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Woodford Vacation Rentals

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Woodford vacation rentals

Property grounds

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

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (84 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
$361 nightly
The price is $404
Aug 25 - Aug 26
Total with taxes and fees
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior

2. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (33 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
$86 nightly
The price is $163
Aug 6 - Aug 7
Total with taxes and fees
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Outdoor pool, a heated pool

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.
$278 nightly
The price is $314
Aug 5 - Aug 6
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior

4. Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Bennington
8.6 out of 10, Excellent, (35 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.
$353 nightly
The price is $379
Aug 13 - Aug 14
Total with taxes and fees
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Exterior

5. Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
$436 nightly
The price is $464
Aug 13 - Aug 14
Total with taxes and fees
Two Brooks Lodge
Terrace/patio

6. Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (37 reviews)
"Great place"
United States
Aidan K.
$229 nightly
The price is $256
Aug 30 - Aug 31
Total with taxes and fees
Peaceful getaway at birds of a feather
Dining

7. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (6 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
$184 nightly
The price is $206
Aug 9 - Aug 10
Total with taxes and fees
Cozy Home in Pownal VT
Property grounds

8. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful area and views of mountains, very gracious host "
United States
Donna E.
$304 nightly
The price is $341
Aug 11 - Aug 12
Total with taxes and fees
Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Lobby

9. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
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.
$320 nightly
The price is $362
Aug 5 - Aug 6
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Beach

10. 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)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
$260 nightly
The price is $294
Aug 24 - Aug 25
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Interior

11. 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
10.0 out of 10, Exceptional, (1 review)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
$188 nightly
The price is $210
Aug 10 - Aug 11
Total with taxes and fees
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Smart TV, fireplace, Netflix, streaming services

12. 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
9.6 out of 10, Exceptional, (27 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
$425 nightly
The price is $480
Sep 1 - Sep 2
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Coffee/tea maker, fridge, microwave, oven

13. 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, (110 reviews)
"This is the third time we’ve stayed at this lovely home and it’s always a treat! Very clean, with a Well stocked kitchen, comfy beds and huge back yard plus a fenced in portion, your dog will love-close to Bennington and walking trails with lots to do. A home away from home! "
United States
Anita T.
$356 nightly
The price is $395
Aug 5 - Aug 6
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Dining

14. 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, (19 reviews)
"Great place!"
United States
Jack & Heather G.
$571 nightly
The price is $609
Aug 26 - Aug 27
Total with taxes and fees
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Terrace/patio

15. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington
9.8 out of 10, Exceptional, (48 reviews)
"The property was beautiful and it truly felt like an escape. I"
United States
Kristina M.
$404 nightly
The price is $457
Aug 5 - Aug 6
Total with taxes and fees
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
House (3 Bedrooms) | Front of property

16. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
$395 nightly
The price is $435
Aug 5 - Aug 6
Total with taxes and fees
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Outdoor dining

17. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.0 out of 10, Wonderful, (14 reviews)
"Location was very good-close to campus. Host was responsive. Accommodations were just right"
United States
Dan R.
$263 nightly
The price is $296
Aug 5 - Aug 6
Total with taxes and fees
2-Bdr Apt In Town, By the Water
Outdoor dining

18. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (18 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
$240 nightly
The price is $270
Aug 5 - Aug 6
Total with taxes and fees
New Studio In Town, By the Water
Outdoor dining

19. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (9 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
$274 nightly
The price is $308
Aug 31 - Sep 1
Total with taxes and fees
Downtown | Waterfront | Walk to Shops
Private kitchen

20. The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (4 reviews)
"What a great get away spot. Such a charming little cabin. The fireflies in the evening were a delight. Clean and cozy."
United States
s p.
$226 nightly
The price is $253
Aug 11 - Aug 12
Total with taxes and fees
The Studio with a View. Bring your dog, too!
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

Bromley View Inn

Bromley View Inn

10/10 Excellent
"We needed a last-minute stay, and the Bromley View Inn met all of our needs! We had a suite room on the lower level. The room was spacious and had a back door, which was perfect for walking our dog. The bed is super comfy. We appreciated that extra towels and toilet paper were available in the hallway. The breakfast offerings area was cozy. Huge bonus for the homemade BANANA MUFFINS! Delicious. Plus the views all around are stunning - it's a beautiful location, not far from the Appalachian Trail. This is an older property, so soundproofing is at a minimum. This didn't bother us; we're pretty sound sleepers. Overall, this was a great value and convenient for my husband's work. We would stay here again if we're in the area :-)"
Kari 2-night trip
Posted 1 hour ago
Bromley View Inn

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Woodford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $347 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub: This vacation home rental outside of Woodford is located in the city center and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

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?

Explore the area and family-friendly sights such as Sugar Shack, or get out into nature at a spot like Harmen Hills Trail. Other places in town to visit include Prospect Mountain Nordic Ski Center and Prospect Mountain Cross-Country Ski Center.

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.