Book Holiday Homes in Berkshire

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Berkshire

Luxury Suite | Walk to Commons | Free Parking | NY

Luxury Suite | Walk to Commons | Free Parking | NY

Ithaca
With a stay at this vacation home in Ithaca (South Side), you'll be within a 5-minute drive of Ithaca Commons and Ithaca College.
Luxury Suite | Walk to Commons | Free Parking | NY
Almost an island in Cayuga Lake! Private & panoramic 650' of level lake frontage

Almost an island in Cayuga Lake! Private & panoramic 650' of level lake frontage

Lansing
When you stay at this vacation home in Lansing, you'll be on the waterfront, just steps from Cayuga Lake and 7 minutes by foot from Lansing Park.
Almost an island in Cayuga Lake! Private & panoramic 650' of level lake frontage
Cozy 3BR House in Downtown Ithaca

Cozy 3BR House in Downtown Ithaca

Ithaca
With a stay at this vacation home in Ithaca (North Side), you'll be within a 5-minute drive of Ithaca Commons and Ithaca College.
Cozy 3BR House in Downtown Ithaca
Save an average of 15% on thousands of hotels when you're signed in
Near Ithaca!Hot Tub! LRG Home!Sleeps 14! Dogs ok!

Near Ithaca!Hot Tub! LRG Home!Sleeps 14! Dogs ok!

Newfield
With a stay at this vacation home in Newfield, you'll be within a 15-minute drive of Ithaca Commons and Newfield Public Library.
Near Ithaca!Hot Tub! LRG Home!Sleeps 14! Dogs ok!
Your Home away from Home! Conveniently, centrally located, village home

Your Home away from Home! Conveniently, centrally located, village home

Homer
The price is AU$264 per night from 12 Mar to 13 Mar
AU$264
includes taxes & fees
12 Mar - 13 Mar
With a stay at this vacation home in Homer, you'll be within a 10-minute drive of State University of New York-Cortland and Homer Center for the Arts.
Your Home away from Home! Conveniently, centrally located, village home
Enjoyable 5-bedroom house with WiFi in charming Cortland

Enjoyable 5-bedroom house with WiFi in charming Cortland

Cortland
With a stay at this vacation home in Cortland, you'll be within a 10-minute walk of Greek Peak Mountain Resort and Hope Lake.
Enjoyable 5-bedroom house with WiFi in charming Cortland
6-bedroom vacation home 20 minutes from Cornell University

6-bedroom vacation home 20 minutes from Cornell University

2 out of 5
Groton
When you stay at this vacation home in Groton, you'll be within a 10-minute drive of Groton Public Library and Groton Town Hall.
6-bedroom vacation home 20 minutes from Cornell University
Private Country Home Near Wineries, 6 Bdrm, 4 ba, Hot Tub, Firepit & Billiards

Private Country Home Near Wineries, 6 Bdrm, 4 ba, Hot Tub, Firepit & Billiards

Ithaca
Located in Ithaca, this vacation home is in a rural location, a 5-minute drive from Museum of the Earth and 5 minutes from Cayuga Medical Center.
Private Country Home Near Wineries, 6 Bdrm, 4 ba, Hot Tub, Firepit & Billiards
Welcoming retreat close to Cornell, Ithaca College, and Cayuga Lake

Welcoming retreat close to Cornell, Ithaca College, and Cayuga Lake

Ithaca
With a stay at this vacation home in Ithaca, you'll be a 3-minute drive from Cayuga Lake and 7 minutes from Cornell University.
Welcoming retreat close to Cornell, Ithaca College, and Cayuga Lake
Don't see what you're looking for?
See all available properties in Berkshire
View all properties
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.

Berkshire 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 Berkshire vacation homes are the perfect way for you to wing it.

Holiday houses in Berkshire 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 Berkshire 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 Berkshire adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Berkshire 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 Berkshire 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.

Berkshire Holiday Homes essential information

Accommodation
153 Holiday Homes
Lowest Price
AU$145
Highest Price
AU$422
Popular accommodation
Luxury Suite | Walk to Commons | Free Parking | NY, Almost an island in Cayuga Lake! Private & panoramic 650' of level lake frontage, Cozy 3BR House in Downtown Ithaca, Near Ithaca!Hot Tub! LRG Home!Sleeps 14! Dogs ok!, Your Home away from Home! Conveniently, centrally located, village home, Enjoyable 5-bedroom house with WiFi in charming Cortland, 6-bedroom vacation home 20 minutes from Cornell University, Private Country Home Near Wineries, 6 Bdrm, 4 ba, Hot Tub, Firepit & Billiards, Welcoming retreat close to Cornell, Ithaca College, and Cayuga Lake

Top trending hotels in Berkshire

The Statler Hotel at Cornell University

The Statler Hotel at Cornell University

4 out of 5
130 Statler Dr, Ithaca, NY
The price is AU$422 per night from 31 Mar to 1 Apr
AU$422
includes taxes & fees
31 Mar - 1 Apr
Located in Ithaca, The Statler Hotel at Cornell University is within a 5-minute drive of Cornell Botanic Gardens and Ithaca Commons.
The Statler Hotel at Cornell University
Microtel Inn & Suites By Wyndham Binghamton

Microtel Inn & Suites By Wyndham Binghamton

2.5 out of 5
400 Prospect Street, Binghamton, NY
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 16 Mar to 17 Mar
AU$163
includes taxes & fees
16 Mar - 17 Mar
With a stay at Microtel Inn & Suites By Wyndham Binghamton in Binghamton, you'll be within a 10-minute drive of Binghamton University and C. Fred Johnson Park ...
Microtel Inn & Suites By Wyndham Binghamton
Courtyard by Marriott Ithaca Airport/University

Courtyard by Marriott Ithaca Airport/University

3 out of 5
29 Thornwood Dr, Ithaca, NY
The price is AU$197 per night from 20 Mar to 21 Mar
AU$197
includes taxes & fees
20 Mar - 21 Mar
When you stay at Courtyard by Marriott Ithaca Airport/University in Ithaca, you'll be near the airport, within a 10-minute drive of Cornell University and Cayuga ...
Courtyard by Marriott Ithaca Airport/University
Save an average of 15% on thousands of hotels when you're signed in
Country Inn & Suites by Radisson, Ithaca, NY

Country Inn & Suites by Radisson, Ithaca, NY

3 out of 5
1100 Danby Rd, Ithaca, NY
Fully refundable
The price is AU$145 per night from 16 Mar to 17 Mar
AU$145
includes taxes & fees
16 Mar - 17 Mar
Located in Ithaca, Country Inn & Suites by Radisson, Ithaca, NY is in a rural location, within a 5-minute walk of Buttermilk Falls State Park and Ithaca ...
Country Inn & Suites by Radisson, Ithaca, NY
Don't see what you're looking for?
See all available properties in Berkshire
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.