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East Nassau Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for East Nassau vacation rentals

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,712 reviews)
"Very pleased with our stay -great place for the family we will G-d willing return"
United States
Denton
The price is CA $123
CA $153 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,180 reviews)
"Our visit was very nice. Facilities were beautiful!"
United States
marilyn
The price is CA $121
CA $167 total
includes taxes & fees
Oct 18 - Oct 19
Berkshire Mountain Lodge
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

3. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is CA $318
CA $788 total
includes taxes & fees
Oct 8 - Oct 9
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

4. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.8 out of 10, Exceptional, (7 reviews)
"The host was extremely communicative and went above and beyond to ensure guest comfort."
United States
Diego G.
The price is CA $250
CA $800 total
includes taxes & fees
Oct 8 - Oct 9
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
A white two-story house with a porch, surrounded by trees and a hill.

5. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley
Canaan
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
United States
Christine C.
The price is CA $321
CA $711 total
includes taxes & fees
Nov 2 - Nov 3
1789 Shaker Farmhouse in Berkshires/Hudson Valley
A room with a sofa, a TV, a wooden floor, and a balcony with a view of trees.

6. Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is CA $1,276
CA $2,668 total
includes taxes & fees
Nov 2 - Nov 3
Berkshires farm, 30+ guests, 50 acres
A wooden cabin with a porch, a door, and a window.

7. Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (18 reviews)
"This was a dash away and perfect! "
United States
Linda R.
The price is CA $178
CA $260 total
includes taxes & fees
Oct 8 - Oct 9
Taborton Harvest Boulder Pines Cabin in the woods
A sign for The Stephentown Hotel with a depiction of a red building and mountains.

8. 2 Bed Berkshire Getaway @ Stephentown Hotel

2 Bed Berkshire Getaway @ Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (7 reviews)
"This place is amazing! It is so clean and updated with lots of amenities! Lots of arcade games in the apartment thatthe whole family enjoyed! It's a quick trip to jimney peak to ski it's just down the road. Great restaurants nearby. Definitely recommend this place."
United States
elizabeth r.
The price is CA $199
CA $395 total
includes taxes & fees
Oct 20 - Oct 21
2 Bed Berkshire Getaway @ Stephentown Hotel
A patio with a wooden table and benches, a grill, and a garden with trees and flowers.

9. NEW RENO Historic Creamery in Berkshires w/hot tub

NEW RENO Historic Creamery in Berkshires w/hot tub
New Lebanon
10.0 out of 10, Exceptional, (8 reviews)
"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "
United States
Anonymous traveller
The price is CA $396
CA $824 total
includes taxes & fees
Oct 27 - Oct 28
NEW RENO Historic Creamery in Berkshires w/hot tub
A patio with stone flooring, wicker chairs, and a red umbrella. A lake with a dock and a small boat is visible in the background.

10. A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
Averill Park
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."
United States
KenD
The price is CA $449
CA $1,065 total
includes taxes & fees
Oct 8 - Oct 9
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
A snow-covered outdoor area with a fire pit, tables, and chairs.

11. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is CA $177
CA $367 total
includes taxes & fees
Oct 8 - Oct 9
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

12. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is CA $894
CA $1,633 total
includes taxes & fees
Oct 20 - Oct 21
Hancock Village Inn Near Jiminy Peak
A modern building with a wooden deck and a door.

13. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
The price is CA $450
CA $985 total
includes taxes & fees
Oct 12 - Oct 13
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

14. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is CA $99
CA $289 total
includes taxes & fees
Oct 8 - Oct 9
NEW RENO - Chalet-style farm loft near Tanglewood
A rustic cabin interior with a stone fireplace, wooden beams, a bar area, and a cozy seating arrangement.

15. A stunning, modern Lodge with rustic charm at June Farms!

A stunning, modern Lodge with rustic charm at June Farms!
West Sand Lake
10.0 out of 10, Exceptional, (5 reviews)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
United States
LisaL
The price is CA $629
CA $1,123 total
includes taxes & fees
Nov 3 - Nov 4
A stunning, modern Lodge with rustic charm at June Farms!
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

16. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.6 out of 10, Exceptional, (7 reviews)
"Excellent communication with our host and property exactly as described. Easy check in/check out."
United States
Jillian G.
The price is CA $217
CA $452 total
includes taxes & fees
Oct 8 - Oct 9
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

17. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Hancock
9.6 out of 10, Exceptional, (33 reviews)
"The suite was a great. Comfortable, clean and decorated very nicely. Bed was very comfortable with nice linens and pillows. "
United States
Eileen O.
The price is CA $177
CA $365 total
includes taxes & fees
Oct 8 - Oct 9
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
A mobile home with a covered patio area, surrounded by trees.

18. Luxury, modern AIRSTREAM at June Farms!

Luxury, modern AIRSTREAM at June Farms!
West Sand Lake
9.8 out of 10, Exceptional, (7 reviews)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
United States
StephenS
The price is CA $393
CA $757 total
includes taxes & fees
Nov 2 - Nov 3
Luxury, modern AIRSTREAM at June Farms!
A spacious room with a wooden ceiling, large windows, and a chandelier.

19. Luxury Barn Retreat — All-Season Escape Awaits!

Luxury Barn Retreat — All-Season Escape Awaits!
East Chatham
10.0 out of 10, Exceptional, (3 reviews)
"Peaceful weekend spot"
United States
Michael T.
The price is CA $604
CA $1,055 total
includes taxes & fees
Oct 8 - Oct 9
Luxury Barn Retreat — All-Season Escape Awaits!
A modern wooden cabin with a hot tub, wooden deck, and a covered seating area.

20. BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is CA $354
CA $449 total
includes taxes & fees
Oct 8 - Oct 9
BLUSH: Boutique TINY home*private spa*walk to town
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 East Nassau Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"
Frank 2-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Find out more about East Nassau

Everything you need to know about East Nassau vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the East Nassau vacation rental for you. At Expedia, you can take your pick from private vacation 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 East Nassau vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

East Nassau vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Nassau. 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 East Nassau vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of East Nassau vacation rentals we have selected for you start as low as CA $153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on East Nassau rentals

At Expedia, we put the best East Nassau vacation 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 East Nassau 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 East Nassau vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Nassau. 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 a vacation rental in East Nassau?

Yes, we offer vacation rentals near popular local attractions in East Nassau, or you can go with a secluded option if you want a relaxing place to stay.

What's the top vacation rental in East Nassau?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home near East Nassau is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in East Nassau?

Explore the area and family-friendly sights such as Bousquet Ski Area, or get out into nature at a spot like Kinderhook Lake. In the larger area, you’ll find Hancock Shaker Village and Jiminy Peak Mountain Resort.

What are vacation rentals like in East Nassau?

Vacation rentals are privately owned properties you can stay in for several days or longer in East Nassau. Vacation rentals offer extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.