Top Rated Activities & Tours in The Berkshires
The Berkshires Vacation Rentals, Hotels, & Places to Stay
About The Berkshires Vacation Rentals
There are more than 1722 places to stay that are available in The Berkshires. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in The Berkshires.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in The Berkshires, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in The Berkshires. Places to stay near The Berkshires are 1049.82 ft² on average, with prices averaging US $466 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in The Berkshires. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in The Berkshires
| Type | Count |
|---|---|
| Vacation Homes | 904 |
| Holiday Apartments | 193 |
| Cottages | 79 |
| Villas | 12 |
Use these Quick Filters to Find a Vacation Rental in The Berkshires
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in The Berkshires today.
Weather in The Berkshires, MA
View the weather forecast for The Berkshires before booking your The Berkshires Vacation Rentals to confirm your best time to go.
Top Attractions Around The Berkshires, MA
Varoom offers a large selection of top attractions around The Berkshires . Research things to do on your vacation before you visit The Berkshires.
Other Places to Stay in The Berkshires, MA
Complexes around The Berkshires, MA
Frequently Asked Questions About The Berkshires?
What are the top vacation rentals in The Berkshires?
We have scoured the web to find you options in The Berkshires. If you plan on staying near or in the The Berkshires area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in The Berkshires:
- Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
- “Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway
- 4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
- Unique Condo, Quiet Neighborhood, Walk to Town.
- Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!
- Location! Location! Berkshire Glamour (and comfort) Meets Town And Country
- Devonfield Inn B&B
- A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
- St Anne`s Manor | Walk to Downtown! Sleeps 8
- Cozy Monterey Family Chalet, Minutes From Lake & 10 Minutes From Butternut!
How many vacation rentals have private pools in The Berkshires?
We have found 124 places to stay that feature a private swimming pool in or near The Berkshires. Some of the best places to stay that feature or have access to a swimming pool are:
- Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
- Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor
- Romantic weekend getaway for two! featuring a fireplace and hot tub,
- Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4
Which vacation homes in The Berkshires are best for families?
If you are looking for a place to stay that is family-friendly in The Berkshires, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in The Berkshires:
- Charming Cottage, New Marlborough Village Green in the Berkshires
- Downtown Great Barrington Enjoy Mountain Views
- The Red Door B&B
How many Varoom vacation rentals are available in The Berkshires?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 1722 in the The Berkshires area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in The Berkshires.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Sherwood Forest Vacation Rentals in Massachusetts | 71 |
