Woodford vacation rentals

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Top-rated vacation rentals in Woodford

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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!

Sep 27 – Oct 4

R1,750 ZAR per night

Guest favorite

Cabin in Woodford

4.91 out of 5 average rating, 132 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.

May 21 – 28

R3,418 ZAR per night

Guest favorite

Chalet in Dover

4.93 out of 5 average rating, 263 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Nov 12 – 19

R2,952 ZAR per night

Guest favorite

Guest suite in Williamstown

4.96 out of 5 average rating, 202 reviews

Berkshire Guest Suite

Welcome to our guest suite in the beautiful Northern Berkshires, home to many great cultural venues, including The Clark, Williamstown Theatre Festival and Mass MoCA. The newly updated private suite offers a queen pillow-top mattress, bathroom with stall shower, coffee bar and an outdoor seating area with mountain views. Located in a quiet neighborhood at the base of Mt. Greylock, we are a short walk to a local farm stand, and a few minutes drive to downtown Williamstown and North Adams.

Sep 25 – Oct 2

R1,787 ZAR per night

Guest favorite

Guesthouse in North Bennington

4.98 out of 5 average rating, 148 reviews

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, air conditioned light space with cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. Please note that due to a severe allergy, we cannot accommodate animals.

Jul 19 – 26

R2,866 ZAR per night

Guest favorite

Guest suite in Shaftsbury

4.98 out of 5 average rating, 131 reviews

Country Getaway with a Spa/Birds of a Feather Farm

Our cozy upstairs studio can accommodates up to 4 and is separate from the main house. Plush towels, linen, pillows and blankets. Kitchenette is fully stocked with everything you need for cooking. The private entrance is equipped with punch key lock to facilitate easy self check-in. A queen size sleep number bed, queen size pullout couch, table with four chairs, a dresser, one bathroom with shower, smart TV and WIFI. Heat and cooling. A spa is available and infrared sauna.

Aug 25 – Sep 1

R2,326 ZAR per night

Guest favorite

Cottage in Shaftsbury

4.99 out of 5 average rating, 596 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.

Mar 15 – 22

R8,240 ZAR per night

Guest favorite

Apartment in Bennington

4.96 out of 5 average rating, 139 reviews

Cooper's Place

Small bright and cozy apartment nestled in the Shires of Vermont. A mid-modern space with VT flare and all of the amenities you need to enjoy your getaway. Housed behind a unique building that was once a manufacturer of concrete blocks and is still a hardscape retail store located in downtown Bennington called Morse Brick & Block. Enjoy the porch or have a fire in the fire pit. Take a trip to the Bennington Monument and Museum. Close to hiking trails and ski areas.

Jul 13 – 20

R2,182 ZAR per night

Superhost

Cabin in Woodford

4.84 out of 5 average rating, 347 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

Our cabin is off the grid, NO running water (read this twice) or indoor bathroom, but it’s comfortable and has been enjoyed by 100’s of Airbnb travelers. There is electricity, but this cabin takes an adventurer in the winter months. Winter Stays take work! Don’t be surprised of shoveling and bringing in your gear! Our reviews speak for how great rental is for people, thank you for considering a stay at our cabin.

Sep 3 – 10

R3,255 ZAR per night

Guest favorite

Apartment in Bennington

4.91 out of 5 average rating, 163 reviews

Scenic Vermont Studio

This beautiful retreat is halfway between the ski slopes of southern Vermont and the cultural centers of Williamstown and North Adams, MA. The residence is a modern, spacious, basement apartment, part of an 1860 farm house. It has its own private entrance around the back of the house at ground level. Solar garden lights and motion detector lighting will illuminate your path to the apartment.

Aug 14 – 21

R1,913 ZAR per night

Guest favorite

Apartment in Bennington

4.93 out of 5 average rating, 527 reviews

The Octopus's Garden

Welcome to the Octopus' Garden, a warm and cozy oasis located in the heart of Bennington, VT. This relaxing one bedroom suite, infused with amenities and much love, comfortably accommodates 2 people. This peaceful space is only a 10 minute walk to art, shops and dining and is the perfect hub for a variety of activities in Southern Vermont and Western Massachusetts.

Aug 8 – 15

R1,850 ZAR per night

Guest favorite

Apartment in Pownal

4.94 out of 5 average rating, 179 reviews

The Shepherd's Retreat

This in-law apartment is on the first floor of our 2 level home and has its own separate entrances. It features an open floor plan with galley kitchen and breakfast bar. This location has a peaceful relaxing atmosphere but with easy access to shopping, site seeing, hiking, and is minutes away from historic Bennington, Vt and the Berkshires (Mass Moca Museum).

Apr 22 – 29

R2,065 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Woodford vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Woodford

Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 262 reviews

The Studio With a View. Bring your dog, too!

Mar 13 – 20

R2,663 ZAR per night

Guest favorite

Guest suite in Wilmington

4.92 out of 5 average rating, 712 reviews

Architectural GuestSuite

Jul 15 – 22

R2,232 ZAR per night

Guest favorite

Apartment in North Adams

4.91 out of 5 average rating, 108 reviews

Cozy 1 bedroom 1/2 mile to MassMoca

Jul 8 – 15

R1,794 ZAR per night

Guest favorite

Home in Bennington

4.99 out of 5 average rating, 275 reviews

Southern Vermont Home

Sep 15 – 22

R4,017 ZAR per night

Guest favorite

Cabin in Pownal

4.97 out of 5 average rating, 173 reviews

Historic Cozy Cabin Six

May 17 – 24

R2,036 ZAR per night

Superhost

Home in Bennington

4.85 out of 5 average rating, 152 reviews

Bennington Guest Barn 3 Bedrooms

Apr 22 – 29

R2,475 ZAR per night

Superhost

Cabin in Shaftsbury

4.9 out of 5 average rating, 381 reviews

The LoveNest -Charming private cabin on 65 acres

Aug 14 – 21

R3,077 ZAR per night

Guest favorite

Cabin in Jamaica

4.99 out of 5 average rating, 184 reviews

New Cabin in Jamaica

Jun 26 – Jul 3

R2,595 ZAR per night

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Other great vacation rentals in Woodford

Guest favorite

Guesthouse in Putney

4.97 out of 5 average rating, 195 reviews

Cozy cottage loft and retreat

Mar 13 – 20

R1,708 ZAR per night

Guest favorite

Guesthouse in North Adams

4.92 out of 5 average rating, 179 reviews

"Worker's" Cottage (circa 1860).

May 15 – 22

R2,257 ZAR per night

Guest favorite

Apartment in Wilmington

4.88 out of 5 average rating, 279 reviews

Globetrotter Retreat - Minutes to the Mountain

Sep 9 – 16

R2,103 ZAR per night

Guest favorite

Cottage in Woodford

4.97 out of 5 average rating, 64 reviews

Willow Tree Cottage on Peaceful Mountain Lake

Oct 5 – 12

R4,275 ZAR per night

Guest favorite

Apartment in Bennington

5.0 out of 5 average rating, 18 reviews

Modern retreat in heart of town

Nov 14 – 21

R2,445 ZAR per night

Guest favorite

Farm stay in Bennington

4.96 out of 5 average rating, 83 reviews

The Farm cottage

Feb 7 – 14

R3,040 ZAR per night

Guest favorite

Home in Woodford

5.0 out of 5 average rating, 13 reviews

Green Mountains Lake Retreat

Apr 28 – May 5

R3,655 ZAR per night

Guest favorite

Home in Woodford

4.93 out of 5 average rating, 45 reviews

Memes High Mountain Lake House

May 25 – Jun 1

R5,214 ZAR per night

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Quick stats about vacation rentals in Woodford

Total rentals	10 properties
Popular amenities	Gym, BBQ grill, and Laptop-friendly workspace
Wifi availability	10 properties include access to wifi
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	1.4K reviews
Nightly prices starting at	R2,088 ZAR before taxes and fees

Woodford vacation rentals

Top-rated vacation rentals in Woodford

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Woodford vacation rentals

Other great vacation rentals in Woodford

Barn in Marlboro

Guest suite in Wilmington

Apartment in North Adams

Home in Bennington

Cabin in Pownal

Home in Bennington

Cabin in Shaftsbury

Cabin in Jamaica

Other great vacation rentals in Woodford

Guesthouse in Putney

Guesthouse in North Adams

Apartment in Wilmington

Cottage in Woodford

Apartment in Bennington

Farm stay in Bennington

Home in Woodford

Home in Woodford

Quick stats about vacation rentals in Woodford

Total rentals

Popular amenities

Wifi availability

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore