Condo vacation rentals in Woodstock

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Popular amenities for Woodstock condo rentals

Weekly condo rentals

Guest favorite
A wooden deck extends from the cabin, featuring a railing and ample space for outdoor seating. The deck is bordered by green vegetation and offers a view of the surrounding landscape, including nearby trees and a walking path.
Condo in Hunter
4.93 out of 5 average rating, 14 reviews

Condo on Hunter Mt.

AkankshaRating, 5 stars5 months ago
The house was beautiful. My friends and i had a great stay. The hang out place on third floor was best. The rooms were cozy and the porch was the best part. Would definitely recommend.
Guest favorite
A spacious club room features multiple round tables surrounded by chairs, providing ample seating for gatherings. Large windows allow natural light to enter, and two screens are positioned on the walls. Subtle stone accents enhance the modern design, contributing to an open and inviting space.
Condo in Windham
5 out of 5 average rating, 21 reviews

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

JaneRating, 5 stars4 months ago
I had an amazing stay! The home was spotlessly clean, beautifully furnished, and fully stocked with everything I needed for a comfortable stay. It was the perfect place to relax and unwind—definitely a gem!
Superhost
An open living area features a marble dining table surrounded by four chairs, with a modern kitchen visible in the background. A spiral staircase leads to an upper loft, while large windows and skylights illuminate the space with natural light.
Condo in Windham
4.33 out of 5 average rating, 6 reviews

Outdoor Hot Tub! Luxury 2 Bedroom Suite + Loft

DayannaRating, 5 stars8 months ago
Beautiful property and views. The place is super cozy and just like the photos on the listing. The host is very responsive and accommodating. Communication was excellent and the location was excellent. Lots of things to do just a short drive away, the hot tub was a nice added amenity and the beds were extremely comfortable. Would definitely return again!!!
Superhost
A spacious bedroom features a king-size bed with soft linens, framed by a light-colored wooden headboard. A flat-screen TV is mounted on the wall opposite the bed. Near the doorway, wooden double doors lead to additional storage space.
Condo in Windham
4.75 out of 5 average rating, 4 reviews

*New Outdoor Hot Tub* - 1 Bedroom Luxury Suite!

ShannonRating, 5 stars3 weeks ago
This place was exactly as pictured and had everything we needed to live comfortably for the duration of our stay. Plenty of space, quiet surroundings while still being close to town.
A spacious living area features a comfortable sectional sofa and wooden coffee table, illuminated by natural light from large windows. A loft area is visible above, accessed by a sturdy staircase. A flat-screen TV is mounted on the wall, enhancing the room's functionality.
Condo in Windham
4.33 out of 5 average rating, 3 reviews

Condo w/ Loft: 2 Mi to Windham Mountain Ski!

AmandaRating, 5 stars54 months ago
Great place to stay!
Guest favorite
A porch area with railing overlooks a scenic landscape. Shadows from the railing create patterns on the wooden floor. In the distance, rolling hills are visible under a clear sky. A car is seen passing along the road below, adding to the outdoor ambiance.
Condo in Windham
4.84 out of 5 average rating, 83 reviews

3.Special long term prices - escape the CITY

RajRating, 5 stars1 month ago
Sam's place was clean, well appointed and close to the Windham Mountain Ski Resort. The place was quiet and comfortable. Sam was prompt in her communications. I would return to her place if available at my next trip out that way.
Superhost
A light-filled living area features a tan leather sofa and a glass coffee table, placed atop a patterned rug. A flat-screen television sits on a dark wooden unit. A door leads to additional space, while natural light streams in through a window.
Condo in Windham
4.51 out of 5 average rating, 45 reviews

2. Beautiful, Cozy Condo with view of Windham Mtn

PeterRating, 5 stars2 months ago
We had a lovely MLK weekend in Sam’s place very conveniently located just few minutes from Windham Mountain and the town itself.

Pet-friendly condo rentals

Guest favorite
A rustic bedroom features a spacious wooden bed with a patterned blanket, complemented by a decorative bench. Warm wooden paneling adorns the wall, and natural light is let in by a small window, illuminating the inviting space.
Condo in Lanesville
4.89 out of 5 average rating, 28 reviews

Catskills Rustic Chic 4 Bdrm w/ Wood Stove

AshleyRating, 5 stars2 months ago
Our stay was fantastic for our family of four - more than enough space! The photos don't do it justice; the living room / kitchen / dining / games area is far larger than I expected and we loved the open concept. Bedrooms had large, comfortable beds with extra blankets to keep us warm during the cold weather. Minutes from Hunter Mountain and walkable to Ronnie MacGregor's, M&J Bagel Shop, MaMa's Pizza and Jagerberg Beer Hall. Short drive to other restaurants (Hunter Brewery, Hunter Tavern, Scribner's, etc.). Awesome location to ski and explore the surrounding area. Hanna was incredible responsive and flexible. All around fantastic stay.
Guest favorite
A spacious living area features two large leather sofas arranged around a coffee table, with a soft area rug underneath. Large glass doors offer unobstructed views of the surrounding mountains and create a bright, airy atmosphere. A dining area with stylish chairs is visible in the background.
Condo in Windham
5 out of 5 average rating, 28 reviews

5 Bedrooms 5 1/2 Baths Huge Decks Across From Mtn!

LironRating, 5 stars4 months ago
We had a wonderful time at Dave's place, it was the perfect spot for adult gathering. Very convenient to get there, prime location with an amazing view, we were cozy and comfortable in the common area and enjoyed the modern kitchen. Everything was clean and good quality. Thanks Dave
Condo in Lanesville
4.68 out of 5 average rating, 19 reviews

First-Floor Hunter Condo < 1 Mi to Slopes!

KameronRating, 5 stars2 months ago
Great little ski condo right by the slopes
Guest favorite
A cozy bedroom setting features a spacious bed with a patterned coverlet. A television is positioned across from a comfortable seating area with cushions. A writing desk with a lamp is placed near a window adorned with patterned curtains, allowing soft natural light to enter the room.
Private room in Saugerties
4.87 out of 5 average rating, 173 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

JonRating, 5 stars6 days ago
This is a wonderful stay in a cozy private room. The hosts were incredibly kind and welcoming and made me feel right at home. The room itself was very comfortable and well-appointed. I was encouraged to use the shared spaces, such as the living room and kitchen, which added to the warm and inviting atmosphere. I’d recommend this listing if you’re looking for a friendly and comfortable stay.
Superhost
A private outdoor hot tub is situated on a wooden deck, offering scenic views of rolling hills and trees. The landscape features a mix of greenery and autumn-colored foliage under a clear sky, creating a serene atmosphere.
Condo in Windham
4.79 out of 5 average rating, 39 reviews

Brand New Outdoor Hot Tub - 1 Bedroom Luxury Suite

DevanRating, 5 stars1 month ago
Beautiful location with a very cozy vibe. Great views from the hot tub. Very relaxing time and would recommend!
Top guest favorite
The living area features a spacious green sofa facing a wooden coffee table, surrounded by two armchairs. Natural light enters through the windows, illuminating a cozy atmosphere. A dog rests on a warm-toned area rug, while decorative elements include candles and a plant.
Condo in Kerhonkson
5 out of 5 average rating, 17 reviews

Bright & Cozy | Walk to Rail Trail

ChristianRating, 5 stars1 month ago
This spot was very comfortable and super clean and new. The hosts were friendly and super helpful. Thank you !
Guest favorite
Condo in Windham
4.76 out of 5 average rating, 67 reviews

4.Special long term prices - escape the City!

ParmjitRating, 5 stars6 months ago
first of all, Million Dollars view. You have beautiful mountain right in front of this property. I stayed at this place for a weekend get together with family, and wished we had stayed longer. The place came equipped with all the pots and pans you'd expect from AB&B plus coffee maker and pods. we enjoyed their collection of movies. There are grocery stores within minutes from this place and nice restaurants a short drive. we also enjoyed nearby hiking trails. overall, we had a great time and would definitely come back.
Top guest favorite
The exterior of the condo is showcased, featuring a two-story structure with a combination of red siding and stone accents. Balconies with wooden railings extend from the upper levels, and a prominent stone chimney rises against a cloudy sky.
Condo in Hunter
4.95 out of 5 average rating, 60 reviews

Hunter Mountain 2BR Condo - Steps to Slopes!

KellyRating, 5 stars1 month ago
This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

Condo rentals with a pool

Guest favorite
An outdoor swimming pool is surrounded by a chain-link fence, featuring clear blue water and several white lounge chairs positioned beside the pool. Lush green grass and trees frame the area, with a view of a red building in the background.
Condo in Hunter
4.87 out of 5 average rating, 86 reviews

Cozy Gem with Mountain Views

VESNARating, 5 stars1 month ago
Super cozy and lovely home. Very well stocked and closed to everything. Would stay again!
An outdoor swimming pool is surrounded by a secure fence and shaded by tall trees. Several lounge chairs are positioned around the pool area, and blue umbrellas provide shade. Clear blue water reflects the sky above, inviting relaxation.
Condo in Windham
4.67 out of 5 average rating, 117 reviews

Windham Condo

AlisonRating, 5 stars6 months ago
We had an amazing stay at Kristen’s condo with our family—my husband, our toddler, and our dog. The location was perfect—secluded and peaceful, but still close to hiking trails and charming small towns. The condo was cozy, clean, and well-equipped with everything we needed for a relaxing weekend. Kristen was responsive and helpful, making our stay even better. Highly recommend for a family getaway!
Guest favorite
A spacious balcony offers a view of a well-maintained pool surrounded by greenery. The landscape features a variety of trees displaying autumn colors and mountains in the distance, with clear blue skies above.
Condo in Windham
5 out of 5 average rating, 8 reviews

Luxury 3-bedroom Condo on Windham mountain

BarrettRating, 5 stars1 month ago
Exactly as advertised and very communicative. Had a great stay.
Guest favorite
A welcoming living area features large glass doors offering views of the outdoors, with natural light enhancing the space. A comfortable seating arrangement includes a dark blue chair and a sectional sofa, while a stylish large area rug adds warmth. Decorative elements include wall art and a blooming floral arrangement.
Condo in East Jewett
4.97 out of 5 average rating, 29 reviews

Hunter & Windham: Hikes, Lakes, 2BR

LauraRating, 5 stars6 months ago
My friends and I really enjoyed our stay. We hiked the devils path trail and Dimitry’s place was perfectly close to the trail and the restaurants around it. His place was great to go back to with a great shower and bath, a beautiful view and very cozy place, with coffee and a coffee maker. Very clean and Dimitry was responsive the whole way through and checkin and out was very easy. Would highly recommend and would stay again.
An indoor pool area is showcased, featuring a large swimming pool with clear blue water. Sunlight filters through multiple windows, illuminating the space. Wooden beams and a high ceiling create a spacious atmosphere, complemented by seating options along the poolside.
Condo in Windham
4.92 out of 5 average rating, 59 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

DianeRating, 5 stars17 months ago
Fit our needs for attending a weekend wedding in the area. Appreciated the 3 full bathrooms. Hosts were very responsive when entry code didn’t work and in providing 2 missing items right away. Wish it was warm enough outside to enjoy the large deck but it was November. Enjoyed our stay.
Guest favorite
An outdoor area is shown featuring a heated swimming pool and two hot tubs surrounded by lounge chairs. The space is bordered by a landscaped lawn with neatly arranged trees and mountains visible in the background, creating a serene environment.
Condo in Windham
5 out of 5 average rating, 5 reviews

Luxury Ski in Ski out Condo + Amenities

AaronRating, 5 stars3 months ago
We worked through a bit of calendar scheduling snafu quickly. Scott was accommodating, proactive, and responsive. The condo was in a great location, maintained well, and clean. We very much enjoyed our quick weekend getaway. Thank you!
A spacious sectional couch, upholstered in dark fabric, is arranged around a glass coffee table. The wall is decorated with three art pieces featuring deer antler silhouettes. Light cream curtains frame a window, and a lamp provides additional lighting in the cozy seating area.
Condo in Windham
4.8 out of 5 average rating, 15 reviews

Ski Windham Mountain ( Catskills, NY)

RichardRating, 5 stars39 months ago
We had a wonderful long ski weekend and thoroughly enjoyed this property. Philip was a wonderful and communicative host and we would absolutely come for a visit again. Highly recommended!
The living area features a cozy seating arrangement with a black sofa and a coffee table. A TV is positioned above a fireplace, while large sliding doors provide access to the deck. Decor includes ski equipment mounted on a wall and a dining table set for four.
Condo in Windham
4.82 out of 5 average rating, 28 reviews

Cozy Getaway Gem for 2 at Windham Quads.

LarryRating, 5 stars6 months ago
Mariusz was a great host. The location was great, clean, cozy. Its the perfect location for a trip out of the city Will definitely be returning

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