Condo vacation rentals in Chatham

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Top-rated condo rentals in Chatham

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favourite
A panoramic view captures the snowy landscape from the condo, showcasing ski trails on the mountains in the background. The foreground features a plaza with chairs arranged around a fire pit, with skiers and snowboards visible along the paths.
Condo in Hancock
4.98 out of 5 average rating, 50 reviews

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2

Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

Guest favourite
A modern living area features a comfortable leather sofa with decorative pillows, accompanied by a rustic coffee table. A large television is positioned on a sleek stand. The kitchen is visible, showcasing dark cabinetry, stainless steel appliances, and natural light flowing through a window.
Condo in Downtown Albany
5 out of 5 average rating, 9 reviews

Downtown Luxe- Steps to MVP Arena & NYS Capital

Located in the heart of downtown Albany & steps from MVP Arena, the NYS Capitol, and Empire State- Your new home is perfect for concerts, Traveling Nurses, Short Term stays and business trips,-you can walk to events, dining, and nightlife with ease. St Peters & Albany Med only a 10 minute drive. Newly Built in a 1920's Historic Bank, we blend historic charm with modern comfort. This prime location offers the perfect home base to experience all the energy and convenience the city has to offer.

Top guest favourite
A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.
Condo in Hunter
4.95 out of 5 average rating, 539 reviews

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

Top guest favourite
Condo in Waterford
4.93 out of 5 average rating, 45 reviews

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.

Top guest favourite
A cozy living room area features a dark leather sofa adorned with decorative pillows. Two lamps light the space, complemented by an ornate side table and a marble coffee table. A large piece of wall art enhances the inviting atmosphere, while a rich area rug covers the wooden floor.
Condo in Hunter
4.96 out of 5 average rating, 254 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

Top guest favourite
Condo in Windham
4.9 out of 5 average rating, 223 reviews

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.

Superhost
A spacious living area features a light-colored sofa and an accent chair, with a coffee table centered on a patterned rug. Shelves display decorative items, while a television is mounted above a stone fireplace. Natural light enters through windows accented with blue curtains.
Condo in Hancock
4.8 out of 5 average rating, 15 reviews

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.

Guest favourite
Condo in Center Square
4.89 out of 5 average rating, 323 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
A spacious outdoor deck is visible, furnished with a round table surrounded by several chairs and a lantern on top. A comfortable seating area with a couch is positioned nearby, set against a backdrop of lush greenery.
Condo in Windham
4.67 out of 5 average rating, 123 reviews

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.

Superhost
A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.
Condo in Kingston
4.89 out of 5 average rating, 160 reviews

Cozy & walking distance to town *superhost!*

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 multi-story building features a striking red exterior with a green roof and balconies. Surrounding landscaping includes trees and shrubbery, complementing the natural landscape in the background. The setting is illuminated by soft, natural sunlight under a partly cloudy sky.
Condo in Hunter
4.88 out of 5 average rating, 102 reviews

Cozy Slope Side Retreat

Hunter Mountain Retreat nestled in the Trailside complex is steps from the slopes. During the ski season, you can walk through parking lot & ski down to get your lift ticket. The Kaatskill Mountain Club is on the opposite side of the trails where you can go for dinner or a drink at the bar. Activities include Zipline, Skyride, Disc Golf, Horseback Riding. Trailside is by far the best & most luxurious place to stay in Hunter. Our rates are very reasonable for the luxury & location.

Top guest favourite
The living area features a pull-out sofa, a woven storage ottoman, and a coffee table on a patterned rug. A kitchen island with seating is visible, alongside a black refrigerator and a wood-burning fireplace. Soft lighting creates a comfortable ambiance.
Condo in Hunter
4.93 out of 5 average rating, 58 reviews

Cozy Slopeside Condo @ Hunter Mountain

Contemporary condo steps away from the slopes at Hunter Mountain! Avoid busy resort parking by staying right on the mountain. Simply walk 350 steps to the end of the road and you will be on Hunter’s Briar Patch trail (rated green for beginners). From there, you can jump on your skis and head down the mountain to access the base lodge, lifts, and everything the resort has to offer. You can even ski back to the condo for mid-day breaks and lunch!

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