The Berkshires Condos

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Featured Condos in The Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

$98 nightly

$110 total

Oct 6 - Oct 7

Total with taxes and fees

This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

$306 nightly

$342 total

Nov 3 - Nov 4

Total with taxes and fees

A gym is featured at this condo, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

$269 nightly

$300 total

Oct 6 - Oct 7

Total with taxes and fees

Ski-in/ski-out access and a gym are featured at this smoke-free condo. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Kitchen

UNIQUE - 1BR Country Condo @ Jiminy Peak

$312 nightly

$349 total

Oct 6 - Oct 7

Total with taxes and fees

This condo features an outdoor pool and an indoor pool. Enjoy the gym and conveniences like a garden and laundry facilities.

Pool

Kitchen

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

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Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a playground and an arcade/game room. A gym and a hot tub are also provided.

Pool

Hot Tub

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

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Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. There's a gym on site, and laundry facilities and concierge services are also offered.

Pool

Hot Tub

Club Wyndham Bentley Brook Resort - 2 Bedroom

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This condo features ski-in/ski-out access, a hot tub, and laundry facilities. Families will appreciate the water park and barbecue grills. Concierge services are provided for your convenience.

Pool

Hot Tub

Club Wyndham Bentley Brook Resort - 2 Bedroom

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This condo features ski-in/ski-out access, a hot tub, and laundry facilities. Families will appreciate the water park and barbecue grills. Concierge services are provided for your convenience.

Pool

Hot Tub

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

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Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. Enjoy the indoor pool and conveniences like a garden and laundry facilities.

Pool

Hot Tub

Tranquil Lakeside Escape in the Berkshires

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A sauna is featured at this condo, along with laundry facilities and barbecue grills.

Pool

Kitchen

Peaceful 1BR Condo with Pond View

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A sauna is featured at this condo, along with laundry facilities and barbecue grills.

Pool

Kitchen

Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool

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A gym is featured at this condo, along with laundry facilities.

Air conditioning

Laundry

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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.

Top Family Friendly Condos in The Berkshires

Williamstown Motel

295 Main Street, Route 2, Williamstown, MA

$73 nightly

$82 total

Nov 4 - Nov 5

Total with taxes and fees

9.2/10 Wonderful! (301 reviews)

Find Condos with a Pool in The Berkshires

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

$129 nightly

$144 total

Oct 5 - Oct 6

Total with taxes and fees

9/10 Wonderful! (1,014 reviews)

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.

What is the price range for condos in The Berkshires?

Travelocity has plenty of tempting deals on The Berkshires condo rentals for you to choose from. They range from $70 to $349. Prices and availability are subject to change. Additional terms may apply.

How many The Berkshires condos are there?

At Travelocity, there are 62 condo rentals in The Berkshires—dive into your dream vacation!

How can I find cheap beach condo rentals in The Berkshires?

It’s easy to find cheap condo rentals in The Berkshires on Travelocity. Just enter your travel dates and hit search. You can organize your results using the best filters for you and sort by price or by budget. If you want a cheaper break in The Berkshires, consider staying in —when it’s quieter and fewer people visit.

What are the benefits of The Berkshires condo rentals?

If you want the luxury of a hotel with all the comforts of home, book a The Berkshires condo rental. In your own slice of paradise, you can cook what you like and stay together with friends and family in multiple bedrooms, comfortable living spaces, and a whole lot of privacy.

What amenities are in a beachfront The Berkshires condo rental?

The Berkshires condos on the beach have all kinds of cool extras that elevate your vacation. Take your pick from a wide range of amenities from pet-friendly condos, rentals with hot tubs, oceanfront condos with astounding views, and places with pools—and much, much more.

Are any The Berkshires condo rentals pet-friendly?

Bring your four-legged friend on your The Berkshires vacation and stay in a pet-friendly condo. They’re easy to find: You just need to hit the pet-friendly filter in your search then choose the condo that fits your bill.

How can I find family-friendly condos in The Berkshires?

Whether it’s a big family get-together or a quick weekend escape with the little ones, there are loads of The Berkshires condos that welcome families with open arms. When you’ve entered your travel dates, click the family-friendly filter—you might also find it useful to enter your guest numbers, so you can find a condo that fits everyone.

Are there luxury condos available in The Berkshires?

There are some divine luxury beachfront condo rentals in The Berkshires! To find your answer to perfection, sort your results by rating, read our guest reviews, and check out the accommodation photos to know your chosen condo exceeds your expectations!

How to find the best condo in The Berkshires on Travelocity?

Finding your perfect The Berkshires condo is easy with Travelocity. Just enter your travel dates and hit search. With a fantastic selection of deals at your fingertips, all you need to do is add filters to build your dream getaway.