House vacation rentals in Woodstock

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Popular amenities for Woodstock house rentals

House rentals with a pool

Guest favourite
Home in Killington
4.91 out of 5 average rating, 202 reviews

Luxury Condo Tucked in the Heart of Killington

AshleyRating, 5 stars2 weeks ago
Comfortable and convenient location. Everything we needed was in the kitchen. We had most of our meals in and took advantage of the kitchen. The sleeping accommodations were very comfortable. It is only a short drive to Killington, where my family skied. We would definitely stay there again.
Guest favourite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars1 week ago
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!
Superhost
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars2 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Top guest favourite
Home in Killington
4.98 out of 5 average rating, 133 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

JeffreyRating, 5 stars1 month ago
Dan and Holly are wonderful hosts. Excellent condo unit in a quiet, private location yet very close to great skiing, excellent restaurants, and live music. Condo was spacious, clean, and well kept. Dan and Holly obviously really care about their guests. Highly recommended.
Superhost
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars1 month ago
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!
Guest favourite
Home in Granville
4.94 out of 5 average rating, 103 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

NicoleRating, 5 stars5 months ago
Beautiful home. Pictures don’t do this location justice. Booked for our daughters wedding being held close by for relatives traveling and ourselves to be close to wedding. Would highly recommend for anyone looking in that area. They have thought of everything you could possibly need. We were out at events more than at the home and I honestly with we had done another day to enjoy some down time in the beautiful home. Owners and local property manager were wonderful at communicating and making sure everything was cared for (we had no concerns, but having contacts if there were any)
Superhost
Home in Haverhill
4.79 out of 5 average rating, 143 reviews

Lakefront Peaceful Getaway in Mountain Lakes

RyleeRating, 5 stars1 month ago
Such a beautiful home & only about 15-30 minutes from tourist locations depending on your plans. Lots of room so everyone is comfortable! We had a great time.

Weekly house rentals

Top guest favourite
Home in Sunapee
4.97 out of 5 average rating, 114 reviews

Sunapee Four Season Getaway with a Mountain View

SamanthaRating, 5 stars1 month ago
We had an amazing family ski weekend at this house! With four young children, finding a place that accommodates everyone can be challenging, but this house was perfect. It had two cribs, which was a huge bonus for us. The open floor plan made it easy to keep an eye on the kids while still enjoying time together as a family. The hot tub was a great way to relax after a day on the slopes, and there was plenty of space for our entire group to spread out and feel comfortable. The location was also fantastic—just a short drive to Mount Sunapee, making it so easy to hit the slopes. We couldn't have asked for a better place for our weekend getaway!
Superhost
Home in Waitsfield
5 out of 5 average rating, 3 reviews

FULL HOUSE w/HOT TUB - Waitsfield Common

LauraRating, 5 stars6 months ago
This home is beautiful, spacious and is surrounded by nature. The backyard had a huge deck with a tree lined backyard and you can hardly see the next neighbour. There are rolling hills and cows in the next pasture. So serene. The house has lots of room in the main area for our family, it never felt crowded. The kitchen looks better then the pictures, with a huge island and the entire house is fully stocked. You can tell this is not just a rental as it had more then we expected to live comfortably. She was also kind enough to bring us some baby items. The location is great as wherever you turn it's beautiful but also within driving distance to Stowe. The local towns are really cute too. Our family really enjoyed our time here.
Guest favourite
Home in Warren
4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

BriannaRating, 5 stars6 months ago
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)
Superhost
Home in Dover
4.81 out of 5 average rating, 36 reviews

MT SNOW Chalet + HOT TUB + new upgrades for 2024!

TraceyRating, 5 stars2 months ago
We had a great weekend at Lisa's house! Lisa was easy to get in touch with and when she knew she might be out of touch she gave us an alternate person to contact. It's snowed overnight during our stay and we were plowed out early to get on the mountain for first tracks. The house is exactly as pictured on the listing, we were very comfortable, and the hot tub was key for relaxing after a day on the mountain. The house has a 80's feel to it, and the wood panelling gives mountain vibes. We had everything we needed for our stay and really enjoyed the time we spent together!
Guest favourite
Home in Mount Tabor
4.92 out of 5 average rating, 183 reviews

Spring/Summer Fun Treasures Waiting

JustinRating, 5 stars2 months ago
Great place. Was a bit further from Stratton but close to Manchester and Rutland for food options. It is check in with the hosts - clearly in the instructions - which I overlooked upon booking. The place was just as described and the event brought over blueberry muffins which was a nice touch.
Superhost
Home in Cavendish
4.8 out of 5 average rating, 71 reviews

OKEMO MT HOUSE - OKEMO-LUDLOW-JACKSON GORE

RobertRating, 5 stars2 months ago
House fit our need was a good location for skiing at Okemo
Top guest favourite
Home in Keene
5 out of 5 average rating, 148 reviews

Downtown Hot Tub Escape

SiobhanRating, 5 stars4 days ago
This place is great! Exactly as described inside, clean & well-appointed home. Everything is labeled very helpfully and all amenities were available and clean. Hot tub is inside a sweet little screen tent that allows for extra privacy which is much needed as the next door neighbors are very visible/present next to the outdoor space. The washer and dryer were new, the fridge was very new and had an awesome ice dispenser with 2 types of ice it automatically created. Don't let the house rules shy you away. This host is through but very kind and professional. The only downside of the entire place is a rather complex air conditioning/heating system that I found diddicult to understand but also made it uncomfortably hot throughout the night and there are signs everywhere instructing not to open the windows at all which was odd. Overall this place is so worth it, if you're staying in Keene and need a larger space, this place is perfect.
Superhost
Home in Pittsford
4.87 out of 5 average rating, 82 reviews

Beautiful Vermont Farmhouse with stunning view

BorethRating, 5 stars3 weeks ago
We had a wonderful weekend getaway at this unique and charming farm-style property. The house has a cozy and inviting atmosphere, equipped with everything you need for a relaxing stay with family or friends. Located in a peaceful and quiet area, it’s just a short 10-minute drive to town, making it the perfect combination of seclusion and convenience. We stayed here while snowboarding at Killington, and it was a fantastic base for our trip. Susan, the host, made our stay even more memorable with her personal touch. She gave us a warm welcome through a call, providing a quick orientation and offering excellent recommendations for activities and places to visit in the area. Her attention to detail and thoughtfulness truly stood out. Highly recommended for anyone looking for a serene and unique escape!

Private house rentals

Top guest favourite
Home in Cambridge
4.97 out of 5 average rating, 39 reviews

Country hideaway

GwenRating, 5 stars8 months ago
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!
Guest favourite
Home in Lincoln
4.98 out of 5 average rating, 205 reviews

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

CatherineRating, 5 stars1 month ago
Bjorn’s home is pristine and could not be nestled in a more beautiful place. He was very responsive and the house is well supplied with everything you could need. Highly recommend and look forward to staying here again!!
Superhost
Home in Londonderry
4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

JamesRating, 5 stars2 months ago
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.
Guest favourite
Home in Killington
4.94 out of 5 average rating, 117 reviews

Cozy Private House on Killington Mtn - Hottub

MeganRating, 5 stars1 month ago
This airbnb was even better than we expected! It is just minutes away from all the Killington lodges and the restaurants/bars in town. The house was extremely clean, easy to find, and perfect for a group of skiers. I highly recommend it for anyone looking for a beautiful, easy place to stay at Killington. Would love to stay here again next time we visit! Highly recommend.
Top guest favourite
Home in Warren
5 out of 5 average rating, 14 reviews

LaFlame Chalet - 10 mins to Sugarbush

JohnRating, 5 stars3 weeks ago
We had a great stay at this cozy Airbnb. Looks exactly like the pictures and is a perfect size for group of friends or family. We brought a dog and had no issues at all. The hosts were very kind and even helped us with some car troubles after an unexpected snow storm. Would recommend and overall great stay!
Superhost
Home in Jamaica
4.94 out of 5 average rating, 173 reviews

Cozy Riverfront Home in beautiful Jamaica

CaseyRating, 5 stars1 month ago
Great place. Very isolated and a beautiful location but still has all the creature comforts. The deck, view, and space are amazing. Fast WiFi, 2 bathrooms, and a dishwasher with garbage disposal are really cool in a rustic location like this. The wood fires hot tub was obviously the star of the show. Clear instructions and good communication for everything. The gas grill and gas fire pit were nice. Every thing was comfortable and great. Stress free. Hope to stay here again, thanks for everything.
Guest favourite
Home in Warren
4.9 out of 5 average rating, 69 reviews

Lovely private house in the mountains

RebeccaRating, 5 stars2 months ago
We had a very nice stay, especially appreciating the proximity to Sugarbush and the responsiveness of the host.
Guest favourite
Home in Waterbury Center
4.96 out of 5 average rating, 131 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars2 months ago
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)

Quick stats about house rentals in Woodstock

  • Total rentals

    70 properties

  • Nightly prices starting at

    $166 CAD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Woodstock
  6. House rentals