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Woodford Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Woodford vacation rentals

A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

1. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
Woodford
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay! Very clean and comfortable."
United States
Dana W.
The price is CA $159
CA $727 total
includes taxes & fees
Nov 11 - Nov 12
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A two-story house with a porch, surrounded by trees and snow.

2. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Bennington
8.6 out of 10, Excellent, (36 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is CA $162
CA $404 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

3. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is CA $116
CA $459 total
includes taxes & fees
Nov 18 - Nov 19
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

4. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (15 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
United States
Jeri R.
The price is CA $164
CA $274 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Home in Pownal VT
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

5. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is CA $167
CA $514 total
includes taxes & fees
Nov 11 - Nov 12
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
A covered porch with wooden beams, a pool, and chairs.

6. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
Bennington
The price is CA $318
CA $387 total
includes taxes & fees
Nov 11 - Nov 12
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
A room with a wood-burning stove, a brick fireplace, a mounted television, and a sign above the fireplace.

7. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
The price is CA $127
CA $399 total
includes taxes & fees
Nov 17 - Nov 18
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

8. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."
United States
Natalie
The price is CA $277
CA $758 total
includes taxes & fees
Nov 11 - Nov 12
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
A spacious living area with a brown leather sofa, a wooden coffee table, and wicker chairs. A staircase leads to an upper level.

9. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.4 out of 10, Exceptional, (29 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is CA $226
CA $680 total
includes taxes & fees
Nov 16 - Nov 17
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
A wicker sofa with a floral cushion, a wicker table with magazines, and a standing fan in a room with large windows and wooden floors.

10. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is CA $134
CA $290 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

11. Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
9.8 out of 10, Exceptional, (118 reviews)
"enjoyed our week at this property"
United States
cory p.
The price is CA $266
CA $533 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

12. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"
United States
Lynn B.
The price is CA $167
CA $595 total
includes taxes & fees
Nov 11 - Nov 12
Modern Mount Snow Gnarvana - Steps to Carinthia
"The property comes equipped with everything one can need for a relaxing getaway, not to mention a fire pit in the backyard nested on top of a river. It’s truly relaxing and peaceful while still being close to restaurants and a super market." ...Anna

13. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (21 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is CA $195
CA $394 total
includes taxes & fees
Nov 15 - Nov 16
New Studio In Town, By the Water
Gather around the glowing fire pit and unwind under the open sky, the perfect way to end a day of adventure.

14. Charming 1BR Retreat | Ski-In Access

Charming 1BR Retreat | Ski-In Access
West Dover
The price is CA $254
CA $292 total
includes taxes & fees
Nov 11 - Nov 12
Charming 1BR Retreat | Ski-In Access
A living room with a wooden floor, a central rug, a sofa, a coffee table, and a door with a 'GUEST' sign.

15. A peaceful retreat in a cabin

A peaceful retreat in a cabin
cambridge
9.8 out of 10, Exceptional, (50 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
The price is CA $176
CA $244 total
includes taxes & fees
Nov 11 - Nov 12
A peaceful retreat in a cabin
A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

16. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.8 out of 10, Exceptional, (7 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is CA $141
CA $179 total
includes taxes & fees
Nov 11 - Nov 12
The Eagles Wing at The CHM - Private Apartment
An indoor swimming pool with a tiled floor, a pool table, and a bar area.

17. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is CA $192
CA $578 total
includes taxes & fees
Nov 11 - Nov 12
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
A large, white building with a covered porch and stone foundation.

18. East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub

East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
Bennington
The price is CA $318
CA $387 total
includes taxes & fees
Nov 11 - Nov 12
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
A snow-covered landscape with a cabin surrounded by trees.

19. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Pownal
10.0 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay! The home was clean, well-stocked, and very comfortable. I loved the serenity of the location. We took walks on trails through the forest and enjoyed the peace and quiet."
United States
Claudette R.
The price is CA $445
CA $830 total
includes taxes & fees
Nov 15 - Nov 16
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Private kitchen

20. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
9.8 out of 10, Exceptional, (13 reviews)
"Great location, very clean, included washer dryer, picnic area by river, large parking space."
United States
Douglas
The price is CA $219
CA $433 total
includes taxes & fees
Nov 15 - Nov 16
Downtown | Waterfront | Walk to Shops
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodford Hotel Reviews

A modern living room with a fireplace, large windows, and a cozy seating area.
Inn At Mount Snow

Inn At Mount Snow

Inn At Mount Snow
West Dover

10/10 Excellent

Tout était parfait endroit que je vais retourné sans hésiter. Nous réservons environ 40 hôtels par année et c'est de loin notre coup de coeur
Canada
marco
Reviewed September 10, 2026
Inn At Mount Snow

Find out more about Woodford

Everything you need to know about Woodford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodford. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodford vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodford vacation rentals we have selected for you start as low as CA $115 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodford rentals

At Expedia, we put the best Woodford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Woodford?

Yes, we offer vacation rentals close to well known sights in Woodford, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental that Woodford has to offer?

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews: This vacation home rental outside of Woodford is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Woodford?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Woodford stay.

What’s there to see and do in Woodford?

Harmen Hills Trail and Harmon Hill are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Prospect Mountain Cross-Country Ski Center and Woodford State Park.

What’s a vacation rental in Woodford like?

Vacation rentals are private properties you can stay in for a long or short time in Woodford. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.