Lee vacation rentals

We found 834 vacation rentals — enter your dates for availability

Discover a selection of 45 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:Nov 7 - Nov 14
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Find out more about Lee

Find out more about Lee

Why visit Lee

  1. Scenic Lake Retreats: Enjoy the tranquil beauty of picturesque lakes ideal for relaxation and outdoor activities.
  2. Historic Attractions: Explore charming historic houses that showcase Lee's rich heritage and culture.
  3. Nature Preserves: Experience the great outdoors in stunning nature preserves perfect for hiking and wildlife spotting.
  4. Family-Friendly Activities: Engage in a variety of adventures suitable for all ages, ensuring a fun-filled vacation.
  5. Cozy Accommodations: Choose from a range of vacation rentals, including cottages and condos, for a comfortable stay.

Popular types of accommodation in Lee

Planning a getaway to Lee? You're in for a treat! Discover a variety of popular vacation rentals, including houses, cozy cottages, and modern condos. Whether you're looking for a studio apartment with stunning views or a spacious multi-storey condo with building amenities, Lee has something to suit every traveller's needs. Enjoy transparency and savings as you find the perfect home away from home!

  • Houses: The top choice for visitors to Lee, offering spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and a convenient location for exploring the area.
  • Cottages: These quaint retreats provide a charming and cozy atmosphere, perfect for a relaxing getaway.
  • Apartments: A practical choice for solo travellers or couples looking for a homey feel while enjoying the town.
  • Cabins: Ideal for nature enthusiasts, these rustic lodgings offer a peaceful escape in the beautiful surroundings.**

Top attractions in Lee

Lee, Massachusetts, is an excellent destination for romantic getaways, family vacations, and fun-filled adventures. Visitors can explore a variety of attractions, including historic houses, beautiful lakes, and nature preserves. Whether you're seeking cultural experiences or outdoor activities, Lee offers something for everyone, making it a perfect spot for those looking to create lasting memories amidst scenic landscapes and rich history.

  1. National Shrine of the Divine Mercy: Located 4.8km from Lee, this serene shrine offers a peaceful atmosphere for reflection and prayer. Its stunning architecture and beautiful gardens create a spiritual haven, perfect for those seeking solace.
  2. The Mount: A historic house just 4.8km away, The Mount was once the home of author Edith Wharton. Visitors can explore its exquisite gardens and learn about Wharton's literary legacy in a charming setting.
  3. Norman Rockwell Museum: Situated 8.0km from Lee, this art museum showcases the works of beloved American illustrator Norman Rockwell. It features captivating exhibitions that celebrate his iconic storytelling through art.

Things to do recommended for couples

For a romantic getaway in Lee, Massachusetts, enjoy a concert at Tanglewood Music Center, just 8.0km away. Embrace winter at Ski Butternut, 14.5km away, or sip wine at Furnace Brook Winery, also 14.5km away, perfect for creating cherished memories together.

Things to do recommended for families

Families visiting Lee, Massachusetts, can enjoy outdoor activities at Goose Pond Reservation, a serene spot perfect for wellness and relaxation. Additionally, Tyringham Cobble offers beautiful trails and peaceful surroundings, making it ideal for a family day out in nature.

Things to do recommended for groups

Experience the charm of Lee with a shopping spree at Lee Premium Outlets, enjoy a captivating performance at Shakespeare and Company, and explore unique finds at the Berkshire Mountain Country Store. Perfect for creating lasting memories with your group!

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

When planning your trip—whether you're travelling with a group, family, or pets, or seeking extended stays—it's important to prioritise your preferences. 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 features like a complete 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 children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities, like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Lee: For many, a family getaway isn't truly fulfilled without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Lee: If you’re seeking vacation rentals with great deals 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 preferences 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 delightful mix of romantic getaways and family-friendly activities, making it an ideal destination for all travellers. Explore the serene lake retreats and enjoy picturesque water views that enhance the relaxing atmosphere. Nearby, the charming Mount Pleasant neighbourhood and other desirable areas invite you to experience the scenic beauty and vibrant culture. Whether you're seeking adventure or a peaceful escape, Lee promises a memorable vacation filled with diverse experiences.

  • Lenox: Lenox, located a mere 6.4km from Lee, is a charming city known for its vibrant entertainment scene, romantic getaways, and family-friendly experiences. Visitors can enjoy a variety of activities including live music concerts, captivating theatre performances, and winter skiing. The picturesque landscape features beautiful lakes and mountains, making it perfect for outdoor enthusiasts. Additionally, Lenox boasts event conference venues that host various gatherings throughout the year, making it a hub of culture and activity in the Berkshires.
  • Pittsfield: Just 16.1km from Lee, Pittsfield offers an exhilarating mix of adventure and sports experiences. Known for its ski resorts and fields, this city attracts thrill-seekers looking to enjoy winter sports in a stunning natural setting. The area is home to various lakes and mountains, providing plenty of opportunities for outdoor exploration. For families and friends, the local waterpark adds a splash of fun during the warmer months, ensuring that there's something for everyone in this vibrant city.
  • Great Barrington: Situated 14.5km from Lee, Great Barrington is another fantastic destination for those seeking outdoor adventure and sports experiences. Renowned for its ski fields and resorts, this city is perfect for skiing enthusiasts. Surrounded by striking lakes and mountains, visitors can also explore the nearby national state park, which offers a wealth of hiking trails and natural beauty. Great Barrington has a small-town charm with a lively arts scene, making it an ideal stop for both adventure and relaxation.

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 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 HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
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 lead to great savings, as prices often fluctuate. Additionally, consider booking an extended stay to unlock even more significant discounts. To discover the perfect Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, refine your travel arrangements, or review and manage your existing bookings. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Travel to beautiful Lee

Come and experience Lee and its churches, museums and monuments. Travelers to this scenic city praise the shopping, lake and forests. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Lee

Are you searching for attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that makes Lee a fun spot to vacation. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Wyndhurst Golf & Club (2.9 mi / 4.6 km)
  • Wood's Pond (3 mi / 4.8 km)
  • Kennedy Park (5.4 mi / 8.7 km)
  • Bousquet Ski Area (7.8 mi / 12.6 km)
  • Ski Butternut (9.2 mi / 14.7 km)
  • Furnace Brook Winery at Hilltop Orchards (9.4 mi / 15.1 km)

Exploring the natural landscape of Lee

Whether you're an adventurous traveler or just want to appreciate the scenery, Lee is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • The Mount (2.8 mi / 4.5 km)
  • Wood's Pond (3 mi / 4.8 km)
  • Goose Pond Reservation (3.4 mi / 5.5 km)
  • Naumkeag Museum (3.6 mi / 5.8 km)
  • Stockbridge Bowl (4.2 mi / 6.7 km)
  • Berkshire Botanical Garden (4.5 mi / 7.3 km)

Transportation to and around Lee

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 8.6 mi (13.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Hudson, NY (HCC-Columbia County), which is 23.7 mi (38.2 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Lee?
Houses are the most popular type of vacation rental in Lee, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in all sizes and shapes. Explore our options to find your perfect fit.
How much does it cost to rent a vacation rental in Lee?
Season, length of stay and property type are some things that can determine the price of a vacation home. Simply add your dates of travel to find your dream escape. From cozy chalets to sprawling luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Lee?
When you travel and the style and size of the property will determine the cost of your beachside vacation rental. Click on your Lee travel dates to view your options on Vrbo. Did someone just say "private pool"? Use the filters to select the amenities and features you want.
Are there pet-friendly vacation rentals in Lee?
With 54 vacation rentals that allow pets, your happy hound can join in the fun on your Lee break. Use our filter tool to browse our pet-friendly vacation rentals and find a stay that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Lee?
Grab your swimwear and goggles, because there are 15 houses with a private pool in Lee. Book a stay at one of these popular vacation homes and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find a place to make a splash!
What are popular rental amenities in Lee?
A firepit, a nearby river and ski-in/ski-out facilities head the list of most popular rental amenities in Lee. Whether you're traveling alone, with your significant other or a group of friends, Vrbo can help you find a vacation home that suits your tastes with all the options you need.
Are there large group vacation rentals in Lee?
You can choose from 13 vacation rentals in Lee that can accommodate a group of 10 or more people. Whether you're organizing a trip with extended family or a special event, there's ample space to get your group together under the same roof.
Are there vacation rentals in Lee that welcome kids?
With 54 family-friendly vacation homes available in Lee, now is a superb time to introduce your little ones to the magic of travel. Check our "Properties good for families" filter box to view stays loaded with amenities ideal for families on the move, such as living rooms, private pools, entertainment areas and bunk beds.
What are the top attractions for families in Lee?
Keeping the kids happy during your Lee vacation is a cinch with these cool family-friendly attractions:

  • Berkshire Scenic Railway Museum
  • Arrowhead Museum
  • Norman Rockwell Museum

Are there one-bedroom vacation rentals in Lee?
Lee has five one-bedroom rentals available. Often located in popular areas due to their smaller size, a one-bedroom property is great if you're traveling with a buddy or your partner. And with home comforts like laundry facilities and more privacy than a standard hotel, you'll be able to relax while exploring this incredible destination.
Can I find two-bedroom vacation rentals in Lee?
Lee has 13 two-bedroom vacation properties to choose from. Enjoy a vacation home with all the comfort and privacy you're looking for at a price that won't break the bank on Vrbo.
Are there vacation rentals with WiFi in Lee?
Lee has 24 vacation rentals with WiFi, so you can stay connected while you're traveling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to checking emails, these Vrbo homes make it easy to go online.
How can I find vacation rentals with air conditioning in Lee?
You'll find 51 vacation homes with air conditioning in Lee giving you that cooling breeze and extra touch of comfort. Simply enter your preferred travel dates and then make use of our filter tool to help you locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Lee?
The minimum age is usually 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen Lee vacation rental before booking.
How long can I rent a vacation rental in Lee for?
The amount of time you can stay in a Lee vacation rental for is down to each property. Simply tap in your dates of travel to see options offering longer term stays. They come with all the things you need to make your extended getaway more comfortable and enjoyable, like kitchens and laundries. Some properties may also offer discounted weekly or monthly prices, so you can stay longer for less money.
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