Search Cabin Rentals in Chesterfield

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check availability on Cabin Rentals in Chesterfield

Compare 13 Cabin Rentals in Chesterfield with updated reviews, rates, and availability.

Otis Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Stairs to Access

"The hosts were extremely responsive and helpful, providing us with hiking ideas, questions regarding the house and suggesting best shopping spots for incidentals. The living room was cozy, seating five comfortably. The kitchen was well stocked so cooking a Thanksgiving meal was a pleasure. We thoroughly enjoyed ourselves."

Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

"We had a wonderful stay. The cabin was clean and comfortable! "

"It was beautiful to wake up the first morning to see freshly fallen snow! Easy to get to, lots for the kids to do, wonderful place to share with my family for Thanksgiving! Only thing that I would change is having wood in the wood holder by the stove so that we didn’t have to carry it in. Would recommend to others. "

SAR 2,239 total

includes taxes & fees

11 Jan - 12 Jan

"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"

"Wonderful accommodation."

"My partner and I really enjoyed our relaxing stay at this quaint cottage. It was clean, comfortable, and tucked away in a very quiet area. It was easy to get to restaurants and theaters in Pittsfield / Lenox / Stockbridge. The hot tub was also a great way to spend a cozy fall afternoon!"

"Great"

Becket Vacation Rental | 2BR | 1BA | 1,100 Sq Ft | Stairs Required to Enter

"This A-frame cabin was the perfect location for some Berkshire R&R. Close to so many of western MA's greatest attractions, we had a great time visiting Tanglewood and museums, and touring local towns and restaurants. The property was clean, as described, and very comfortable. Communicating with our hosts was very simple. We will be happy to return!"

East Otis Vacation Rental | 2BR | 1BA | 720 Sq Ft | 2 Steps for Entry

"Lovely cottage. Very clean. Everything we needed. We had a great time!"

Cozy log cabin nestled among snow covered trees. The perfect winter wonderland!

"We pulled in to a lighted log cabin that was lit by lights around the porch. You feel as if you are alone in the middle of the woods. It seemed all the restaurants were 20 minutes away. No shortage of good restaurants. We went to Tanglewood twice and what a treat. We saw Kool and the Gang and John Baptiste. Great performers playing in the Berkshires."

Goshen Vacation Rental | 2BR | 1BA | 725 Sq Ft | Stairs Required for Access

"This Pet-Friendly Cabin was very cozy. It is in a woodland neighbor of cabins, but it feels very secluded. Nobody was at the one cabin that we could see. The weather was cool while we were there, so we enjoyed a campfire outside and one in the indoor fireplace. The cabin was decorated by someone like my grandma who was obsessed with bears and apples. The cabin is a short stroll from a lake with a beach. Although our overall experience was good, there are few negatives. First, there are no...

Westhampton Vacation Rental | 3BR | 1.5BA | Stairs Required | 1,705 Sq Ft

"Loved our stay. "

A floor-to-ceiling fieldstone fireplace highlights the living space.

"Perfect little cabin in the woods. You feel a million miles away from the hustle and bustle of a busy town yet you’re right around to corner to a lot of conveniences. Love it."

Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chesterfield

"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "

SAR 851 total

includes taxes & fees

12 Jan - 13 Jan

"We had a wonderful stay. The cabin was clean and comfortable! "

"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"