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85 Houses
Berkshire house w/ fireplace, A/C, WiFi & laundry
Hampshire County / Plainfield
3 10 min stay varies
- 3 bedrooms
- sleeps 10
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 0.5 mi
- Ski
Map
Price per night from
$204
Responds fast!
avg. 2 hours 32 minutes
Price per night from
$204
Great rentals within 20 miles that match your search
Distance approx 18.16 km from Plainfield
Big Beautiful 7 bedroom 3 bath hot tub pool table
Berkshires / Pittsfield
7 18 2 nights min
- 7 bedrooms
- sleeps 18
- 2 nights min
- Child Friendly
- Ask about pets
Price per night from
$301
Price per night from
$301
Distance approx 19.75 km from Plainfield
Cozy Jiminy Peak Area Condo w/Patio & Pool Access!
Berkshires / Hancock
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Ski
- Child Friendly
Price per night from
$186
Responds fast!
avg. 10 minutes
Price per night from
$186
Distance approx 18.85 km from Plainfield
Escape to the Berkshires!
Berkshires / Becket
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Pet Friendly
Price per night from
$275
Price per night from
$275
Distance approx 10.8 km from Plainfield
OWL'S NEST LODGING
Massachusetts / Conway
1 3 1 night min
- 1 bedroom
- sleeps 3
- 1 night min
- Beach / lakeside relaxation
- Ski
- Suitable for children age 5+
Price per night from
$166
Price per night from
$166
Distance approx 16.2 km from Plainfield
Stone School Cottage
Berkshires / Lanesboro
2 5 2 nights min
- 2 bedrooms
- sleeps 5
- 2 nights min
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$155
Responds fast!
avg. 2 hours 42 minutes
Price per night from
$155
Distance approx 10.51 km from Plainfield
Charming Affordable Home for groups up to 14
Massachusetts / Shelburne Falls
7 14 2 nights min
- 7 bedrooms
- sleeps 14
- 2 nights min
- Ask about children
- Car not necessary
- Ask about pets
Price per night from
$500
Responds fast!
avg. 1 hour 28 minutes
Price per night from
$500
Distance approx 19.57 km from Plainfield
Christmas in The Berkshires
Berkshires / Hancock
1 4 2 nights min
- 1 bedroom
- sleeps 4
- 2 nights min
- Child Friendly
Price per night from
$226
Price per night from
$226
Distance approx 18.38 km from Plainfield
Riverview apt in Mill B&B near Northampton/Amherst
Hampshire County / Hatfield
1 4 3 nights min
- 1 bedroom
- sleeps 4
- 3 nights min
- Ask about children
- Air conditioning
Price per night from
$201
Price per night from
$201
Distance approx 8.77 km from Plainfield
New Timberframe House Rental in the Berkshire Mountains, Masschusetts
Berkshires / Hinsdale
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Ask about pets
- Private garden
Price per night from
$145
Price per night from
$145
Distance approx 16.62 km from Plainfield
3 BR apartment, walking distance to Mass MoCa
Berkshires / North Adams
3 15 min stay varies
- 3 bedrooms
- sleeps 15
- min stay varies
- Ski
- Child Friendly
- Car not necessary
Price per night from
$186
Price per night from
$186
Distance approx 7.63 km from Plainfield
Lakefront Summer Vacation Cottages
Hampshire County / Goshen
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Child Friendly
- Pet Friendly
Price per night from
$171
Price per night from
$171
Distance approx 11.02 km from Plainfield
Historic Home on 8.5 Acres
Berkshires / Dalton
3 9 3 nights min
- 3 bedrooms
- sleeps 9
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$401
Price per night from
$401
Distance approx 7.34 km from Plainfield Show on Map
Retreat in the Woods
Berkshires / Savoy
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Suitable for children age 5+
Map
Price per night from
$200
Price per night from
$200
Distance approx 18.95 km from Plainfield
INTERIOR DESIGNERS BOTANICAL GARDENS
Berkshires / Lenox
1 5 min stay varies
- 1 bedroom
- sleeps 5
- min stay varies
- Nearest beach 3 mi
- Child Friendly
- Air conditioning
Price per night from
$105
Responds fast!
avg. 3 hours 59 minutes
Price per night from
$105
Distance approx 18.91 km from Plainfield
Vacation Village in the Berkshires
Berkshires / Hancock
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$157
Price per night from
$157
Distance approx 4.48 km from Plainfield Show on Map
Flight's End-A Country Home with Babbling Brook
Massachusetts / Hawley
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$150
Responds fast!
avg. 2 hours 20 minutes
Price per night from
$150
Distance approx 19.44 km from Plainfield
Wyndham Bentley Brook Resort ~ 2 Bedroom, Sleeps 6
Berkshires / Hancock
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Swimming pool
- Ski
- Child Friendly
Price per night from
$200
Responds fast!
avg. 2 hours 33 minutes
Price per night from
$200
Distance approx 18.93 km from Plainfield
Historic Huntington Home - Walk to Westfield River
Hampshire County / Huntington
3 7 min stay varies
- 3 bedrooms
- sleeps 7
- min stay varies
- Child Friendly
- Air conditioning
Price per night from
$191
Responds fast!
avg. 10 minutes
Price per night from
$191
Distance approx 19.61 km from Plainfield
Wyndham Bentley Brook at Jiminy Peak
Berkshires / Hancock
2 8 min stay varies
- 2 bedrooms
- sleeps 8
- min stay varies
- Swimming pool
- Ski
- Child Friendly
Price per night from
$251
Price per night from
$251
Distance approx 19.52 km from Plainfield
Larger Than Life 1 BR Sleeps 8 Bentley Brook Resort
Berkshires / Hancock
1 8 3 nights min
- 1 bedroom
- sleeps 8
- 3 nights min
- Child Friendly
Price per night from
$451
Price per night from
$451
Distance approx 19.45 km from Plainfield
Fun & Relaxation Combine at Bentley Brook
Berkshires / Hancock
1 8 3 nights min
- 1 bedroom
- sleeps 8
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
Price per night from
$107
Price per night from
$107
Distance approx 16.97 km from Plainfield
Penthouse at Brandt House B&B
Massachusetts / Greenfield
1 4 2 nights min
- 1 bedroom
- sleeps 4
- 2 nights min
- Child Friendly
Price per night from
$249
Price per night from
$249
Distance approx 16.98 km from Plainfield
Meadowhurst Farm- Queen Rm 1.6 Miles from Mass MoCA
Berkshires / Clarksburg
1 2 1 night min
- 1 bedroom
- sleeps 2
- 1 night min
- Pet Friendly
Price per night from
$70
Price per night from
$70
Distance approx 19.45 km from Plainfield
The ideal family fun vacation resort!
Berkshires / Hancock
1 8 3 nights min
- 1 bedroom
- sleeps 8
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
Price per night from
$108
Price per night from
$108
Distance approx 9.34 km from Plainfield
Rustic Goshen Cabin w/ Fire Pit, BBQ & Great Deck!
Hampshire County / Goshen
2 8 min stay varies
- 2 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$211
Responds fast!
avg. 24 minutes
Price per night from
$211
Distance approx 19.44 km from Plainfield
Ski in Ski Out, Summer fun, Wyndham Bentley Brook
Berkshires / Hancock
2 8 min stay varies
- 2 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
Price per night from
$199
Price per night from
$199
Distance approx 19.45 km from Plainfield
Come Enjoy The Beautiful Bentley Brook Resort
Berkshires / Hancock
2 8 3 nights min
- 2 bedrooms
- sleeps 8
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
Price per night from
$188
Price per night from
$188
Distance approx 19.45 km from Plainfield
Come experience the beauty that is Bentley Brook
Berkshires / Hancock
1 8 3 nights min
- 1 bedroom
- sleeps 8
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
Price per night from
$107
Price per night from
$107
Distance approx 19.45 km from Plainfield
Enjoy cozy Bentley Brook for your family getaway!
Berkshires / Hancock
Studio 4 3 nights min
- Studio
- sleeps 4
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
Price per night from
$84
Price per night from
$84
Distance approx 15.24 km from Plainfield
Sweet Berkshire Getaway
Berkshires / North Adams
2 3 2 nights min
- 2 bedrooms
- sleeps 3
- 2 nights min
- Nearest beach 0.5 mi
- Private garden
Price per night from
$195
Price per night from
$195
Distance approx 19.43 km from Plainfield
Hancock, MA: Studio w/Valley Views at All-Seasons Resort: Skiing, Hiking & More!
Berkshires / Hancock
1 4 min stay varies
- 1 bedroom
- sleeps 4
- min stay varies
- Child Friendly
Price per night from
$117
Price per night from
$117
Distance approx 17.48 km from Plainfield
NEW! Family Home w/Game Room - 3 Mi to Jiminy Peak
Berkshires / Hancock
4 20 min stay varies
- 4 bedrooms
- sleeps 20
- min stay varies
- Ski
- Child Friendly
Price per night from
$251
Responds fast!
avg. 2 hours 57 minutes
Price per night from
$251
Distance approx 19.45 km from Plainfield
7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside
Berkshires / Hancock
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$200
Price per night from
$200
Distance approx 19.46 km from Plainfield
Tibet House
Hampshire County / Northampton
1 4 2 nights min
- 1 bedroom
- sleeps 4
- 2 nights min
- Child Friendly
- Car not necessary
- Air conditioning
Price per night from
$130
Price per night from
$130
Distance approx 19.45 km from Plainfield
Enjoy the natural beauty of Bentley Brook!
Berkshires / Hancock
Studio 4 3 nights min
- Studio
- sleeps 4
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
Price per night from
$85
Price per night from
$85
Distance approx 18.51 km from Plainfield
new Condo close to Route 91, Northampton and Five Colleges
Hampshire County / Hatfield
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Air conditioning
Price per night from
$450
Responds fast!
avg. 3 hours 37 minutes
Price per night from
$450
Distance approx 19.45 km from Plainfield
Visit the nearby Hancock Shaker Village, est. 1791
Berkshires / Hancock
Studio 4 3 nights min
- Studio
- sleeps 4
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
Price per night from
$85
Price per night from
$85
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