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88 Houses

38

Nestled in the Berkshire Hills, The Manor ensures a joyous experience!

Berkshires / Adams

Adams house

7 14 2 nights min

  • 7 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$458

Price per night from

$458

Great rentals within 20 miles that match your search

Distance approx 17.61 km from Adams

(4) Excellent 

10

Great Vacation House in the Berkshires on Richmond Pond

Berkshires / Richmond

Richmond house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$213

Price per night from

$213

Distance approx 19.69 km from Adams

38

'John's Farmhouse in Mount Snow' on 120 Acres!

Vermont / Whitingham

Whitingham house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$324

Responds fast!
avg. 10 minutes

Price per night from

$324

Distance approx 17.33 km from Adams

(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

$149

Price per night from

$149

Distance approx 5.48 km from Adams Show on Map

(2) Excellent 

41

Apartment walking distance to Mass MoCa!!

Berkshires / North Adams

North Adams apartment

2 10 min stay varies

  • 2 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child Friendly
  • Car not necessary

Price per night from

$175

Price per night from

$175

Distance approx 14.24 km from Adams

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

$230

Price per night from

$230

Distance approx 12 km from Adams

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

$301

Price per night from

$301

Distance approx 14.34 km from Adams

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

$630

Price per night from

$630

Distance approx 8.58 km from Adams

(5) Excellent 

31

Berkshires Waterfront Lakehouse Sanctuary

Berkshires / Lanesboro

Lanesboro house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$224

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$224

Distance approx 9.97 km from Adams

24

Cozy Jiminy Peak Area Condo w/Patio & Pool Access!

Berkshires / Hancock

Hancock apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$185

Responds fast!
avg. 10 minutes

Price per night from

$185

Distance approx 9.48 km from Adams

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

$226

Price per night from

$226

Distance approx 14.67 km from Adams

20

Karin's Place

Green Mountains / Bennington

Bennington house

7 30 2 nights min

  • 7 bedrooms
  • sleeps 30
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,546

Price per night from

$1,546

Distance approx 19.77 km from Adams

6

Beautiful Vacation Home on a Private Lake

New York / Petersburg

Petersburg house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$245

Price per night from

$245

Distance approx 8.02 km from Adams Show on Map

17

House On Main Street

Berkshires / Williamstown

Williamstown house

4 16 2 nights min

  • 4 bedrooms
  • sleeps 16
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$573

Responds fast!
avg. 1 hour 19 minutes

Price per night from

$573

Distance approx 6.53 km from Adams Show on Map

(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

$200

Price per night from

$200

Distance approx 13.19 km from Adams

(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

$150

Responds fast!
avg. 2 hours 20 minutes

Price per night from

$150

Distance approx 19.76 km from Adams

(2) Excellent 

10

Heart of Lenox

Berkshires / Lenox

Lenox house

2 4 2 nights min

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

Price per night from

$175

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$175

Distance approx 10.49 km from Adams

(8) Excellent 

7

Berkshire Getaway

Berkshires / North Adams

North Adams cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly
“peace and quiet!” This cottage is in a private, peaceful setting. We very much enjoyed our stay. We spent time at the Mass. Museum of Contemporary art in nearby North adams. We visited the summit of Mount Greylock, which was beautiful. We found our ho
…see more

Price per night from

$172

Price per night from

$172

Distance approx 16.2 km from Adams

(1) Excellent 

34

INTERIOR DESIGNERS BOTANICAL GARDENS

Berkshires / Lenox

Lenox cottage

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 10.3 km from Adams

(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

$146

Price per night from

$146

Distance approx 15.19 km from Adams

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

$165

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$165

Distance approx 11.66 km from Adams

13

Berkshires Summer Rental Beaver Pond Hancock MA

Berkshires / Hancock

Hancock condo

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$115

Price per night from

$115

Distance approx 9.64 km from Adams

(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

$521

Price per night from

$521

Distance approx 9.77 km from Adams

(10) Very Good 

21

Wyndham Bentley Brook at Jiminy Peak

Berkshires / Hancock

Hancock hotel apartment

2 8 min stay varies

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

Price per night from

$287

Price per night from

$287

Distance approx 9.64 km from Adams

(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

$199

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$199

Distance approx 18.79 km from Adams

(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

$150

Price per night from

$150

Distance approx 14.46 km from Adams

(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

$375

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$375

Distance approx 9.45 km from Adams

6

Thanksgiving week lux condo/4 Berkshires

Berkshires / Williamstown

Williamstown condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$230

Price per night from

$230

Distance approx 18.02 km from Adams

(6) Very Good 

6

Mountaintop Cabin w/Waterfront & Amazing View

Green Mountains / Bennington

Bennington chalet

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$201

Price per night from

$201

Distance approx 5.47 km from Adams 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

$100

Price per night from

$100

Distance approx 8.67 km from Adams

(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

$2,499

Price per night from

$2,499

Distance approx 9.48 km from Adams

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

$157

Price per night from

$157

Distance approx 7.96 km from Adams Show on Map

25

NEW! Family Home w/Game Room - 3 Mi to Jiminy Peak

Berkshires / Hancock

Hancock house

4 20 min stay varies

  • 4 bedrooms
  • sleeps 20
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$250

Price per night from

$250

Distance approx 9.97 km from Adams

(1) Very Good 

6

Jiminy Peak Ski Resort-Country Village's Best Unit

Berkshires / Hancock

Hancock apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly

Price per night from

$250

Responds fast!
avg. 7 minutes

Price per night from

$250

Distance approx 9.65 km from Adams

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

$200

Price per night from

$200

Distance approx 5.33 km from Adams Show on Map

19

Charming Berkshires lakefront house, great views

Berkshires / Cheshire

Cheshire house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Car not necessary

Price per night from

$229

Price per night from

$229

Distance approx 16.75 km from Adams

14

Perfect for skiers in the Berkshires

Berkshires / Lee

Lee townhouse

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly

Price per night from

$134

Price per night from

$134

Distance approx 4.93 km from Adams Show on Map

10

Sweet Berkshire Getaway

Berkshires / North Adams

North Adams house

2 3 2 nights min

  • 2 bedrooms
  • sleeps 3
  • 2 nights min
  • Nearest beach 0.5 mi
  • Private garden

Price per night from

$224

Price per night from

$224