Condo vacation rentals in Woodstock

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Popular amenities for Woodstock condo rentals

Weekly condo rentals

Guest favorite
The entrance of the building is featured, showcasing a wooden canopy and a spacious double door framed in a light yellow color. Above the entrance, a sign reading 'Center Village' is illuminated. Mailboxes are positioned to the right, alongside a stone patio.
Condo in Sugarbush Village
4.95 out of 5 average rating, 76 reviews

Newly renovated condo at base of Sugarbush!

CaroleRating, 5 stars3 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.
Top guest favorite
Condo 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.
Superhost
A well-maintained bathroom features a spacious countertop with a single sink and a large mirror above. Fresh towels are neatly hung, and small potted plants add a touch of greenery. Illuminated by soft overhead lights, the space is designed for comfort and convenience.
Condo in Killington
4.59 out of 5 average rating, 100 reviews

NEW Killington Studio: Great Location! Comfy. 431

JohnRating, 5 stars4 months ago
Nice cheaper lodging on the access road
Superhost
The image showcases a cozy living area featuring a sofa, dining table, and a television mounted on the wall. A well-lit hallway leads to the living space. An outdoor view reveals a pool area with lounge chairs and a modern building surrounded by greenery, enhancing the relaxing ambiance.
Condo in Killington
4.86 out of 5 average rating, 92 reviews

1 BR Best Location w/ Pools/Massage Chair/Hottub!

NupurRating, 5 stars2 months ago
The Condo Unit: The one bedroom was exactly what I needed. Great wifi and plenty of space. The Complex: Mountain Green is a gem. 10 minute walk to the slopes. Free shuttle. Amazing spa and fitness area- hot tub, steam room, sauna a& heated pool. Plus a very safe area. The Host: Andres was extremely easy to work with and very fast to respond. If anything came up, he was very quick to resolve the issue. What more can you ask?
Guest favorite
A Keurig coffee maker is positioned on a polished granite countertop. A wooden organizer holds assorted coffee pods and sugar packets. A transparent jar with a wooden lid is filled with creamers, while a decorative cup with the phrase 'Less Monday, More Coffee' adds a personal touch.
Condo in Killington
4.9 out of 5 average rating, 51 reviews

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool

MichaelRating, 5 stars2 months ago
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!
Top guest favorite
Snow-covered grounds are framed by trees, with gently sloping ski trails visible on distant mountains. The scene captures the serene winter landscape, enhanced by soft, diffused light. Street lamps line a pathway, adding subtle illumination to the tranquil surroundings.
Condo 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.
Superhost
A scenic view showcases a vibrant landscape of colorful autumn foliage, with trees in shades of orange, yellow, and green lining a well-maintained golf course. In the background, a mountain is visible, featuring ski trails that are marked by distinct lines against the slopes.
Condo 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 favorite
Colorful sailboats are seen gliding over a calm lake, surrounded by dense green hills. The vibrant sails in shades of blue, yellow, and orange create a striking contrast against the tranquil water, reflecting the natural beauty of the surroundings.
Condo in Ludlow
4.96 out of 5 average rating, 23 reviews

Perfect Getaway! Modern & Convenient to Everything

RohithuRating, 5 stars2 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.

Pet-friendly condo rentals

Guest favorite
Condo 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!
Superhost
A bright, open-concept living space is showcased, featuring a comfortable seating area with a light-colored sofa and accent pillows. A modern coffee table sits centrally, accompanied by a flat-screen TV mounted on the wall. Large windows allow natural light to fill the room.
Condo in Hartford
4.83 out of 5 average rating, 6 reviews

Close to Lake & Golf & Pool | Newton Village 2A

JessicaRating, 5 stars7 months ago
This lovely home had everything my family needed for a weekend away. The pictures and description of this home are very accurate. Highly recommend!
Guest favorite
The living room showcases a spacious, L-shaped sectional couch, complemented by a light-colored ottoman. Natural light floods in through multiple large windows, and a cozy area rug anchors the space. A stylish coffee table and additional seating create an inviting gathering area.
Condo 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 favorite
A cast iron gas fireplace is centered on a stone hearth, providing warmth. A wooden ladder holds colorful blankets, while a woven basket filled with magazines is placed nearby. Light filters in through a window with horizontal blinds, enhancing the cozy ambiance.
Condo 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!
Guest favorite
The entryway features a light-colored wall and a white front door. A small shelf is mounted beside the entrance. A decorative plant arrangement is positioned in a woven basket on the floor, adding a touch of organic detail.
Condo 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 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 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
An open living space features a bright red sofa with decorative pillows, complemented by a warm wood dining area with stools. The kitchen, equipped with stainless steel appliances, is visible in the background. Soft lighting creates a welcoming ambiance throughout the suite.
Condo 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 favorite
The living area features a round blue rug at its center, surrounded by a cozy blue sofa and a stylish coffee table. Two lamps illuminate the space, while decorative plates adorn the wall. Natural light filters through the window shades.
Condo in Fairlee
4.92 out of 5 average rating, 293 reviews

The Spacious Condo at The Fairlee Inn

DevinRating, 5 stars1 month ago
The Wolter Group really displayed hospitality and thorough communication. Delivering comfort through text as a host is a skill. Thank you for accommodating my team and our belongings during our stay! The house is clean and well put together! A hidden gem for sure! Thanks again!

Condo rentals with a pool

Top guest favorite
An outdoor heated saltwater pool is surrounded by lounge chairs under soft lighting. A poolside hut is visible, along with shaded areas provided by nearby umbrellas. The backdrop consists of trees, creating a serene environment for relaxation.
Condo in Killington
4.98 out of 5 average rating, 53 reviews

Luxury Ski Condo - with Garage Parking and Pool

MichaelRating, 5 stars3 months ago
Clean and updated condo. Great location. Short walk to snowshed and ramshead lifts.
Guest favorite
The exterior of the building is shown against a backdrop of a green and orange hillside. Surrounding landscaping includes neatly trimmed bushes, with a paved parking area featuring two parked cars. The structure has a mix of stone and brick accents, complemented by gray roofs.
Condo in Mendon
4.88 out of 5 average rating, 112 reviews

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

MichaelRating, 5 stars2 weeks ago
Great place, great host, zero complaints.
Guest favorite
An outdoor pool is framed by a secure white fence, surrounded by greenery and lounge chairs. Sunlight reflects off the clear water, while soft clouds hover in the blue sky. A blue cover edges the pool, indicating preparation for use.
Condo in Killington
4.96 out of 5 average rating, 80 reviews

Bright & Cozy condo with AC, Tennis, and Pool

JodiRating, 5 stars1 month 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
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 stars2 months 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.
Guest favorite
An aerial view of the Trail Creek development, showcasing a cluster of buildings surrounded by vibrant autumn foliage. Key landmarks, including the Ski Home Trail and Sports Center, are highlighted. The distance to the hotel and lifts is emphasized for easy navigation.
Condo 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
A refreshing outdoor pool is set within a landscaped area, featuring lounge chairs around its edge. The backdrop includes a contemporary building and rolling green hills, all under a clear blue sky with scattered clouds.
Condo 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.
Superhost
An indoor pool area is showcased, featuring a large, clear blue pool surrounded by natural light from expansive windows. Wooden beams create a warm atmosphere, while lounge chairs are positioned for relaxation. A spa-like section with curved seating is visible, inviting guests to unwind.
Condo 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!
Guest favorite
A living room area is highlighted by a stone fireplace and a large skylight, allowing natural light to fill the space. Comfortable seating includes a sofa, two armchairs, and a wooden coffee table. A television is positioned on a nearby console, complementing the inviting atmosphere.
Condo in Killington
4.97 out of 5 average rating, 60 reviews

Walk to lift, Ski home, Sunny with loft

GuyRating, 5 stars2 months ago
We really enjoyed our stay at Brent’s place. It’s an end unit and top floor so it was quiet with lots of windows and natural light. Everything was exactly as described. It was very comfortable for our group and we had everything we needed. There’s a small stream that runs along the back. I really enjoyed the idyllic view with my morning coffee. Brent was a great host. We’d definitely like to return!

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