
Apartment holiday rentals in Woodstock
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Woodstock
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Bright & Cozy condo with AC, Tennis, and Pool
very happy with our stay. Perfect accommodations. Everything was clean and sanitary. The host was communicative and friendly. We needed a hiking suggestion and he was great. Very personable through email. We will contact him again to stay there next year.

Ski in/out - 2BR Condo - Indoor Pool/Spa
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.

Location + Spa! - Cozy 2BR Condo - Mountain Side
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!

Seasons on Mount Snow | Walk Out / Ski Home!
It was exactly how described by management and pics. We felt at home and kitchen had everything one needs. Greg the manager was incredibly responsive and professional…. We would go back.

*Killington Summer Rental: 3 Bdrm, 2 Bth*
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

Modest Mountain Dacha
Very comfortable stay - convenient to ski wither Sugarbush or Mad River. Philip sent specific instructions for turning the heat up on arrival. It took a little while to warm up, but individual thermostats in LR and BR worked nicely. Local recommendations for restaurants and such were spot on.

Ski, Ride, Walk On/Off Condo On Pico at Killington
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.

Serene Top Floor Condo (resort style amenities)
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.
Pet-friendly apartment rentals

Dog-Friendly Mountainside Escape/Pool/AC
Beautiful condo, nice location near the Sunrise lift and Bear Mountain. Very home like atmosphere in condo.

Pet Friendly Stratton West
Little smaller than what the photo showed. Overall exactly as stated in the description. Location is great and the host is extremely responsive and friendly. One of the better hosts in my experience

Centrally Located, Light-Filled Apartment
We were due to arrive on the day there was an unexpected snowstorm. Dan and Emily were super responsive and offered a generous and very helpful solution with planning travel and our stay. The space is great, lots of character went into the build and new, clean furnishings were a nice touch- especially in a pet friendly setting. Plenty of hot water, heat. Ideal for singles or couples who are looking to explore all that the area has to offer- centrally located and a quick, easy entry/ exit. All that is needed is there and none of what isn’t- efficient use of space. Very welcoming hosts, would stay here again next time we visit!

Great 2 bedroom condo at Stratton Mountain
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!!

Stratton Mountain vacation spot
We had a great stay at this cozy condo, perfectly located on a shuttle route to Stratton Mountain. The convenience of being just minutes from the slopes made our ski trip stress-free.

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

The Spacious Condo at The Fairlee Inn
We stayed for two nights and had a great experience overall. The directions provided were clear, and check-in was smooth and hassle-free. The space was clean, comfortable, and exactly as described. The host was incredibly kind and accommodating—when we encountered a minor issue with the bathroom on the last day, they responded promptly, allowed us an extra hour to check out, and were very understanding. We truly appreciated the hospitality and would highly recommend this place to anyone visiting the area.

Mount Snow Close, Great Price, Lots of Room
Very close to Mount Snow. Walking distance to market, coffee house and Dover Bar and Grill. A dog friendly rental with everything you need for a ski trip.
Apartment rentals with a pool

Fantastic Location in the White Mountains
Lyria's place was exactly as advertised. Incredibly clean, everything we needed, spacious and great amenities. We usually stay in hotels when in the area, but Lyria's place was a way better value and so much more space! The surroundings were gorgeous and my kids (10 & 13) loved the pool and surrounding attractions (hiking Artist's Bluff and walking The Basin path). The time we went (mid April) not a ton was going on in the area, but we were happy just to explore, relax and hang out at the pool! We even enjoyed watching a Celtics playoff game on the big screen TV! Lyria gave us great recommendations for where to eat and we loved everything she suggested. Highly recommend for a family with kids or a quiet retreat for adults!

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool
It was a pleasure staying at Shirley's place for our last trip to Killington this season. The place was nice and clean, the kitchen had everything we needed to cook our meals, and the amenities in the building were great!

Riverfront Retreat in the White Mountains
We absolutely loved this place!! Beautifully decorated, super clean, and perfect higher end furnishings for our group! We had my "older" mother with us and the ground level living and spaces were ideal for getting around. There were so many amenities and personal touches we loved. We can't wait to book again!

Modern house near Loon, club w/pool and jacuzzi
Jessie is a wonderful host! She was very easy to communicate with and the place was exactly as described. Check in and out is very easy. We had to extend a day due to a snowstorm and Jessie was really flexible and easy to work with. The kitchen was well stocked with basics (oil, spices, hot cocoa, coffee). The place overall is beautiful and was very clean. The bunk beds are extremely comfy! The view from the deck is gorgeous and the area is very convenient. In summer you can walk to town and the condo lounge. It’s a quick drive if not walkable weather. The one downside was the place is still in need is some renovations (some has been done and is gorgeous), so there was a minor water leak and the downstairs bed was really uncomfortable - but Jessie was really responsive and helpful about the leak. I’m sure renos will be done soon and that will be resolved. We would definitely stay again!

3BR Whiffletree Condo!
Jeff and Melissa’s place was the perfect getaway with shuttles to take you to and from the mountain and a trail to ski back to the house. Would definitely stay here again!

Stratton Duplex Condo Steps to Lifts, Village!
Great walkable location. Loft space granted nice privacy for 2 couples or extended family. Fireplace and living room were cozy.

Ski & Spa Winter Escape
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!

1BR Ski-Home Pool/HotTb, Walk 2 Lifts, golf
Location was perfect! The weekend shuttle to Snowshed was very convenient and the trail to ski home was an easy way to get back. Also loved the spa amenities after a long day of skiing. Will definitely try to come back to this place for future visits!
Destinations to explore
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Montreal Holiday rentals
- Cape Cod Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Québec City Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Bed and breakfasts Woodstock
- Cabin rentals Woodstock
- Villa rentals Woodstock
- House rentals Woodstock
- Family-friendly rentals Woodstock
- Rentals with pools Woodstock
- Rentals with a patio Woodstock
- Chalet rentals Woodstock
- Rentals with breakfast Woodstock
- Pet-friendly rentals Woodstock
- Family-friendly rentals Woodstock
- Rentals with a hot tub Woodstock
- Waterfront rentals Woodstock
- Flat rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Rentals with a fireplace Woodstock
- Cottage rentals Woodstock
- Rentals with outdoor seating Woodstock
- Rentals with a firepit Woodstock
- Apartment rentals Windsor County
- Apartment rentals Vermont
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Owl's Nest Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Baker Hill Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Bretwood Golf Course
- Hooper Golf Course
- Dartmouth Skiway
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Country Club of New Hampshire
- Santa's Land USA
- Mount Sunapee Resort