Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Woodstock holiday rentals

Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$1,144
HK$2,979 total
includes taxes & fees
9 Mar - 10 Mar
The Suites at Killington Center
Property grounds

Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo
Woodstock
9.6 out of 10, Exceptional, (15 reviews)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is HK$1,173
HK$1,471 total
includes taxes & fees
16 Mar - 17 Mar
Treehouse at Wise Pines- NoBo
Interior

Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
10.0 out of 10, Exceptional, (7 reviews)
"Perfect size and location! "
United States
Lyn H.
The price is HK$1,024
HK$1,829 total
includes taxes & fees
23 Mar - 24 Mar
Addie's Place: A Quiet and Quirky Guesthouse
Interior

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (14 reviews)
"This was absolutely perfect. Every part of the cabin was well thought out from design to decor. We had such an amazing time and already want to plan another getaway to this place. "
United States
Adam B.
The price is HK$1,634
HK$2,758 total
includes taxes & fees
7 Apr - 8 Apr
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Property grounds

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.

Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.
Rutland
9.6 out of 10, Exceptional, (11 reviews)
"Absolutely adored our stay! The cabin was cozy and had everything we could need and the hot tub was a huge plus after a long day of snowboarding. Would definitely come back!"
United States
Erin M.
The price is HK$1,173
HK$1,506 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.4 out of 10, Good, (21 reviews)
"Great !"
United States
Raul
The price is HK$1,432
HK$1,922 total
includes taxes & fees
11 Mar - 12 Mar
Mountain Green
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is HK$774
HK$1,892 total
includes taxes & fees
9 Mar - 10 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Exterior

Charming Lakefront Cottage on Lake Mascoma

Charming Lakefront Cottage on Lake Mascoma
Enfield
10.0 out of 10, Exceptional, (20 reviews)
"Couple day getaway, beautiful views right on the water plenty of windows, well stocked on house essentials"
United States
Stephanie V.
The price is HK$2,338
HK$4,802 total
includes taxes & fees
10 Mar - 11 Mar
Charming Lakefront Cottage on Lake Mascoma
Fridge, microwave, oven, stovetop

Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Great place to lay your head in between days on the mountain. The hosts Holly and Dan are so nice. "
United States
Carly C.
The price is HK$980
HK$2,582 total
includes taxes & fees
11 Mar - 12 Mar
Jack S`Bearo - Slopes, Fireplace, Pool.
Interior

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
7.6 out of 10, Good, (56 reviews)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is HK$610
HK$2,554 total
includes taxes & fees
7 Apr - 8 Apr
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
TV, fireplace

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
10.0 out of 10, Exceptional, (11 reviews)
"perfect setup, very clean and comfortable. "
United States
Jeremiah J.
The price is HK$1,129
HK$3,169 total
includes taxes & fees
9 Mar - 10 Mar
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Outdoor dining

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 out of 10, Excellent, (14 reviews)
"Great stay at Okemo. Super convenient to get to the lifts and unit was well maintained. Couldn’t find pillow cases for the pull out couch but otherwise everything was well appointed. Check in/check out was super easy. Thank you!"
United States
Kristin S.
The price is HK$923
HK$2,504 total
includes taxes & fees
8 Mar - 9 Mar
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Property grounds

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is HK$774
HK$1,693 total
includes taxes & fees
10 Mar - 11 Mar
Vermont Double Queen Suite | 10 Mins to Killington
Dining

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.2 out of 10, Wonderful, (10 reviews)
"Loved every aspect of our stay. The condo looked amazing and everything was extremely clean. Would of extended our stay but another person already had it booked."
United States
Amy
The price is HK$1,508
HK$3,531 total
includes taxes & fees
9 Mar - 10 Mar
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (78 reviews)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is HK$704
HK$2,191 total
includes taxes & fees
7 Apr - 8 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Interior

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Killington
9.2 out of 10, Wonderful, (19 reviews)
"Had a great time in a lovely property between town and the resort. "
United States
Alan S.
The price is HK$1,001
HK$3,601 total
includes taxes & fees
9 Mar - 10 Mar
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Golf

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is HK$837
HK$1,800 total
includes taxes & fees
10 Mar - 11 Mar
Efficient condo near slopes with kitchenette & great location
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is HK$654
HK$1,539 total
includes taxes & fees
15 Mar - 16 Mar
Cozy Rutland Retreat
Dining

Your Killington Basecamp 3A4: Free shuttle w/Pool & Hot tub

Your Killington Basecamp 3A4: Free shuttle w/Pool & Hot tub
Killington
9.8 out of 10, Exceptional, (30 reviews)
"Location, location, location! 1 minute to K1 lodge and gondola and my family could not have have happier. The condo was clean and well appointed, had a stocked kitchen (including coffee ), and plenty of room to spread out. Shirley is a very patient and welcoming host and so responsive. The building has an indoor pool and hot tubs and saunas (yes, more than one!) and a fitness center. Would definitely stay there again! "
United States
Suzy G.
The price is HK$1,841
HK$3,803 total
includes taxes & fees
6 Apr - 7 Apr
Your Killington Basecamp 3A4: Free shuttle w/Pool & Hot tub
Exterior

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (24 reviews)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is HK$868
HK$2,095 total
includes taxes & fees
8 Mar - 9 Mar
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
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 Woodstock Hotel Reviews

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"While booking the room. Expedia changed the date. I should have reviewed it but it was Thursday night and I was tired. I clicked go and then reallized I just booked a hotel 3 hours away for that night, not Saturday as it read when I started the booking. Tried to cancel but it was too latesince it was present time. I contacted expedia texted with a robot for 15 min then got a real person texting. Was told it was the hotels policy and nothing expedia could do. I left a message with the hotel. A woman from the hotel called me Friday morning and said she would cancel my payment for me. Unfortunately the money was put into my expedia account for future use. So 5 for the hotel & its staff. 0 for expedia for its crappy website and unwillingness to try to get my money back."
Christopher 1-night trip
Posted 11 hours ago
Comfort Inn Rutland - Killington

Find out more about Woodstock

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

  • View our selection of featured holiday rentals in Woodstock
  • Use the map to find apartments and other holiday homes in the Woodstock neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodstock while they last

Look no further and take a look at our great range of rental properties in Woodstock!

Frequently asked questions

Are there holiday rentals in Woodstock?

Yes, there are holiday rentals in Woodstock close to Billings Farm and Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Woodstock. Make sure you allow time to enjoy the riverfront during your holiday.

What are some of the best holiday rentals that Woodstock has to offer?

Idyllic Lakefront House Suited Two Families: This holiday home rental outside of Woodstock is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Woodstock?

Expedia has 30 holiday rentals for your stay in Woodstock.

What’s there to see and do in Woodstock?

Cultural attractions include Woodstock Town Hall Theatre and Billings Farm and Museum, whereas Marsh-Billings-Rockefeller National Historical Park and Lakota Lake are a couple of picturesque spots to enjoy the outdoors. While here, Saskadena Six Ski Area and Green Mountain National Forest are other places worth a visit.

What’s a holiday rental in Woodstock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodstock. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.