
Apartment holiday rentals in Chatham
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Top-rated apartment rentals in Chatham
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Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Luxury downtown penthouse, by Franklin Plaza.
Thank you Tatyana for hosting us for a 3 day, 2 night visit. We loved your historical charming home and it was perfect for our short stay in New York. We loved the penthouse suite, the attention to detail, beautiful washroom, bedroom, kitchen and living room area. We would stay here again if we’re ever back in the area. Thank you again!

Cozy Apartment with Sauna in Historic Stone Ridge
Great spot just off the Main Street in beautiful Stone Ridge.

Above SpringRise
If you want to be in the middle and above the goings-on in Catskill, this is the place. Walkable to restaurants, boutique shops and bars. The unit is quite large and the pictures are accurate. We wish our traveling had allowed us an extra night.

Woodland Neighborhood Retreat
I had an amazing stay at Lisa's place and felt so comfortable that didn't want to leave. but definitely booking again for next catskills adventure. Thank you Lisa for allowing my stay at your wonderful retreat from the norm of life.

Vibrant Lower Warren Street Writing Retreat
Jenny was great to coordinate with, her place is lovely and central and we had a fantastic stay. Thank you for trusting us with it for the weekend!

DeMew Townhouse in Historic Kingston
Such a fantastic stay right in the heart of Kingston! This apartment was exactly as described and incredibly clean. Easy to get to everything in and around Kingston. Tara was a responsive host with clear instructions on how to check in/check out.

Captain's Quarters at Mickey's Marina
We had a great say. Beautiful area. Tremendous lake which we enjoyed by kayak. Rooms were clean and comfortable. Nice sitting area outside and another on the front porch. We were here early June and so the eatery next store and another up the road were not open for the season quite yet. Great communication.

Private Elegant 1BR Apt One Block to Warren St.
I fell in love with the location just from the photos—and I was even more excited when I arrived and saw that everything looked exactly as pictured. John provided clear instructions on how to get in and even recommended some great spots to eat and explore (I didn’t get a chance to check them out this time, but I definitely will on my next visit). I rarely get peace and quiet at home, so I truly appreciated and enjoyed my four restful days in Hudson. John was very friendly and checked in during my stay, which I really appreciated. Again I thank John for allowing me to leave my belongings there while I completed my clinical assignment. I will for sure recommend this location to anyone looking to stay in Hudson.
Private apartment rentals

Newly Renovated, and Spacious great for family
Have stayed here before. Will stay again. Fits my needs and Shahs a great host

Spacious Apartment Downtown Albany, NY
Spotless. Comfortable. Responsive. Located within walking distance of a great many restaurants, bars and entertainment venues. I don’t know what else to say because if this isn’t enough for you.. good luck! We enjoyed a wonderful stay. 10/10 recommend.

Kinderhaus Loft in Chatham, NY
I enjoyed my stay at Kinderhaus loft. Chatham is a super cute town and this airbnb was walkable to shops and a few restaurants. The living area was super cozy.

Summit Lake Yacht Club | Port
A wonderful spot if you are traveling with a pup and looking for a convenient spot to explore Columbia county. I travel upstate a lot and this Airbnb is one of the nicer ones I have visited. The space was absolutely spotless!! Great dining space, and all the kitchen basics. The star of the show is definitely the fenced in yard. My dog was a huge fan!! The tub in the bathroom is also a nice amenity. Only things to consider, Phimont is a still a town in transition. Not somewhere I enjoy spending time. But there are tons of things nearby. Also, you do hear some noise from neighbors. Nothing that diminished our stay. I really appreciated how proactive and responsive Michelle and Jacopo were. Overall I would definitely recommend!

A Haven of Rest Beautiful Historic Tranquil Suite
Melody’s place was very exquisite and warm characteristically to make for a very enjoyable stay. The place was very quiet and an excellent place to unwind for the week. I really enjoyed my stay and will definitely look forward to staying again next time I’m in the area.

An Apartment with a View
Beautiful location. Pristine premises. Outstanding host. Hope to have the opportunity to stay again!

A Sacred Place
Our favorite Airbnb upstate so far! Incredibly homey and cozy space, beautiful decor, very clean, comfortable beds, fully equipped kitchen, so quiet and private. Erica left fruit and eggs for us which was very thoughtful. WiFi signal was pretty weak, but it was a good opportunity to disconnect. Loved the place overall.

Cute Modern Victorian Suite in the village
We had a lovely stay. Enjoyed the apartment and the community. We had everything we needed, beds were comfy, hosts were friendly and helpful.
Apartment rentals with a hot tub

Mountainside Condo Ski on/off
A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.

Mountain View Jiminy Peak Ski On Off sleeps 4
We had a lovely stay. The location can’t be beat. We were able to ski in and out, walk to village area and the restaurant was down the hall. It was so convenient yet even with everything so close- it was so peaceful and quiet. The directions and communications were detailed making it easy to get in and around once there. The bed was extremely comfortable!! The condo itself was immaculate and the view out to the slopes was fantastic. It had everything we needed! Everyone we encountered was so friendly and helpful! Howie was flexible with the checkin- making it much easier for us to get out onto the slopes! He communicated throughout our stay to be sure we were having a great time! Couldn’t ask for a better stay! Thank you! We will definitely be back!

Relaxing Spa Retreat~Gorgeous View~Walk to Village
Such a perfect location for a weekend in new paltz and the views from the patio/hot tub are absolutely spectacular. Ami was a great host!

Artsy loft near MassMoCA with pool and hot tubs
The absolute perfect location at the heart of the Berkshire Yoga Festival! Loved the location. Very comfortable for two people. The host was very quick to respond and was accommodating. I would definitely recommend and would stay there again.

Burnt Knob Mountain Escape
Theresa was an amazing host, she clearly communicated with us along the way, and made sure we had our privacy & provided the upmost comfort. Her space was well kept and full of considerate touches to facilitate a relaxing stay, the subtleties go a long way. We enjoyed the hot tub in the snow, shared a few stories of skiing adventures & loved the friendly visits from Ben. The views were picturesque to boot, we definitely plan to come stay in other seasons.

Uptown Watervliet
Ronnie’s place was just what we were looking for. A comfortable place for 5 of us to rest and chat while doing other activities in the area. We got to enjoy the hot tub, covered away from the rain, and played board games indoors. We were also able to prepare a steak dinner on the grill and using the fully furnished kitchen. The neighborhood was a little drab, but his space was a pleasant oasis from it. Still fine to walk around during the day. The neighbors above could be heard walking inside, but this was expected and they didn’t bother us on our vacation. Though they did park a little close for us to comfortably fit in our 3 cars into the 4 slots allowed. But street parking was also fine directly in front of the house. Overall, we enjoyed our time spent at his place, and he kept it neat and accommodating. A great value when you want a hot tub, 1.5 baths, a grill, comfortable queen beds, and pull out. I wish the weather was better for us to enjoy more of his furnished patio space.

Mountain Top Hot Tub Suite Hiking & Falls 5 min
This was a great weekend getaway! The place is very clean, safe, and close to local restaurants and Haines Fall! I would recommend to anyone. The hot tub made it magical, it was perfect at the end of a long day of hiking. The hosts respond quickly and I didn’t need to ask any questions because everything was explained well and there were helpful tips throughout the room. No complaints!

*Berkshire's Sweet Spot-Pool/Spa-Tanglewood
Good location, very clean and spacious bedrooms and bathrooms, quite neighborhood, easy communications with host... a wonderful place to stay while enjoying the Berkshire ..
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- Hunter Mountain
- Saratoga Race Course
- Belleayre Mountain Ski Center
- Howe Caverns
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hancock Shaker Village
- Hunter Mountain Resort
- Opus 40
- Naumkeag