Book Holiday Homes in Lanesborough
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Featured Holiday Homes in Lanesborough

Berkshire Village Carriage House - Super Private!!

Hancock Village Inn at Jiminy Peak

Peace and quiet on the lake

Heart of Lenox Walk to Town Cozy Cottage!

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

Mountain Blossom Retreat by Evergreen Home

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Quintessential 6-BR Berkshires Lodge

Near Tanglewood: Historic Summer Retreat
Lanesborough Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Lanesborough vacation homes are the perfect way for you to wing it.
Holiday houses in Lanesborough let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Lanesborough in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Lanesborough adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Lanesborough with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Lanesborough vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Lanesborough Holiday Homes essential information
Accommodation | 292 Holiday Homes |
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Lowest Price | AU$157 |
Highest Price | AU$1,675 |
Popular accommodation | Berkshire Village Carriage House - Super Private!!, Hancock Village Inn at Jiminy Peak, Peace and quiet on the lake, Heart of Lenox Walk to Town Cozy Cottage!, Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!, Mountain Blossom Retreat by Evergreen Home, Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!, Quintessential 6-BR Berkshires Lodge, Near Tanglewood: Historic Summer Retreat |
Holiday Homes in Lanesborough
Top Locations for Holiday Homes in Lanesborough
Top trending hotels in Lanesborough

Berkshire Village Carriage House - Super Private!!

Charming historic cottage on scenic road to Mt. Greylock

Life House Berkshires

The Yankee, Trademark Collection by Wyndham
More ways to explore Lanesborough
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^Subject to availability and chosen travel dates.