butternut Ski Area, which is just a short drive away. Travelers can find a variety of cozy cabins and vacation homes in the surrounding towns of Great Barrington and Stockbridge. These accommodations often feature rustic charm, with amenities such as wood-burning fireplaces, fully equipped kitchens, and outdoor decks superb for relaxing after a day on the slopes.

In Great Barrington, you'll find properties that provide easy access to local shops and restaurants, enhancing the overall experience for visitors. Many rentals here come with added conveniences like ski storage, laundry facilities, and spacious living areas, suitable for families or groups.

Moreover, Stockbridge offers a more tranquil atmosphere, with options ranging from historic inns to modern lodges. Some properties may include access to hot tubs, fire pits, or even game rooms, making them ideal for unwinding in the evenings. With the scenic beauty of the Berkshires surrounding these areas, travelers can also enjoy year-round outdoor activities, such as hiking and exploring nearby cultural attractions.
What is the most popular type of vacation rental accomodation in Lee?
In Lee, vacation houses are the most popular type of rental, with about 38 available throughout the area. These spacious homes are often located in serene settings, making them superb for families or groups looking to enjoy the natural beauty of the Berkshires. Most vacation houses come equipped with fully furnished kitchens, comfortable living areas, and outdoor spaces for relaxation and gatherings. Additionally, there are several apartments, cottages, chalets, and condos available, offering various options for travelers. These alternative accommodations typically feature similar amenities, such as kitchen facilities and cozy living spaces, suiting a range of preferences.
Are there any family house rentals in Lee?
In Lee, Massachusetts, families will find a variety of vacation rentals—about 36 suitable options throughout the area. This charming town is close to popular attractions such as the Berkshire Theatre Festival and the beautiful parks surrounding the nearby Stockbridge Bowl. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play or families can enjoy barbecues.

Visitors can also expect amenities like Wi-Fi, air conditioning, and sometimes even game rooms or fireplaces, ensuring a comfortable stay. The locale is great for exploring the natural beauty of the Berkshires, with opportunities for hiking, biking, and enjoying local events.
Can I rent a vacation home with a pool or hot tub in Lee?
In Lee, Massachusetts, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers seeking relaxation. The area is known for its beautiful natural surroundings, including the scenic Berkshire Mountains, which provide a tranquil backdrop for your getaway. Many of these rentals come equipped with private pools and hot tubs, along with spacious outdoor areas superb for enjoying the fresh air. Inside, travelers can expect amenities such as fully equipped kitchens, cozy living spaces, and sometimes even game rooms for family entertainment.
Can I find long-stay vacation rentals in Lee?
A long-stay vacation rental in Lee 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.
Are there pet-friendly house rentals in Lee?
In Lee, Massachusetts, there are several pet-friendly house rentals available, making it a great destination for travelers who wish to bring their furry companions along. The vacation rentals in this area often feature comfortable amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces, including patios or yards where pets can enjoy the fresh air.

Many of these rentals are conveniently located near local parks and outdoor recreational areas, providing opportunities for walks and playtime with pets. The serene landscapes of the Berkshires surround Lee, offering beautiful views and hiking trails that are pet-friendly, ensuring that both you and your pet can enjoy the natural surroundings.
Are there any remote work vacation rentals in Lee?
In Lee, Massachusetts, there are numerous options for remote work vacation rentals, with around 48 available in the area. Travelers can expect a variety of properties equipped with essential amenities for a productive stay, such as free Wi-Fi, dedicated workspaces, and comfortable chairs. Many rentals also provide additional conveniences like kitchens for preparing meals and spacious living areas for relaxation after work hours.

The town is situated in the beautiful Berkshires, offering access to outdoor activities and cultural attractions. Nearby points of interest include the picturesque Laurel Lake and the vibrant town center, where local shops and eateries can be explored during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Lee vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Lee 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.
What are popular rental amenities in Lee?
In Lee, Massachusetts, vacation rentals are favored for their variety of amenities that enhance the guest experience. Most properties include kitchens, allowing travelers to prepare their own meals and enjoy a home-cooked dining experience. Many rentals also feature decks or patios, providing outdoor spaces for relaxation or gatherings amidst the beautiful natural surroundings. Onsite parking is commonly available, making it convenient for guests traveling by car. Additionally, properties often come equipped with coffee and tea makers for a comforting morning routine, and fireplaces that add warmth and ambiance, especially during the cooler months.
When is the best time to visit Lee for a vacation rental?
The peak season for visiting Lee, Massachusetts, falls between June and August, with July being the most popular month. This vibrant period attracts travelers seeking to enjoy the beautiful summer weather and partake in outdoor activities such as hiking and exploring the picturesque local parks. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, visitors can comfortably engage in sightseeing and enjoy the natural beauty of the Berkshire region.

During the summer months, Lee transforms into a hub of activity, with numerous festivals and events that cater to various interests. From art shows to music festivals, there's something for everyone, making it an excellent time for travelers.

For those looking for more budget-friendly options, consider visiting in November. This quieter month allows for a more tranquil experience, with stunning fall foliage still visible early in the month. You can enjoy scenic walks and cozy evenings, all while benefiting from lower rental rates.

Ultimately, your choice of when to visit Lee will depend on whether you prefer the lively energy of summer activities or the peaceful charm of late fall.
How early should I book a Lee vacation rental?
Book your Lee 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 Lee, Massachusetts, United States of America?
In Lee, Massachusetts, visitors can enjoy a mix of natural beauty and cultural attractions. The quaint downtown area offers charming shops and restaurants, providing a pleasant spot to explore local flavors. Just a short drive away, the picturesque Laurel Lake is superb for swimming, kayaking, and fishing, making it a popular destination for outdoor enthusiasts.

For those interested in history and art, the nearby Berkshire Museum in Pittsfield features a diverse collection of art, science exhibits, and local history, showcasing the region's rich heritage. The area is also known for its proximity to Tanglewood, the summer home of the Boston Symphony Orchestra, where visitors can enjoy world-class performances in a stunning outdoor setting during the warmer months.

Nature lovers will appreciate the scenic hiking trails and beautiful landscapes in the nearby October Mountain State Forest, offering ample opportunities for outdoor activities year-round.
Can I change or cancel my Lee home rental booking on Vrbo?
To find Lee 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 Lee 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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