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

9.8 out of 10, Exceptional, (136 reviews)
"Excellent host. Very accommodating. House is bigger then it looks. Very cozy and highly recommend. Warm and welcoming feeling all throughout the house "
United States
Thomas N.
The price is AU$471
includes taxes & fees
5 Mar - 6 Mar
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY
10.0 out of 10, Exceptional, (73 reviews)
"Clean, quiet and comfortable stay"
United States
Jean C.
The price is AU$337
includes taxes & fees
5 Mar - 6 Mar
*Newly renovated* guesthouse with beautiful views
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 AU$343
includes taxes & fees
2 Apr - 3 Apr
Cozy 2-bedroom cabin in Vestal NY
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 AU$302
includes taxes & fees
5 Mar - 6 Mar
One room cabin with bathroom
10.0 out of 10, Exceptional, (53 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 AU$276
includes taxes & fees
5 Mar - 6 Mar
600 Sq. ft Cabin with King Size Bed - Quiet Location, Close to Skiing
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 AU$281
includes taxes & fees
8 Mar - 9 Mar
Beautiful 2nd story apartment 10 minutes from 2 state parks.
10.0 out of 10, Exceptional, (35 reviews)
"Great stay "
United States
Marina H.
The price is AU$265
includes taxes & fees
8 Mar - 9 Mar
Your Home away from Home! Conveniently, centrally located, village home
10.0 out of 10, Exceptional, (16 reviews)
"Anniversary weekend getaway "
United States
Kayla M.
The price is AU$216
includes taxes & fees
17 Mar - 18 Mar
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
9.6 out of 10, Exceptional, (12 reviews)
"Place was clean and worked out great with the dogs"
United States
Brenda S.
The price is AU$447
includes taxes & fees
6 Mar - 7 Mar
Greenwood At Entangled Acres - Log Cabin w\WiFi on 16 Acre Animal Sanctuary
9.8 out of 10, Exceptional, (148 reviews)
"Lovely and unique property in a perfect location for visiting our daughter at Ithaca College"
United States
miriam j.
The price is AU$406
includes taxes & fees
10 Mar - 11 Mar
One-Of-A-Kind Yurt Surrounded by Waterfalls
10.0 out of 10, Exceptional, (7 reviews)
"Great location. Safe area"
United States
Lauralee M.
The price is AU$652
includes taxes & fees
5 Mar - 6 Mar
Charming 2BR condo at Greek Peak near Finger Lakes, Gutchess Sports complex
4.0 star property
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 AU$868
includes taxes & fees
8 Mar - 9 Mar
Chic Greek Peak Ski Resort Townhome w/ Balconies!

Apartment in Cortland

LOCATION, LOCATION, LOCATION!
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 AU$331
includes taxes & fees
11 Mar - 12 Mar
LOCATION, LOCATION, LOCATION!

Apartment in Spencer

1 Bedroom with a country view
10.0 out of 10, Exceptional, (48 reviews)
"very clean , would stay again 5 stars "
United States
Edward G.
The price is AU$253
includes taxes & fees
5 Mar - 6 Mar
1 Bedroom with a country view

Apartment in Spencer

Spencer Village Colonial 4
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 AU$486
includes taxes & fees
5 Mar - 6 Mar
Spencer Village Colonial 4
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 AU$389
includes taxes & fees
5 Mar - 6 Mar
Cozy Slope Side Retreat: Ski/Sun/College Trips/Girls Trip/Upstate Getaway

Holiday Home in Johnson City

Cozy little house in Johnson City
8.4 out of 10, Very good, (13 reviews)
"Good place to stay for graduation weekend. "
United States
Steven
The price is AU$165
includes taxes & fees
5 Mar - 6 Mar
Cozy little house in Johnson City

Holiday Home in Lansing

Lake Living w/ Salt Water Hot Tub
9.8 out of 10, Exceptional, (7 reviews)
"The view next to the lake was spectacular! Great location, it was a wonderful stay. "
United States
Peter V.
The price is AU$1,014
includes taxes & fees
11 Mar - 12 Mar
Lake Living w/ Salt Water Hot Tub
10.0 out of 10, Exceptional, (22 reviews)
"Amazing historic home. Great location, lovely yard for relaxing with friends and family for college football weekend. "
United States
Brooke M.
The price is AU$1,013
includes taxes & fees
8 Mar - 9 Mar
Historical Home in downtown Homer

Holiday Home in Cortland

Your Cortland Base Near SUNY
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 AU$748
includes taxes & fees
5 Mar - 6 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 favourite 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 depend 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 AU$265 per night. Entering your travel dates in the search wizard might find you 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.