Vacation rentals in Lanesborough
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Top-rated vacation rentals in Lanesborough
Guests agree: these stays are highly rated for location, cleanliness, and more.
Cottage in Lanesborough
4.93 out of 5 average rating, 220 reviewsStone School Cottage
Romantic getaway or family vacation. Charming stone building served as a one-room schoolhouse from 1832 until 1950. Beautifully situated amidst horse farms on the scenic road to Mt Greylock, centrally located midway between Williamstown and Lenox. We host lots of writers and musicians who love the bright airy space, families that have fun in this big playhouse, and couples seeking a memorable and private retreat. PLEASE NOTE: this truly-unique building has an unusual layout, described below.
Apr 14 – 21
Apartment in Lanesborough
5.0 out of 5 average rating, 21 reviewsCozy Berkshire Waterfront Home
Welcome to our charming waterfront home on Pontoosuc Lake! The Berkshire Lakescape is perfect for a romantic getaway for a couple or two, or a solo adventure away. Soak in lake views from the deck or try to catch a stunning sunset from the water’s edge. Kayak straight from our backyard and return for marshmallows at the firepit. Explore Berkshires' culture and outdoor activities - Tanglewood, Mount Greylock, and more are just a short drive away. We can't wait to host you for a memorable stay.
Sep 14 – 21
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.
Aug 1 – 8
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Lanesborough vacation rentals
Stay near Lanesborough's top sights
Other great vacation rentals in Lanesborough
Cabin in Lanesborough
4.83 out of 5 average rating, 52 reviewsCozy stream-side cabin
May 16 – 23
Home in Lanesborough
4.93 out of 5 average rating, 15 reviewsThe Pond House
Aug 23 – 30
Apartment in Pittsfield
4.92 out of 5 average rating, 24 reviewsComfortable Pittsfield Loft
Feb 1 – 8
Home in Lanesborough
5.0 out of 5 average rating, 88 reviewsTranquil mid-century modern Berkshires retreat
Apr 3 – 10
Apartment in Pittsfield
5.0 out of 5 average rating, 41 reviewsSimply off North
Sep 23 – 30
Cottage in Lanesborough
4.98 out of 5 average rating, 46 reviewsAmazing 2 bedroom lake front cottage, large patio
Sep 12 – 19
Home in Lanesborough
4.98 out of 5 average rating, 54 reviewsCozy Cottage in Berkshires: Minutes to Jiminy Peak
Aug 4 – 11
Home in Lanesborough
4.95 out of 5 average rating, 88 reviewsBerkshire Bliss- 6BR/Minutes from Jiminy +38 acres
Sep 29 – Oct 6
Home in Adams
4.91 out of 5 average rating, 64 reviewsMountain View Hideaway
Feb 11 – 18
Home in Lanesborough
5.0 out of 5 average rating, 31 reviewsLake Views, Lrg Open Grand Room+Kitchen, Hot Tub
Jul 28 – Aug 4
Home in Pittsfield
4.98 out of 5 average rating, 41 reviewsLake/Mountain View Getaway
Sep 9 – 16
Home in Lanesborough
4.92 out of 5 average rating, 25 reviewsHistoric Stone Church in The Berkshires
Sep 6 – 13
Quick stats about vacation rentals in Lanesborough
Total rentals | 170 properties |
---|---|
Rentals with a pool | 110 properties have a pool |
Pet-friendly rentals | 30 properties allow pets |
Family-friendly rentals | 110 properties are a good fit for families |
Total number of reviews | 4.4K reviews |
Nightly prices starting at | ﺩ.ﺇ220 before taxes and fees |
Frequently Asked Questions
What are the most popular amenities for Apartment Rentals in Lanesborough?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there Lanesborough vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Lanesborough, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Lanesborough have a kitchen?
Absolutely! We offer over 30 condo rentals with a kitchen in Lanesborough. Enjoy a tailored experience with all the comforts you desire.
Do resort rentals in Lanesborough have free parking?
Absolutely! We offer over 10 resort rentals with free parking in Lanesborough. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Lanesborough?
Yes! Work meets play with ease at over 60 vacation rentals in Lanesborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Lanesborough?
Experience the best of Lanesborough with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Lanesborough?
Four-legged friends are welcome in Lanesborough. Choose from more than 30 vacation rentals for guests traveling with pets.
Do house rentals in Lanesborough have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Lanesborough. Enjoy a tailored experience with all the comforts you desire.
Do resort rentals in Lanesborough have wifi?
Absolutely! We offer over 10 resort rentals with wifi in Lanesborough. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Lanesborough?
Lanesborough has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Rentals with a hot tub Lanesborough
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