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108 Houses

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

$325

Responds fast!
avg. 34 minutes

Price per night from

$325

Great rentals within 20 miles that match your search

Distance approx 12.59 km from Whitingham

(1) Excellent 

21

Lake House in Berkshires

Berkshires / North Adams

North Adams cottage

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$105

Price per night from

$105

Distance approx 11.8 km from Whitingham

(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

$130

Price per night from

$130

Distance approx 11.19 km from Whitingham

10

Mount Snow 6BR+ Indoor Hot Tub, Sauna, Pool Table, FANTASY Ski Home

Vermont / Dover

Dover house

6 18 3 nights min

  • 6 bedrooms
  • sleeps 18
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$795

Price per night from

$795

Distance approx 13.61 km from Whitingham

(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

$174

Price per night from

$174

Distance approx 7.38 km from Whitingham Show on Map

(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

$286

Price per night from

$286

Distance approx 13.43 km from Whitingham

9

MT SNOW NEW SKI HOME W/E-WEEK-MONTHLY or SEASON 3 BR 2 Bath 1.1 TO Mtn parking

Vermont / Dover

Dover house

3 7 4 nights min

  • 3 bedrooms
  • sleeps 7
  • 4 nights min
  • Ski
  • Child Friendly

Price per night from

$401

Price per night from

$401

Distance approx 13.34 km from Whitingham

37

3 BR apartment, walking distance to Mass MoCa

Berkshires / North Adams

North Adams apartment

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 8.92 km from Whitingham Show on Map

(5) Excellent 

28

Condo on Haystack/Hermitage Ski Mountain

Vermont / Wilmington

Wilmington condo

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child Friendly

Price per night from

$298

Price per night from

$298

Distance approx 17.2 km from Whitingham

17

House On Main Street

Berkshires / Williamstown

Williamstown house

4 16 min stay varies

  • 4 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$501

Responds fast!
avg. 1 hour 19 minutes

Price per night from

$501

Distance approx 15.11 km from Whitingham

(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

$149

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$149

Distance approx 13.33 km from Whitingham

20

Casual lux near Hermitage Club & Four Columns Inn

Vermont / South Newfane

South Newfane villa

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 10 mi
  • Ski
  • Ask about children

Price per night from

$1,482

Price per night from

$1,482

Distance approx 17.08 km from Whitingham

16

Church sanctuary

Vermont / West Dummerston

West Dummerston house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Ask about children

Price per night from

$261

Price per night from

$261

Distance approx 16.11 km from Whitingham

(4) Excellent 

24

Romantic Vermont Vacation Cabin with View

Vermont / Newfane

Newfane cottage

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 8 mi
  • Child Friendly
  • Private garden

Price per night from

$149

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$149

Distance approx 16.51 km from Whitingham

(4) Excellent 

20

Cozy Chalet In The Pines, Only 5 Mi From Mt Snow. UNDER CONSTRUCTION TIL DEC.

Vermont / West Wardsboro

West Wardsboro chalet

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Private garden
“Great cabin, charming, simple and great location!!” We rented from Pat and Marco for a stay around Christmas '14 and was very happy with the cabin. It's just what we wanted - simple, charming and no frills. All that and Pat was very helpful to us when
…see more

Price per night from

$176

Responds fast!
avg. 3 hours 33 minutes

Price per night from

$176

Distance approx 16.64 km from Whitingham

(1) Excellent 

5

Historic Ski Home - 8 min to Mount Snow

Vermont / West Wardsboro

West Wardsboro house

5 11 2 nights min

  • 5 bedrooms
  • sleeps 11
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$201

Price per night from

$201

Distance approx 6 km from Whitingham Show on Map

24

Wilmington Home w/Pool Access- 20 Mins to Mt. Snow

Vermont / Wilmington

Wilmington house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$164

Responds fast!
avg. 10 minutes

Price per night from

$164

Distance approx 17.4 km from Whitingham

(1) Excellent 

25

Lorch's Hill: Secluded Vacation Home on 140 Acres... With Pool!

Vermont / Wardsboro

Wardsboro house

5 8 2 nights min

  • 5 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$251

Price per night from

$251

Distance approx 8.4 km from Whitingham Show on Map

31

Perfect VT GetAway with Hot Tub, min to Mt. Snow

Vermont / Wilmington

Wilmington house

4 10 2 nights min

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

Price per night from

$351

Price per night from

$351

Distance approx 8.96 km from Whitingham Show on Map

13

Beautiful Mountainside 2 Bedroom 2 Bath Condominium

Vermont / Dover

Dover condo

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 11 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$164

Price per night from

$164

Distance approx 4.76 km from Whitingham Show on Map

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

$451

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$451

Distance approx 9.22 km from Whitingham Show on Map

(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

$369

Price per night from

$369

Distance approx 6.7 km from Whitingham Show on Map

15

Little Bit of Heaven

Green Mountains / Readsboro

Readsboro house

3 6 2 nights min

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

Price per night from

$99

Responds fast!
avg. 37 minutes

Price per night from

$99

Distance approx 17.69 km from Whitingham

(1) Very Good 

19

Kassmel's Mountain Haus

Vermont / West Wardsboro

West Wardsboro house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Private garden

Price per night from

$301

Price per night from

$301

Distance approx 10.76 km from Whitingham

(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

$201

Responds fast!
avg. 1 hour 56 minutes

Price per night from

$201

Distance approx 6.56 km from Whitingham Show on Map

(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

$298

Price per night from

$298

Distance approx 12.88 km from Whitingham

(7) Excellent 

26

Log Cabin, 4 BR / 2 Bath Minutes to Mount Snow!

Vermont / Dover

Dover log cabin

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$200

Responds fast!
avg. 3 hours 9 minutes

Price per night from

$200

Distance approx 6.28 km from Whitingham Show on Map

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

$268

Price per night from

$268

Distance approx 18.93 km from Whitingham

20

Romantic Waterfront Vermont Cottage

Bennington / North Bennington

North Bennington house

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$165

Price per night from

$165

Distance approx 8.39 km from Whitingham Show on Map

39

Stunning Luxury Estate on 140 Acres - with Hot Tub and A/C

Vermont / West Halifax

West Halifax house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$596

Price per night from

$596

Distance approx 17.21 km from Whitingham

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

$316

Price per night from

$316

Distance approx 9.22 km from Whitingham Show on Map

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

$745

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$745

Distance approx 7.43 km from Whitingham Show on Map

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

$186

Price per night from

$186

Distance approx 10.14 km from Whitingham Show on Map

24

Family Home w/Game Room & Sauna-Mins to Mt. Snow!

Vermont / Dover

Dover house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$326

Responds fast!
avg. 22 minutes

Price per night from

$326

Distance approx 10.89 km from Whitingham

21

Cozy Mount Snow Home on Ski Home Trail

Vermont / Dover

Dover townhouse

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$176

Price per night from

$176

Distance approx 17.88 km from Whitingham

29

Whispers of the North

Vermont / West Wardsboro

West Wardsboro house

6 14 90 nights min

  • 6 bedrooms
  • sleeps 14
  • 90 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$221

Price per night from

$221

Distance approx 12.56 km from Whitingham

24

Mt. Snow perfect summer and winter retreat sleeps 18

Vermont / Dover

Dover house

5 18 min stay varies

  • 5 bedrooms
  • sleeps 18
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$401

Price per night from

$401

Distance approx 16.62 km from Whitingham

22

Mt. Snow/Stratton Area One of a kind private compound on 100 beautiful acres

Vermont / Newfane

Newfane house

7 20 min stay varies

  • 7 bedrooms
  • sleeps 20
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$751

Price per night from

$751