Search the Best Cabins in Chesterfield

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

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (214)
"Cabin was exactly what we were looking for in a weekend away. Great location, quiet, and had everything we needed. Hope to go back again soon! "
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (40)
"We had a great time here and the hosts were friendly and accommodating of our request for a later checkout. Our only complaint is the 325 cleaning fee, which is excessive given how much cleaning guests are asked to do (and given that one of the bathrooms was not even perfectly clean upon arrival). We would otherwise happily consider a future stay."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Bear Creek Cabin

9.8 out of 10, Exceptional, (29)
"Enjoyed our stay"
The price is $586
includes taxes & fees
$525 per night
May 1 - May 2
Bear Creek Cabin

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

10.0 out of 10, Exceptional, (24)
"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (11)
"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."
Berkshires Cabin 2 Mi to Appalachian Trail!

East Otis Reservoir Cabin w/ Porch - Walk to Lake!

8.4 out of 10, Very Good, (8)
"Lovely cottage. Very clean. Everything we needed. We had a great time!"
East Otis Reservoir Cabin w/ Porch - Walk to Lake!

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

9.6 out of 10, Exceptional, (59)
"Great"
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

9.0 out of 10, Wonderful, (30)
"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...
Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

A-Frame Cabin w/ Furnished Deck in Becket!

8.4 out of 10, Very Good, (7)
"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!"
A-Frame Cabin w/ Furnished Deck in Becket!

Lakefront Westhampton Cabin w/ Beach + Kayaks!

10.0 out of 10, Exceptional, (7)
"Loved our stay. "
Lakefront Westhampton Cabin w/ Beach + Kayaks!

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

9.8 out of 10, Exceptional, (56)
"Needed some time away back in New England and this was the perfect spot. Very comfortable, quiet and clean. Within a mixed vacation home residential area on a lake it was very quiet in the fall, but likely more bustling in the summer, but it is in a lake community. Nice, well built log cabin, clean and maintained. The owner communicated everything well and is easy to contact. The cabin are very close to Hinsdale and Dalton which has more amenities. Many state parks, woods and conservation lands...
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

Serene Acreage - Pond - Hiking Trails Nearby

10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby

Shelburne Studio Cabin w/ Spring-Fed Pool!

8.4 out of 10, Very Good, (12)
"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."
Shelburne Studio Cabin w/ Spring-Fed Pool!
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.
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Other property types in Chesterfield

comfort, luxury, privacy

9.8 out of 10, Exceptional, (57)
"Our stay was great. The space was comfortable and cozy. Was nice to have a kitchen to cook a little and they included fresh eggs with other snacks to make it welcoming. "
comfort, luxury, privacy

Deluxe Queen Room with 2 Queen Beds

2.0 star property
The price is $155
includes taxes & fees
$139 per night
May 1 - May 2
Deluxe Queen Room with 2 Queen Beds

Cheerful 1 bedroom

9.8 out of 10, Exceptional, (34)
"This small house was a perfect place for me and my dogs to stay during my trip to Western MA. It is quiet and convenient to shopping, restaurants etc. The fenced yard is very big and perfect for my two dogs to run and play. Full size kitchen with disposal and dishwasher made life easy. Great stacked washer and dryer in the bathroom. Would definitely stay here again!"
Cheerful 1 bedroom
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.

Frequently asked questions

What are the best cabins near Chesterfield?
Discover the great outdoors without surrendering home comforts at one of our 245 cabins in and around Chesterfield. Whether you have adventure or relaxation on your mind, Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East offers plenty of both. Alternatively, spend your break at This Is It Fabulous Vermont Cabin W and enjoy staring out at its postcard-worthy surroundings.
Are there cheap cabins in Chesterfield?
For an affordable getaway in the great outdoors, check out our cheap cabins in Chesterfield. Wake in the morning to the sounds of wildlife and birds from one of our cozy stays priced from $586 to $586 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Chesterfield?
If you’ve ever yearned to bunk down in a cabin up in the mountains with only nature and epic views for company, you’re definitely not alone. Cabin - Charming, Quiet, River Front attracts plenty of adventurers. This mountain cabin near Chesterfield offers many conveniences, such as snowsport activities and skiing facilities. Also consider This Is It Fabulous Vermont Cabin W. A wood stove, winery tours and lots of opportunities to discover the surrounding wilderness help make it popular.