Apartment holiday rentals in Woodstock

Find and book unique apartments on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Woodstock apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Warren
4.95 out of 5 average rating, 76 reviews

Newly renovated condo at base of Sugarbush!

CaroleRating, 5 stars4 weeks ago
Emma was very quick to get back to me whenever I had a question. She definitely goes out of her way to make you feel welcome. The condo is on the bottom floor and basically stands alone with a little lobby which has cozy looking chairs, if you wanted to chill out in them. I wish I had thought to bring my fold up chairs to put on the patio. As it was May when I visited and on the sunny days it would of been nice to sit out front. At the last minute a friend of mine needed a place to stay and Emma was very welcoming to her as well. It's a lovely condo, well decorated, the kitchen area is well equipped. Had I needed to cook in a lot I would not of hesitated. We had our breakfast at the condo and most dinners out. The Restaurants were really good in Warren and Waitsfield. Which seemed to surprise many of the Vermonters that I met at the retreat. All around I had a great time and would go back there if I am in the area.
Superhost
Apartment in Cavendish
5 out of 5 average rating, 4 reviews

Castle Retreat – Pool, Spa & Mountain Adventures

JayaRating, 5 stars4 months ago
Lovely condo - perfect for Okemo and about 35 mins from Killington. We did both mountains over a long weekend. Loved the 2.5 bathrooms and 3 bedrooms for our family of 4 (two adult sized teenagers!). Would work for two families as well as bedrooms have attached bathrooms. Everything I needed for cooking was there - pots, pans, strainer and all appliances worked perfectly. The radiant heat in the master was an added bonus! You will definitely need snow tires or AWD if it snows as its on a hill but the condo paths are well maintained.
Superhost
Apartment in Killington
4.93 out of 5 average rating, 80 reviews

Bike trails open low $ 2 Bedrm min Mtn & Apres

BrianRating, 5 stars3 months ago
Looks exactly like the photos. It is close to the ski slopes, and spacious for a group of three.
Guest favourite
Apartment in Ludlow
4.96 out of 5 average rating, 23 reviews

Perfect Getaway! Modern & Convenient to Everything

RohithuRating, 5 stars3 weeks ago
Great Place to stay. It’s small yet enough for two people which is what we wanted. It is very clean and had all basic cooking stuff. It is a cute little place to spend a weekend in a serene location. We had a peaceful stay. Jim patiently responded to all our questions before checking-in. We would love to stay here again and would definitely recommend friends.
Guest favourite
Apartment in Killington
4.89 out of 5 average rating, 83 reviews

Luxe Trailside Ski On/Off. Next to hot tub

JayRating, 5 stars2 months ago
Responsive host!
Superhost
Apartment in Killington
4.92 out of 5 average rating, 99 reviews

3BR at base of Pico Mountain!

RazaRating, 5 stars2 months ago
Very ideal location if you’re visiting Killington or Pico mountain with some friends. Very good size unit, with all basic supplies provided. Hosts are extremely accommodating and responsive.
Apartment in Killington
4.67 out of 5 average rating, 18 reviews

Cozy killington condo- 5 min to killington resort

DeniseRating, 5 stars1 month ago
We truly enjoyed our time at the condo. Everything was perfect. A tip for anyone booking would be to bring indoor slippers as the floors can feel cold even in April. The bed was super comfortable as well.
Guest favourite
Apartment in Ludlow
4.95 out of 5 average rating, 19 reviews

Mountainside 3-BR Okemo Haven

BenjaminRating, 5 stars3 months ago
Our family loved staying here! Excellent house located a few feet from skiing down in the mornings.

Pet-friendly apartment rentals

Guest favourite
Apartment in Bridgewater
4.95 out of 5 average rating, 22 reviews

Year-round Fun in VT: Wonderful Country Apartment

ChristieRating, 5 stars7 months ago
This was our first Airbnb trip as a family with 2 young kids, and was our best trip to date. We all appreciated having such a cozy space to come back to during our 3 night stay in Vermont. You can’t beat the location being across the street from Long Trail Brewery, right around the corner from a general store with basic groceries, and right in between Killington and Woodstock. Upon arrival (and each night of our stay), the property was well lit with string lights giving it a festive feel and making it easy to find when we first arrived at night. Alexandra’s instructions for how to access the property were easy to follow. The space had everything we needed to make us feel at home - a step stool for the kids to brush their teeth, a well stocked kitchen, and bathroom essentials that we had forgotten- even some welcome snacks and bottles of water. We appreciated the cozy bedding and blanket baskets as the rooms with window AC units were drafty at times. We would happily rebook again!
Guest favourite
Apartment in Bridgewater
4.98 out of 5 average rating, 42 reviews

Farmhouse Beauty Minutes to Woodstock & Skiing

LesonRating, 5 stars4 months ago
Wonderful stay. Immaculate. Very cozy and close to the slopes and to Woodstock. Highly recommend this place.
Guest favourite
Apartment in Ludlow
4.89 out of 5 average rating, 38 reviews

Fully walkable 2BR condo in Ludlow’s village!

StephaneRating, 5 stars6 months ago
We had the pleasure of staying at Ryan’s place on Tapper Street in Ludlow, from August 31 to November 30, and it was absolutely fantastic! The house was the perfect relaxing retreat. The living room was super comfortable—ideal for cozy nights watching TV. Our kids especially loved the bunk beds, which were a big hit! The house was well-equipped with all the amenities needed for a long stay, making it feel like a home away from home. Ryan was a wonderful host, always responsive and helpful. His recommendation to try DJ’s Restaurant was spot on—the Cajun blackened salmon was incredible! We can’t recommend this place enough and would love to stay again in the future. Thanks, Ryan, for a wonderful stay!
Superhost
Apartment in Hartford
4.9 out of 5 average rating, 10 reviews

Cozy Fireplace, Large Deck with Views | Saltbox 9A

ZameeraRating, 5 stars4 months ago
Great location. Close to Quechee club and Simon Pearce. Clean and comfortable unit.
Guest favourite
Apartment in Hanover
4.91 out of 5 average rating, 88 reviews

Walk to town - 2 bedroom condo

AnnRating, 5 stars2 weeks ago
Wonderful place to stay near campus. Very comfortable. A great option to get your own space near Dartmouth
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars3 months ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Superhost
Apartment in Killington
4.89 out of 5 average rating, 245 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

IanRating, 5 stars5 months ago
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.
Guest favourite
Apartment in Fairlee
4.92 out of 5 average rating, 294 reviews

The Spacious Condo at The Fairlee Inn

KevinRating, 5 stars1 month ago
A group of my coworkers and I went here for a conference at Lake Morey, our stay was comfortable and pleasant! There was a lot of space for us to play games and hang out in the common areas!

Apartment rentals with a pool

Top guest favourite
Apartment in Killington
4.98 out of 5 average rating, 53 reviews

Luxury Condo - with Garage Parking and Pool

MichaelRating, 5 stars3 months ago
Clean and updated condo. Great location. Short walk to snowshed and ramshead lifts.
Top guest favourite
Apartment in Killington
5 out of 5 average rating, 17 reviews

Book now to Golf Fish Hike Bike Vemont!

JessieRating, 5 stars3 months ago
We enjoyed our stay at this condo! It was exactly as represented in the listing, and very close to the Killington lifts. The condo is pretty small, but that was okay since it was cozy and had what we needed.
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 34 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

CarolineRating, 5 stars3 months ago
Lina was so responsive and helpful. Location could not have been more perfect. Such a lovely find! Thank you, Lina!
Top guest favourite
Apartment in Warren
5 out of 5 average rating, 68 reviews

Sugarbush 2 bedroom/2 bath condo at Bridges Resort

EdwardRating, 5 stars2 months ago
Great condo with views of Sugarbush very comfortable. Highly recommended.
Guest favourite
Apartment in Ludlow
4.95 out of 5 average rating, 99 reviews

Winterplace - Steps away from Slopes

MichaelRating, 5 stars2 months ago
A short walk to the ski slopes. The host was very helpful and proactive recommending where to go to ski based on your skill level. The place is functional and spacious. my favorite two things was proximity to the ski lifts/slopes and very comfortable mattresses/beds. When I ski, I need a nice rest and this place is a great for that. I would recommend this place and I would stay at Andrew's place again. Thank you Andrew for a great vacation!
Superhost
Apartment in Killington
4.89 out of 5 average rating, 103 reviews

Updated large condo across from AT and skiing

JudyRating, 5 stars2 months ago
This place was a great place to stay for a weekend at Killington! It was very convenient, a 10 minute drive to the lifts, and accurate to the photos and description. The hosts are friendly and easy to communicate with.
Guest favourite
Apartment in Killington
4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

MichaelRating, 5 stars2 months ago
Great spot near the mountain. nice community pool and hot tub.
Superhost
Apartment in Killington
4.83 out of 5 average rating, 53 reviews

Fun & Sun Adventure & Spa Escape

EmmaRating, 5 stars2 months ago
Melissa's place was great for our group of 4 friend group skiing at Killington over the weekend! It was super easy to get to Killington to ski and cozy to come home to after a day on the slopes. We didn't get a chance to use the hot tub/spa but certainly would love to next time!

Destinations to explore

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