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, 15 reviews

Condo on Hunter Mt.

AkankshaRating, 5 stars7 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.
A spacious living area features a large sectional sofa with soft cushions. Natural light fills the room, highlighting a wooden coffee table. The open layout leads to a dining area with a wooden table and chairs, and a staircase is visible in the background.
Condo in Hunter
4.48 out of 5 average rating, 40 reviews

Spacious 3 BR Condo Steps Away From Slopes!

BrianRating, 5 stars4 months ago
Our family had a great stay at Brandon’s place! Easy walk to the ski lifts and only a 10 minute drive to town. The condo was very spacious and comfortable. We can’t wait to stay again next year!
Superhost
A contemporary bathroom features wood and marble finishes, with a sleek black countertop and modern faucet. A glass-enclosed shower with a rainfall showerhead is visible, complemented by a stylish backlit mirror and dark accents.
Condo in Windham
4.14 out of 5 average rating, 7 reviews

Outdoor HotTub/Deck, Views! Luxury 2BR Suite, Loft

DayannaRating, 5 stars10 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 private outdoor hot tub is positioned on a spacious wooden deck, offering views of rolling hills and dense forests. The gently bubbling water reflects the soft light of the sky, while colorful foliage marks the landscape in the background.
Condo in Windham
4.75 out of 5 average rating, 4 reviews

New Outdoor Hot Tub & Deck! 1 Bedroom Luxury Suite

ShannonRating, 5 stars2 months 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.
Top guest favorite
The shower area features a modern design with an acrylic wall and three built-in shelves. Two bottles of Pantene 5-in-1 shampoo and a bottle of Dove body wash are neatly arranged on the upper shelves, providing convenient access. A sleek, brushed nickel shower handle is visible on the side.
Condo in Lanesville
4.97 out of 5 average rating, 636 reviews

Stylish Condo Hunter Mountain

SamuelRating, 5 stars3 weeks ago
Host was responsive, place was tidy and instructions to get in and out are very clear. Place had an adequate lot as well and is also very peaceful
Guest favorite
A view from the condo's sliding glass doors reveals a spacious porch with white railings. The surrounding landscape includes green grass and distant mountains under a blue sky, providing a serene connection to nature.
Condo in Windham
4.84 out of 5 average rating, 83 reviews

3.Special long term prices - escape the CITY

RajRating, 5 stars3 months 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.
A scenic view of the Kaatskill Flyer chairlift stands near a grassy area, framed by trees and rolling hills. The sky is partly cloudy, showcasing a pleasant outdoor atmosphere. The path is lined with gravel, leading towards the lift and ski area.
Condo in Hunter
4.83 out of 5 average rating, 40 reviews

Hunter Mountain Ski Retreat - Steps to Lift!

JennyRating, 5 stars3 months ago
Super cozy and cute place. Love how it’s right at the mountains and super walkable to snowboarding/skiing.
Guest favorite
The entrance features a combination of light gray and blue accents, with large windows allowing natural light to illuminate the space. A wooden door with decorative panels is prominent, and the floor is covered with patterned stone tiles, creating a welcoming entryway.
Condo in Windham
4.73 out of 5 average rating, 33 reviews

1/2 Mi to Windham Mtn: Main Street Condo

RobertRating, 5 stars2 months ago
good location

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 stars4 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.
A cozy living area features a leather sofa with decorative pillows and a round coffee table. Natural light enters through a window covered with sheer curtains. A flat-screen TV is positioned near an electric fireplace, while a dining table with high chairs is set against a tastefully adorned wall.
Condo in Lanesville
4.68 out of 5 average rating, 19 reviews

First-Floor Hunter Condo < 1 Mi to Slopes!

KameronRating, 5 stars4 months ago
Great little ski condo right by the slopes
Superhost
A private outdoor hot tub is prominently featured on a spacious deck, overlooking scenic views of the Catskills. Surrounding greenery and gentle hills can be seen in the background, creating a peaceful natural setting.
Condo in Windham
4.68 out of 5 average rating, 41 reviews

Brand New Outdoor Hot Tub! 1 Bedroom Luxury Suite

DevanRating, 5 stars3 months ago
Beautiful location with a very cozy vibe. Great views from the hot tub. Very relaxing time and would recommend!
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
4.88 out of 5 average rating, 183 reviews

Hudson Valley Hiker’s Loft-Private Room Queen Bed

KristinRating, 5 stars1 week ago
I had a great stay! Super comfortable bed, room had everything I needed, and the AC unit kept my room very comfortable on the 90 degree day! Henry & Jorge were both very kind and easy to be around. If you're looking for a comfy bed in a comfortable space, this is perfect!
Top guest favorite
Condo in Kerhonkson
5 out of 5 average rating, 24 reviews

Bright & Cozy | Walk to Rail Trail

FangRating, 5 stars3 weeks ago
Well designed, well maintained modern style home. Love the warm toned interior. Quick drive to lots of hiking spots which was what brought us here. Management team was very professional and easy to communicate. Will consider for any future trips to Minnewaska/Mohonk.
Guest favorite
A spacious living room is highlighted by two comfortable sofas and a lounge chair, arranged around a coffee table. A dining table for four is positioned near large windows, allowing natural light to fill the area. A flat-screen TV is mounted on the wall.
Condo in Windham
4.76 out of 5 average rating, 67 reviews

4.Special long term prices - escape the City!

ParmjitRating, 5 stars8 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.
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, 61 reviews

Hunter Mountain 2BR Condo - Steps to Slopes!

KellyRating, 5 stars3 months 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!
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
4.54 out of 5 average rating, 48 reviews

2. Beautiful, Cozy Condo with view of Windham Mtn

ShahibRating, 5 stars3 weeks ago
Sam was great host super responsive, clean space left us great recommendations to eat and visit.

Condo rentals with a pool

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 stars8 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!
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, Swimming, 2BR

LauraRating, 5 stars8 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, 61 reviews

4 Bedroom Condo, Close to Golf Courses and Biking

BrianRating, 5 stars4 weeks ago
Very nice place with decent pricing. lots of room, clean, good communication from host.
A spacious living area is highlighted by large windows that provide views of the surrounding landscape. A modern fireplace is set against a stone feature wall, while comfortable seating options include a sectional sofa and accent chairs. A flat-screen TV is mounted above a stylish entertainment unit.
Condo in Windham
5 out of 5 average rating, 3 reviews

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

SamanthaRating, 5 stars15 months ago
We recently stayed at Andrew's condo, and it was nothing short of amazing! The location couldn't be better – right next to the slopes with easy accessibility to the mountain and the ski rental place. We were a group of two families, totaling 6 kids and 4 adults, and the condo was the perfect accommodation for our ski trip. The kids were thrilled with their bunkbed rooms, each equipped with their own TVs, providing a cozy and entertaining space for them to unwind after a day on the slopes. The condo itself was beautifully decorated, creating a warm and inviting atmosphere. There was plenty of room for all of us to relax and spend quality time together. The highlight for both kids and adults was undoubtedly the hot tub and pool. After a day of skiing, it was pure bliss to soak in the hot tub and enjoy the breathtaking views. A special shoutout to Andrew, our fantastic host! He was incredibly responsive and welcoming, ensuring that our stay was comfortable and stress-free.
Guest favorite
An aerial view captures the Whisper Creek condo set against a snowy mountain backdrop, with ski slopes winding down the hillside. The landscape features a mix of pine trees and winter terrain, while the luxury building connects to the scenic outdoors.
Condo in Windham
5 out of 5 average rating, 5 reviews

Luxury Ski in Ski out Condo + Amenities

AaronRating, 5 stars5 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 stars41 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 stars8 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
Guest favorite
A cozy living area features a gray sofa adorned with decorative pillows. A modern refrigerator is positioned nearby, alongside a striking red mirror that adds a pop of color. Two patterned poufs offer additional seating, and a sleek air conditioning unit is mounted on the wall.
Condo in Hunter
4.94 out of 5 average rating, 33 reviews

Cozy Mt. Getaway/community pool!

Mei-IRating, 5 stars1 month ago
As cozy as the description! We had a great weekend at Anne’s condo. It was the perfect location for us as we needed to be close to Scribner’s which was just across the parking lot. Beautiful view of Hunter Mountain! So many great restaurants just a few minutes away and to Kaaterskills Falls for some hiking. Anne was so great to reach out and recommend some rain friendly activities since the weather wasn’t perfect. Looking forward to staying again!

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