Places to stay in Canaan

5 out of 5 average rating, 3 reviews

Camper/RV in Fishkill

Luxury Get-A-Way Beacon/Fishkill

Come Stay @ This ALL NEW Glamper & Enjoy All That Beacon Has To Offer ! From Hiking, To All The Shops & Restaurants On Both Main Street Beacon & Fishkill. 10 Min Ride to Train Station, 5 Min Drive to Either Beacon Or Fishkills Main Street & 10 mins To Hiking You Are Never Too Far From Any Amenities But Away from Noise & Distractions. Outdoor Fireplace & Seating(Summertime)Electric Fireplaces Full BRAND NEW KITCHEN AND BATHROOM. Sleeps Up To 9 & is the PERFECT Place To Enjoy Each Others Company

4.96 out of 5 average rating, 25 reviews

Home in Old Chatham

Post and Beam Hilltop Sanctuary

Enjoy the quiet countryside/mountain views from this breathtaking private hilltop getaway. Step into our stunning vaulted Post & Beam home with central fireplace, cozy loft and spacious open floor plan that features a full wall of windows/doors to the back wrap around deck that allows for an incredible indoor/outdoor living experience with friends and family. Take advantage of our fully stocked chefs kitchen, comfy beds complete with fresh linens/towels and each bedroom has its own full bath.

4.96 out of 5 average rating, 26 reviews

Home in Wappingers Falls

Caroline House Beacon Getaway

Set just outside Beacon in a beautiful, quaint neighborhood, this is the perfect retreat for family and friends after a fun day at all of the local attractions. Enjoy the large outdoor space with firepit, grill, hammock and deck or any of the close by farms, breweries, downtown Beacon and the many Hudson River adventures. Just 7 minutes from the Beacon MTA train and I84 with all the excitement at your fingertips set in a beautiful neighborhood where you may spot our neighbors horses roaming.

4.33 out of 5 average rating, 3 reviews

Apartment in Saugerties

Lovely Apt Plus Studio / Half Duplex

Your people will be close to everything when you stay at this centrally-located place. In the Village of Saugerties, walkable to Main St, Diamond Mills, 1 mile from Hits, cafes, art & antique shops, Lighthouse, museums, Thrift stores etc. Clean, Comfortable & Affordable ! Full Kitchen My place is HALF of a DUPLEX ( 2-bedroom apartment & a studio connected by steep stairs ) 2 PRIVATE entrances & 2 full baths, Private patio deck Can sleep up to 10 people NO TV or Laundry NO PETs

4.96 out of 5 average rating, 104 reviews

Apartment in Stockbridge

Historic,Famous,Iconic, Unforgettable Berks Escape

PICTURE IT...You can put yourself in the "famed" Norman Rockwell Main Street at Christmas Painting! That's Right,Cozy, Intimate,Magical and all to yourself.Fully equipped with all the comforts of home. Small Town Charm,Big time Historic setting in the heart of Downtown Stockbridge! Spend your afternoon sipping Tea or Wine looking out the iconic picture window Norman Rockwell installed himself. The one where the Christmas Tree Glows in a room that was Norman Rockwell's Studio from 1953-1957

4.77 out of 5 average rating, 115 reviews

Apartment in Kingston

In the Heart of Kingston

Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.

4.91 out of 5 average rating, 117 reviews

Home in Sheffield

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

4.87 out of 5 average rating, 310 reviews

Farm stay in Kent

(°) The Wandering Peacock (°)

The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.

4.92 out of 5 average rating, 168 reviews

Guest suite in Newburgh

Cozy Country Efficency in Hudson Valley

Spacious and cozy one bedroom efficiency Warm and welcoming, sparkling clean nestled in The Hudson Valley all the amenities of a hotel stay, but the comfort of your own space Farm markets, Wineries, Craft beer through out the area. Historic sights to visit or outdoor activities all around ( hiking, skiing, kayaking, bike riding,etc) Stay in and cook in well appointed kitchenette or sample the large variety of excellent restaurants throughout the region

5 out of 5 average rating, 3 reviews

Apartment in Saugerties

Creekfront I Hot Tub I Sauna I Fire Pit I Kayaks

Welcome to Upstate Waterfronts! Looking for a restorative Upstate getaway? This Creekside gem has you covered. - HOT TUB - SAUNA - 3 bedrooms/ 1 full bathroom - Fully equipped kitchen & high-end amenities - Private creek access - including kayaks/vests/paddles - Stunning creek views - including a water facing balcony - 3,000 Arcade games, 75'' Smart TV, endless board games - High-speed WiFi - Prime location - walkable to town/restaurants/shops/beach

5 out of 5 average rating, 13 reviews

Chalet in Craryville

Lockwood Lodge Mountaintop

Welcome to our slice of paradise in the Hudson Valley! Enjoy a secluded hilltop home with beautiful mountain and valley views, surrounded by 18 acres of woods. The open floor plan is perfect for cooking or relaxing in front of the fire, and enjoy grilling and the pool when the weather is right. The location is minutes from Hillsdale, and a 15-20 minute drive from Hudson and Great Barrington, with amazing restaurants and activities for every season.