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Compare 159 Vacation Homes in Plainfield with updated reviews, rates, and availability.

Cozy apartment located in quiet Williamsburg
Exterior
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (35)
"Very clean and nice apartment in a pleasant little city."
The price is AED 551
AED 955 total
includes taxes & fees
23 Jun - 24 Jun
Cozy apartment located in quiet Williamsburg
Private Lake House in the Berkshires
Lake Side
Private Lake House in the Berkshires
9.8 out of 10, Exceptional, (15)
"This was our first VRBO experience, and we are hooked. We had a wedding in Pittsfield with events over three days, so we decided to try this lakeside retreat, and it was a treat! The Berkshires in the fall are absolutely beautiful and Hinsdale is a pretty little town. Ozzie's is definitely worth the trip for breakfast. The lake is lovely and we were looking forward to kayaking and fishing. Unfortunately the weather was not on our side, but we still got one fish! Mary is a wonderful host who is...
Private Lake House in the Berkshires
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Front of house
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, (61)
"This stay is one of the best I have enjoyed using VRBO! From start to finish it was seamless. We loved that the house was historic and the renovation was amazing!! The moment we walked inside we were at home. Some amenities, like the portacrib available, weren’t even listed. The owners thought of everything. Communication with the owner was excellent. The house itself is wonderfully decorated, stocked with everything you could possibly need and comfortable. Our family used all three levels and...
1810 Brook Side Mill/House / EV Level 2 Charging on Site
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Lovely 2nd Floor Apartment
Living area
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (2)
"This was our second stay at David’s property. So clean and welcoming! Quiet, in a residential neighborhood and just what we needed while visiting the area. Thank you David!"
The price is AED 437
AED 743 total
includes taxes & fees
7 Jul - 8 Jul
Lovely 2nd Floor Apartment
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
View of house as seen from road near the brook
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (118)
"Comfortable, quiet and convenient country location. This is our third time staying at the property for fishing and exploring the Deerfield and Westfield rivers and we will definitely return."
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Tranquil 3-BR Waterfront Retreat
HRDSC00175.jpg
Tranquil 3-BR Waterfront Retreat
10.0 out of 10, Exceptional, (7)
"The house is immaculate! One of the cleanest properties we've stayed in. The house was the perfect size for my family of 4 (2 adults, 2 teens) with room for more. The beds are comfortable, and there were plenty of linens and towels. The linens and towels are high quality, very soft. The kids had fun fishing in the pond and made good use of the kayak (they caught some bass, pickerel and sun fish). The neighborhood is nice and quiet, dirt roads, no traffic...great for taking walks. We used the...
Tranquil 3-BR Waterfront Retreat
Hearts Desire is a furnished whole house in a small, colorful garden center.
Exterior
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (68)
"What an amazing find to stay at while attending a yoga festival at Jiminy Peak. The house was immaculate and didn't miss a thing! Not only was there a bottle of wine waiting, but an adorable history of the home. The house was HUGE and the beds very comfortable. I wouldn't call it a 3 bedroom house though, it's a 2 bedroom with a pull out sofa in the living room. The hot tub is amazing and watching the starts and fireflies in the backyard at night was magical. Highly recommend and would stay...
Hearts Desire is a furnished whole house in a small, colorful garden center.
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Living area with glass view wall
Private Suite with a Sweet View. Spacious, close to town, dog friendly
10.0 out of 10, Exceptional, (25)
"We liked the fact that it was very quiet, perfectly described, had an amazing view and was beyond peaceful. The gardens and landscape made the setting even better. Wished we were in the area longer so we could’ve stayed longer. Would definitely book this suite again. "
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Massachusetts Vacation Rental w/ Deck
Easthampton Vacation Rental | 3BR | 1BA | 988 Sq Ft | 3 Steps
Massachusetts Vacation Rental w/ Deck
9.4 out of 10, Exceptional, (10)
"Great property. Easy check in and communication with the owner."
Massachusetts Vacation Rental w/ Deck
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
Comfortable New Decor in Living Room Equipped w Smart TV and Deck
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
9.8 out of 10, Exceptional, (59)
"Worked well for our small team. Close enough to the base area to walk."
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
Pristine Home In Becket Woods
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"
Pristine Home In Becket Woods
Peace and quiet on the lake
Exterior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (187)
"The house was clean and cozy. The kitchen was well stocked, especially important as we like to cook at home. Justin was responsive when I contacted him with questions. Love that the house was dog friendly with a fenced in back yard. The house has been updated inside but the deck needs some TLC, which I am sure are in the plans. A perfect get away!"
Peace and quiet on the lake
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Room
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (28)
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Chic Pittsfield Home With A View!
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, (4)
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Fully stocked newly renovated Kitchen.
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (93)
"Everything is basic but solid and comfortable. Beds were nice and firm, my preference. Host was lovely. Wish we could have stayed longer to explore the area more."
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Private Cabin On Over 12 Acres Of Woods!
Private Cabin On Over 12 Acres Of Woods!
9.6 out of 10, Exceptional, (4)
"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."
The price is AED 2,336
AED 4,353 total
includes taxes & fees
6 Jul - 7 Jul
Private Cabin On Over 12 Acres Of Woods!
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Hawley Vacation Rental | 1BR | 1BA | 738 Sq Ft | 4 Steps to Enter
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
9.4 out of 10, Exceptional, (3)
"My BF and I really enjoyed the Hawley Home. The location was stunning and quiet. The owner was very kind and responsive when I reached out with questions before we started out on our drive to the location. There was a welcome book with all of the information on the home and it included information about the local attractions. The property is clean, the bed is comfortable and the views are breathtaking. There is no cell service ( not that is a bad thing with as much as we work) but the home has...
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (206)
"We loved our long weekend here—so comfortable and clean and private. Just perfect for two!"
Berkshire Village Carriage House - Super Private!!
Amore Estate - sleeps 12 in beds
October MNT FARM!!
Amore Estate - sleeps 12 in beds
9.6 out of 10, Exceptional, (8)
"Great space for a group of friends! House has a lot of character. Beautiful property and great location! Easy access to downtown Lenox and surrounding area. We really enjoyed our stay!"
Amore Estate - sleeps 12 in beds
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Welcome to our Whitingham Wonderland. Enjoy gas fireplace, smart tv, cozy throws
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
10.0 out of 10, Exceptional, (25)
"Great home, truly beautiful surroundings and easy drive to lots of stuff. We tackled Mass MoCA, kayaking in Brattleboro and mountain adventures at Bromley. Plus all the small towns and pit stops along the way. Very family friendly house with basement for older kids and well child-proofed for any youngsters."
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
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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.

Other property types in Plainfield

Jiminy Peak Mountain Resort
Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (860)
"This is a sweet property. I visited in the summer. The dining options were great. The country store is awesome. I love how the rooms are suites. They feel like small apartments. I like that they have kitchens. The bed was comfortable. The ac is loud but at least it works well and it drowns out other noises. I needed a late check out and they were very cool about it. They let me hang out at the pool and then shower at the spa because I was like of stuck there several hours after check out time....
The price is AED 584
AED 641 total
includes taxes & fees
23 Jun - 24 Jun
Jiminy Peak Mountain Resort
Pristine Home In Becket Woods
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"
Pristine Home In Becket Woods
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.

Recent reviews of Plainfield hotels
Expedia verified reviews

The Ellery

The Ellery

5/5 Excellent
"I enjoyed a very comfortable 3 night stay at The Ellery. It was a great home base from which to explore the many fun shops, restaurants and unique vibe of Northampton. My room Was quite comfortable. I will definitely stay there during any future visit."
A verified traveler stayed at The Ellery
Posted 2 days ago
The Ellery