Apartment holiday rentals in Chatham

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Popular amenities for Chatham apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Troy
4.95 out of 5 average rating, 178 reviews

Luxury downtown penthouse, by Franklin Plaza.

SarahRating, 5 stars6 days ago
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!
Guest favourite
Apartment in Stone Ridge
4.89 out of 5 average rating, 579 reviews

Cozy Apartment with Sauna in Historic Stone Ridge

Margaret And JuddRating, 5 stars1 week ago
Great spot just off the Main Street in beautiful Stone Ridge.
Guest favourite
Apartment in Catskill
4.97 out of 5 average rating, 264 reviews

Above SpringRise

WilliamRating, 5 stars1 day ago
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.
Top Guest favourite
Apartment in Tillson
4.98 out of 5 average rating, 134 reviews

Woodland Neighborhood Retreat

ByronRating, 5 stars2 days ago
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.
Top Guest favourite
Apartment in Hudson
5 out of 5 average rating, 111 reviews

Vibrant Lower Warren Street Writing Retreat

RobynRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Kingston
4.96 out of 5 average rating, 238 reviews

DeMew Townhouse in Historic Kingston

LauraRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Craryville
4.91 out of 5 average rating, 138 reviews

Captain's Quarters at Mickey's Marina

CarlRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Hudson
4.91 out of 5 average rating, 193 reviews

Private Elegant 1BR Apt One Block to Warren St.

NadiaRating, 5 stars3 weeks ago
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

Superhost
Apartment in Pittsfield
4.8 out of 5 average rating, 44 reviews

Newly Renovated, and Spacious great for family

KelRating, 5 stars2 months ago
Have stayed here before. Will stay again. Fits my needs and Shahs a great host
Superhost
Apartment in Albany
4.94 out of 5 average rating, 35 reviews

Spacious Apartment Downtown Albany, NY

TamicaRating, 5 stars4 weeks ago
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.
Guest favourite
Apartment in Chatham
5 out of 5 average rating, 15 reviews

Kinderhaus Loft in Chatham, NY

KerriRating, 5 stars6 days ago
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.
Guest favourite
Apartment in Hudson
4.95 out of 5 average rating, 41 reviews

Summit Lake Yacht Club | Port

CaraRating, 5 stars3 weeks ago
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!
Top Guest favourite
Apartment in Nassau
4.92 out of 5 average rating, 92 reviews

A Haven of Rest Beautiful Historic Tranquil Suite

VictorRating, 5 stars4 days ago
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.
Guest favourite
Apartment in Hudson
4.98 out of 5 average rating, 44 reviews

An Apartment with a View

ColleenRating, 5 stars1 month ago
Beautiful location. Pristine premises. Outstanding host. Hope to have the opportunity to stay again!
Superhost
Apartment in New Lebanon
4.78 out of 5 average rating, 18 reviews

A Sacred Place

LauraRating, 5 stars2 months ago
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.
Top Guest favourite
Apartment in Chatham
5 out of 5 average rating, 46 reviews

Cute Modern Victorian Suite in the village

SydneyRating, 5 stars3 weeks ago
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

Superhost
Apartment in Hancock
4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

ThomasRating, 5 stars3 months ago
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.
Top Guest favourite
Apartment in Hancock
5 out of 5 average rating, 7 reviews

Mountain View Jiminy Peak Ski On Off sleeps 4

StaceyRating, 5 stars3 months ago
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!
Top Guest favourite
Apartment in New Paltz
4.97 out of 5 average rating, 545 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

StephenRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Hancock
5 out of 5 average rating, 11 reviews

Artsy loft near MassMoCA with pool and hot tubs

GinaRating, 5 stars1 week ago
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.
Top Guest favourite
Apartment in Acra
4.99 out of 5 average rating, 157 reviews

Burnt Knob Mountain Escape

MatthewRating, 5 stars4 months ago
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.
Guest favourite
Apartment in Watervliet
4.95 out of 5 average rating, 73 reviews

Uptown Watervliet

NickRating, 5 stars4 weeks ago
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.
Guest favourite
Apartment in Tannersville
4.88 out of 5 average rating, 324 reviews

Mountain Top Hot Tub Suite Hiking & Falls 5 min

TracyRating, 5 starstoday
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!
Guest favourite
Apartment in Pittsfield
4.97 out of 5 average rating, 72 reviews

*Berkshire's Sweet Spot-Pool/Spa-Tanglewood

WeidongRating, 5 stars3 weeks ago
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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