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Find properties with these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
This weekend
May 3 - May 5

Browse Select Lanesborough Holiday Homes

Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
"The property was quiet and clean."
Berkshire Village Carriage House - Super Private!!
Fox Hollow Luxury Ranch Laurel Lake
Fridge, microwave, oven, stovetop
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
Peace and quiet on the lake
Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (182)
"Thank you, Justin, for sharing your beautiful home with my family. We had a very nice time and relaxed in the beautiful quiet surroundings. I was so excited when I saw some Norwex items as I am a consultant and also use Norwex in my home. We hope to visit again in the warmer months as it was a perfect memory for our family. Thanks again, The Short family"
Peace and quiet on the lake
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Stockbridge Home: Walk to Town Beach!
Fridge, microwave, stovetop, dishwasher
Stockbridge Home: Walk to Town Beach!
9.6 out of 10, Exceptional, (5)
"Impeccable home beautifully decorated. Cozy fireplace and great communication with host we’ll definitely be back!"
Stockbridge Home: Walk to Town Beach!
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Interior
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
9.4 out of 10, Exceptional, (29)
"Perfectly location for Lenox, Stockbridge, and other local towns. House was just as described and comfortable for a family of 5. Property contact was proactive, reaching out to make sure we were settled in. Pacman and air hockey games were a big hit! We would book again."
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Sweet Cozy Victorian in Housatonic. Close to everything.
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.
The price is £236
per night
15 May - 16 May
Sweet Cozy Victorian in Housatonic. Close to everything.
Tranquil 3BR Stockbridge House w/ Private Deck!
Exterior
Tranquil 3BR Stockbridge House w/ Private Deck!
10.0 out of 10, Exceptional, (76)
"Wonderful old house with character, great beds, great fireplace, good kitchen (missing only a 9x13 baking dish - but we made lasagna in a round baking dish)! We walked by the river in Great Barrington, visited the old courthouse/library/gallery in Lenox and walked Lenox in the rain then warmed up at delicious cafe Shots. It was just a long weekend, but we plan to return so we can explore trails on property and visit more local sights. Appreciate the welcome book/visitors guide provided by...
Tranquil 3BR Stockbridge House w/ Private Deck!
Enjoy Big City Vibes at City Place in the heart of the Berkshires!
Fridge, microwave, oven, stovetop
Enjoy Big City Vibes at City Place in the heart of the Berkshires!
8.0 out of 10, Very good, (4)
"We enjoyed the stay our Berkshires. The owner is a very helpful and understanding person. She was quick to respond to our needs and had made all the necessary arrangements. The property has a good porch and backyard. We thoroughly enjoyed our stay. My family also liked the place."
The price is £164
per night
5 May - 6 May
Enjoy Big City Vibes at City Place in the heart of the Berkshires!
Elegant 19th Century New England 2BR vacation rental at Garfield House
Exterior
Elegant 19th Century New England 2BR vacation rental at Garfield House
10.0 out of 10, Exceptional, (86)
"Very roomy and charming. We didn’t get to stay long as we were in town for an event - we hope to be back. Location allows for walking to anywhere in town. Jeff is accommodating and responsive, ample parking. No issues."
Elegant 19th Century New England 2BR vacation rental at Garfield House
Charlemont Retreat on Chickley River w/ EV Charger
Property grounds
Charlemont Retreat on Chickley River w/ EV Charger
9.4 out of 10, Exceptional, (17)
"We spent a lovely weekend at the house with our 12yo and dog. What a beautiful spot. Super convenient to skiing at Berkshire East. Would definitely stay there again."
Charlemont Retreat on Chickley River w/ EV Charger
Garfield Townhouse in the Berkshires on Main St
Fridge, microwave, oven, stovetop
Garfield Townhouse in the Berkshires on Main St
10.0 out of 10, Exceptional, (5)
"Excellent stay - townhouse was very clean and smartly outfitted to anticipate the needs of guests. Sweet extras (granola bars, bottled water, toiletries) that we didn’t expect. An easy walk into town for meals. Appreciated the ease of check in/out. Thanks!"
Garfield Townhouse in the Berkshires on Main St
Lakeview Retreat - mins. to downtown Lenox, Stockbridge, Lee
Property grounds
Lakeview Retreat - mins. to downtown Lenox, Stockbridge, Lee
10.0 out of 10, Exceptional, (16)
"The property was clean, well taken care of, and really lovely. It was also in an incredibly picturesque setting and the hosts were an absolute delight to work with. I can't say enough good things about the property! Book it today!"
Lakeview Retreat - mins. to downtown Lenox, Stockbridge, Lee
Country Living just minutes from Everything! Now offering Seasonal Discounts!
Fridge, microwave, oven, stovetop
Country Living just minutes from Everything! Now offering Seasonal Discounts!
10.0 out of 10, Exceptional, (22)
"We stayed here between Christmas and New Years visiting family in the area, and we had a lovely time. The house was spotless and had everything we needed, from abundant towels down to a rubber band in the kitchen drawer. Beds were comfy. The owner, Julie, was a friendly and gracious host, and even left us gifts and homemade holiday sweets, making our stay feel very festive. We’ll definitely be back next time we’re in the Berkshires!"
Country Living just minutes from Everything! Now offering Seasonal Discounts!
Modern home with historic charm! Kid-friendly, walk to town [NO CLEANING FEES!]
Fridge, microwave, oven, stovetop
Modern home with historic charm! Kid-friendly, walk to town [NO CLEANING FEES!]
10.0 out of 10, Exceptional, (53)
"My grandchildren loved the games and puzzles and digital piano. We enjoyed the location - walkable to town, with a view of Mt. Greylock, and short drive to some hikes, plus MassMOCA, The Clark, and Melville's home."
Modern home with historic charm! Kid-friendly, walk to town [NO CLEANING FEES!]
Rockspring by AvantStay | Huge Berkshires Estate
Interior
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
Private Berkshires Home On 5+ Acres, Rustic & Chic
View from property
Private Berkshires Home On 5+ Acres, Rustic & Chic
10.0 out of 10, Exceptional, (2)
"The house was beautiful. It looked just like the pictures. The privacy and the beauty of the property made for such a serene vacation spot. The owners and property managers would respond immediately. I would definitely recommend this home. Love the Berkshires!"
Private Berkshires Home On 5+ Acres, Rustic & Chic
Near Tanglewood: Historic Summer Retreat
Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat
9.0 out of 10, Wonderful, (6)
"Clean and comfortable house with lots of character 15 minutes away from Jimini Peak. Watch your head on the stairs and beware of a few ladybugs. Family of 5 had a great weekend hiking, skiing, eating and drinking. Would rent again."
The price is £265
per night
5 May - 6 May
Near Tanglewood: Historic Summer Retreat
Cozy home located in The Berkshires! PET FRIENDLY with fenced yard.
Golf
Cozy home located in The Berkshires! PET FRIENDLY with fenced yard.
10.0 out of 10, Exceptional, (90)
"Very clean property. Close to trails. Host thought of everything we might have needed. Quiet neighborhood. Fenced in yard made things much easier with our dog. She even provided dog bowls, towels, rug and a treat!"
Cozy home located in The Berkshires! PET FRIENDLY with fenced yard.
Enjoy comfortable elegance in this secluded grand home located in town
Exterior
Enjoy comfortable elegance in this secluded grand home located in town
10.0 out of 10, Exceptional, (57)
"Charming and spacious historic home in the Berkshires"
Enjoy comfortable elegance in this secluded grand home located in town
Hearts Desire is a furnished whole house in a small, colorful garden center.
Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (64)
"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Don't see what you're looking for?
See all available properties in Lanesborough
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Lanesborough

Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
"The property was quiet and clean."
Berkshire Village Carriage House - Super Private!!
Hearts Desire is a furnished whole house in a small, colorful garden center.
Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (64)
"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Charming historic cottage on scenic road to Mt. Greylock
Property grounds
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (93)
"I had a wonderful time. The lil stone house school is restored in a loving way! It feels homie and cosy and has a lot of stories to tell. The location is great for seeing museums or just go for a hike. Rich and Cheryl are on top with everything and very nice hosts!"
Charming historic cottage on scenic road to Mt. Greylock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lanesborough Holiday Homes information

Number of reviews
881
Accommodation
215 Holiday Homes
Lowest Price
£164
Highest Price
£265

Lanesborough Hotel Reviews
Expedia verified reviews

The Williams Inn

The Williams Inn

5/5 Excellent
"Love the Williams Inn"
A verified traveller stayed at The Williams Inn
Posted 11 hours ago
The Williams Inn