Help on Feeds

Vacation Rentals in Pittsfield, Vermont

about Pittsfield

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Pittsfield, Vermont vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Pittsfield are added and updated every week!

Compared to hotels, Pittsfield vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Pittsfield, Vermont Vacation Rentals and Tourism

more destinations

Check out more areas which feature homes, villas, cabins, cottages, or condos.

Pittsfield things to do


Pico Mountain At Killington

To Hell with skiing here in the winter, they have the Alpine Slide (summer only) which is a terribly fun way to spend a beautiful day in Vermont. Keep more


Root's Ski & Snowboard Shop

Friendly staff, reliable rentals, we love coming here every trip to Killington! just wish they accepted amexread more


Green Mountain National

We played this course memorial day weekend (very early season). The course was wet but playable and better that other courses in the area at the same time, more


BigTown Gallery

Best gallery in town, make sure you make it a destination and check out the many special events. The music fest during the summer is really more


Killington Resort

Second time here, although this time I actually know what I'm doing on the snowboard. The trails are well groomed, this last weekend I went it wasn' more


Kent Pond

Beautiful pond with easy access. Worth a detour of of 4 to stop by. It is really close to 4. There is a boat ramp area here. Was told that there is more


Green Mountain Bicycles

Hands-down, my favorite like shop of all time. Doon and his crew carry an extensive selection of mountain, road, and hybrid bikes. They ride what they sell, more


Tweed River Tubing

Randomly stopped by a river and saw some people with tubes and this lady told us there was one closeby so we drove and got here! It was Monday so tubes more


Gifford State Park

Just checked out this State Park and found that there are many spots to rent and camp within the woods. From there you can venture on to various more


Norman Rockwell Museum of Vermont

This is vastly different than the museum in Stockbridge, MA. This is much more of a roadside attraction type of place. Admission is cheap, and more


Spa At the Woods the

I had a pedicure with Jen, and it couldn't have been a better experience. She was very calm and peaceful during the entire process; she clearly knows more


Vermont River Tubing

Great time with my 6-year-old. We took our time coming down the river and spent 4 hours floating and swimming. Next time I'd probably rent a paddle to go more


New Life Hiking Spa

The food is portion controlled which means , not the quantity we have become so used to but the high quality more than makes up for the amount served. more


Killington Boot Camp

Killington Boot Camp rocks! Beth is a fantastic, high energy instructor, and she can handle people at all levels of fitness. Looking forward to signing more


Green Mountain Rock Climbing Center

Very fun, friendly staff and GREAT military discount! Our kids loved it!read more

powered by:
rental results


Weekly rate:

Min $0, Max $4000


Bedrooms: Min 0, Max 5


Property Type:


has photos
has calendar
has swimming pool
has hot tub
pets allowed
owner badge

* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Cedar Rock Chalet - New Outdoor Hot Tub - 15 Min to Killington
Pittsfield Chalet Rental Picture
  • bedrooms 3
  • rental type Chalet
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $264 - $480 /nt
    $1,584 - $3,360 /wk
    $5,069 - $10,752 /mth

29 reviews write a review

Mountain Chalet - Killington Area
Pittsfield Chalet Rental Picture
  • bedrooms 4
  • rental type Chalet
  • owner badgeowner badge
  • sleeps 9
  • baths 2
  • rates (USD) $150 - $400 /nt

3 reviews write a review