Plainfield Vacation Rentals

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Aug 5 - Aug 6
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Vacation Rentals in Plainfield

Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1931)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is ￥15,564
￥19,002 total
includes taxes & fees
Aug 14 - Aug 15
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Set amidst lush greenery, this hotel complex offers a serene escape with pathways connecting its various buildings.

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (958)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is ￥23,360
￥26,092 total
includes taxes & fees
Sep 1 - Sep 2
Jiminy Peak Mountain Resort
Huttopia Berkshires
Situated in a lush forest, this cabin offers a serene retreat with a picnic table for outdoor dining or relaxation.

Huttopia Berkshires

1.0 star property
The price is ￥14,398
￥16,083 total
includes taxes & fees
Sep 1 - Sep 2
Huttopia Berkshires
Hancock Village Inn at Jiminy Peak
Charming two-story house with a historic facade, featuring a prominent address and star symbol, set amidst a serene winter landscape.

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is ￥80,512
￥153,719 total
includes taxes & fees
Aug 6 - Aug 7
Hancock Village Inn at Jiminy Peak
Contemporary Berkshire Home with Views of Taconic Golf Course
Relax in this spacious living room with a high ceiling, featuring a sofa, armchair, and coffee table.

Contemporary Berkshire Home with Views of Taconic Golf Course

10.0 out of 10, Exceptional, (5)
Contemporary Berkshire Home with Views of Taconic Golf Course
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Escape to a serene lakeside retreat surrounded by lush greenery and vibrant flowers.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (14)
"Very friendly hosts, great location. "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Relax in the backyard patio area with a table, chairs, and cushioned benches under a pergola.

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (146)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Amherst, Perfect Location, UMass, Smith, MHC!
Enjoy a quiet moment on the deck with a small table and two chairs, shaded by an umbrella.

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (17)
"House was great, very comfortable, location was perfect for our needs. All of us had an excellent stay."
Amherst, Perfect Location, UMass, Smith, MHC!
Bright three-level home with water views, jetted tub, firepit, and pool table
Kitchen features a central island, dining area, and window with outdoor views.

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (29)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
The Clearing - Quiet - Close To Nature
Surrounded by a serene lawn and a tranquil pond, this peaceful setting offers a serene escape.

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (192)
"Wonderful getaway, lovely hosts, great location, overall a fabulous place to relax and recharge. "
The Clearing - Quiet - Close To Nature
Peace and quiet on the lake
Enjoy the airy feel of this room with a high ceiling and skylight, featuring a balcony with a railing.

Peace and quiet on the lake

9.6 out of 10, Exceptional, (217)
"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! "
Peace and quiet on the lake
Comfortable Berkshires retreat on mtn resort, SISO
Relax by the pool surrounded by lush views and shaded lounge areas.

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is ￥28,649
￥76,530 total
includes taxes & fees
Sep 3 - Sep 4
Comfortable Berkshires retreat on mtn resort, SISO
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.
Escape to a secluded cabin surrounded by trees, with a picnic table and comfortable seating.

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

9.6 out of 10, Exceptional, (60)
"Great"
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Relax by the fire pit surrounded by lush greenery and comfortable seating.

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

9.6 out of 10, Exceptional, (8)
"The house was clean, nicely decorated, comfortable and all the amenities we needed! "
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Bear Creek Cabin
Situated in a forested area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

Bear Creek Cabin

10.0 out of 10, Exceptional, (34)
"Enjoyed our stay"
The price is ￥58,768
￥88,456 total
includes taxes & fees
Aug 11 - Aug 12
Bear Creek Cabin
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
Relax on the spacious deck with a covered seating area, surrounded by lush greenery.

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

10.0 out of 10, Exceptional, (122)
"Had an amazing weekend in this beautiful cabin! Highly recommend staying here! Great host, amazing views, beautiful property!"
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
2200sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
Enjoy a serene view of the surrounding grassy field and forest from this outdoor deck.

2200sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox

9.8 out of 10, Exceptional, (68)
"Beautiful location, very spacious, comfortable and clean."
2200sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox
Quintessential 6-BR Berkshires Lodge
Relax in the hot tub or unwind on the sofa and wicker chairs in this serene outdoor seating area.

Quintessential 6-BR Berkshires Lodge

10.0 out of 10, Exceptional, (15)
"House was very nice, spacious and updated. Property was secluded with a nice jacuzzi and fire pit area. "
Quintessential 6-BR Berkshires Lodge
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Situated in a wooded area, this cabin features a welcoming front porch and a serene, secluded environment.

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (129)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
The Jelly Mill-A Peaceful River Retreat
Stroll up to this charming home surrounded by lush greenery and a well-manicured lawn.

The Jelly Mill-A Peaceful River Retreat

10.0 out of 10, Exceptional, (57)
"Very much off the beaten path, but lets you experience the beauty of Vermont. Quiet and peaceful. A beautiful little property that served our needs perfectly. Would definitely come back."
The Jelly Mill-A Peaceful River Retreat
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.
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Top Plainfield Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Very friendly staff. Restaurant/bar on sight very convenient."
Eithne 5-night trip
Posted 22 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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?

Contemporary Berkshire Home with Views of Taconic Golf Course: This vacation home rental outside of Plainfield offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Hawley Bog Preserve and Ashfield Lake.

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.