Condo vacation rentals in Woodstock

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Popular amenities for Woodstock condo rentals

Condo rentals with a hot tub

Guest favorite
A living room features a large stone fireplace with a wood storage basket beside it. A comfortable sofa with decorative pillows faces a wooden coffee table. Natural light floods the space through a large window, complemented by a nearby area rug.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 week ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Guest favorite
The living area features a spacious navy sofa adorned with colorful pillows and a light wooden coffee table. A round dining table with black chairs is present, alongside a large mirror and soft lighting that enhance the inviting space. Natural light filters through the sliding doors.
Condo in Killington
4.9 out of 5 average rating, 128 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

KateRating, 5 stars2 weeks ago
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!
Guest favorite
A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.
Condo in Killington
4.93 out of 5 average rating, 198 reviews

Newly renovated ski retreat at Killington

YangRating, 5 stars3 weeks ago
Wayne is super nice, friendly, and responsive. He gave me heads up note on check-in day when the main road (Killington Access Road) was closed due to downed trees&wires. He also helped me confirm the parking spot in late night when I arrived late. The place is cozy and clean. There’s a number of good restaurants and taverns nearby.
Superhost
Condo in Ludlow
5 out of 5 average rating, 4 reviews

Inviting Ski-In/Ski-Out Condo at Okemo +Hot Tub

ElizabethRating, 5 stars3 months ago
One of the best places I have stayed skiing. It was super cozy and right in the slopes.
Guest favorite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is arranged around a coffee table, and a TV is positioned near a wood-burning fireplace. A decorative artwork of a bull's head adorns the wall.
Condo in Killington
4.97 out of 5 average rating, 144 reviews

#45 Luxury Ski & Summer Condo with Private Sauna

MichaelRating, 5 stars1 month ago
Great spot near the mountain. nice community pool and hot tub.
Guest favorite
A spacious living area is presented, featuring a comfortable brown sofa adorned with decorative pillows. Two side tables with lamps provide soft lighting. Large doors open to a view outside, allowing natural light to brighten the room, which is complemented by soothing green walls.
Condo in Stratton
4.95 out of 5 average rating, 19 reviews

Stratton Duplex Condo Steps to Lifts, Village!

NathalieRating, 5 stars1 month ago
Great walkable location. Loft space granted nice privacy for 2 couples or extended family. Fireplace and living room were cozy.
Guest favorite
Aerial view captures the snow-covered landscape surrounding the ski slopes, with well-defined runs visible against the mountainside. A tranquil lake reflects the scene, bordered by trees. Nearby buildings, including the condo complex and community amenities, are discernible in the setting.
Condo in Dover
4.89 out of 5 average rating, 9 reviews

New - walk to Mt Snow w/ Tub & Gym

ToniRating, 5 stars1 month ago
We loved the proximity to Mount snow, and the layout of the place was cozy and comfortable. We loved the newly renovated kitchen and all kitchen supplies were new. We didn’t get to use the amenities but we loved the sauna and hot tub offerings!
Superhost
The open-concept kitchen features wooden cabinetry and modern appliances, including a stainless-steel refrigerator and stove. A breakfast bar is complemented by pendant lighting. A dining area with wooden chairs is visible, while a staircase leads to a loft area above.
Condo in Killington
4.83 out of 5 average rating, 53 reviews

Ski & Spa Winter Escape

EmmaRating, 5 stars1 month 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!

Weekly condo rentals

Guest favorite
A spacious dining area is presented with modern wooden tables and chairs, complemented by large windows that allow natural light to illuminate the room. Decorative lighting fixtures hang from the ceiling, enhancing the contemporary design. A TV screen is mounted on the wall for entertainment.
Condo in Killington
4.96 out of 5 average rating, 80 reviews

Bright & Cozy condo with AC, Tennis, and Pool

JodiRating, 5 stars3 days ago
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.
Guest favorite
An indoor pool area is showcased, featuring a rounded pool with clear blue water. Large windows provide natural light and views of the snowy landscape outside. Seating areas are visible along the sides, contributing to a spacious ambiance.
Condo in Dover
5 out of 5 average rating, 17 reviews

'Bear Paw Lodge' w/Hot Tub* at BASE of Mt Snow

JoelRating, 5 stars1 month ago
My family of four had plenty of space for a relaxing weekend. Weather did not permit skiing but Mt Snow was right next door and Okemo ~60 mins away. Nice amenities in a great location.
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars2 months ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Superhost
A scenic river scene reveals visitors enjoying the waters amidst natural rocks and greenery. Trees frame the image while a small waterfall cascades into the stream. People can be seen wading and relaxing along the rocky banks under the dappled sunlight.
Condo in Warren
4.82 out of 5 average rating, 112 reviews

Modest Mountain Dacha

JoanneRating, 5 stars2 months ago
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.
Superhost
A view from the ground floor unit showcases a lush, green lawn bordered by rocky outcrops. Sparse trees dot the landscape, with mountains rising in the background under a partly cloudy sky. The exterior of the neighboring building is visible to the right.
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars2 months ago
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.
Guest favorite
The kitchen features wooden cabinetry and a spacious countertop. Stainless steel appliances, including a refrigerator and an oven with a microwave above, are positioned conveniently. Kitchen utensils and a coffee maker are organized neatly, inviting preparation of meals in a warm and functional space.
Condo in Stratton
4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

DrewRating, 5 stars1 month ago
Megan’s place was great for a weekend of skiing at Stratton. Right on a shuttle route that picks you up at the front door and is very reliable. Clean and comfortable. Megan was extremely helpful and responsive throughout the whole process from booking to check in and check out.
Top guest favorite
A wooden gazebo stands surrounded by lush greenery, complemented by large rocks along the path. In the background, rolling hills can be seen under a partly cloudy sky, creating a serene outdoor atmosphere.
Condo in Killington
4.99 out of 5 average rating, 106 reviews

Cozy Condo - next to Killington Resort

RachelRating, 5 starstoday
2nd time staying here. Clean & cozy. A perfect spot to stay when in Killington/Rutland.
Superhost
A well-appointed bathroom features a rustic wooden vanity with a white sink and modern faucet. A colorful tiled wall adds texture and depth, while warm lighting creates a welcoming ambiance. A large mirror reflects the space, enhancing its clarity.
Condo in Dover
4.77 out of 5 average rating, 142 reviews

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!

DanielRating, 5 stars1 month ago
Great location and perfect house to stay in

Pet-friendly condo rentals

Guest favorite
A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.
Condo in Killington
4.96 out of 5 average rating, 130 reviews

Dog-Friendly Mountainside Escape/Pool/AC

ShaneRating, 5 stars1 week ago
Beautiful condo, nice location near the Sunrise lift and Bear Mountain. Very home like atmosphere in condo.
Guest favorite
Condo in Warren
4.96 out of 5 average rating, 23 reviews

Relax and Recharge: Farmhouse Condo with Hot Tub

EdwinRating, 5 stars1 month ago
Great space and great location. Excellent communication. We will be back!
Superhost
A cozy living area features a large blue sectional sofa, equipped with a coffee table at its center. A mounted television is visible on the wall, alongside natural light from a nearby window. Decorative elements include a floor lamp and a small side table.
Condo in Winhall
5 out of 5 average rating, 3 reviews

Pet Friendly Stratton West

DoojinRating, 5 stars2 months ago
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
Guest favorite
A cozy living area features a gray sofa and a vibrant orange chair. Natural light enters through a window, illuminating light wood flooring. A modern TV is situated on a stand with decorative storage below. A small work desk is positioned next to the window.
Condo in Waitsfield
4.97 out of 5 average rating, 37 reviews

Centrally Located, Light-Filled Apartment

JuliaRating, 5 stars1 month ago
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!
Guest favorite
The exterior of the condominium building is showcased, featuring three levels with large windows that allow natural light in. A central staircase leads to the entrance, flanked by green grass and small shrubs, creating a welcoming appearance.
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars1 month 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!!
Guest favorite
A two-story condo is shown with a snow-covered roof and a well-maintained exterior. A vehicle is parked in front, and snow blankets the surrounding area. The backdrop features a snow-covered mountain, displaying ski trails that contour the slopes.
Condo in Stratton
4.9 out of 5 average rating, 69 reviews

Stratton Mountain vacation spot

CandaceRating, 5 stars1 month ago
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.
Superhost
An open space features a cozy living area with a red sofa and a queen bed draped in a colorful blanket. A wooden dining table with seating for four accompanies a modern kitchen equipped with stainless steel appliances, enhancing the suite's inviting design.
Condo in Killington
4.89 out of 5 average rating, 245 reviews

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

IanRating, 5 stars3 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 favorite
A peaceful lake scene is captured, featuring a blue paddleboard resting at the edge of a dock. The calm, reflective water mirrors the surrounding greenery and distant hills under a clear blue sky, creating a serene atmosphere.
Condo in Fairlee
4.92 out of 5 average rating, 290 reviews

The Spacious Condo at The Fairlee Inn

DharmilRating, 5 stars1 month ago
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.

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