Apartment holiday rentals in Columbia County

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Popular amenities for Columbia County apartment rentals

Weekly apartment rentals

Top Guest favourite
Apartment in Hudson
4.98 out of 5 average rating, 179 reviews

Lower Warren Street Picture-Perfect 2-Bedroom Apt

DiannaRating, 5 stars1 month ago
A perfect little place for a long weekend getaway. Jenny’s place is warm and well situated on Warren Street. My stay was seamless and I was greeted with warmth and hospitality by Jenny. Thank you for a lovely birthday weekend!
Guest favourite
Apartment in Hudson
4.94 out of 5 average rating, 392 reviews

Light Filled 2+BR in the Heart of Hudson

SamuelRating, 5 stars2 weeks ago
We stayed in Zach’s place with our toddler and had a great experience. Pack n play and high chair were provided which made the stay smooth. Good location and easy parking. Would stay again.
Top Guest favourite
Apartment in Great Barrington
5 out of 5 average rating, 18 reviews

Great Barrington Treetops Suite

FrankRating, 5 stars3 weeks ago
We truly enjoyed the peaceful atmosphere, it was very relaxing. There were plenty of great restaurants in the area to enjoy. The pictures that are posted on Airbnb are exactly what you will see warm and inviting. Thank you for a wonderful stay.
Guest favourite
Apartment in Chatham
5 out of 5 average rating, 15 reviews

Kinderhaus Loft in Chatham, NY

KerriRating, 5 stars4 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 Red Hook
4.88 out of 5 average rating, 24 reviews

Secluded hideaway gem

CarissaRating, 5 stars3 weeks ago
Lots of space. Appreciated that we could bring our cat. The electric fireplace was a nice touch especially since the weather for May was cold and rainy. All the amenities were provided for a nice stay. Check out the Center for Performing Arts for a show during your stay. That was a nice bonus.
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!
Guest favourite
Apartment in Red Hook
4.96 out of 5 average rating, 26 reviews

Hummingbird apt

JosephRating, 5 stars3 months ago
Very nice, clean place with all the essentials.
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!

Private apartment rentals

Guest favourite
Apartment in Hudson
4.97 out of 5 average rating, 39 reviews

Charming two-bedroom garden apt.

KateRating, 5 stars3 weeks ago
A lovely, warm, convenient stay in the heart of Hudson! Walkable to almost everything and Diana is a friendly and responsive host. Highly recommend!
Superhost
Apartment in Hudson
4.87 out of 5 average rating, 23 reviews

Central Gem w/ King Beds & yard!

ArthurRating, 5 stars3 weeks ago
William was very responsive and willing to help with any requests that we had. The downtown area was so convenient with lots of coffee shops, restaurants and fun shopping within walking distance.
Top Guest favourite
Apartment in Great Barrington
4.89 out of 5 average rating, 28 reviews

Zen River Studio

katherineRating, 5 stars3 weeks ago
We loved the studio and felt right at home It was a perfect place to stay while exploring the Berkshires, close to both outdoor activities and the offerings of the town. We especially appreciated the beautiful view from the studio which enhanced rest and relaxation. Jill and Steve were great hosts. Highly recommend.
Top Guest favourite
Apartment in Hudson
5 out of 5 average rating, 84 reviews

Hip Warren Street Apartment

JdRating, 5 stars5 days ago
We had a wonderful stay at David’s place. The bed was comfortable, amenities were great, and the location was unbeatable. David was a very responsive and proactive host. We left a small item behind and he even went out of his way to mail it back to us. Overall 100/10 recommend!
Top Guest favourite
Apartment in Hudson
5 out of 5 average rating, 51 reviews

Cozy Warren Street Apartment

HeatherRating, 5 stars2 weeks ago
Perfect location in the heart of Hudson yet private. A wonderful and convenient home base for visiting the surrounding area. Thank you! Could not have been more perfect. This is a superb pied et terrre and very easily would stay again when in town!! Thank you!
Top Guest favourite
Apartment in Hudson
4.97 out of 5 average rating, 60 reviews

Autumn House Minimum stay 3 Days

LaurenRating, 5 stars3 months ago
We had the most relaxing stay at Wendy's apartment! The house was beautifully decorated, so comfortable, and in the best location; just a few minutes away from great shopping and eating. The kitchen was very well furnished if you plan to do any cooking. Wendy is incredibly friendly and generous. She had great recommendations and was easy to get in touch with. We really enjoyed our trip!
Top Guest favourite
Apartment in Chatham
5 out of 5 average rating, 45 reviews

Cute Modern Victorian Suite in the village

DebbieRating, 5 stars6 months ago
Perfect location for a short weekend stay to visit family in the area. Very clean and comfortable. Within walking distance to the shops in Chatham and driving distance to Hudson and surrounding activities. It is our second time staying there.
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.

Family-friendly apartment rentals

Superhost
Apartment in Great Barrington
4.78 out of 5 average rating, 18 reviews

Writer's retreat: study, books, fireplace (Ecobnb)

MelaRating, 5 stars7 months ago
The location and space were great! I worked remotely during most of my stay and was very comfortable with my set up. The dining table was a perfect desk, with good lighting and wifi! Slept well due to it being so quiet at night. A positive experience overall.
Top Guest favourite
Apartment in Hudson
4.93 out of 5 average rating, 319 reviews

Park View Apartment in the Heart of Hudson

RossRating, 5 stars1 month ago
A perfect Hudson getaway — can’t wait to come back. We had an amazing stay at this Hudson Airbnb — it exceeded expectations across the board. The space was spotless, thoughtfully designed, and full of character. From the cozy bedding to the well-stocked kitchen, everything felt intentional and high-quality. It was the ideal mix of comfort and style. The location was also spot-on — close enough to downtown Hudson for easy access to restaurants and shops, but tucked away enough to feel peaceful and private. Morning coffee across the street. The host was responsive and helpful throughout, and it’s clear they really care about the guest experience. Everything from check-in to check-out was seamless. This place is a gem — we’ll absolutely be staying here again on our next trip to the Hudson Valley
Guest favourite
Apartment in Tivoli
4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

JenniferRating, 5 stars3 weeks ago
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack
Guest favourite
Apartment in Hudson
4.93 out of 5 average rating, 289 reviews

Chic Hudson Apartment - In the heart of Hudson, NY

NataliaRating, 5 stars3 weeks ago
We loved our stay! It was in the best location with plenty to walk to. The apartment was large and has a huge patio that we were lucky enough to use with some sun. 2 full bathrooms was super helpful for our larger group and the rooms were large with comfy beds. Fully stocked kitchen was a big win too for us. We would have stayed for a week if we could!! Thank you!
Superhost
Apartment in Hudson
4.79 out of 5 average rating, 28 reviews

2 blocks to Warren w parkin bb

EmilyRating, 5 stars3 weeks ago
I had booked another Airbnb that had a leak issue so I really appreciated the host being able to accommodate me with another rental on short notice. Like other commenters have mentioned, a rustic house but better value compared with other properties for the weekend I was traveling. Slightly off the main drag.
Superhost
Apartment in Hudson
4.93 out of 5 average rating, 134 reviews

Couples Country Getaway. 5 minutes to Hudson.

RachelRating, 5 stars5 months ago
We’ve stayed here a few times and love it every time. The property is gorgeous and just a few miles south of town. Best of both worlds. Christopher and Tom are both lovely and happy to help if we’ve ever needed anything.
Guest favourite
Apartment in Great Barrington
4.92 out of 5 average rating, 194 reviews

Secluded but not isolated Berkshire Retreat

GretchenRating, 5 stars5 months ago
This was our 2nd weeklong stay. The space is clean and bright. Heating details were clearly explained. It was quiet and peaceful but only a 7 minute drive for milk I forgot to bring for coffee. We saw a small bobcat in the front yard on our last morning. Beds were very comfortable. Hosts were friendly and responsive. I’d recommend this place to friends/family and hope to stay again.
Guest favourite
Apartment in Hudson
4.96 out of 5 average rating, 234 reviews

Bright, Charming 3-BR with Garden in Heart of Town

AnnaRating, 5 stars1 month ago
Had a lovely stay at Ellen's with a couple friends. Will definitely be returning to the house when in Hudson next! The apartment was very comfortable, well equipped, and is very walkable to town. Ellen is one of the friendliest hosts I've encountered on Airbnb. She made sure we had all we needed and was very responsive, checking in to make sure all was well throughout the stay. Would highly recommend a stay at her apartment!

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