What are the top rated Cottage Rentals in Berkshire?

There are a lot of options in Berkshire. If you plan on staying in the Berkshire area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Berkshire: <a href="/property/phineas-swann-inn-spa/EP-3483870" class="class="static-page-link"">Phineas Swann Inn &amp; Spa</a> <a href="/property/rustic-vermont-barn-home-near-jay-peak-w-pizza-oven/HA-321933713" class="class="static-page-link"">Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven</a> <a href="/property/edelweiss-a-luxurious-5-bed-ski-chalet-5-mins-to-jay-peak-vermont/HA-3213582980" class="class="static-page-link"">Edelweiss! A Luxurious 5 Bed Ski Chalet 5 Mins to Jay Peak, Vermont</a> <a href="/property/serene-modern-yurt-w-wi-fi-hot-tub-and-mountain-views/HA-3213152894" class="class="static-page-link"">Serene Modern Yurt w/Wi-fi, Hot Tub and Mountain Views</a> <a href="/property/circa-1850s-fully-renovated-vermont-farmhouse-less-than-15-miles-from-jay-peak/HA-3213188161" class="class="static-page-link"">Circa 1850s fully renovated Vermont farmhouse less than 15 miles from Jay Peak</a> <a href="/property/pet-friendly-home-w-deck-4-mi-to-jay-peak-resort/HA-1219904177" class="class="static-page-link"">Pet-Friendly Home w/Deck: 4 Mi to Jay Peak Resort</a> <a href="/property/upscale-montgomery-cabin-near-jay-peak-resort/HA-1217641890" class="class="static-page-link"">Upscale Montgomery Cabin, Near Jay Peak Resort!</a> <a href="/property/cozy-apartment-thats-conveniently-located-just-on-the-edge-of-town/HA-3213818510" class="class="static-page-link"">Cozy apartment that’s conveniently located just on the edge of town.</a> <a href="/property/cozy-modern-3-bedroom-cabin-mountain-views-just-20-minutes-from-jay-peak/HA-3213578374" class="class="static-page-link"">Cozy Modern 3-bedroom cabin, mountain views just 20 minutes from Jay Peak.</a> <a href="/property/stay-near-jay-peak-at-your-own-private-cabin-with-18-brookside-acres/HA-3213030724" class="class="static-page-link"">Stay near Jay Peak at your own private cabin with 18 brookside acres!</a>

How much does it cost to rent a cottage in Berkshire?

The average cost for a cottage rental in Berkshire is $285 per night. 7oceanvacation has a wide list of great cottages near Berkshire that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Berkshire that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Berkshire to find one that works for you.

Are there quality cottages in Berkshire that have indoor swimming pools?

As of 2026, the data from 7oceanvacation shows that there are Over 6 private swimming pools or cottages with indoor pools in the Berkshire area along with other great amenities.

Berkshire Cottage Rentals By Owner

Charming Lakehouse private yard, boat dock/wifi.

From US $245

9.8 (6 Reviews)

Cottage

Charming Lakehouse private yard, boat dock/wifi.

Air Conditioner
Parking
Pet Friendly

Berkshire Cottage Rentals & Holiday Homes

Find the best cottages in Berkshire - We found 6 exact matches

When do you want to travel?