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Vacation Homes in Chesterfield

Relax in a serene space with a comfortable armchair, console table, and lush greenery.

"Easy stay, good location for us. Would stay again. "

$180 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Enjoy the airy feel of this room with a high ceiling and skylight, featuring a balcony with a railing.

"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "

Step out onto the porch and enjoy the fresh air from the comfort of two chairs and a small table.

"Booked this on a college tour with my daughters. Close to Amherst and easy to get to, clean, and cozy. Loved the homemade bread and fresh eggs left for us in the fridge!"

Escape to a serene lakeside retreat surrounded by lush greenery and vibrant flowers.

"Very friendly hosts, great location. "

Guest rooms lead to a covered walkway with a tiled floor.

"The chemical smell in the room was overwhelming. There was no personal contact We called the number provided and was told We would get a full refund."

$119 nightly

Sep 1 - Sep 2

Total includes taxes and fees

Surrounded by lush greenery, this serene property features a beautifully maintained front yard with flowering shrubs and a neatly trimmed lawn.

"It is a quiet and beautiful home. The surrounding nature is peaceful and we saw many kinds of birds."

$347 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Stunning two-story home with a gabled roof and inviting front porch.

"The place was very comfortable and in a great location. "

Enjoy meals in the kitchen with a dining area featuring a table and chairs.

"We stayed for a guys hunting trip and the place was what we needed after a long day"

Enjoy meals and games in this kitchen with a central island and pool table.

"Friends and I were in the area for a concert at Tree House Brewing. This house wasn’t far and it is a gorgeous home. Super clean and had all amenities. Would stay here again!"

$333 nightly

Aug 12 - Aug 13

Total includes taxes and fees

Situated in a wooded area, this cabin features a welcoming front porch and a serene, secluded environment.

"A cozy spot to watch the snow come down!"

Enjoy a functional kitchen with a central island, perfect for meal prep and dining.

"Highly recommend this charming, historic place. Well appointed. Has everything you need for your stay. Cozy…yet plenty of space for everyone. Looks like it was just renovated. Took my daughter and two granddaughters for a ski weekend. Wouldn’t hesitate to come back here. "

Cozy living space with a central island kitchen, spiral staircase, and comfortable seating area.

"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."

Relax in a serene outdoor space with a shaded table and chairs surrounded by lush greenery.

Enjoy meals in this kitchen with an oven, microwave, and stove, adjacent to a dining area with a large window offering a view of the outdoors.

"The house was definitely nice and we enjoyed our stay. I didn’t give it 5 stars because the two downstairs bedrooms had a strong musty smell."

Cozy living area with a central staircase, comfortable seating, and dining space.

Situated on a lush lawn, this charming house features a wrap-around porch and a prominent gable roof.

"Beautiful property with great quality towels, furniture, and amenities. Great views and great location. Would be happy to stay again. "

Explore the serene surroundings of this peaceful outdoor space, featuring a tranquil pond and lush greenery.

"This was our second time staying here and we had a great time!"

$246 nightly

Aug 18 - Aug 19

Total includes taxes and fees

Enjoy cooking in this well-equipped kitchen with a central island, white cabinetry, and a stainless steel range hood.

"Beautiful, spacious house in a great location!"

Relax in a spacious living area with a high ceiling and large windows offering views of the surrounding greenery.

"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."

"We stayed in Holyoke as my daughter was performing at UMASS Amherst and this was a great location only 25 minutes of so away from campus. The home is spacious with two bedrooms and bathrooms. A very clean and well maintained the home. Would definitely recommend and will visit again!! "

$344 nightly

Aug 9 - Aug 10

Total includes taxes and fees