Plainfield Vacation Rentals from SAR 378: Search Short-Term Rentals

Q: What's the top vacation rental that Plainfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA : This vacation home rental outside of Plainfield is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

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Our top choices for Plainfield vacation rentals

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

1. Vacation Village in the Berkshires

Williamstown

Luke

SAR 378 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Pittsfield

Joel

SAR 443 total

includes taxes & fees

22 Nov - 23 Nov

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

3. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

SAR 1,669 total

includes taxes & fees

5 Nov - 6 Nov

A lakeside picnic area with a bench and umbrella, surrounded by autumn-colored trees.

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

Hinsdale

Kyle R.

SAR 1,824 total

includes taxes & fees

16 Nov - 17 Nov

A log cabin with a balcony, surrounded by trees.

5. Bear Creek Cabin

Charlemont

Hillary S.

SAR 2,246 total

includes taxes & fees

27 Oct - 28 Oct

A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

6. 5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

SAR 2,727 total

includes taxes & fees

25 Oct - 26 Oct

7. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

Charlemont

SAR 2,083 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

8. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Dalton

Allie T.

SAR 1,355 total

includes taxes & fees

29 Oct - 30 Oct

A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

9. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

SAR 4,961 total

includes taxes & fees

28 Oct - 29 Oct

A living room with a beige sofa, a patterned rug, and a wooden floor.

10. Spacious & Cozy Ground Floor 2/3 Bed private suite

Shelburne Falls

Russ D.

SAR 1,362 total

includes taxes & fees

9 Nov - 10 Nov

A modern two-story house with large windows and a balcony.

11. Cozy Valley View Post & Beam Villa!

Whately

Andrea M.

SAR 3,346 total

includes taxes & fees

2 Nov - 3 Nov

A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

12. Penthouse Apartment on Park Street

Adams

Margaret C.

SAR 1,056 total

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

13. Spacious 5BR w/ Hot Tub & Games

Colrain

Griffin S.

SAR 2,463 total

includes taxes & fees

25 Oct - 26 Oct

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

14. Lovely 2nd Floor Apartment

Greenfield

Jane P.

SAR 934 total

includes taxes & fees

26 Oct - 27 Oct

A house with a staircase leading to a porch, surrounded by snow and string lights.

15. Light-filled treetop apartment close to downtown Greenfield and Highland Park

Greenfield

Tom

SAR 958 total

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

16. Rose room Victorian home queen bed private bath

Shelburne Falls

Mikaela M.

SAR 727 total

includes taxes & fees

25 Oct - 26 Oct

A blue house with a porch, a wooden bench, and a door.

17. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield

JAMES S.

SAR 779 total

includes taxes & fees

3 Nov - 4 Nov

A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

18. Greylock Cabin

Florida

Margaret M.

SAR 1,726 total

includes taxes & fees

22 Nov - 23 Nov

A kitchen with white cabinets, a wooden dining table, and pendant lights.

19. A roomy remodeled retreat close to MassMoCA

North Adams

Diane

SAR 1,806 total

includes taxes & fees

30 Oct - 31 Oct

A hallway with wooden flooring, white walls, and a bed in the background.

20. Shelburne Falls on Main

Shelburne Falls

maureen

SAR 1,556 total

includes taxes & fees

25 Oct - 26 Oct

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Top Plainfield Hotel Reviews

Jiminy Peak Mountain Resort

8/10 Good

"The rooms are outdated but they were clean. The hot tubs were down unfortunately which was one reason we booked this resort so that was a bummer but the staff was great and the price was right. The views were gorgeous and it's near hiking trails and a bike trail. Would book it again if they update their rooms and amenities."

Berkshires Untold

10/10 Excellent

"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"

Berkshire Mountain Lodge

10/10 Excellent

"We've stayed at Berkshire Mountain Lodge in October a number of times now, and we really enjoy the property. The rooms are well-appointed, very clean, and quite comfortable. We appreciate the free washers and dryers as well as the many other amenities, and you cannot beat the location. There's a supermarket down the driveway and across the street and an excellent specialty grocer--Guido's Market--just down the road. We highly recommend this property. The District Restaurant in Pittsfield is excellent. We've also seen several great plays at Barrington Theatre Company. The area is loaded with historical and cultural activities. We like the proximity to Lenox and the Edith Wharton mansion as well as The Clark art museum in Williamstown, both of which have lovely grounds/gardens typically exhibiting sculptures. There are also abundant outdoor activities and opportunities for hiking and lovely scenic drives. This was a good year for fall color, and the red maples were glorious! It's a short ride to Vermont where we checked out Mt. Equinox for the first time. Highly recommend the drive to the top on a sunny, clear day."

Frequently asked questions

Can I find vacation rentals in Plainfield?

Yes, we have vacation rentals close to top points of interest in Plainfield, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental that Plainfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental outside of Plainfield is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

What can I see and do in Plainfield?

Explore the area and family-friendly sights such as Berkshire Museum, or get out into nature at a spot like Swift River. In the larger area, you’ll find Three Sisters Sanctuary and Berkshire East Ski Resort.

What are vacation rentals like in Plainfield?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Plainfield. Vacation rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family gatherings.

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Check prices for these dates

Our top choices for Plainfield vacation rentals

1. Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

3. Charming, updated 3 bedroom farmhouse farm stay.

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

5. Bear Creek Cabin

6. 5BR Berkshire Home Mins To The Mountain

7. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

8. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

9. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

10. Spacious & Cozy Ground Floor 2/3 Bed private suite

11. Cozy Valley View Post & Beam Villa!

12. Penthouse Apartment on Park Street

13. Spacious 5BR w/ Hot Tub & Games

14. Lovely 2nd Floor Apartment

15. Light-filled treetop apartment close to downtown Greenfield and Highland Park

16. Rose room Victorian home queen bed private bath

17. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

18. Greylock Cabin

19. A roomy remodeled retreat close to MassMoCA

20. Shelburne Falls on Main

Find vacation rentals that suit your style

Top Plainfield Hotel Reviews

Jiminy Peak Mountain Resort

Berkshires Untold

Berkshire Mountain Lodge

The Yankee Inn

River Valley Inn

The Cornell Inn, Lenox & The Berkshires

The Williams Inn

The Ellery

Hotel Northampton

Frequently asked questions

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