Search Guest Houses in Chesterfield from CA $130

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Browse Select Chesterfield Guest Houses

Charming home with a welcoming front porch and balcony, surrounded by trees.

"Lovely Inn and very responsive and approachable staff. "

CA $203 total

includes taxes & fees

Aug 12 - Aug 13

Compact kitchen with modern design, featuring white and wood cabinetry, refrigerator, coffee maker, and toaster.

"Friendly staff, clean and perfect for a trip with the pups! "

CA $176 total

includes taxes & fees

Sep 1 - Sep 2

Cozy living room with a fireplace, dining area, and high ceiling.

"Beautifully renovated historical bed and breakfast that offers historical details along with modern touches. Our room was spacious and very clean and common areas are appointed with great attention to detail. "

CA $276 total

includes taxes & fees

Aug 10 - Aug 11

Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample seating for two.

"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "

Relax in the living room with a sofa, flat-screen TV, and coffee table.

"Great place. Quiet, clean and spacious - thank you so much "

CA $215 total

includes taxes & fees

Aug 27 - Aug 28

Enjoy a serene lake view from this room, surrounded by lush greenery.

"A truly exceptional pleasure in the middle of nowhere. Peaceful and comfortable. Good for quiet reflection, long walks, or sitting around with family or friends. No amenities and the local area means a 15 to 20 minute drive, but hey, you stay here for the peacefulness of the lodge and sounds."

Escape to a secluded cabin nestled among the trees, offering a peaceful retreat in the heart of nature.

"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...