Woodford vacation rentals

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Top-rated vacation rentals in Woodford

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Bennington

4.94 out of 5 average rating, 154 reviews

NEW Escape the City- Vermont Studio

Our newly renovated studio apartment is located minutes from Bennington College, and sits on 7 acres of land in the Green Mountain National Forest. It's on the second floor of our home through a private entrance with a personal deck and outdoor seating. Take an afternoon to stroll to the Mile Around Woods, or hike to the white rocks! Walk the Ninja trail from the college to see the historic covered bridges, or drive 20-30 miles N to enjoy Vermont's best skiing, and shopping at designer outlets!

Feb 10 – 17

R1,746 ZAR per night
Guest favorite

Cabin in Woodford

4.91 out of 5 average rating, 131 reviews

Lakeview Cabin in the Mountains - beautiful

Lovely log sided cabin situated across from Woodford lake with view. Large Great room cathedral ceiling, halfmoon window, pine ceiling & floors, dining table,woodstove, corner gas fireplace, full kitchen. Beautiful ambiance, rustic yet elegant. 2 bedrooms, full bath with clawfoot tub, romantic sleeping loft w sitting area. Basement play area heated with 2 beds for children. Central heat, washer/dryer TV/Roku, ceiling fans. Great getaway for nature lovers, skiers, snowmobilers, hikers. Wifi.

Oct 26 – Nov 2

R3,409 ZAR per night
Superhost

Home in Readsboro

4.86 out of 5 average rating, 118 reviews

Vermont March Madness! (Pet Friendly)

Quiet, clean, home, well stocked, exclusively yours, nestled in Green Mtns with prime access on a flat road, babbling brook. Great location! Winter activities, antiques, shops, lakes, hike, covered bridges, cozy dinner at local inns by a fireplace, mountain views! Enjoy Vermont! Scenic roads, Prospect Mt. or Mt. Snow, VAST trails, hiking, Mt.Greylock, Mass MOCA, in nearby N.Adams, MA, (12 min)Berkshires w/in an hour. 20 mins to Bennington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Sep 14 – 21

R1,519 ZAR per night

Popular amenities for Woodford vacation rentals

Other great vacation rentals in Woodford

Guest favorite

Cottage in Shaftsbury

4.96 out of 5 average rating, 109 reviews

Rollin Cottage

Aug 9 – 16

R2,654 ZAR per night
Guest favorite

Apartment in North Adams

4.9 out of 5 average rating, 100 reviews

Cozy 1 bedroom 1/2 mile to MassMoca

Jul 15 – 22

R1,876 ZAR per night
Guest favorite

Cabin in Shaftsbury

4.99 out of 5 average rating, 199 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

Jan 21 – 28

R6,992 ZAR per night
Guest favorite

Home in Pownal

4.99 out of 5 average rating, 210 reviews

Cozy Vermont mini-house

May 7 – 14

R4,056 ZAR per night
Guest favorite

Apartment in Wilmington

4.88 out of 5 average rating, 278 reviews

Globetrotter Retreat - Minutes to the Mountain

Dec 1 – 8

R2,153 ZAR per night
Guest favorite

Guesthouse in Williamstown

4.96 out of 5 average rating, 142 reviews

Brookside Cottage

Jun 18 – 25

R2,500 ZAR per night
Guest favorite

Home in Bennington

4.99 out of 5 average rating, 109 reviews

The Gate House--Experience Vermont!

Apr 25 – May 2

R7,090 ZAR per night
Guest favorite

Cabin in Pownal

4.97 out of 5 average rating, 172 reviews

Historic Cozy Cabin Six

Jun 11 – 18

R2,031 ZAR per night
Guest favorite

Guest suite in Brattleboro

4.94 out of 5 average rating, 515 reviews

Charming studio in renovated 19th century church.

Oct 17 – 24

R1,766 ZAR per night
Guest favorite

Barn in Chester

4.99 out of 5 average rating, 487 reviews

Inviting studio apartment above barn in Vermont

Apr 24 – May 1

R1,704 ZAR per night
Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 260 reviews

A charming VT chalet

Jan 10 – 17

R3,195 ZAR per night
Guest favorite

Guesthouse in Putney

4.97 out of 5 average rating, 188 reviews

Cozy cottage loft and retreat

Nov 2 – 9

R1,704 ZAR per night

Other great vacation rentals in Woodford

Guest favorite

Guesthouse in North Adams

4.92 out of 5 average rating, 177 reviews

"Worker's" Cottage (circa 1860).

May 7 – 14

R2,246 ZAR per night
Superhost

Cottage in North Bennington

4.9 out of 5 average rating, 288 reviews

Romantic Private Vermont Cottage - Waterfront

May 16 – 23

R3,200 ZAR per night
Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Oct 4 – 11

R1,974 ZAR per night
Guest favorite

Cabin in Jamaica

4.99 out of 5 average rating, 180 reviews

New Cabin in Jamaica

Sep 1 – 8

R2,937 ZAR per night
Superhost

Cabin in Bennington

4.81 out of 5 average rating, 99 reviews

Vermont Cabin - Secluded Woods on South Stream

Apr 29 – May 6

R1,976 ZAR per night
Guest favorite

Home in Shaftsbury

4.92 out of 5 average rating, 96 reviews

Cheerful 1 bedroom cottage

Sep 27 – Oct 4

R1,582 ZAR per night
Guest favorite

Cabin in Woodford

4.95 out of 5 average rating, 58 reviews

Relaxing cabin in the woods

Nov 6 – 13

R3,115 ZAR per night
Guest favorite

Farm stay in Bennington

4.96 out of 5 average rating, 77 reviews

The Farm cottage

Oct 31 – Nov 7

R3,033 ZAR per night
Guest favorite

Home in Dover

4.93 out of 5 average rating, 67 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

May 10 – 17

R1,609 ZAR per night
Guest favorite

Home in Woodford

5.0 out of 5 average rating, 12 reviews

Mountain Lake Retreat - Skiing/Hiking/Snowmobile

May 4 – 11

R3,646 ZAR per night
Guest favorite

Cabin in Woodford

4.93 out of 5 average rating, 90 reviews

Cozy Cabin in the Green Mountains

Aug 10 – 17

R4,503 ZAR per night
Guest favorite

Apartment in Bennington

4.78 out of 5 average rating, 32 reviews

North Bennington, VT conveniently located unit.

Aug 30 – Sep 6

R1,944 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Bennington County
  5. Woodford