Berkshire Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Berkshire holiday rentals

Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY

Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY
Binghamton
9.8 out of 10, Exceptional, (134 reviews)
"Really loved my stay at Kelly's place. Cozy and quiet, yet just a short ride into town. Kelly responded right away whenever I had a question and did everything possible to make the stay enjoyable. The kitchen and bathrooms have everything you need. Even had a full propane tank ready to go when the current one ran out. Will stay there again when I'm in the Binghamton area."
United States
frank g.
The price is NZ$566
includes taxes & fees
23 Feb - 24 Feb
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY

Cozy 2-bedroom cabin in Vestal NY

Cozy 2-bedroom cabin in Vestal NY
Vestal
9.6 out of 10, Exceptional, (15 reviews)
"Very beautiful place, very welcoming, and most importantly, exactly what i was looking for.!"
United States
Eli S.
The price is NZ$433
includes taxes & fees
23 Feb - 24 Feb
Cozy 2-bedroom cabin in Vestal NY

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, (112 reviews)
"This was our third stay here and it is always our go-to when traveling to Newfield. "
United States
Meghan M.
The price is NZ$319
includes taxes & fees
21 Feb - 22 Feb
Beautiful 2nd story apartment 10 minutes from 2 state parks.

600 Sq. ft Cabin with King Size Bed - Quiet Location, Close to Skiing

600 Sq. ft Cabin with King Size Bed - Quiet Location, Close to Skiing
Cortland
10.0 out of 10, Exceptional, (52 reviews)
"We had a fantastic stay. Would certainly stay again if we were in the area. We are blessed."
United States
kim h.
The price is NZ$324
includes taxes & fees
27 Feb - 28 Feb
600 Sq. ft Cabin with King Size Bed - Quiet Location, Close to Skiing

*Newly renovated* guesthouse with beautiful views

*Newly renovated* guesthouse with beautiful views
Newfield
10.0 out of 10, Exceptional, (73 reviews)
"Clean, quiet and comfortable stay"
United States
Jean C.
The price is NZ$394
includes taxes & fees
23 Feb - 24 Feb
*Newly renovated* guesthouse with beautiful views

One room cabin with bathroom

One room cabin with bathroom
Cortland
10.0 out of 10, Exceptional, (66 reviews)
"Very clean cabin, peaceful and quiet. Host was wonderful to deal with. "
United States
Sean W.
The price is NZ$352
includes taxes & fees
22 Feb - 23 Feb
One room cabin with bathroom

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, (15 reviews)
"Anniversary weekend getaway "
United States
Kayla M.
The price is NZ$253
includes taxes & fees
23 Feb - 24 Feb
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

Charming 2BR condo at Greek Peak near Finger Lakes, Gutchess Sports complex

Charming 2BR condo at Greek Peak near Finger Lakes, Gutchess Sports complex
Cortland
10.0 out of 10, Exceptional, (6 reviews)
"Great location. Safe area"
United States
Lauralee M.
The price is NZ$808
includes taxes & fees
3 Mar - 4 Mar
Charming 2BR condo at Greek Peak near Finger Lakes, Gutchess Sports complex

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

Your Home away from Home! Conveniently, centrally located, village home
Homer
10.0 out of 10, Exceptional, (32 reviews)
"Great stay "
United States
Marina H.
The price is NZ$309
includes taxes & fees
27 Feb - 28 Feb
Your Home away from Home! Conveniently, centrally located, village home

Greenwood At Entangled Acres - Log Cabin w\WiFi on 16 Acre Animal Sanctuary

Greenwood At Entangled Acres - Log Cabin w\WiFi on 16 Acre Animal Sanctuary
Owego
9.4 out of 10, Exceptional, (10 reviews)
"We spent a month in the log cabin and at the end my son told me it was one of the best vacations that he had taken. It was a wonderful experience: the cabin was comfortable and had everything we needed, the view was spectacular (october), and the host, Luca, was very welcoming and kind. We would stay there again!"
Canada
John W.
The price is NZ$319
includes taxes & fees
24 Feb - 25 Feb
Greenwood At Entangled Acres - Log Cabin w\WiFi on 16 Acre Animal Sanctuary

Cozy little house in Johnson City

Cozy little house in Johnson City
Johnson City
8.4 out of 10, Very good, (13 reviews)
"Good place to stay for graduation weekend. "
United States
Steven
The price is NZ$191
includes taxes & fees
22 Feb - 23 Feb
Cozy little house in Johnson City

Spencer Village Colonial 4

Spencer Village Colonial 4
Spencer
10.0 out of 10, Exceptional, (20 reviews)
"Centrally located, beautiful, historic property within walking distance of a diner and a convenience store as well as a small grocery store. "
United States
Mary Ann R.
The price is NZ$565
includes taxes & fees
4 Mar - 5 Mar
Spencer Village Colonial 4

1 Bedroom with a country view

1 Bedroom with a country view
Spencer
10.0 out of 10, Exceptional, (48 reviews)
"very clean , would stay again 5 stars "
United States
Edward G.
The price is NZ$295
includes taxes & fees
21 Feb - 22 Feb
1 Bedroom with a country view

The Bullpen at The Yellow Barn Estate

The Bullpen at The Yellow Barn Estate
Freeville
The price is NZ$282
includes taxes & fees
21 Feb - 22 Feb
The Bullpen at The Yellow Barn Estate

Cozy Slope Side Retreat: Ski/Sun/College Trips/Girls Trip/Upstate Getaway

Cozy Slope Side Retreat: Ski/Sun/College Trips/Girls Trip/Upstate Getaway
Cortland
10.0 out of 10, Exceptional, (1 review)
"It was very nice. Nancy was a doll. She helped us out in so many ways. Thank you again Nancy your place is beautiful."
United States
Kelly C.
The price is NZ$450
includes taxes & fees
6 Mar - 7 Mar
Cozy Slope Side Retreat: Ski/Sun/College Trips/Girls Trip/Upstate Getaway

Chic Greek Peak Ski Resort Townhome w/ Balconies!

Chic Greek Peak Ski Resort Townhome w/ Balconies!
4.0 star property
Cortland
8.0 out of 10, Very good, (4 reviews)
"A fantastic experience all around great communication through texting and emails. Let me know all the details. Everything was very clean. You felt like you were staying at a friend’s house. We will definitely come back again."
United States
Jim
The price is NZ$1,023
includes taxes & fees
23 Feb - 24 Feb
Chic Greek Peak Ski Resort Townhome w/ Balconies!

LOCATION, LOCATION, LOCATION!

LOCATION, LOCATION, LOCATION!
Cortland
The price is NZ$354
includes taxes & fees
3 Mar - 4 Mar
LOCATION, LOCATION, LOCATION!

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

Near Ithaca!Hot Tub! LRG Home!Sleeps 14! Dogs ok!
Newfield
10.0 out of 10, Exceptional, (12 reviews)
"Great property for a large group. Very clean and spacious! Outdoor fire pit was a hit with our group! I would highly recommend this home:)"
United States
Michelle M.
The price is NZ$1,179
includes taxes & fees
23 Feb - 24 Feb
Near Ithaca!Hot Tub! LRG Home!Sleeps 14! Dogs ok!

3-bedroom pet friendly house in centrally located Johnson City. 1 mi. from SUNY.

3-bedroom pet friendly house in centrally located Johnson City. 1 mi. from SUNY.
Johnson City
9.4 out of 10, Exceptional, (3 reviews)
"Comfortable space, good communication"
United States
Erica J.
The price is NZ$450
includes taxes & fees
22 Feb - 23 Feb
3-bedroom pet friendly house in centrally located Johnson City. 1 mi. from SUNY.

Your Cortland Base Near SUNY

Your Cortland Base Near SUNY
Cortland
10.0 out of 10, Exceptional, (1 review)
"Michelle was super friendly and welcoming. The house is up to date, nicely decorated and very cozy. It was a great spot to check out Cortland and ski and snow tube at Greek Peak! "
United States
Jane K.
The price is NZ$875
includes taxes & fees
2 Mar - 3 Mar
Your Cortland Base Near SUNY
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Berkshire Hotel Reviews

Find out more about Berkshire

Everything you need to know about Berkshire holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Berkshire holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Berkshire holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Berkshire holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Berkshire. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Berkshire holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Berkshire holiday rentals we have selected for you start as low as NZ$296 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Berkshire rentals

At Expedia, we put the best Berkshire holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Berkshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Berkshire holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Berkshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Berkshire?

Yes, there are holiday rentals close to the most popular sights in Berkshire, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Berkshire has to offer?

Cozy 3 Bedroom House in Downtown Ithaca: This holiday home rental outside of Berkshire offers a garden, a BBQ 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 that you can cook with friends or family. Make the most of 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 wider area, you’ll find Greek Peak Mountain Resort and En-Joie Golf Course.

What are holiday rentals like in Berkshire?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Berkshire. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.