Condo vacation rentals in Chatham

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Top-rated condo rentals in Chatham

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Guest favorite

Condo in Hunter

4.96 out of 5 average rating, 493 reviews

*Great Reviews* Hunter Mtn. Close Cozy Clean 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, 295 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 private deck is furnished with a small table and chairs, surrounded by wooden railings. Sunlight filters through the nearby trees, creating a natural and relaxed atmosphere for outdoor gatherings.

Condo in Hancock

4.85 out of 5 average rating, 151 reviews

Cozy Condo @ Jiminy Peak

Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.

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.

Guest favorite

A grand oak staircase leads to the upper levels, framed by intricately carved wooden balusters. Natural light streams in from a window at the top, illuminating the art pieces displayed along the walls. A small seating area with elegant chairs is visible beside the staircase.

Condo in Albany

4.9 out of 5 average rating, 248 reviews

Elegant, spacious studio apt in historic mansion

Welcome to the Plaza Suite, a newly renovated studio condo in an historic Center Square mansion. Enter through a grand reception hall/art gallery and climb the oak staircase to the sunny and spacious second floor apartment. There's a nice view of State Street and the Empire State Plaza. Features include: a new fully equipped kitchen, comfy lounge area, dining /work table, renovated vintage bathroom, walk-in closet and new queen bed. Feel free to enjoy a glass of wine in the art gallery.

Superhost

Condo in Kingston

4.92 out of 5 average rating, 141 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 scenic view showcases rolling mountains adorned with greenery under a cloudy sky. A wooden railing is visible in the foreground, providing a sense of elevation and connection to the surrounding natural landscape, including trees and nearby buildings.

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, 275 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 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, 121 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.