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Berkshire Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Berkshire vacation rentals

A tent with a bed, two chairs, and a patterned rug.

1. Peyper Fields Creekside Camp

Peyper Fields Creekside Camp
1.0 star property
Newark Valley
10.0 out of 10, Exceptional, (15 reviews)
"Clean and comfortable. Thoughtful and needs anticipated. Second stay for us as we visit family nearby."
United States
Mary
The price is ￥16,609
￥18,604 total
includes taxes & fees
Aug 23 - Aug 24
Peyper Fields Creekside Camp
A spacious room with a large window, a sofa, a rocking chair, and a small table with a vase.

2. Countryside Home Near Trails & Finger Lakes Area!

Countryside Home Near Trails & Finger Lakes Area!
3.0 star property
Lisle
The price is ￥27,690
￥64,099 total
includes taxes & fees
Aug 30 - Aug 31
Countryside Home Near Trails & Finger Lakes Area!
A spacious room with a large window, a sofa, a rocking chair, and a small table with a vase.

3. Countryside Home Near Trails & Finger Lakes Area!

Countryside Home Near Trails & Finger Lakes Area!
Richford
The price is ￥20,983
￥64,486 total
includes taxes & fees
Aug 26 - Aug 27
Countryside Home Near Trails & Finger Lakes Area!
A pool with clear water, surrounded by stone tiles and wooden chairs.

4. Scottland Yard Farm's - Upscale Rustic Garden House

Scottland Yard Farm's - Upscale Rustic Garden House
Brooktondale
8.4 out of 10, Very Good, (12 reviews)
"Incredible getaway! Property was beautiful with lots to do close by. Will be going back again next year (or sooner!)"
United States
Anne M.
The price is ￥44,827
￥72,209 total
includes taxes & fees
Aug 24 - Aug 25
Scottland Yard Farm's - Upscale Rustic Garden House
A wooden pathway leading to a rustic cabin surrounded by lush greenery and a clear blue lake.

5. Scottland Yard Farm - The Caretaker's Quarters

Scottland Yard Farm - The Caretaker's Quarters
Brooktondale
10.0 out of 10, Exceptional, (1 review)
"We had a great experience, would definitely recommend to stay here!"
United States
Joseph B.
The price is ￥43,237
￥70,233 total
includes taxes & fees
Aug 23 - Aug 24
Scottland Yard Farm - The Caretaker's Quarters
A pool with clear water, surrounded by stone tiles and wooden chairs.

6. The Wren's Nest at Scottland Yard Farm, a Romantic Cabin

The Wren's Nest at Scottland Yard Farm, a Romantic Cabin
Brooktondale
9.6 out of 10, Exceptional, (9 reviews)
"Lovely and beautiful place to relax in the weekend "
United States
Gift
The price is ￥31,013
￥49,349 total
includes taxes & fees
Aug 24 - Aug 25
The Wren's Nest at Scottland Yard Farm, a Romantic Cabin
A living room with a patterned rug, wooden flooring, a dining table with chairs, a kitchen with wooden cabinets, a refrigerator, and a wall-mounted plant.

7. Charming 2-bedroom apartment in fabulous Willseyville with AC, WiFi

Charming 2-bedroom apartment in fabulous Willseyville with AC, WiFi
Willseyville
10.0 out of 10, Exceptional, (1 review)
"This two bedroom was comfortable, inviting, and well stocked. It was in a great location close to everything we needed. We will definitely be staying here again in the future. Highly recommend!!"
United States
Sherrie W.
The price is ￥17,168
￥29,910 total
includes taxes & fees
Sep 20 - Sep 21
Charming 2-bedroom apartment in fabulous Willseyville with AC, WiFi
A window with a view of a forested area.

8. Family Friendly Cabin - Sleeps 4, Hiking, Mountain Biking, Beautiful & Private

Family Friendly Cabin - Sleeps 4, Hiking, Mountain Biking, Beautiful & Private
Freeville
10.0 out of 10, Exceptional, (22 reviews)
"It was ran by very nice people and the cabin was cleaning immaculate I could not ask for more I will definitely go back and sit in again"
United States
hodari
The price is ￥18,916
￥24,968 total
includes taxes & fees
Aug 23 - Aug 24
Family Friendly Cabin - Sleeps 4, Hiking, Mountain Biking, Beautiful & Private
A wooden cabin with a deck, surrounded by a forest.

9. Morning Glory Camping Pod for 2 in Woodland Campground

Morning Glory Camping Pod for 2 in Woodland Campground
Freeville
10.0 out of 10, Exceptional, (5 reviews)
"Very nice, clean and comfortable "pod" with lantern and night table. Private and very quiet. We really appreciated the shower facility. Conveniently close to Ithaca/Cornell U. Ethay was super responsive and helpful when we approached from a road we were unfamiliar with."
United States
Kristen
The price is ￥12,500
￥17,701 total
includes taxes & fees
Sep 13 - Sep 14
Morning Glory Camping Pod for 2 in Woodland Campground
A wooden cabin entrance with a sign reading "The Love Shack."

10. One Room Log Cabin in beautiful Woodland Campground

One Room Log Cabin in beautiful Woodland Campground
Freeville
10.0 out of 10, Exceptional, (9 reviews)
"So cozy and welcoming! Would stay a million times again!"
United States
Joani L.
The price is ￥18,916
￥26,764 total
includes taxes & fees
Aug 23 - Aug 24
One Room Log Cabin in beautiful Woodland Campground
A wooden cabin with a deck, surrounded by a forest.

11. 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 ￥8,703
￥13,410 total
includes taxes & fees
Aug 30 - Aug 31
Red Eft Rustic Camping Cabin at Camp Earth Connection
A window with a view of a forested area.

12. Cub Cabin: Charming cabin with WiFi in Freeville - perfect for a cozy getaway

Cub Cabin: Charming cabin with WiFi in Freeville - perfect for a cozy getaway
Freeville
10.0 out of 10, Exceptional, (6 reviews)
"Very quiet and peaceful stay. Nice to have the cabin area and still have a campfire outside to cook and relax. Owner was friendly. Would recommend to get away from the bussiness and just unplug"
United States
Philip D.
The price is ￥18,916
￥24,968 total
includes taxes & fees
Aug 23 - Aug 24
Cub Cabin: Charming cabin with WiFi in Freeville - perfect for a cozy getaway
A red cabin with a small porch, surrounded by trees with autumn foliage.

13. Meadow View Rustic Camping Cabin with WiFi

Meadow View Rustic Camping Cabin with WiFi
Freeville
10.0 out of 10, Exceptional, (1 review)
"We had so much fun staying in Meadow Vole. It was the perfect spot for my 8 year-old and me to stay while visiting friends in Ithaca. We loved the setting, the convenience of the cabin, and my daughter was especially taken with Eshay's Red Eft Cafe in the pavilion and the pancake breakfast. We hope to return next year!"
United States
Anne A.
The price is ￥12,717
￥20,657 total
includes taxes & fees
Aug 23 - Aug 24
Meadow View Rustic Camping Cabin with WiFi
A pool with clear water, surrounded by stone tiles and wooden chairs.

14. 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 ￥31,951
￥49,576 total
includes taxes & fees
Aug 30 - Aug 31
The Suite Roost on Scottland Yard Farm
A rustic wooden interior with a dining area, large windows, and a balcony.

15. The Bullpen at The Yellow Barn Estate

The Bullpen at The Yellow Barn Estate
Freeville
10.0 out of 10, Exceptional, (1 review)
"The Yellow Barn Estate enhanced our trip to the Finger Lakes region. I was absolutley clean, comfortable and beautiful. We enjoyed our time both in the area and at the Yellow Barn, We are seriously considering renting the whole place and having a family reunion."
United States
Daniel S.
The price is ￥15,896
￥26,801 total
includes taxes & fees
Sep 2 - Sep 3
The Bullpen at The Yellow Barn Estate
A rustic wooden cabin with a porch and a door, surrounded by lush greenery.

16. 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, (57 reviews)
"Impeccably clean, well stocked, beautiful area, perfect getaway. "
United States
Farhan I.
The price is ￥23,844
￥30,716 total
includes taxes & fees
Aug 23 - Aug 24
600 Sq. ft Cabin with King Size Bed - Quiet Location, Close to Skiing
A wooden cabin with a porch, surrounded by a pond and greenery.

17. One room cabin with bathroom

One room cabin with bathroom
Cortland
10.0 out of 10, Exceptional, (70 reviews)
"Cozy clean and scenic stay! "
United States
Robin G.
The price is ￥23,844
￥33,769 total
includes taxes & fees
Aug 23 - Aug 24
One room cabin with bathroom
A wooden cabin interior with a dining table, chairs, a black refrigerator, wooden cabinets, and a window with blinds.

18. Mountain View Cabin - Best Night's Sleep at Greek Peak!

Mountain View Cabin - Best Night's Sleep at Greek Peak!
Cortland
9.6 out of 10, Exceptional, (13 reviews)
"The cabin was really great, super clean and cozy"
United States
Marissa W.
The price is ￥39,740
￥82,089 total
includes taxes & fees
Aug 24 - Aug 25
Mountain View Cabin - Best Night's Sleep at Greek Peak!
A kitchen with wooden cabinets, a refrigerator, a microwave, a toaster, and hanging pendant lights.

19. 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
8.0 out of 10, Very Good, (7 reviews)
"Cute lil place, easy to get to, nice view of the mountain"
United States
Brittany P.
The price is ￥25,000
￥43,627 total
includes taxes & fees
Sep 17 - Sep 18
Cozy Slope Side Retreat: Ski/Sun/College Trips/Girls Trip/Upstate Getaway
A modern living room with a sofa, coffee table, and chairs. There is a dining area with a table and chairs. Large windows provide natural light and a view of the outdoors.

20. 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, (13 reviews)
"Place was great. "
United States
Brian P.
The price is ￥26,610
￥75,336 total
includes taxes & fees
Sep 20 - Sep 21
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

Microtel Inn & Suites By Wyndham Binghamton

Microtel Inn & Suites By Wyndham Binghamton

8/10 Good
"All in all it was a good stay. The breakfast left a lot to be desired as there were no eggs or sausage. Really no source of protein. So that’s one place the hotel could “up its game”"
Gary 1-night trip
Posted 1 hour ago
Microtel Inn & Suites By Wyndham Binghamton

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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  • 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 Tompkins Cortland Community College.

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.