We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Woodford Vacation Rentals

List your property
Owner log in
Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 mi
49 rentals in Woodford.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.

Great Place to get away and have clean fresh air surround you!

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Perfect for a peaceful get away in clean fresh Vermont air!

Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Meme's High Mountain Lake House, vacation rental in Woodford
Meme's High Mountain Lake House, vacation rental in Woodford
Meme's High Mountain Lake House, vacation rental in Woodford

Meme's High Mountain Lake House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Brand New Custom Log Cabin In The Green Mtn Forest, vacation rental in Woodford
Brand New Custom Log Cabin In The Green Mtn Forest, vacation rental in Woodford
Brand New Custom Log Cabin In The Green Mtn Forest, vacation rental in Woodford

Brand New Custom Log Cabin In The Green Mtn Forest

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, vacation rental in Woodford
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, vacation rental in Woodford
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, vacation rental in Woodford

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Romantic Bennington Vermont Cottage, vacation rental in Woodford
Romantic Bennington Vermont Cottage, vacation rental in Woodford
Romantic Bennington Vermont Cottage, vacation rental in Woodford

Romantic Bennington Vermont Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious Mountain view home in Chimney Hill booking summer/winter 22/23, vacation rental in Woodford
Spacious Mountain view home in Chimney Hill booking summer/winter 22/23, vacation rental in Woodford
Spacious Mountain view home in Chimney Hill booking summer/winter 22/23, vacation rental in Woodford

Spacious Mountain view home in Chimney Hill booking summer/winter 22/23

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Victorian Home in Bennington, Vermont, vacation rental in Woodford
Victorian Home in Bennington, Vermont, vacation rental in Woodford
Victorian Home in Bennington, Vermont, vacation rental in Woodford

Victorian Home in Bennington, Vermont

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Secluded Luxury In The Country, Close To Culture, vacation rental in Woodford
Secluded Luxury In The Country, Close To Culture, vacation rental in Woodford
Secluded Luxury In The Country, Close To Culture, vacation rental in Woodford

Secluded Luxury In The Country, Close To Culture

Rental Home
4 bedrooms
3 bathrooms
Sleeps 24
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lovely Home at Chimney Hill Resort Community: (Book Early - Low 7 Night Rates), vacation rental in Woodford
Lovely Home at Chimney Hill Resort Community: (Book Early - Low 7 Night Rates), vacation rental in Woodford
Lovely Home at Chimney Hill Resort Community: (Book Early - Low 7 Night Rates), vacation rental in Woodford

Lovely Home at Chimney Hill Resort Community: (Book Early - Low 7 Night Rates)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Save time - get the best Woodford rentals sent straight to your email!
Historic Home in Old Bennington, Vermont, vacation rental in Woodford
Historic Home in Old Bennington, Vermont, vacation rental in Woodford
Historic Home in Old Bennington, Vermont, vacation rental in Woodford

Historic Home in Old Bennington, Vermont

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond, vacation rental in Woodford
Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond, vacation rental in Woodford
Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond, vacation rental in Woodford

Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca, vacation rental in Woodford
LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca, vacation rental in Woodford
LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca, vacation rental in Woodford

LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Vermont Hillside Retreat, vacation rental in Woodford
Vermont Hillside Retreat, vacation rental in Woodford
Vermont Hillside Retreat, vacation rental in Woodford

Vermont Hillside Retreat

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Beautiful  Vermont Vacation Home- Mount Snow!!, vacation rental in Woodford
Beautiful  Vermont Vacation Home- Mount Snow!!, vacation rental in Woodford
Beautiful  Vermont Vacation Home- Mount Snow!!, vacation rental in Woodford

Beautiful Vermont Vacation Home- Mount Snow!!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!, vacation rental in Woodford
4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!, vacation rental in Woodford
4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!, vacation rental in Woodford

4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Arctic Circle - Mount Snow ski house at Chimney Hill with Tesla/EV charger!, vacation rental in Woodford
Arctic Circle - Mount Snow ski house at Chimney Hill with Tesla/EV charger!, vacation rental in Woodford
Arctic Circle - Mount Snow ski house at Chimney Hill with Tesla/EV charger!, vacation rental in Woodford

Arctic Circle - Mount Snow ski house at Chimney Hill with Tesla/EV charger!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lovely new apt with private entrance, patio, gas grill and fire pit., vacation rental in Woodford
Lovely new apt with private entrance, patio, gas grill and fire pit., vacation rental in Woodford
Lovely new apt with private entrance, patio, gas grill and fire pit., vacation rental in Woodford

Lovely new apt with private entrance, patio, gas grill and fire pit.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Cozy Mountain Escape to Southern Vermont, vacation rental in Woodford
Cozy Mountain Escape to Southern Vermont, vacation rental in Woodford
Cozy Mountain Escape to Southern Vermont, vacation rental in Woodford

Cozy Mountain Escape to Southern Vermont

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Family Chalet-Spacious Deck, Firepit, Clubhouse Pool, Hike/Golf/ Kayak/Lakes, vacation rental in Woodford
Family Chalet-Spacious Deck, Firepit, Clubhouse Pool, Hike/Golf/ Kayak/Lakes, vacation rental in Woodford
Family Chalet-Spacious Deck, Firepit, Clubhouse Pool, Hike/Golf/ Kayak/Lakes, vacation rental in Woodford

Family Chalet-Spacious Deck, Firepit, Clubhouse Pool, Hike/Golf/ Kayak/Lakes

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Chimney Hill House - 7 miles to Mount Snow, vacation rental in Woodford
Chimney Hill House - 7 miles to Mount Snow, vacation rental in Woodford
Chimney Hill House - 7 miles to Mount Snow, vacation rental in Woodford

Chimney Hill House - 7 miles to Mount Snow

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Bennington Guest Farmhouse, vacation rental in Woodford
Bennington Guest Farmhouse, vacation rental in Woodford
Bennington Guest Farmhouse, vacation rental in Woodford

Bennington Guest Farmhouse

Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Hillside Haven- Weekly + Monthly Discounts Available!, vacation rental in Woodford
Hillside Haven- Weekly + Monthly Discounts Available!, vacation rental in Woodford
Hillside Haven- Weekly + Monthly Discounts Available!, vacation rental in Woodford

Hillside Haven- Weekly + Monthly Discounts Available!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

1920's Bennington Vermont Guest Barn, vacation rental in Woodford
1920's Bennington Vermont Guest Barn, vacation rental in Woodford
1920's Bennington Vermont Guest Barn, vacation rental in Woodford

1920's Bennington Vermont Guest Barn

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Stunning Post and Beam Art Studio/House, vacation rental in Woodford
Stunning Post and Beam Art Studio/House, vacation rental in Woodford
Stunning Post and Beam Art Studio/House, vacation rental in Woodford

Stunning Post and Beam Art Studio/House

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

✰ Two Brooks Lodge - Beautiful Waterfront Vermont Retreat, vacation rental in Woodford
✰ Two Brooks Lodge - Beautiful Waterfront Vermont Retreat, vacation rental in Woodford
✰ Two Brooks Lodge - Beautiful Waterfront Vermont Retreat, vacation rental in Woodford

✰ Two Brooks Lodge - Beautiful Waterfront Vermont Retreat

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Chimney Hill House - Mount Snow Area, vacation rental in Woodford
Chimney Hill House - Mount Snow Area, vacation rental in Woodford
Chimney Hill House - Mount Snow Area, vacation rental in Woodford

Chimney Hill House - Mount Snow Area

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Rustic Modern Ski Home - Close to Mt Snow & The Hermitage w/ 2 Fireplaces!, vacation rental in Woodford
Rustic Modern Ski Home - Close to Mt Snow & The Hermitage w/ 2 Fireplaces!, vacation rental in Woodford
Rustic Modern Ski Home - Close to Mt Snow & The Hermitage w/ 2 Fireplaces!, vacation rental in Woodford

Rustic Modern Ski Home - Close to Mt Snow & The Hermitage w/ 2 Fireplaces!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Sprawling, Dream Farmhouse on 5 Scenic Acres near to Mount Snow, Lake & Town, vacation rental in Woodford
Sprawling, Dream Farmhouse on 5 Scenic Acres near to Mount Snow, Lake & Town, vacation rental in Woodford
Sprawling, Dream Farmhouse on 5 Scenic Acres near to Mount Snow, Lake & Town, vacation rental in Woodford

Sprawling, Dream Farmhouse on 5 Scenic Acres near to Mount Snow, Lake & Town

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access, vacation rental in Woodford
Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access, vacation rental in Woodford
Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access, vacation rental in Woodford

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

Luxury Living High Above the Center of Town., vacation rental in Woodford
Luxury Living High Above the Center of Town., vacation rental in Woodford
Luxury Living High Above the Center of Town., vacation rental in Woodford

Luxury Living High Above the Center of Town.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

A Real Farm Vacation, vacation rental in Woodford
A Real Farm Vacation, vacation rental in Woodford
A Real Farm Vacation, vacation rental in Woodford

A Real Farm Vacation

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Two Brooks Lodge, vacation rental in Woodford
Two Brooks Lodge, vacation rental in Woodford
Two Brooks Lodge, vacation rental in Woodford

Two Brooks Lodge

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection

Tentrr Signature Site - Grateful Acres Vermont

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection

Best Western Bennington - Deluxe King Bed #5, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #5, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #5, vacation rental in Woodford

Best Western Bennington - Deluxe King Bed #5

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Best Western Bennington - Deluxe King Bed #4, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #4, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #4, vacation rental in Woodford

Best Western Bennington - Deluxe King Bed #4

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Tentrr Signature Site - Grateful Acres Vermont, vacation rental in Woodford
Tentrr Signature Site - Grateful Acres Vermont, vacation rental in Woodford
Tentrr Signature Site - Grateful Acres Vermont, vacation rental in Woodford

Tentrr Signature Site - Grateful Acres Vermont

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious Vacation home in Chimney Hill near Mt Snow, vacation rental in Woodford
Spacious Vacation home in Chimney Hill near Mt Snow, vacation rental in Woodford
Spacious Vacation home in Chimney Hill near Mt Snow, vacation rental in Woodford

Spacious Vacation home in Chimney Hill near Mt Snow

Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Victorian mansion's Jim-Dandy Suite w/ breakfast, vacation rental in Woodford
Victorian mansion's Jim-Dandy Suite w/ breakfast, vacation rental in Woodford
Victorian mansion's Jim-Dandy Suite w/ breakfast, vacation rental in Woodford

Victorian mansion's Jim-Dandy Suite w/ breakfast

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Gracious Vermont Home Epic Mountain Views — EV Charger, vacation rental in Woodford
Gracious Vermont Home Epic Mountain Views — EV Charger, vacation rental in Woodford
Gracious Vermont Home Epic Mountain Views — EV Charger, vacation rental in Woodford

Gracious Vermont Home Epic Mountain Views — EV Charger

Rental Home
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Spacious 2nd floor apartment steps from popular corner market., vacation rental in Woodford
Spacious 2nd floor apartment steps from popular corner market., vacation rental in Woodford
Spacious 2nd floor apartment steps from popular corner market., vacation rental in Woodford

Spacious 2nd floor apartment steps from popular corner market.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Best Western Bennington - Deluxe King Bed #3, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #3, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #3, vacation rental in Woodford

Best Western Bennington - Deluxe King Bed #3

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Cozy Cabin on Chimney Hill  (Close to Mt Snow), vacation rental in Woodford
Cozy Cabin on Chimney Hill  (Close to Mt Snow), vacation rental in Woodford
Cozy Cabin on Chimney Hill  (Close to Mt Snow), vacation rental in Woodford

Cozy Cabin on Chimney Hill (Close to Mt Snow)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Best Western Bennington - Deluxe King Bed #1, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #1, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #1, vacation rental in Woodford

Best Western Bennington - Deluxe King Bed #1

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Lake life at Woodford Cottage, vacation rental in Woodford
Lake life at Woodford Cottage, vacation rental in Woodford
Lake life at Woodford Cottage, vacation rental in Woodford

Lake life at Woodford Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

New Custom Log Home 3BR, Loft, 2.5 Bath, Sleeps 8, vacation rental in Woodford
New Custom Log Home 3BR, Loft, 2.5 Bath, Sleeps 8, vacation rental in Woodford
New Custom Log Home 3BR, Loft, 2.5 Bath, Sleeps 8, vacation rental in Woodford

New Custom Log Home 3BR, Loft, 2.5 Bath, Sleeps 8

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Mount Snow Ski House in the Chimney Hill Community, vacation rental in Woodford
Mount Snow Ski House in the Chimney Hill Community, vacation rental in Woodford
Mount Snow Ski House in the Chimney Hill Community, vacation rental in Woodford

Mount Snow Ski House in the Chimney Hill Community

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Best Western Bennington - Deluxe King Bed #2, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #2, vacation rental in Woodford
Best Western Bennington - Deluxe King Bed #2, vacation rental in Woodford

Best Western Bennington - Deluxe King Bed #2

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Downtown Victorian House, vacation rental in Woodford
Downtown Victorian House, vacation rental in Woodford
Downtown Victorian House, vacation rental in Woodford

Downtown Victorian House

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out

Chimneyhill Home Gorgeous, vacation rental in Woodford
Chimneyhill Home Gorgeous, vacation rental in Woodford
Chimneyhill Home Gorgeous, vacation rental in Woodford

Chimneyhill Home Gorgeous

Rental Home
5 bedrooms
3 bathrooms
Sleeps 1
More info
Vrbo.com logo
Check in
Check out

PreviousNext
1