Search Vacation Homes in Woodstock

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 694 Vacation Homes in Woodstock with updated reviews, rates, and availability.

Killington, Vermont Ski House w/ Hot Tub and Sauna
I Our snow country home welcomes you!

Killington, Vermont Ski House w/ Hot Tub and Sauna

9.4 out of 10, Exceptional, (82)
"Perfect house. This is our second time there and we had a wonderful experience."
Killington, Vermont Ski House w/ Hot Tub and Sauna
Walk to Pickle Barrel & Jax. Hot tub & Views

Walk to Pickle Barrel & Jax. Hot tub & Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is the 2nd time we’ve stayed in this beautiful home and it was just as we remembered. Comfortable bedrooms, deck/yard/hot tub amazing, proximity to so many restaurants as well as the mountain. Everything was clearly communicated throughout our stay and the hosts were incredibly responsive and available for anything we could need. Would highly recommend!"
The price is AED 1,561
AED 2,460 total
includes taxes & fees
14 Jan - 15 January 2025
Walk to Pickle Barrel & Jax. Hot tub & Views
New Ludlow Village Home with Stunning Okemo Mountain View
Exterior

New Ludlow Village Home with Stunning Okemo Mountain View

The price is AED 2,196
AED 3,850 total
includes taxes & fees
2 Jan - 3 January 2025
New Ludlow Village Home with Stunning Okemo Mountain View
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (19)
"Very peaceful & relaxing. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

9.2 out of 10, Wonderful, (66)
"Best place to visit for fall leaf peeping! Very enjoyable experience "
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!
Welcome to your Ideal Killington Escape!

Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!

10.0 out of 10, Exceptional, (16)
"We had two families stay at the home the first week of April during Spring Break so we could do a couple of days of skiing. The house was wonderful. It had so many beds, which made it great for the 6 kids and then separate bedrooms for the two couples, which was great. We enjoyed making a fire in the fireplace at the end of the day as we played board games with the family..we especially enjoyed playing LCR (Left Center Right). Kristin's communication was incredible. She was always so quick to...
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Living area flooded with natural light.

BruinsDen - Ski On Ski Off (Home Stretch Trail)

9.8 out of 10, Exceptional, (10)
"Amazing. So clean. Room for everyone to spread out and enjoy their time."
The price is AED 1,983
AED 3,874 total
includes taxes & fees
7 Jan - 8 January 2025
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Charming 3-bedroom house in Ludlow with WiFi access
Exterior

Charming 3-bedroom house in Ludlow with WiFi access

Charming 3-bedroom house in Ludlow with WiFi access
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
Exterior

Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a nice stay with friends at this beautiful house. Very spacious with plenty of beds and bathrooms. Spacious and very clean in quiet, peaceful location. Hosts quickly responded to any questions."
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Located in the Okemo Mt. Community, a mile to the base lodge

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very Good, (34)
"All in all it was a great trip. The place was very cute and as described. The upstairs bedrooms are not for light sleepers as the walls only go so far up so they are not really divided. I had read this in other reveiws but honestly for us it wasn't a problem. We went as a family group and it was kind of nice to be able to lay in bed and talk to the others in the room next to you. When we got there the hot tub was so hot that we were not able to get in. Maybe a problem with the thermostat but...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

8.8 out of 10, Excellent, (79)
"Property was nice and location was great even for an of season stay. Lots of fun close by like the killington adventure center & visiting small toes like Woodstock & ludlow. Also hiking close by!! We were a bit disappointed that the indoor pool & hot tub were closed until the peak winter season so may mention that in the listing. We loved having the fire place & sauna inside unit. "
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
Summer view of the home

Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE

9.8 out of 10, Exceptional, (91)
"Great weekend! Don't be deceived by your first impression when pulling in. This home is huge ! The setting is private and quiet. Two family rooms provide space for younger ones. Large dining room table is great for meals and games. Kitchen is well equipped. Usable outdoor space is small but a large patio is located next to the woods and has a large hot tub, table that seats 6 , firepit, and a gas grill. This is where we spent our evenings."
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests
Upstairs living area for all of your family and friends to sit back and relax. Lots great views to enhance your stay

Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests

9.2 out of 10, Wonderful, (28)
"Everything about this weekend was perfect! Thank you for letting us stay in your beautiful home! "
Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests
Killington Getaway In Private Community
Exterior

Killington Getaway In Private Community

8.8 out of 10, Excellent, (19)
"Perfect for a ski trip. "
Killington Getaway In Private Community
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Living area

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

10.0 out of 10, Exceptional, (94)
"We had great stayed, be back next year "
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
Living area

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

9.8 out of 10, Exceptional, (23)
"Great getaway with family. The home was very clean and well stocked with towels,linens, blankets, and most essentials. The first snowfall of the season made the Mountain Views picture perfect. Very close to Woodstock and Killington. "
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
Valley View Retreat is a tastefully decorated home.
Living area

Valley View Retreat is a tastefully decorated home.

Valley View Retreat is a tastefully decorated home.
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (18)
"Gorgeous property with everything that we needed! It was relaxing and comfortable for everyone. The kids had a blast! The property management team was great with communication and offered early check in and late check out. Would absolutely stay here again!"
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Warm and cozy inside

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

9.8 out of 10, Exceptional, (113)
"Terrific and comfortable place to stay! Amazing firepit!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
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.
Don't see what you're looking for?
See all available properties in Woodstock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Woodstock

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

9.2 out of 10, Wonderful, (15)
"We loved the cabin and its proximity to the town of Woodstock. Nice to come home at the end of the day. The only issue is the bedrooms are upstairs and the bathroom is downstairs….but we managed. Overall a great stay. "
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Beautiful Myrtle Beach Condo with Amenities Galore

Beautiful Myrtle Beach Condo with Amenities Galore

8.8 out of 10, Excellent, (161)
"This was a really nice spacious property. It was very clean and in a nice location. "
Beautiful Myrtle Beach Condo with Amenities Galore
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.