Condo vacation rentals in Woodstock

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Top-rated condo rentals in Woodstock

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Guest favorite

Condo in Hunter

4.96 out of 5 average rating, 494 reviews

*Great Reviews* Hunter Mtn. Cozy Clean Close Condo

Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Top guest favorite

A row of Victorian townhouses showcases an elegant architectural style, featuring detailed wooden trims and inviting porches. The image is illuminated by bright daylight, highlighting the well-maintained exteriors with a mix of brick and painted surfaces.

Condo in Poughkeepsie

4.97 out of 5 average rating, 297 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Top guest favorite

Lush, green mountains stretch under a clear blue sky dotted with white clouds. The scene captures the natural beauty of the surrounding landscape, with rolling hills and dense foliage creating a serene atmosphere.

Condo in Hunter

4.96 out of 5 average rating, 251 reviews

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Best Ski In/Out Location steps to Ski Lifts & Base Lodge! Immaculate, Spacious with Beautiful Views of Hunter Mnt. All Winter Activities Right there: Skiing, Snowboarding, Snow Tubing. ~Enjoy a Private Deck w/2 Lounge Chairs ~Full Kitchen ~Winter Gear Outdoor Closet ~Front Parking Pass Other Nearby Attractions: Zipline, Skyride, Kaatskill Club, Kaaterskills Falls. Top Safety & Cleanliness: -Self Check-in/out -AirFilter Unit w/UV-C Light & Ionizer -Diffuser w/Essential Oil -Deep Sanitizing

Guest favorite

A cozy living area features a plush sofa and a circular area rug with a nature-inspired design. A coffee table sits centrally, and large sliding doors provide access to the balcony. Natural light flows in, creating a relaxed atmosphere.

Condo in Windham

4.88 out of 5 average rating, 191 reviews

Cozy Mountain hideaway Windham, Hunter

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Superhost

Condo in Kingston

4.92 out of 5 average rating, 142 reviews

Cozy & walking distance to cafés *spring avails*

Perfect for friends, couples, families, or solo-travelers looking for a comfortable home that’s centrally located and near some of Kingston’s best restaurants and shops! This historic two-unit home is walking distance to the waterfront and a short drive to incredible hikes and farms! *Pet-friendly (no extra fee) *Family-friendly (highchair + Pack n Play for babies, games for kids). Note: Parking onsite or arrive via Metro North to Poughkeepsie, Amtrak to Rhinebeck, or bus to Kingston

Superhost

A serene river flows gently through a natural landscape, bordered by lush green grass and trees on either side. The sky is partly cloudy, casting soft light over the scene. A quaint building is visible in the background, contributing to the peaceful ambiance.

Condo in Windham

4.81 out of 5 average rating, 138 reviews

Studio 3 BEDS-SLEEP 4

Light-filled studio in downtown Windham. Beautiful mountain views from your balcony; at night gaze at the moon & stars If you want solitude, this is the place to be! Daytime, take a walk down to the river & enjoy! Walking distance to restaurants & small grocery. Studio is big, with closet, full bathroom, well-stocked coffee area with microwave and refrigerator. Maximum 3 people; 1 double & 2 twins. Check-in: From 4PM off-street parking, Free Wifi /Basic Cable /Linens/Coffee

Guest favorite

A well-lit bedroom features a king-size bed dressed in a plaid blanket, with a wooden dresser and an air-conditioning unit nearby. A large window provides natural light, framed by grey curtains. A small desk and chair are positioned in front of another window, creating a cozy workspace.

Condo in Windham

4.83 out of 5 average rating, 12 reviews

Windham-Hunter Lodge

Your perfect Catskills getaway for skiing and riding!! Nestled just outside the town of Windham and only 20 minutes off the thruway. This cute little condo’s location is perfect for skiing Windham or Hunter. Windham mountain is just a 3 minute drive and Hunter Mountain is 10 minutes south with no traffic!!! King size bed. Bunk bed with full size mattresses and a twin trundle underneath. Two freshly redone bathrooms with two showers. A ski rack and boot dryer on site.

Superhost

A serene creek flows gently between lush greenery, with trees lining its banks. The clear water reflects the blue sky and clouds above, creating a sense of tranquility. Pebbles and rocks are visible along the creek bed, enhancing the natural beauty of the scene.

Condo in Windham

4.72 out of 5 average rating, 276 reviews

Summer Retreat w/ Balcony & inground Pool

Leave your worries at home and come relax in our newly renovated, one bedroom condo in the heart of the Catskills. welcome to our end unit,features wood burning fireplace, king size bed, balcony overlooking the grounds and into the woods, includes 2 tennis courts, WiFi and is only minutes away from Windham and Hunter Mountain! Come enjoy all year round with hiking, mountain biking, kayaking, zip lining, snowboarding and skiing! **POOL OPENS MEMORIAL DAY 2023!

Guest favorite

A tranquil swimming pool is visible under a clear blue sky dotted with white clouds. The surrounding mountains create a stunning backdrop, enhancing the serene atmosphere. Lush greenery lines the pool area, providing a refreshing natural element to the scene.

Condo in Hunter

5 out of 5 average rating, 12 reviews

Mountain View Townhome w/ Community Pool!

Mountain View has just been 100% stylishly remodeled! Advantageously located within minutes to the center of Hunter or Tannersville, so you can enjoy, Skiing, dining, shops, hiking, golf and more. The view from the condo association community pool is positively amazing! This quiet oasis is located on the grounds of Scribners Catskill Lodge where you can walk over and enjoy delicious food and craft made drink at the Prospect House.

Guest favorite

A two-story building features a classic facade with a white exterior and multiple balconies. The entrance is marked by double doors on the ground level, surrounded by snow and greenery. The area shows a glimpse of nearby residences and a clear blue sky overhead.

Condo in Hensonville

4.88 out of 5 average rating, 72 reviews

Cozy condo in Windham - Near Everything!

Welcome to our cute & cozy condo. Located between Hunter (12 min) and Wyndham Mountain (7 min). Short drive to restaurants/shops and a few walking distance options. This 2 bedroom, 1.5 baths one-level condo is packed with amenities for you to enjoy your stay. Fully equipped kitchen in case you decide to stay in. Several ac units. Enjoy our comfy beds, open concept, board games, easy street parking…. And great hosts :)

Guest favorite

A spacious living area features large windows offering mountain views. A beige couch with textured cushions sits on a plush carpet. A wooden coffee table is positioned in front of the couch, complemented by a decorative wall hanging. A guitar rests on the floor beside a low bench.

Condo in East Jewett

4.97 out of 5 average rating, 122 reviews

Gorgeous Views Sunny Bright Near Lakes Near

Sunny and spacious condo with stunning mountains view, cozy and warm place to disconnect from busy life . Plush and comfortable decor , fire place , plenty of board games - perfect set up for a group or a family to unwind in the mountains, gather for home cooked dinner and drinks. Spacious deck is a sweet spot to enjoy morning coffee and listen to the frog songs.

Guest favorite

A stunning waterfall cascades down rocky cliffs, surrounded by vibrant autumn foliage. Orange and yellow leaves frame the scene, creating a contrast with the water. Smaller streams meander over stones at the base, while the bright sky adds to the tranquil atmosphere.

Condo in Lanesville

4.92 out of 5 average rating, 102 reviews

Cozy Downtown Hunter Mountain Getaway

Keep it simple at my peaceful and centrally-located loft. You are at the footsteps of Hunter Mountain, right beside Dolan's Lake and a very short drive to all of Village of Hunter restaurants, bars, cafes, hikes and conveniences. You can easily walk to Hunter Mountain and the Trailways Bus line. The condo has its own wifi and 2 roku TV’s.