10 Best Airbnb Vacation Rentals In Lenox, Massachusetts - Updated 2024

Contributing Writer
| 5 min read

Lenox is a quaint and peaceful town in Berkshire County in Massachusetts. It features a combination of wildlife, nature, and history dotted all across this town. It is home to some of the prettiest locations including the picturesque Lilac Park, Lenox Town Beach, and Kennedy Park. One can indulge in hiking, fishing, camping, or enjoy exploring the history of the town. With so much to do it might be difficult to plan an itinerary and search and book a rental. To speed up and simplify your research, we have listed some of the best Airbnb vacation rentals in Lenox, Massachusetts.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on July 01, 2024.

1. Restored farmhouse with luxe touches (from USD 499)

This restored farmhouse is the perfect getaway from the busy city. It is located only a few steps away from the downtown area so guests will have access to all the attractions nearby. The farmhouse has a chef’s kitchen with modern appliances, marble counters, and an island, which is perfect for making a nice meal. The first floor has rustic flooring which adds a very country-style touch to the place. The two bedrooms in the house are comfortable. There are two and a half bathrooms in the house and the master bathroom has a tub, walk-in glass shower, rain forest showerhead, and a bench, while the guest bath has a foot tub with shower. Overall, the house can accommodate up to four guests.

Stayed at this property?
Lenox, Massachusetts, United States
10.76 km (6.7 mi) from Norman Rockwell Museum
60 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
super comfortable living room furniture great for relaxing
comfortable living space with flat screen tv plus two lovely bedrooms with tvs and two spacious bathrooms
we were really impressed with how well appointed the kitchen was
everything was clean and modern
teva's place is beautiful clean and peaceful
the home was clean quiet and comfortable
immaculately clean beautifully renovated and charming and an incredible location just minutes from lenox
teva was an incredible host the home is beautiful and so cozy
teva was a terrific host and responded to all our questions immediately (even on thanksgiving day )
location is quiet and very close to restaurants tanglewood and other berkshire attractions
it has an ideal location and is set in a picturesque spot
the house is beautiful and is located in a very accessible and beautiful place
beautifully renovated farm house close to kripalu lenox stockbridge tanglewood
we had a very nice stay — the house is great and location is perfect
Read more reviews

2. Charming cottage located close to downtown (from USD 2283)

This charming cottage is the perfect spot for those who want to explore the area. There are shops and restaurants nearby which can be visited during your stay. The cottage is very cozy, and you’d find sunlight entering the property from the large windows in the bedrooms. The two bedrooms include three beds and they can accommodate up to four guests. In the living area is a gas fireplace for cold mornings, a TV, and a seating place where you can relax. If needed, there is a washer and dryer in the house for added convenience. The backyard of the property is also great if you enjoy spending time outdoors.

Stayed at this property?
Lenox, Massachusetts, United States
9.19 km (5.8 mi) from Norman Rockwell Museum
218 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
king sized bed was super comfortable and smart tv and wifi worked great
it comfortable fit 4 adults
we highly recommend this quiet cozy cottage
the cottage is cozy and stayed cool during a hot week
the lemon cottage was immaculate and so very comfortable
it is clean and comfortable
very nice and clean house
extremely clean and beds are very comfortable
the house was clean and very quiet
place was so clean
host was very responsive to questions we had
hosts were kind and responded promptly
tom & susanna were responsive and solicitous hosts
hosts were super responsive and accommodating
tom & susanna are amazing hosts and quick to respond to any questions
convenient location was definitely a plus
wonderful location right near town
cute and cozy with a great location
the location was perfect
a cute and comfortable house in a super location
Read more reviews

3. Bright house near downtown (from USD 325)

This pleasant house is located at a walking distance away from downtown and allows convenient access to parks and restaurants. One can indulge in biking and kayaking while in the area. There are two bedrooms in the house that are outfitted with a queen bed and twin beds. The house can accommodate four people. In the backyard, guests can find a grill along with seating space. There’s a fully equipped kitchen, a breakfast table, and a dining room for the ultimate culinary experience.

Stayed at this property?
Lenox, Massachusetts, United States
9.05 km (5.7 mi) from Norman Rockwell Museum
35 reviews   Wifi Available
Entire townhouse 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
great amount of room for a family of four
very clean and had everything we needed
the house was clean and had all the conveniences of home
jessie’s place is clean comfortable and perfectly located in lenox
everything we needed was in the house and new appliances made cooking and cleaning very easy
great clean house very close to town
host was wonderful and very communicative
their availability and quick responses to our questions or needs were so helpful
a lovely home in a wonderful town with lovey hosts
she and her husband were very responsive and welcoming
jessie was extremely responsive when we had any questions
great location in close to lenox
the location is absolutely perfect
it’s perfectly located in downtown lenox within quick walking distance of all the restaurants and shops
and a short walk into town makes this location ideal for getting around on foot
it was nice to be able to walk downtown; we loved the location
Read more reviews

4. Creatively decorated ranch retreat (from USD 320)

This creatively decorated retreat is situated at a short distance from Edith Wharton’s Home. It is tucked right between Lenox and Stockbridge, which is why you can enjoy the best of both locations. The house is surrounded by lush greenery and tourists can enjoy the refreshing atmosphere coupled with the peaceful vibe. This three-bedroom house has an open-floor layout and guests can access both floors and the laundry room. It has a spacious living area with large windows that opens up to a beautiful view. The sprawling interiors and furnishings will not fail to amuse you either.

Stayed at this property?
Lenox, Massachusetts, United States
6.4 km (4.0 mi) from Norman Rockwell Museum
330 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
tv internet/wifi cable alexa etc all work great
the kitchen and linen closet were stocked with all the essentials which was a nice touch
there was plenty of space was very slylish comfortable
chris gave us a wonderful suggestion for a spectacular farm to table meal at john andrews
quiet easy to access good amenities and comfortable definitely recommend it
clean and well appointed
clean and charming place to stay
the house was clean and as photographed
bathroom was clean and a good size
house is very clean and has everything
host was very responsive
host was very quick to answer and great hospitality
chris was a great host
chris was a great host
chris was very responsive and a great host
perfect location in lennox
great quiet location outside lenox
fantastic location spacious kitchen
great location about a 2 mile walk to the town of lenox
great location on the edge of lenox
Read more reviews

5. Cabin in a secluded setting (from USD 195)

This homey cabin is situated in a secluded area but still provides you access to attractions nearby. From a fully equipped kitchen to a beautiful pool, this cabin has it all laid out for you. It has a renovated bath, a queen-sized bed, a dining and a living area, and a deck that overlooks the yard. The maximum number of people allowed in the cabin are two adults and two children. Guests are also provided with extra lounge chairs and chairs that they can use on the deck. Stay at this cabin and take a break from your regular schedule!

Stayed at this property?
Lenox, Massachusetts, United States
12.66 km (7.9 mi) from Norman Rockwell Museum
90 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
comfy couch and bed and easy kitchen to cook in
the cabin is cozy and comfortable - a lovely quiet and private getaway
lovely property and quaint clean and spacious cabin
cozy and clean spot surrounded by beautiful forest
sarah was responsive and thoughtful
sarah was very responsive in answering my questions and providing some useful tips
wonderful 3-day getaway at this place host was very responsive
so spacious and our hosts thought of pretty much everything we hope to be back someday
the location just north of lenox was great
wonderfully quiet and private place away from the traffic and bustle around tanglewoood
Read more reviews

6. Stylish downtown apartment (from USD 225)

Nestled in the downtown area of Lennox, this lovely space features amazing decor. Heartwarming touches that are spread across the house. There is an eat-in kitchen that has a plethora of cooking supplies, appliances, and a table where two people can enjoy their meals. The living room is a comfortable and relaxing space that has a sectional and a flat-screen TV along with other decorative pieces. Other amenities include air conditioning, heating, WiFi, and essential items.

Stayed at this property?
Lenox, Massachusetts, United States
8.83 km (5.5 mi) from Norman Rockwell Museum
70 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
it was very clean and comfortable and it had all of the amenities we needed
everything was very clean
the airbnb was super clean had everything we needed and an incredible location
great apartment - sparkling clean and perfect location for proximity to local shops and restaurants
andrea was super accommodating and communicative
highly recommend andrea as a host - we’ll for sure be back
andrea was the best host i’ve had in my 7 years or so on airbnb
everything you need is in walking distance and beautiful hikes are just a short drive away
beautiful space and even better location
Read more reviews

7. Exceptional house close to amenities (from USD 295)

This bright and clean space is conveniently located a small distance from downtown Lenox. Guests would have easy access to the amazing restaurants and shops of the area which is what makes this house the ideal spot. This three-bedroom house has a fully renovated kitchen which leads you to the barbeque that sits outside. It has its own yard where guests can relax and kids can enjoy playing games. This space comfortably fits up to six guests so it is great for a family vacation. With the large windows, you can always have a cup of coffee with a view of the outdoors. Basic necessities such as linens and towels are all provided during the stay for the added comfort of guests. It must be noted that the bedrooms and the full bathroom are located on the second floor of the house so it can a bit inconvenient for people with disabilities.

Stayed at this property?
Lenox, Massachusetts, United States
9.22 km (5.8 mi) from Norman Rockwell Museum
50 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the house is comfortable for the amount of people we had 6
the kitchen is very well equipped and the patio area is extremely peaceful
their home has a terrific kitchen that looks like it was recently renovated
the kitchen is beautiful and we utilized it for thanksgiving dinner
the house was great all-around but had a stand-out kitchen and dining room
the house is lovely clean updated comfortable and relaxing
the house is as clean as expected and as cozy as it looks in the locations
our hosts sylvia and jason were extraordinarily responsive to the few questions we had during our stay
a great location with good local restaurants
it is in an amazing location walkable to downtown lenox and minutes from lee
it is in a great location for easy access to lenox and other neighboring towns
Read more reviews

8. Cozy home with an outdoor shower

This charming retreat is thoughtfully set up to ensure that guests have a relaxing and comfortable experience. It is conveniently located minutes away from downtown. It features three bedrooms with four beds and it can sleep up to six guests. There is a pool, an outdoor shower, a backyard, a fire pit, and a grill in addition to different seating arrangements available. The house features colourful furnishing and decor that spruce up the interiors. The kitchen is well-stocked with cutlery, cookware, and cooking basics that you might need to make a meal. To top it off, it also features a kitchen garden.

Stayed at this property?
Lenox, Massachusetts, United States
9.16 km (5.7 mi) from Norman Rockwell Museum
80 reviews  
Entire house 4 Beds 3 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
wifi worked great and there was plenty of space for my family
it is a beautiful home with great amenities including a chef's kitchen swimming pool and grill
there's lots of comfortable spaces with nice views in the house
terrific kitchen deck and sun room - easy short walk to lenox center
our kids loved the pool - and we loved drinking coffee and watching them splash about
the house was very clean and had great style
everything spotlessly clean and ready when we arrived
the beds were comfortable and clean
the house was spacious clean and very comfortable
the pool was clean and refreshing
judy was a wonderful host and very attentive
judy is a wonderful host who is extremely thoughtful and responsive
judy is just a great host and is very responsive to any and all questions
judy was an excellent host
judy was a warm welcoming host
such a great location as well
very comfortable close to downtown lenox
just what we needed walking distance to a cute fruit stand and town
really enjoyed the location and artful touches
this house is in a great location and has everything you need
Read more reviews

9. One-floor house with a lush green garden

With Shaker Mountain and Mass Audubon’s Pleasant Valley Wildlife Sanctuary located at a short distance, this quiet and comfy one-floor house can be a great place for nature-lovers. It is situated in a small and peaceful neighborhood and it features a beautiful backyard with a grill, a bedroom, a bathroom, and a kitchen equipped with necessary appliances. The hot tub in the house is the cherry on top that visitors will love! It is ideal for two guests so we recommend this for couples or solo travelers.

Stayed at this property?
Lenox, Massachusetts, United States
13.44 km (8.4 mi) from Norman Rockwell Museum
20 reviews  
Entire house 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the bed and the couch are very comfortable
cozy little spot in lenox lovely hot tub extra comfy couch
quiet and comfortable - and a very good deal
the living space was very clean and comfortable
it is very comfortable clean and the location is perfect
jose is very responsive to questions and concerns and is also a talented gardener
jose is super quick to respond and a great host would definitely recommend
jose was an excellent host there are too many positive details to list here
and jose was as responsive as can be and very hospitable
jose is extremely responsive to questions and will do everything to ensure your stay is excellent
beautiful house in a very convenient location
awesome location - so close to tanglewood downtown lenox lee pittsfield
the location is excellent - close to both a major thoroughfare and also to pure nature
jose's place is cute and a little quirky but very charming
it was such a fantastic getaway and close by to several lakes in lenox and pittsfield
Read more reviews

10. Stunning house loaded with amenities (from USD 907)

This eclectic house is located in the heart of Lenox. It has been recently renovated and it features oak flooring throughout the house. The interiors consist of subtle white walls and lots of windows that make way for ample natural light. There are three bedrooms, an open living and dining room, two bathrooms, a spacious backyard, and a deck in the house. The house can accommodate up to six guests. Some other perks include mid-century decor, a wood-burning fireplace in the living and dining room, driveway parking, TV, etc. There’s a kitchen with cooking basics, appliances, and dishes.

Stayed at this property?
Lenox, Massachusetts, United States
8.47 km (5.3 mi) from Norman Rockwell Museum
219 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the beds were super comfortable
we loved using the kitchen and beautiful backyard and the beds were super comfortable
excellent amenities great location super comfortable bed lenox is a lovely town
house was great beds were super comfortable
the linens were soft the beds were super comfortable the kitchen had everything you could need
clean and lovely
the house was impeccably clean and well appointed
comfortable clean well decorated
it was quiet clean and peaceful
everything feels new and it was super clean
elle was a perfect host
elle was a great host and responded to all questions and concerns i had promptly
elle was an awesome host and very responsive
the owner was awesome too - super responsive with recommendations on local activities
she could not have been more helpful and kind
with just a short walk to town for shopping and great restaurants the location is ideal
ideal location just minutes from so many different towns
8 mile walk to downtown cute little local town
the house is located on a beautiful quiet street within walking distance of downtown lenox
excellent location nice house nice weekend
Read more reviews

Enjoy the best of nature

Lenox is a town that is home to some of the most picturesque sights. It features historical attractions as well as natural marvels that you cannot miss out on. Make sure to find the perfect Airbnb for yourself and your loved ones and enjoy exploring the hidden gems of Lenox.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Samia Arshan is a Delhi-based content writer and undergraduate English Major who turned her dream to write into a reality. She's 20 years old and has been writing for over 4 years now. She has a...Read more

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