
Apartment holiday rentals in Chatham
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Top-rated apartment rentals in Chatham
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Hunter Mtn. Close Clean Cozy Condo *Great Reviews*
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

Light Down at the Poet's Perch
Warm retreat for contractors, digital nomads, lobbyists, relocators. Small town, central to Albany, Troy, Saratoga Spr. (15 min) & Schen. (25 min). Driveway, yard. Waterfalls, foliage, rivers, racing, nightlife, farmers markets. Fast Wi-Fi, 2 desks, breakfast bar, standing desk, wobble board, couch, armchair, lotus chair w/floor desk. Echo, TV, books, games. Soft rugs, hand-painted cabinets, butcherblock counters, artwork. Washer/dryer & iron. Full kitchen + café-tea bar, blender, instant pot.

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

Hideaway Windham/Hunter Fireplace, Snow & Skiing
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.

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
You want to bring your whole family to Jiminy and be in ONE CONDO, with gorgeous views, a deck, BBQ, Backyard, and be at Jiminy Peak - This condo is for you - right in the heart of Country Village. This Stylish 2BR country Condo w AC is fully updated and comes with parking in front and full access to the Country Inn Amenities ( Fitness, pools, hottub, Tennis etc). This large 900 sq ft condo features country decor, & sleeps up to 7 with a queen, two bunk beds, pull out Trundle, and Full Bed.

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.

Windham Condo
This condo is right off Route 23, minutes from Windham Mountain. Head to the Catskills to enjoy the great outdoors. The complex has a pool, 2 tennis courts and a fire pit. Enjoy the mountain air while working from home with dedicated Wifi. We have a well-stocked kitchen, wood-burning fireplace, and comfy deck. You are in place to enjoy all the skiing, hiking, mountain biking, and golf Windham has to offer. Only 2.7 miles from Windham Mountain Resort. Guest ID may be required on arrival.

Cozy & walking distance to town *fall dates!*
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

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

Cozy Condo w/wood burning fireplace
Leave your worries at home and come relax in cozy, 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!

Jiminy Peak Country Inn - ski in/out condo MT view
Rent your very own condo in the Country Inn at Jiminy Peak Mountain Resort.This unit is just steps away from the entrance and your ski locker. Ski in/out and never have to move your car! Spectacular view of the mountain from your windows, close to all the amenities the resort has to offer. The resort offers a year-round heated pool, 2 hot tubs, a gym, fireplace lounge and restaurants. The perfect mountain escape.

SereneMountainGetaway/FirePlace/BTW Hunter&Windham
A warm, quiet mountain hideaway where the fireplace glows, the air feels soft and clean, and the view from the deck slows your whole spirit down. This cozy 2BR retreat sits between Windham and Hunter—perfect for couples, solo wanderers, and anyone craving calm. Fast WiFi, a full kitchen, and short stays on selected days make it easy to escape, breathe, rest, and reconnect with yourself.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

2 Bedroom/2Floor Condo Main Street Windham

Hunter condo with access to Hunter Mountain

The Old Lawmaker's Building.

Entire condo in Hunter NY, Gorgeous area- sleeps 6

1890’s 2 Bedroom Duplex by the Hudson River

Hunter Mountain 1BR | Jacuzzi & Fireplace

The Dove's Nest of Albany

Trendy Condo Hunter Mountain
Pet-friendly apartment rentals

Catskills Rustic Chic 4 Bdrm w/ Wood Stove

Meadow View

Cozy Luxury Brownstone Stay w/ Yard & Parking

Luxury 3-bedroom Condo on Windham mountain

Downtown Luxe- Steps to MVP Arena & NYS Capital

Ski Windham Mountain ( Catskills, NY)

Hunter Mountain 2BR Condo - Steps to Mtn /Zip line

Snowboarding skiing Mountain View condo
Apartment rentals with a pool

Cozy Gem with Mountain Views

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

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Unique - Country suite @ Jiminy Peak

4 Bedroom Condo, Close to Golf Courses and Biking

Luxury Ski in Ski out Condo + Amenities

Ski Jiminy Peak - 1BD

Peaceful 1BR Condo with Pond View
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Hunter Mountain
- Saratoga Race Course
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Tom State Reservation
- Opus 40
- Berkshire Botanical Garden




