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Compare Vacation Homes in Chesterfield with updated reviews, rates, and availability.

"Property was very nice Kirchen could use some additons -starting with a ladle "

AED 841 total

includes taxes & fees

13 Feb - 14 Feb

"Cute property tucked away in a quiet neighborhood. Had the feel of a remote, rural cabin but super close to town and amenities. Check out the neighborhood general store across the street for coffee and breakfast. The couple that own and run it were super helpful."

Best night's sleep on king size sleigh bed

"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."

AED 759 total

includes taxes & fees

13 Feb - 14 Feb

Charlemont Vacation Rental | 4BR | 2BA | 3,000 Sq Ft | Stairs Required

"Our group was 7 adults and 1 dog for a ski weekend and we were very pleased with our stay. The house was clean, cozy, well-stocked, and comfortable for all of us to cook, eat and socialize together. We loved the ample supply of board games, clean and modern bathrooms, the wood burning stove, and historic charm of the house. The host was very responsive and made it easy to contact him if we needed anything. We would absolutely consider this property again when visiting in the future. "

"I booked the weekend for my girlfriends birthday with a couple of her friends. The game room was a massive hit as was the propane fireplace outside. We also enjoyed watching the snow fall on the frozen lake. William was very responsive to messages and calls. We enjoyed our stay immensely and are hoping to come back in the summer"

"It was just as shown in the listing. Overall was very clean and comfortable. Futon took a little figuring out to get set up and securing the shower curtain to prevent spilling water on the bathroom floor took a do-over and some clean-up, but in general was very happy with our stay and the host was very courteous and responsive."

AED 792 total

includes taxes & fees

18 Feb - 19 Feb

"Fantastic, large house with tons of places to explore in the house and on the property. We came for a long weekend with 3 families and both the adults and kids felt quickly at home and really enjoyed our stay. We cannot wait to some back!"

"A great place for a family stay in downtown Amherst. "

AED 1,674 total

includes taxes & fees

3 Mar - 4 Mar

The Valley is known for our picturesque red tobacco barns and expansive cornfields.

"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "

"We have been staying here at least once a year to ski at the nearby mountains for the past several years. The home is spotless and the amenities are top notch. The house has everything you need to cook a great meal, a huge TV for a cozy movie night, comfortable king beds and the awesome, squeaky clean hot tub. The home is far enough out of town so you feel like you're getting away, while being minutes away from attractions, restaurants and stores. Thank you for sharing your home! We're already...

Easthampton Vacation Rental | 3BR | 1BA | 988 Sq Ft | 3 Steps

"Property was nice, clean, easy access to many places. Huge back yard, we had 5 adults, plenty of room for us. It was winter, so we did not utilize the screen porch or the deck so much, this would be a great place for summer visits. Overall, not a bad choice if you want a place to stay in Easthampton. "

"As advertised "

"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...

"The house was perfect for us. Spacious, clean, comfortable. Beds comfortable. Bathrooms really nice. The road in the development is dirt, a 4wd is needed as stated. It was muddy and rutty on arrival, then snow and ice , but do-able. Great house. Would recommend "

Bike ride on the Norwottuck Rail Trail( entrance to trail 2-minutes from the house) to the CT River- Bring your bikes and enjoy!

"Wonderful, updated and well-stocked kitchen and IMMENSE refrigerator helped with making four mammoth feasts in a row for family, with grandkids and pooches underfoot. Terrific location, beautifully appointed house, and Colleen could not possibly be more responsive. Thanks for having us!!!"

"Clean and neat. Owner was very nice and easy to communicate with. "

AED 1,044 total

includes taxes & fees

13 Feb - 14 Feb

Cummington Vacation Rental | 4BR | 3BA | 2,900 Sq Ft | Steps Required to Access

"This place was spectacular. Definitely suggest staying here if you're looking in the area. Everything was spotless. "

Westfield Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required

"Loved our stay at this adorable ranch home. Cute and comfy and clean. "

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Other property types in Chesterfield

"Property was very nice Kirchen could use some additons -starting with a ladle "

AED 841 total

includes taxes & fees

13 Feb - 14 Feb

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

"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."

Search Vacation Homes in Chesterfield

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Compare Vacation Homes in Chesterfield with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

Peace and quiet on the lake

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Charlemont Retreat on Chickley River w/ EV Charger

Berkshires Lakefront Retreat

Lovely 2nd Floor Apartment

Amore Estate - beautiful room with many places to explore and relax in.

Charming 4Bds+1crib house with patio Amherst Center

Spacious 5-bedroom house steps from UMass Campus, with large backyard.

Large Home in Greenfield Sleeps 8, w/4 bedrooms & 3 baths

Amherst, Perfect Location, UMass, Smith, MHC!

Hearts Desire is a furnished whole house in a small, colorful garden center.

Massachusetts Vacation Rental w/ Deck

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Pristine Home In Becket Woods

Quintessential 6-BR Berkshires Lodge

Hadley Amherst Location.Explore the Valley Colleges!

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Massachusetts Vacation Rental w/ Deck & Grill

Historic Farmhouse Near Mountains & Colleges!

Other property types in Chesterfield

Berkshire Village Carriage House - Super Private!!

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

Pristine Home In Becket Woods

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