Lee vacation rentals

We found 815 vacation rentals — enter your dates for availability

Discover a selection of 43 homes 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:Sep 5 - Sep 12
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Find out more about Lee

Find out more about Lee

Why visit Lee

  1. Scenic Outdoor Adventures: Explore national and state parks, picturesque lakes, and breathtaking landscapes for hiking, fishing, and relaxation.
  2. Cultural Experiences: Discover historic houses and local arts, offering insight into the rich heritage of the region.
  3. Family-Friendly Activities: Enjoy a variety of attractions that cater to all ages, ensuring fun for everyone.
  4. Charming Neighborhoods: Stroll through nearby towns and experience the enchanting vibes of Cape Cod and surrounding areas.
  5. Diverse Accommodation Options: Choose from cozy condos to budget-friendly apartments, perfect for any type of traveler.

Popular types of accommodation in Lee

If you're looking for the perfect vacation rental in Lee, you're in the right place. Our most popular options include cozy condos, convenient apart-hotels, and spacious houses. Whether you're seeking bedroom apartments like Lexington Manor or budget-friendly choices such as Lee Cheap Apartments and Chestnut Hill Apartments, we have a variety of accommodations to suit your needs and preferences. Enjoy your stay with transparency, savings, and reassurance at every turn!

  • Condos: The top choice for vacation rentals in Lee, offering modern amenities and a convenient location for your getaway.
  • Houses: Ideal for families or groups, these homes provide a spacious and comfortable setting for your stay.
  • Apartments: A practical option for solo travelers or couples, featuring essential facilities and a cozy atmosphere.
  • Cabins: A rustic escape surrounded by nature, perfect for those seeking tranquility and adventure.
  • Cottages: Charming and quaint, these rentals offer a homey feel, making them great for a romantic retreat.**

Top attractions in Lee

Lee, Massachusetts, is an ideal destination for romance, entertainment, and family vacations. Visitors can explore a variety of attractions, including national and state parks, picturesque lakes, and historic houses. The area's points of interest cater to those seeking outdoor adventures, cultural experiences, and opportunities for exploration, ensuring a memorable getaway for everyone.

  1. National Shrine of the Divine Mercy: Located 3 miles from Lee, this serene shrine offers a tranquil atmosphere, inviting visitors to reflect and pray amidst beautiful gardens and stunning architecture.
  2. Norman Rockwell Museum: Situated 5 miles from Lee, this museum showcases the iconic works of artist Norman Rockwell, providing a glimpse into American culture through his captivating illustrations and paintings.
  3. October Mountain State Forest: Just 5 miles from Lee, this expansive state park boasts breathtaking scenery and numerous outdoor activities, perfect for hiking, camping, and exploring nature.

Things to do recommended for couples

Experience romance in Lee, Massachusetts! Enjoy a concert at Tanglewood Music Center, embrace winter sports at Ski Butternut, or immerse yourselves in dance at Jacob's Pillow. Each location offers unique vibes, perfect for creating unforgettable moments together.

Things to do recommended for families

Your family will love exploring Goose Pond Reservation and Tyringham Cobble, both offering serene recreational areas perfect for relaxation. Just a short drive away, Kennedy Park provides additional outdoor fun, making Lee a great spot for family adventures in nature.

Things to do recommended for groups

In Lee, groups can shop at the Lee Premium Outlets for a variety of brands, visit the charming Berkshire Mountain Country Store for unique goods, and enjoy a cultural experience at Shakespeare and Company theater, located 4 miles away, perfect for family and entertainment vibes.

What do I need to keep in mind when booking a vacation in Lee

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Lee with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Lee with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Lee: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer amenities like food bowls and pet beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Lee: If you're seeking vacation rentals with special offers 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 rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Lee

Lee, Massachusetts, offers a charming blend of romance, entertainment, and family-friendly experiences. Nestled in scenic western Massachusetts, visitors can explore nearby towns and enjoy breathtaking lake views and beautiful settings. Whether you're seeking a relaxing getaway or an adventurous outing, the area's picturesque landscapes and vibrant atmosphere make it an ideal destination for all types of travelers. Don't miss the chance to discover the enchanting vibes of Cape Cod and surrounding neighborhoods during your stay!

  • Lenox: Located a mere 4 miles from Lee, Lenox is a charming town that offers a delightful mix of entertainment and romance. This picturesque destination is renowned for its vibrant arts scene, with numerous music concerts and theater performances taking place throughout the year. Outdoor enthusiasts will appreciate the nearby lakes and mountains, perfect for hiking or leisurely picnics in the park. Whether you're seeking a fun family outing or a romantic escape, Lenox provides a picturesque backdrop for memorable experiences.
  • Stockbridge: Also just 4 miles away from Lee, Stockbridge is steeped in culture and history, making it a favorite spot for travelers seeking a romantic getaway or an enriching cultural experience. The town is home to stunning monuments and quaint places of worship, reflecting its rich heritage. Visitors can enjoy live performances at local theaters or explore the scenic lakes that dot the landscape. With its charming streets and artistic vibe, Stockbridge offers a captivating atmosphere that invites exploration and relaxation.
  • Pittsfield: Situated 10 miles from Lee, Pittsfield is a bustling city that caters to adventure seekers and sports enthusiasts. Known for its ski resorts and fields, this destination is ideal for those looking to hit the slopes during the winter months. Beyond skiing, the city boasts beautiful parks and stunning mountain views, perfect for outdoor activities year-round. Whether you're an adrenaline junkie or simply want to enjoy the fresh air, Pittsfield promises a thrilling and invigorating travel experience.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.8°F (-5.1°C)Light RainMostly CloudySlightly LowSlightly High
February24.6°F (-4.1°C)Light RainMostly CloudyAverageSlightly High
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 HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighAverage
August68.4°F (20.2°C)Light RainMostly SunnySlightly HighAverage
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 aiming to save on your upcoming journey? Being flexible with your travel dates can really pay off, as prices can 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. We're here to help you find the best options for your needs!

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. Being the organizer truly has its benefits! Sign up for our One Key rewards program to unlock exclusive member discounts and accumulate OneKeyCash™ on qualifying stays. Join us today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient place to plan new trips, pick up where you left off, or manage your travel arrangements. You can easily access properties you've saved or booked, organized into Potential, Upcoming, or Current Trips. To start using Trip Boards, visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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 when booking a vacation rental?
One of the most in-demand areas to choose a vacation property in Lee is Tyringham. Spend your time here and enjoy some must-see attractions, such as Ashintully Gardens and Tyringham Cobble.
What is the most popular type of vacation rental accommodation in Lee?
The most popular types of vacation rentals in Lee are apartments. Hoping for something different? Vrbo offers a variety of options to match our guests’ diverse needs, so you’ll see properties in all sizes and shapes. The ideal fit is waiting for you — discover yours today.
How much does it cost to rent a vacation rental in Lee?
Season, property type and length of stay are some factors that can influence the price of a vacation home. Simply add your travel dates to find your perfect match. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Lee?
The average price for a vacation rental by the beach in Lee depends on when you’ll be there and the type and size of property you want. Find prices quickly and easily on Vrbo by entering your preferred travel dates and destination. Then use the handy filters to pick the number of bedrooms and amenities important to you, such as a pool, air conditioning and WiFi.
Are there pet-friendly vacation rentals in Lee?
Good news. There are. You’ll have your pick of 51 stays that welcome pets in Lee on Vrbo. Our furry companions also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to find a perfect property where Spot can lap up the fun.
Can I rent a house with a pool in Lee?
Grab your swimsuit and inflatable flamingo, because there are eight houses with a private pool in Lee. Kick back at one of these terrific vacation rentals and every day will be a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the perfect place for a splashing good time!
What are popular rental amenities in Lee?
When it comes to rental amenities that people prefer in Lee, a firepit, a lake view and a sauna rank the highest. With Vrbo vacation homes, you’ll enjoy choices to suit your taste and style, whether you’re going away with friends, relatives or even pets.
Are there large group vacation rentals in Lee?
You can pick from 15 properties in Lee that can accommodate 10 or more people. Whether you’re planning a get-together with extended family or a celebration like a birthday, there’s enough space to get your group together under the same roof.
Are there vacation rentals in Lee that welcome kids?
Bring the entire family together for an unforgettable adventure in Lee at one of our 51 family-friendly properties. Many of these stays provide amenities that are ideally suited to getaways with youngsters, such as kitchens, multiple bedrooms and patios. Simply click on the “Properties good for families” filter box and select your favorite.
What are the top attractions for families in Lee?
Keep the kids busy at these fabulous family-friendly attractions in Lee:

  • Goose Pond Reservation
  • Lee Premium Outlets
  • Ashintully Gardens

Are there one-bedroom vacation rentals in Lee?
Yes, you’ll find five one-bedroom properties in Lee to choose from. A one-bedroom vacation rental is a wonderful option if it’s just the two of you or if you’re flying solo. Throw in more convenience, space and privacy compared to a hotel, and you’ve got the makings of a trip to remember.
Can I find two-bedroom vacation rentals in Lee?
Pick from 10 two-bedroom vacation rentals in Lee. Give the kids the second room or fill it with a couple of your best buddies. There’s a spot for whoever’s fortunate enough to be coming along for the ride.
Are there vacation rentals with WiFi in Lee?
Whether you’d like to stay in touch with the news, send some emails or update your social media, there are 27 vacation homes with WiFi in Lee. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Lee?
There are 47 Vrbo vacation rentals with air conditioning in Lee offering that gentle, cool breeze and extra level of comfort. Simply enter your preferred travel dates and then use our handy filters to look for stays with air conditioning.
How old do you have to be to rent a vacation rental in Lee?
It’s advisable to check with the Lee vacation property you’re considering on Vrbo as age restrictions vary. However, it’s typically 16, 18 or 21.
How long can I rent a vacation rental in Lee for?
The length of time you can book a vacation rental in Lee varies according to the property. Simply enter your selected dates to look at a list of options offering extended stays. With a range of amenities such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to discover the perfect place to call your home away from home in Lee.
Does Vrbo offer discounts for vacation homes in Lee?
Short stay or a much-needed extended escape, Vrbo has some incredible bargains and discounts in Lee that’ll suit your style and budget. Browse our weekly and monthly discounts on vacation rentals, or see what’s just been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the ideal place to stay — without spending a fortune.

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