Berkshire Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Berkshire vacation rentals

Property grounds

Red Eft Rustic Camping Cabin at Camp Earth Connection

Red Eft Rustic Camping Cabin at Camp Earth Connection
Freeville
10.0 out of 10, Exceptional, (2 reviews)
"This is a little slice of heaven. Owned by a kind and lively woman who turned a kids camp into a great rustic spot to chill. Good vibes all around, very accomodating. Offers everything you want with your stay, so call or email ahead. Check out her website before booking for extra info."
United States
David D.
The price is ￥8,736
￥13,461 total
includes taxes & fees
May 28 - May 29
Red Eft Rustic Camping Cabin at Camp Earth Connection
1 bedroom, iron/ironing board, WiFi, bed sheets

BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY

BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY
Greene
10.0 out of 10, Exceptional, (9 reviews)
"Very nice clean, right in the center of town, convenient to shops on restaurants. "
United States
Laura P.
The price is ￥14,136
￥24,371 total
includes taxes & fees
May 27 - May 28
BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY
Exterior detail

Cozy little house in Johnson City

Cozy little house in Johnson City
Johnson City
8.6 out of 10, Excellent, (14 reviews)
"Good place to stay for graduation weekend. "
United States
Steven
The price is ￥12,865
￥18,127 total
includes taxes & fees
May 31 - Jun 1
Cozy little house in Johnson City
Outdoor dining

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

Your Home away from Home! Conveniently, centrally located, village home
Homer
9.8 out of 10, Exceptional, (42 reviews)
"Great stay "
United States
Marina H.
The price is ￥16,439
￥29,346 total
includes taxes & fees
May 21 - May 22
Your Home away from Home! Conveniently, centrally located, village home
Outdoor dining

Fireside Cabin at Osborne Creek

Fireside Cabin at Osborne Creek
Port Crane
10.0 out of 10, Exceptional, (1 review)
"Great location, great host, and great property. "
United States
Matthew A.
The price is ￥14,152
￥19,581 total
includes taxes & fees
May 26 - May 27
Fireside Cabin at Osborne Creek
Smart TV, stereo

Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
Greene
10.0 out of 10, Exceptional, (16 reviews)
"The host was very responsive. The property was very clean, cozy and had many amenities. "
United States
Anonymous traveler
The price is ￥15,883
￥21,347 total
includes taxes & fees
May 27 - May 28
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
Interior

NY Suite | Downtown walk to Commons | Free Parking

NY Suite | Downtown walk to Commons | Free Parking
South Side
9.8 out of 10, Exceptional, (17 reviews)
"enjoyed my stay "
United States
Alma
The price is ￥10,642
￥34,860 total
includes taxes & fees
Jun 1 - Jun 2
NY Suite | Downtown walk to Commons | Free Parking
Interior

The Bullpen at The Yellow Barn Estate

The Bullpen at The Yellow Barn Estate
Freeville
The price is ￥15,907
￥26,819 total
includes taxes & fees
Jun 3 - Jun 4
The Bullpen at The Yellow Barn Estate
Property grounds

Cozy 2-bedroom cabin in Vestal NY

Cozy 2-bedroom cabin in Vestal NY
Vestal
9.6 out of 10, Exceptional, (15 reviews)
"Host was absolutely amazing great people. Everything as expected in pictures and just a beautiful place to stay"
United States
Gregory G.
The price is ￥21,442
￥37,690 total
includes taxes & fees
Jun 2 - Jun 3
Cozy 2-bedroom cabin in Vestal NY
Exterior

One room cabin with bathroom

One room cabin with bathroom
Cortland
10.0 out of 10, Exceptional, (68 reviews)
"Cozy clean and scenic stay! "
United States
Robin G.
The price is ￥23,825
￥33,922 total
includes taxes & fees
May 27 - May 28
One room cabin with bathroom
Microwave, coffee/tea maker, cookware/dishes/utensils

1 Bedroom with a country view

1 Bedroom with a country view
Spencer
10.0 out of 10, Exceptional, (49 reviews)
"Awesome stay!!"
United States
Ingrid A.
The price is ￥17,868
￥28,017 total
includes taxes & fees
May 26 - May 27
1 Bedroom with a country view
Exterior

Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY

Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY
Binghamton
9.8 out of 10, Exceptional, (137 reviews)
"Warm, comfortable, welcoming house. The owner was very helpful and communicative. The hot tub was glorious. we loved it!"
United States
sandra s.
The price is ￥25,292
￥61,115 total
includes taxes & fees
May 27 - May 28
Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY
Fridge, microwave, oven, stovetop

Beautiful 2nd story apartment 10 minutes from 2 state parks.

Beautiful 2nd story apartment 10 minutes from 2 state parks.
Newfield
10.0 out of 10, Exceptional, (119 reviews)
"Fantastic location and accommodations. Certainly feels like “home away from home.”"
United States
William S.
The price is ￥19,060
￥33,383 total
includes taxes & fees
May 27 - May 28
Beautiful 2nd story apartment 10 minutes from 2 state parks.
Private kitchen

LOCATION, LOCATION, LOCATION!

LOCATION, LOCATION, LOCATION!
Cortland
10.0 out of 10, Exceptional, (1 review)
"Host is very communicative and nice, location is perfect if you're visiting Greek Peak, it is a studio so two people really is max for the space, the bed is the comfy pullout couch. Full size kitchen is well-stocked so cooking is easy. Sauna is sooo nice at the end of the day! I'd stay here again happily. "
United States
Marguerite W.
The price is ￥22,395
￥36,613 total
includes taxes & fees
May 21 - May 22
LOCATION, LOCATION, LOCATION!
1 bedroom, iron/ironing board, WiFi, bed sheets

Silence & Solitude By Cornell & Bird Sanctuary

Silence & Solitude By Cornell & Bird Sanctuary
Ithaca
The price is ￥19,060
￥47,514 total
includes taxes & fees
Jun 1 - Jun 2
Silence & Solitude By Cornell & Bird Sanctuary
Terrace/patio

Spencer Village Colonial 2

Spencer Village Colonial 2
Spencer
10.0 out of 10, Exceptional, (11 reviews)
"Great stay!"
United States
Anand D.
The price is ￥18,440
￥43,421 total
includes taxes & fees
May 24 - May 25
Spencer Village Colonial 2
Property grounds

Scottland Yard Farm - The Caretaker's Quarters

Scottland Yard Farm - The Caretaker's Quarters
Brooktondale
The price is ￥25,889
￥47,920 total
includes taxes & fees
Jun 2 - Jun 3
Scottland Yard Farm - The Caretaker's Quarters
Property grounds

One-Of-A-Kind Yurt Surrounded by Waterfalls

One-Of-A-Kind Yurt Surrounded by Waterfalls
Newfield
9.8 out of 10, Exceptional, (150 reviews)
"Lovely and unique property in a perfect location for visiting our daughter at Ithaca College"
United States
miriam j.
The price is ￥31,496
￥58,419 total
includes taxes & fees
May 26 - May 27
One-Of-A-Kind Yurt Surrounded by Waterfalls
Outdoor pool

The Suite Roost on Scottland Yard Farm

The Suite Roost on Scottland Yard Farm
Brooktondale
10.0 out of 10, Exceptional, (12 reviews)
"This was a wonderful place with beautiful views. The hosts are accommodating and welcomed us even though it was after 9pm. We got a great tour and truly enjoyed our stay and their recommendations."
United States
Laura H.
The price is ￥25,095
￥40,741 total
includes taxes & fees
May 28 - May 29
The Suite Roost on Scottland Yard Farm
Property grounds

*Newly renovated* guesthouse with beautiful views

*Newly renovated* guesthouse with beautiful views
Newfield
10.0 out of 10, Exceptional, (76 reviews)
"Had a great stay- close to the Watkins Glen race track. Place very clean and cozy. The view from the porch is beautiful. Had everything we needed for a one night stay. "
United States
Nannette
The price is ￥21,442
￥38,049 total
includes taxes & fees
May 31 - Jun 1
*Newly renovated* guesthouse with beautiful views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Berkshire Hotel Reviews

Cayuga Blu Hotel

Cayuga Blu Hotel

10/10 Excellent
"Was clean , the parking lot is safety and good breakfast "
Leonor 3-night trip
Posted 2 hours ago
Cayuga Blu Hotel

Find out more about Berkshire

Search for holiday rentals in Berkshire on Expedia! You can easily find your home rentals, villas, holiday apartments in Berkshire using one of the methods below:

  • View our selection of featured holiday rentals in Berkshire
  • Use the map to find apartments and other holiday homes in the Berkshire neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Berkshire while they last

Look no further and take a look at our great range of rental properties in Berkshire!

Frequently asked questions

Can I find vacation rentals in Berkshire?

Yes, we give you a choice of vacation rentals near top points of interest in Berkshire, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Berkshire?

*Newly renovated* guesthouse with beautiful views: This vacation home rental outside of Berkshire offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Berkshire?

While exploring the area, visit family-friendly sights like Cascades Indoor Waterpark, or get outside and enjoy nature at Cornell Botanic Gardens. In the larger area, you’ll find Greek Peak Mountain Resort and En-Joie Golf Course.

What are vacation rentals like in Berkshire?

Vacation rentals are private accommodations you can book for a couple days or more in Berkshire. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.