Berkshire Vacation Rentals

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Vacation Rentals in Berkshire

Exterior
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY

Cabin in Binghamton

9.8 out of 10, Exceptional, (132)
"Location was great, host was very communicative and accommodating. Cabin was perfect for our needs for a weekend getaway and the place was stocked with anything you could think of. Like impossibly thoughtful in this way. Only challenge was getting into the driveway which is a bit precarious but very much a minor detail in the scheme of things. Would recommend and would visit again."
United States
Keith L Sherman S.
The price is ￥26,217
￥56,270 total
includes taxes & fees
Dec 8 - Dec 9
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY
Fridge, microwave, oven, stovetop
Beautiful 2nd story apartment 10 minutes from 2 state parks.

Apartment in Newfield

10.0 out of 10, Exceptional, (111)
"Really wonderful and clean place"
United States
Cherie F.
The price is ￥14,679
￥27,997 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful 2nd story apartment 10 minutes from 2 state parks.
1 bedroom, iron/ironing board, WiFi, bed sheets
BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY

Apartment in Greene

10.0 out of 10, Exceptional, (8)
"Stayed for two nights. Apartment was clean and quiet. Plenty of towels and bed linens. "
United States
ANDREA K.
The price is ￥13,824
￥23,833 total
includes taxes & fees
Dec 15 - Dec 16
BRAND NEW! 1-bedroom apartment in the beautiful historic village of Greene, NY
Fridge, microwave, oven, stovetop
*Newly renovated* guesthouse with beautiful views

Vacation Home in Newfield

10.0 out of 10, Exceptional, (72)
"Magnificently beautiful property"
United States
Moshe K.
The price is ￥20,943
￥37,163 total
includes taxes & fees
Dec 8 - Dec 9
*Newly renovated* guesthouse with beautiful views
Smart TV, fireplace
Greenwood At Entangled Acres - Log Cabin w\WiFi on 16 Acre Animal Sanctuary

Cabin in Owego

9.4 out of 10, Exceptional, (9)
"Exactly what we wanted, perfect stop on a long drive. Had so much fun playing with the dogs and the animals. Would love to come back when in the area. "
United States
Virginia H.
The price is ￥23,300
￥29,575 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Greenwood At Entangled Acres - Log Cabin w\WiFi on 16 Acre Animal Sanctuary
Smart TV, stereo
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

Apartment in Greene

10.0 out of 10, Exceptional, (14)
"Anniversary weekend getaway "
United States
Kayla M.
The price is ￥17,863
￥23,486 total
includes taxes & fees
Dec 15 - Dec 16
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
Exterior
One room cabin with bathroom

Cabin in Cortland

10.0 out of 10, Exceptional, (60)
"Nice cabin about 30 minutes east of Cornell University. Updated and very clean - just right for our short stay! "
United States
Kristine W.
The price is ￥19,391
￥28,047 total
includes taxes & fees
Dec 7 - Dec 8
One room cabin with bathroom
Exterior
600 Sq. ft Cabin with King Size Bed - Quiet Location, Close to Skiing

Cabin in Cortland

10.0 out of 10, Exceptional, (48)
"I love the experience, it was bigger than I expected the room was amazing and it has everything I need... "
United States
Luis
The price is ￥20,970
￥27,206 total
includes taxes & fees
Dec 7 - Dec 8
600 Sq. ft Cabin with King Size Bed - Quiet Location, Close to Skiing
Interior
Your Home away from Home! Conveniently, centrally located, village home

Vacation Home in Homer

10.0 out of 10, Exceptional, (28)
"We have stayed here 5 times and it is always great!!!"
United States
Tina
The price is ￥16,056
￥25,156 total
includes taxes & fees
Dec 8 - Dec 9
Your Home away from Home! Conveniently, centrally located, village home
Exterior
Cozy little house in Johnson City

Vacation Home in Johnson City

8.4 out of 10, Very Good, (13)
"Good place to stay for graduation weekend. "
United States
Steven
The price is ￥12,582
￥17,728 total
includes taxes & fees
Dec 7 - Dec 8
Cozy little house in Johnson City
Property grounds
Cozy 2-bedroom cabin in Vestal NY

Cabin in Vestal

9.6 out of 10, Exceptional, (14)
"Love the cabin and its location!"
United States
Lynette A.
The price is ￥24,045
￥39,792 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy 2-bedroom cabin in Vestal NY
Interior
Modern Urban Stay Dtwn Apt

Apartment in Binghamton

9.4 out of 10, Exceptional, (10)
"My daughter and I loved our weekend at the loft. The beds were very comfortable and the layout was perfect for what we needed. Lots of good food close by to walk to and we felt safe in the area. "
United States
ELIZABETH F.
The price is ￥17,770
￥38,632 total
includes taxes & fees
Dec 7 - Dec 8
Modern Urban Stay Dtwn Apt
Interior
NY Suite | Downtown walk to Commons | Free Parking

Vacation Home in South Side

10.0 out of 10, Exceptional, (10)
"enjoyed my stay "
United States
Alma
The price is ￥9,463
￥32,768 total
includes taxes & fees
Dec 28 - Dec 29
NY Suite | Downtown walk to Commons | Free Parking
Terrace/patio
Cozy and private countryside cottage in Newfield. Pet-friendly!

Cottage in Newfield

10.0 out of 10, Exceptional, (8)
"House was cute and neatly appointed, including a special treat from the host! Dog (and cat) bowls and bed and even two long dog tie out cables in the back. Our pup was in heaven! Bridget was super communicative and friendly - this place is top on our list next time we visit family in Ithaca!"
United States
ANDREA W.
The price is ￥26,095
￥38,264 total
includes taxes & fees
Dec 7 - Dec 8
Cozy and private countryside cottage in Newfield. Pet-friendly!
Microwave, coffee/tea maker, cookware/dishes/utensils
1 Bedroom with a country view

Apartment in Spencer

10.0 out of 10, Exceptional, (47)
"very clean , would stay again 5 stars "
United States
Edward G.
The price is ￥17,452
￥27,365 total
includes taxes & fees
Dec 10 - Dec 11
1 Bedroom with a country view
2 bedrooms, desk, iron/ironing board, free WiFi
Friendly 2-Bedroom Getaway with Full Kitchen & Outdoor Space — near Ithaca

Apartment in Willseyville

The price is ￥13,962
￥43,784 total
includes taxes & fees
Dec 7 - Dec 8
Friendly 2-Bedroom Getaway with Full Kitchen & Outdoor Space — near Ithaca
Exterior
Spencer Village Colonial 2

Apartment in Spencer

9.8 out of 10, Exceptional, (10)
"Quite roomy, clean, coffee, snacks, host stayed in touch, EV chargers, everything was really good!"
United States
Kevin M.
The price is ￥15,218
￥39,456 total
includes taxes & fees
Dec 7 - Dec 8
Spencer Village Colonial 2
Interior
Sterling View Apt 1 BR

Apartment in Vestal

10.0 out of 10, Exceptional, (1)
"Place was great, very clean, convenient, no issues. Would happily return."
United States
Robert Z.
The price is ￥20,271
￥36,247 total
includes taxes & fees
Dec 7 - Dec 8
Sterling View Apt 1 BR
Outdoor dining
Hot Tub! LRG Home! Sleeps 8 Dogs ok!

Vacation Home in Newfield

2.0 star property
The price is ￥29,320
￥82,077 total
includes taxes & fees
Dec 7 - Dec 8
Hot Tub! LRG Home! Sleeps 8 Dogs ok!
TV, fireplace
Charming 2BR condo at Greek Peak near Finger Lakes, Gutchess Sports complex

Condo in Cortland

10.0 out of 10, Exceptional, (2)
"Great location. Safe area"
United States
Lauralee M.
The price is ￥25,131
￥71,521 total
includes taxes & fees
Dec 7 - Dec 8
Charming 2BR condo at Greek Peak near Finger Lakes, Gutchess Sports complex
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.
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Top Berkshire Hotel Reviews

Courtyard by Marriott Ithaca Airport/University

Courtyard by Marriott Ithaca Airport/University

10/10 Excellent
"Staff were very nice"
Walter 4-night trip
Posted 2 days ago
Courtyard by Marriott Ithaca Airport/University

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
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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?

Cozy 3 Bedroom House in Downtown Ithaca: This vacation home rental outside of Berkshire offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books 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.