- USA
- Massachusetts
- Lee
- Rentals by Owner
Discover Your Ideal Rental by Owner in Lee, Massachusetts for a Seamless Stay
Discover Your Perfect Lee Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Lee Rentals by Owner
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- Parking
- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
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- TV
- Air Conditioner
- Pool
- Security/Safety
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- Pet Friendly
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- Accessibility
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Why Choose Rent By Owner for your Lee vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Lee
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can enhance your experience, whether you’re seeking peaceful retreats or lively gatherings in this charming destination, so plan accordingly for the optimal visit to Lee, Massachusetts, USA.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll experience warm daytime temperatures ideal for outdoor activities and exploring the scenic beauty of the area.
Fall (September to November)
This is a popular time to visit when the region is transformed by vibrant foliage, making it perfect for scenic drives and outdoor adventures.
Off-Season Highlights
Winter (December to February)
Visit during the colder months to enjoy quieter surroundings and the cozy charm of this destination, especially if you appreciate winter sports and seasonal tranquility.
Spring (March to May)
In early spring, the region begins to bloom, offering a peaceful atmosphere and fewer crowds as you explore the area's natural beauty and quiet streets.
Weekly Weather Forecast for Lee
How to Book Your Lee vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Lee
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy private outdoor spaces such as patios or decks for relaxing and entertaining.
- Take advantage of beautifully landscaped gardens or yards that enhance your outdoor experience.
- Make the most of outdoor dining areas perfect for al fresco meals amidst the scenic surroundings.
- Utilize outdoor grills or barbecue facilities to cook delicious meals during your stay.
- Relax by a private swimming pool or hot tub available at select properties in the region.
- Benefit from access to nearby hiking trails or nature paths for outdoor exploration.
- Experience outdoor recreational equipment like fire pits or seating areas for gatherings under the stars.
Top Attractions Around Lee
What attractions are nearby?
While staying here, you can enjoy a variety of outdoor activities such as hiking, biking, and exploring local parks that showcase the natural beauty of the region surrounding Lee.

Family Activities
- Hiking at October Mountain State Forest: Explore scenic trails perfect for family hikes and picnics, offering stunning views and fresh air in the region's natural setting.
- Visit to the Lee Common: Enjoy a charming stroll through this historic area, where you can discover local shops, participate in family-friendly events, and experience small-town New England charm.
- Outdoor Recreation at Lake Mansfield Park: Engage in swimming, kayaking, or simply relaxing by the water, making it an ideal spot for a fun-filled day with your loved ones.
- Cultural Experiences at the Lee Library & Community Center: Participate in storytelling sessions, arts and crafts, or seasonal festivals that foster family bonding within the welcoming community here.
Adult Activities
- Hiking at Beebe Hill and Kennedy Park: Explore scenic trails that showcase the natural beauty of the area, perfect for outdoor enthusiasts seeking a peaceful retreat.
- Visiting Lee Premium Outlets: Enjoy retail therapy at this popular shopping destination, offering a wide selection of brand-name stores just a short drive from your rental.
- Touring the Lee Library and Cultural Center: Immerse yourself in local history and culture while relaxing in this welcoming community hub.
- Golfing at Sunset Hill Golf Course: Test your skills on this well-maintained course, providing a relaxing yet engaging activity for golf fans visiting here.
Other Places to Stay in Lee, MA
Lee Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take time to enjoy the region’s renowned eateries and farm-to-table options to truly experience the area’s culinary charm.
- Visit Nearby Natural Attractions: Make the most of your stay by discovering scenic spots and outdoor activities that showcase the area's natural beauty.
- Prioritize Comfort and Convenience: Choose a rental that offers essential amenities for a relaxing and hassle-free visit, enhancing your overall experience here.
- Plan Flexibly: Keep your schedule adaptable to allow spontaneous adventures and discoveries within this inviting destination.
Transportation Options
- Lee, Massachusetts Bus Service: Public buses provide convenient transportation options for exploring the local area and nearby attractions.
- Rental Cars in Lee: Car rental services are available for those who prefer flexible travel within the region and beyond.
- Taxi and Rideshare Services: Taxis and rideshare options offer quick and reliable transportation directly from your rental here.
- Nearby Amtrak Station: The closest train station connects you to major cities, making it easy to plan day trips or arrive in the region efficiently.
Local Customs Options
- Respectful Photography Etiquette: When visiting local landmarks and scenic spots, ensure you observe customary photography practices to honor privacy and preserve the area's natural beauty.
- Community Event Participation: Engaging in regional festivals or seasonal gatherings offers an authentic experience of here’s local traditions and fosters a deeper connection with the community.
- Environmental Preservation: Participating in conservation efforts and following eco-friendly practices helps protect the region’s lush landscapes for future visitors.
- Local Dining Customs: Embracing regional dining etiquette and trying locally recommended dishes enriches your stay and supports small businesses within this destination.
Lee Rentals by Owner Frequently Asked Questions
1. What are the top vacation rentals in Lee?
There are a lot of options in Lee. If you plan on staying in the Lee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Lee:
- Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!
- Elegant 19th Century New England 2BR vacation rental at Garfield House
- Spectacular setting on your own private lake close to it all!
- The Freckled Hen's Berkshire Nest
- Modern And Spacious Berkshires Retreat 5 bdrm 3 bath
- 1500 sqft private entrance with beautiful views of the Berkshire Mountains
- 2 Bedroom newly renovated townehouse, beautifully decorated at Garfield House
- Lovely Lakefront Cottage, Peaceful Setting, Hiking And More
- Beautiful Home in AMAZING Berkshire Location
- Garfield Townhouse in the Berkshires on Main St
2. How many Rentbyowner vacation rentals are available in Lee?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 63 in the Lee area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Lee.
3. What is the cancellation policy for a rental by owner in Lee, Massachusetts?
4. How do I confirm availability for a rental property in the area?
5. Are there any special requirements or house rules when staying at a rental in this region?
6. What amenities are included with rentals in Lee, Massachusetts?
7. How do I contact the owner if I have questions or need assistance during my stay?
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