
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
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Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Private Riverside Studio* Upper Valley*Vermont
Apartment looks exactly what the pictures show. It was very clean, quiet, and comfortable place. I will definitely stay here again.

Red Rooster Air BnB
We enjoyed our stay here, very convenient location with lots of good food around. The place had all the amenities you would need for an extended stay.

Overlook at the Office
Small but has a fully equipped kitchen, other than the only sink is in the bathroom. The sink is big and it worked fine. The park is 1/2 block away and town is 2 blocks. Comfortable bed and quiet at night. Good restaurants and unique shops in town. Lots of nature trails close by. Be mindful of having the key it could be easy to get locked out. We enjoyed our time in the apartment and definitely would recommend it to anyone who wants to visit Bristol. Thanks for sharing your place with us.

Peaceful Ludlow Base for Exploring Okemo Valley
We enjoyed our stay at Carolina and Kevin’s place. The accommodations were exactly as described and very comfortable. The host’s were also very responsive and even recommended some places for us to visit while in town. Definitely recommend. Look forward to our next time in Vermont and our next stay.

Contemporary Studio in Montpelier
Camilla is a wonderful host and a gem of a person. She made my almost month of stay at her beautiful and inviting studio, extremely comfortable and delightful. The location is perfect as it is walkable to everything Montpelier has to offer but also private and peaceful. Highly recommend staying here if you visit.

Spacious, Private Apartment w/ Mountain Views!
A beautiful cozy place in a quiet green area. Everything was clean and well organized, comfortable bed, good pressure and temperature in the shower. Nice little kitchen. Very friendly and responsive host. Would definitely recommend 😊

Hilltop Hideaway in Woodstock
Deborah and Pearl were the ideal hosts for our weekend in Vermont. Deborah was incredibly responsive and provided us with awesome recommendations. It’s clear that the guest experience/comfort is a priority for Deborah - that is reflected in the care and details in the apartment. If you want a quiet weekend away in the mountains while still being just a short drive from the “action” - this is the place for you! We can’t wait to return in the fall.

Perfect Getaway minutes to Killington & Woodstock
We had a lovely stay for skiing at Killington! This home is on the main road between Woodstock and Killington, so easy to get around. The kitchen was well-appointed and there was a bunch of space to spread out and relax.
Private apartment rentals

Cozy, Private Sunapee Hideaway
We had such a wonderful stay at Peter’s place this weekend! It was one of the nicest Airbnbs we’ve ever stayed in. Very clean, cozy and super welcoming. We were so happy to be able to bring our pup along and the location was perfect. It was close to the lake and great local restaurants. The view from the deck was absolutely beautiful!

Luxe Henniker Hideaway
We had a lovely stay here. It smelled like fresh eucalyptus inside. Mike gifted us homemade banana bread and the most delicious honey fresh from his backyard. The place was spacious, cozy, well decorated with a wide assortment of games. Would stay again in a heartbeat. We walked into Henniker and had a yummy lunch at Daniel’s pub. If trying to get into Manchester via uber, schedule it in advance to ensure you can get a ride.

Cozy Green Mountain Village Apt
Was in need of a place to stay in Rochester for a wedding down the road from the main part of town and I couldn't have picked a better spot for the weekend. It's a cozy little apartment that has all the simple things you need and it's walking distance to some small town jems to shop and eat at. If I ever want to come back to VT from Boston for the fall, or to escape the city life, I know what would be my first pick would be. :)

Bread and Butter Apartment
We were in Vermont for a wedding and James and Vicky's Air BnB was close by to the festivities. James and Vicky have a really nice place that's comfortable, clean and has everything you need. They are super responsive and proactive and we enjoyed our stay. We wished the weather could have been better so we could have hiked and experienced more of Vermont's natural beauty but this made the comfort of the apartment even more important. Highly recommend.

Minimal organic hideaway inspired by nature
Katherine’s space was so cozy! It was exactly what I needed for a retreat from daily life. I found both the loft and the daybed very comfortable. There were dimmers on most of the light fixtures, which was important to me because I like low-light settings. The kitchen included a counter with stools and was really quite beautiful. This Airbnb was within walking distance to a local restaurant, the general store and a food co-op. I decided not to rent a car because I was there for R&R., however , if you had a car, just a few minutes outside of town you would see beautiful trees all with leaves in there spring splendor. You could get to Brattleboro in about 20 minutes if you’re looking for more choices of restaurants.. (I decided to take the train up so I took a taxi to the Airbnb from the train and back to the train at the end of my trip.). Although it rained most of the time I was there, it was perfect for my goal of R&R.

Killington ski resort condo
Had an enjoyable time there, location is very convenient if you want to come for the skiing, hiking or other outdoor activities. It’s a comfy place and the resident chipmunks outside provided a bit of entertainment while I watched them and had my morning coffee or afternoon drink. Would stay there again if I’m in the area . Thanks Tom!

Two bedroom private suite- Woodstock/Barnard, VT
We would highly recommend Corinna’s place to anyone. Our friends and I felt right at home and had a lot of room to move throughout the property. The location is above a Tavern with amazing food. The property itself is spacious, clean, and full of amenities. We ended up getting snowed in for a full day and were able to enjoy the property and turn it into a game day. Loved the place and enjoyed our stay!!

Castleton Cottage
April’s Place was very easy to find. The unit it self was immaculate, clean, & modern. April was a pleasure and super responsive. Very likely to stay again when in the Castleton area.
Apartment rentals with a hot tub

Cozy Studio/Onsite Spa w/Pool,Hot tub
We loved staying in this cozy little room for the weekend. The spa was such a nice addition we went every day!

Dog heavenly! Private, beautiful and relaxing.
Our second stay here was great, river was a little higher but we wanted a peaceful weekend with friends and dogs. Apartment was warm given the unseasonable cold weather and we had all the amenities we needed even dog towels for wet pups. Did not see the host during our stay but she was in contact as needed.

Mojo Dojo Winter Casa Condo at Mountain Green
An absolutely lovely stay at this property. Extremely scenic, peaceful and green. There is much thought put into the decor of the property. It’s well furnished and decorated with excellent kitchen and bathroom facilities. Ample space and comfortable bedding. Terrific location. This is my third time at Killington from Australia and this has been the best property I have stayed at in Killington. Thank you.

Cozy Killington Condo
We loved how close the hot tub and pool were to the condo.

Hilltop Haven
We had a wonderful stay at the Monty's place -- the apartment was well stocked with many thoughtful items, the area is very peaceful and near to outdoor activities, and the hosts were friendly and responsive. Would definitely stay again! Thank you!

Canyons Unit: 1 mile to F&W Summer Camp w/ HOT TUB
Our stay here was perfect. Our host made it really easy for us to feel right at home, which we needed after a 3 hour drive. She was very communicative and even went above and beyond to make us feel welcome. It was my second time staying there. I am looking forward to the 3rd.

New Resort Condo Close to Lifts
perfect host! communicates well & perfect area!

Skyeship Woods - 7 Beds + Hot Tub
Amazing and great hosts! Very clean. Perfect for our ski team. we loved enough bed and beautiful views. We will definitely be back. ♡♡♡♡♡♡♡
Quick stats about flat rentals in Woodstock
Total rentals
20 properties
Nightly prices starting at
₹8,677 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dorset Field Club
- Autumn Mountain Winery
- Fort Ticonderoga
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Bretwood Golf Course
- Hooper Golf Course
- Fox Run Golf Club