Condo Rentals The Berkshires - Best Holiday Rental Condos in The Berkshires

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Our top choices for The Berkshires condo rentals

1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock

Jim H.

includes taxes & fees

1 Sept - 2 Sept

2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

Hancock

J S.

includes taxes & fees

9 Sept - 10 Sept

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Susan S.

includes taxes & fees

8 Sept - 9 Sept

4. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Dover

includes taxes & fees

31 Aug - 1 Sept

5. Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Dover

Emma C.

includes taxes & fees

31 Aug - 1 Sept

6. Expansive 2BR | Sleeps 10 | Ski-In

West Dover

includes taxes & fees

31 Aug - 1 Sept

7. 2BR Loft With Views | Ski-In Access

West Dover

includes taxes & fees

31 Aug - 1 Sept

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Top The Berkshires Hotel Reviews

Berkshires Untold

10/10 Excellent

"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."

Berkshire Mountain Lodge

8/10 Good

"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time in the past 18 months, but the last couple of stays the rooms have been a little musty and damp, despite (or because of?) the a/c being on constantly. ya gotta hold the handle down on the toilet to get a complete flush. no food service, but the is a stop&shop literally across the street… i would still recommend BML for the room rate and location alone…"

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

Find out more about The Berkshires

The Berkshires Condo Rentals information

Number of reviews	131
Accommodation	24 Condo Rentals
Lowest Price	AU$407
Highest Price	AU$817

Frequently asked questions

How much do condos in The Berkshires cost?

Prepare to pay from AU$407 to AU$817 per night for condos in The Berkshires. No matter your budget, the perfect stay is a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in The Berkshires?

Take your pick of 24 condos in The Berkshires. Whether you're getting away with relatives or friends, and wherever you want to go, Expedia can help you secure the ideal space.

What is there to do in The Berkshires near my condo?

Whether you're into dining, sightseeing, museums or malls, The Berkshires is one place where it's difficult to be bored! The terrific city of Williamstown has plenty of things to do and see, including Sterling and Francine Clark Art Institute, Williams College Museum of Art and Williamstown Historical Museum. If you're on your way to Pittsfield, Bousquet Ski Area, Berkshire Museum and Colonial Theatre will fill up your itinerary.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for The Berkshires condo rentals

1. 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2. 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

4. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities