Location

Dates

Guests

Vacation rentals in Woodford, Vermont, United States

The Ravens Nest

3 bedrooms·1 bath

Woodford • Vermont

$755.20 USD total for 3 nights

Oct 19 – 22, 2026

Open concept living and dining room; plenty of seating at the dinner table

Top of the Rock

View of the house from the backyard

A winter snowfall

Our driveway can easily fit 2-3 cars

Top of the Rock

4 bedrooms·2 baths

Wilmington • Vermont

4.77(13 reviews)

$1,045.00 USD total for 3 nights

Oct 19 – 22, 2026

Front yard and house

Guard rails have been added both sides of stairs since this picture was taken.

Looking up toward loft area with partial view of kitchen lower right. Note the spiral staircase.

Cozy converted barn on secluded 6.5 acres

3 bedrooms·1 bath

Shaftsbury • Vermont

5(390 reviews)

$899.80 USD $824.20 USD total for 3 nights

Oct 26 – 29, 2026

Main living area with large couch and 4 lounge chairs, fireplace and TV

4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

Chalet style home on private lot, wrap around deck

4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

4 bedrooms·2 baths

Dover • Vermont

$946.20 USD total for 3 nights

Oct 19 – 22, 2026

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

As you step inside you'll be assured that you chose the right place!

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2 bedrooms·1 bath

Dover • Vermont

$726.80 USD total for 3 nights

Oct 19 – 22, 2026

A cozy cabin-style home with a wooden deck, nestled among lush greenery, featuring Adirondack chairs on a stone-lined lawn.

A cozy living room with a loft, featuring a leather sectional, woven chairs, and a rustic staircase leading to an upper level.

A cozy backyard fire pit area with four wooden Adirondack chairs arranged around a circular stone pit. Surrounded by lush green grass and dense trees, it offers a serene outdoor retreat.

A cozy bedroom featuring a black metal bunk bed with a full-size lower and twin upper. The wooden-paneled walls and carpeted floor add warmth, while a telescope by the window invites stargazing.

A rustic wooden deck extends from the house, surrounded by lush greenery. Three wicker chairs with cushions offer a peaceful spot to relax and enjoy the natural surroundings.

6BD 3BA - Mount Snow VT - Ski-Back Trail - Shuttle

6 bedrooms·3 baths

Dover • Vermont

$1,355.00 USD total for 3 nights

Oct 19 – 22, 2026

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

5 bedrooms·3 baths

Whitingham • Vermont

$1,655.75 USD total for 3 nights

Oct 19 – 22, 2026

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

5 bedrooms·3 baths

Whitingham • Vermont

$1,501.25 USD total for 3 nights

Oct 19 – 22, 2026

Table is made from reclaimed barn wood and great for a large dinner.

Steps to Farm Rd Estate | Historic 2BR w/ AC! image 2

Relax with some art or watch a great movie in the Great Room on the comfy sofa.

Reclaimed barnwood table

The large bedroom on the first floor was transformed from the art gallery.

Historic 1827 House | 2BR • Walkable location

2 bedrooms·1 bath

Dover • Vermont

5(61 reviews)

$1,920.18 USD total for 3 nights

Mar 19 – 22, 2027

Open comfy space with wide floor boards and spiral access to the large loft.

Relax by the gas fireplace on second floor

The 1827 House has easy access from RT 100 where you can walk to fine restaurants and venture to close by Wilmington, Manchester and lots of trails!

Comfortable and romantic Queen Victorian room

Loft Queen beds

Historic 1827 House | 3BR • AC • Upstairs

3 bedrooms·2 baths

Dover • Vermont

5(28 reviews)

$969.85 USD total for 3 nights

Oct 26 – 29, 2026

The Great Room was once the village general store and Post Office. Imagine the conversations over the years in this room.

Easy access on RT100.

Upstairs living area. Views of mount snow ski area from north side windows.

Futon in Loft sleeps two. Great for overflow skiers.

Relax by the gas fireplace on second floor after a day of skiing. Mini Split for quiet & comfortable AC in the summer and heat in the winter.

Historic 1827 House | 5BR • AC • Walkable

5 bedrooms·3 baths

Dover • Vermont

5(20 reviews)

$500 – $750/ night(excl. fees & taxes)

View of living room and dining room from kitchen.

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

5 bedrooms·3 baths

Dover • Vermont

$1,877.50 USD total for 3 nights

Oct 19 – 22, 2026

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

5 bedrooms·3 baths

Dover • Vermont

$1,182.25 USD total for 3 nights

Oct 19 – 22, 2026

The Deming House

The Deming House

The Deming House

The Deming House

The Deming House

The Deming House

3 bedrooms·4 baths

Arlington • Vermont

4(1 review)

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

4 bedrooms·2 baths

Stratton • Vermont

5(171 reviews)

$1,261.08 USD total for 3 nights

Oct 19 – 22, 2026

Perfect Mountain Getaway

Perfect Mountain Getaway

Perfect Mountain Getaway

Perfect Mountain Getaway

Perfect Mountain Getaway

Perfect Mountain Getaway

3 bedrooms·2 baths

Winhall • Vermont

5(14 reviews)

$670.29 USD total for 3 nights

Oct 19 – 22, 2026

The Azimuth

5 bedrooms·2 baths

Sunderland • Vermont

$1,173.38 USD total for 3 nights

Oct 20 – 23, 2026

The Lodge at Snow Mountain Farms | 5 BDR | 3 BA | 3,500 sqft

Lower level | Open concept game room, reading nook, bar, and living area

6-person hot tub - available all year

Living room with wood burning fireplace

Mt Snow/Stratton VT Getaway! w/Hot Tub + Game Room

5 bedrooms·3 baths

Wardsboro • Vermont

5(25 reviews)

$1,609.12 USD total for 3 nights

Oct 19 – 22, 2026

The Riverside Treehouse

The Riverside Treehouse

The Riverside Treehouse

The Riverside Treehouse

The Riverside Treehouse

The Riverside Treehouse

3 bedrooms·2 baths

Arlington • Vermont

5(4 reviews)

$905.49 USD total for 3 nights

Oct 19 – 22, 2026

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

15 bedrooms·1 bath

Manchester • Vermont

5(17 reviews)

$10,983.60 USD total for 3 nights

Oct 19 – 22, 2026

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

2 bedrooms·3 baths

Winhall • Vermont

4.86(7 reviews)

$910.86 USD total for 3 nights

Oct 19 – 22, 2026

Tranquil Treetop Retreat

Tranquil Treetop Retreat

Tranquil Treetop Retreat

Tranquil Treetop Retreat

Tranquil Treetop Retreat

4 bedrooms·4 baths

Winhall • Vermont

4.75(16 reviews)

$1,609.46 USD total for 3 nights

Oct 19 – 22, 2026

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

3 bedrooms·2 baths

Winhall • Vermont

4.75(8 reviews)

$1,090.74 USD total for 3 nights

Oct 19 – 22, 2026

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

4 bedrooms·3 baths

Winhall • Vermont

$1,506.91 USD total for 3 nights

Oct 19 – 22, 2026