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135 Houses

37

Meadowhurst Farm- Queen Rm 1.6 Miles from Mass MoCA

Berkshires / Clarksburg

Clarksburg room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Pet Friendly

Price per night from

$81

Price per night from

$81

Great rentals within 20 miles that match your search

Distance approx 19.48 km from Clarksburg

4

The Meadow House 4 bdrm 4 bath house

New York / Stephentown

Stephentown house

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$724

Price per night from

$724

Distance approx 17.66 km from Clarksburg

(1) Excellent 

7

PARADISE on EARTH! - Historic 4BR Farmhouse

Vermont / West Halifax

West Halifax house

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Ask about pets
  • Private garden

Price per night from

$328

Price per night from

$328

Distance approx 19.3 km from Clarksburg

7

"The Barn" on Tower Mountain

Berkshires / Hancock

Hancock house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min

Price per night from

$173

Price per night from

$173

Distance approx 18.29 km from Clarksburg

31

Big Beautiful 7 bedroom 3 bath hot tub pool table

Berkshires / Pittsfield

Pittsfield house

7 18 2 nights min

  • 7 bedrooms
  • sleeps 18
  • 2 nights min
  • Child Friendly
  • Ask about pets

Price per night from

$345

Price per night from

$345

Distance approx 19.27 km from Clarksburg

23

The Dacha: Summer/Skiing House in the Berkshires

New York / Treadwell

Treadwell apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$265

Price per night from

$265

Distance approx 17.08 km from Clarksburg

23

Lakeside Year Round Totally Renovated Home

Vermont / Wilmington

Wilmington house

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly

Price per night from

$690

Price per night from

$690

Distance approx 16.23 km from Clarksburg

(174) Excellent 

37

Unique People & Pet-Welcoming Country Haven

Berkshires / Charlemont

Charlemont apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Cozy little spot, kid and definitely dog friendly” We brought our Cavalier with us and had a great time at the cottage. It was clean and gave us tons of room. Would definitely stay again.
…see more

Price per night from

$150

Price per night from

$150

Distance approx 8.83 km from Clarksburg

(6) Excellent 

6

Retreat in the Woods

Berkshires / Savoy

Savoy house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Suitable for children age 5+

Price per night from

$230

Price per night from

$230

Distance approx 14.63 km from Clarksburg

14

Christmas in The Berkshires

Berkshires / Hancock

Hancock condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$259

Price per night from

$259

Distance approx 14.36 km from Clarksburg

(1) Excellent 

26

Whitman Woods - A Berkshire Vacation

Berkshires / Hancock

Hancock house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Private garden

Price per night from

$115

Price per night from

$115

Distance approx 19.69 km from Clarksburg

(1) Excellent 

16

Balsam Cottage 4BR, Hot Tub, Pool Table, Fireplace - 5 minutes to the slopes

Vermont / Dover

Dover house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$575

Price per night from

$575

Distance approx 14.59 km from Clarksburg

(9) Very Good 

22

Flight's End-A Country Home with Babbling Brook

Massachusetts / Hawley

Hawley house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Pet Friendly
“Perfect getaway” We spent few days there. It is very quiet and private. We loved the retro look. Looking forward going there again. It was New Year's eve we were hoping for.
…see more

Price per night from

$173

Responds fast!
avg. 2 hours 20 minutes

Price per night from

$173

Distance approx 15.37 km from Clarksburg

(2) Excellent 

16

PanoramicView1000 sq ft Guest Quarters Berkshires

Berkshires / Hancock

Hancock cottage

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$167

Price per night from

$167

Distance approx 19.39 km from Clarksburg

7

Berkshires Cottage Country Retreat

New York / Stephentown

Stephentown cottage

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

Price per night from

$190

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$190

Distance approx 13.63 km from Clarksburg

(17) Excellent 

10

Stone School Cottage

Berkshires / Lanesboro

Lanesboro cottage

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden
“A wonderful experience” My parents really enjoyed their stay. They said everything was wonderful. It is a very charming and has wonderful history. They really thought the baby horses playing in the field across the street was an over the top touch.
…see more

Price per night from

$179

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$179

Distance approx 14.03 km from Clarksburg

24

Vacation Village in the Berkshires

Berkshires / Hancock

Hancock condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$181

Price per night from

$181

Distance approx 14.93 km from Clarksburg

(1) Very Good 

23

Wyndham Bentley Brook Resort ~ 2 Bedroom, Sleeps 6

Berkshires / Hancock

Hancock condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$229

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$229

Distance approx 12.29 km from Clarksburg

(1) Excellent 

13

Cozy Lakefront Cottage

Vermont / Somerset

Somerset cottage

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Ask about pets

Price per night from

$151

Price per night from

$151

Distance approx 18.96 km from Clarksburg

(8) Excellent 

22

5 mins to Mt Snow Free Shuttle Ski Home

Vermont / Dover

Dover townhouse

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$230

Responds fast!
avg. 1 hour 56 minutes

Price per night from

$230

Distance approx 17.93 km from Clarksburg

(1) Excellent 

16

Spacious Modern Ski Home near The Hermitage / Mt. Snow

Vermont / Dover

Dover house

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$427

Price per night from

$427

Distance approx 15.57 km from Clarksburg

21

New Lakefront Cedar Log Home

Vermont / Wilmington

Wilmington chalet

3 12 2 nights min

  • 3 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$453

Responds fast!
avg. 1 hour 43 minutes

Price per night from

$453

Distance approx 16.19 km from Clarksburg

24

NEW! Green Mtn/Finger Lakes Nat'l Forests Townhome

Vermont / Wilmington

Wilmington house

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$216

Responds fast!
avg. 10 minutes

Price per night from

$216

Distance approx 13.45 km from Clarksburg

(16) Very Good 

27

Berkshire house w/ fireplace, A/C, WiFi & laundry

Hampshire County / Plainfield

Plainfield house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Ski
“Peaceful country home” Beautiful, welcoming home in a perfect location. Warm and inviting living room; bright, airy bedrooms.
…see more

Price per night from

$235

Responds fast!
avg. 2 hours 32 minutes

Price per night from

$235

Distance approx 14.93 km from Clarksburg

(1) Excellent 

10

Wyndham Bentley Brook Resort Rents-Hancock,MA -Jiminy Peak

Berkshires / Hancock

Hancock hotel apartment

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$523

Price per night from

$523

Distance approx 19.48 km from Clarksburg

(6) Excellent 

23

Berkshire Blueberry Lodge LLC - Near Jiminy Peak

New York / Stephentown

Stephentown lodge

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$431

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$431

Distance approx 15.49 km from Clarksburg

(1) Very Good 

13

Mount Snow Area Home with 5 Bedrooms

Vermont / Wilmington

Wilmington house

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$345

Price per night from

$345

Distance approx 2.37 km from Clarksburg Show on Map

14

ROOM walking distance to Mass MoCa

Berkshires / North Adams

North Adams apartment

1 8 min stay varies

  • 1 bedroom
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$115

Price per night from

$115

Distance approx 15.41 km from Clarksburg

9

Beautiful 3 Br in Chimney Hill. Ski, Hike, Swim , Kayak, Golf all within 15 mins

Vermont / Wilmington

Wilmington house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$307

Price per night from

$307

Distance approx 19.33 km from Clarksburg

21

Mountain Side

Vermont / Dover

Dover house

3 12 2 nights min

  • 3 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$863

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$863

Distance approx 6.52 km from Clarksburg Show on Map

9

Cozy farmhouse, walk to campus & town

Berkshires / Williamstown

Williamstown house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$362

Price per night from

$362

Distance approx 14.93 km from Clarksburg

24

Ski in Ski Out, Summer fun, Wyndham Bentley Brook

Berkshires / Hancock

Hancock condo

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$229

Price per night from

$229

Distance approx 12.77 km from Clarksburg

(1) Very Good 

4

Golden Triangle in the Berkshires

Berkshires / Hancock

Hancock house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$2,874

Price per night from

$2,874

Distance approx 14.63 km from Clarksburg

10

Vacation Village in the Berkshires Available July 22-29

Berkshires / Hancock

Hancock condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$158

Price per night from

$158

Distance approx 15.43 km from Clarksburg

12

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Vermont / Wilmington

Wilmington house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Private garden

Price per night from

$219

Price per night from

$219

Distance approx 17.24 km from Clarksburg

18

Come play near Mount Snow in Vermont Preview listing

Vermont / Wilmington

Wilmington chalet

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly

Price per night from

$448

Price per night from

$448

Distance approx 14.94 km from Clarksburg

8

7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside

Berkshires / Hancock

Hancock condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$230

Price per night from

$230

Distance approx 14.38 km from Clarksburg

68

The Lodge at Fox Hollow

New York / Petersburg

Petersburg house

2 7 2 nights min

  • 2 bedrooms
  • sleeps 7
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$299

Price per night from

$299