
Columbia County vacation rentals
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Top-rated vacation rentals in Columbia County
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Top guest favorite

Home in Canaan
4.96 out of 5 average rating, 54 reviewsPrivate Retreat: Hot Tub! Movie Room! Pool Table!
MusserRating, 5 stars3 days ago
This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.
Top guest favorite

Home in Canaan
5 out of 5 average rating, 64 reviewsNEW! Berkshires Farmhouse w/ Firepit & Wood Stove
JillianRating, 5 stars2 weeks ago
We had a slight delay to our trip due to health issues but Lisena and James were very understanding, flexible and caring. Very flexible with our check in and out during our stay since we unfortunately had to shorten it. We are looking forward to planning another night soon. Thank you for sharing your beautiful home with us. We visited the general store right down the road, definite must see, very cute friendly family owned store and was impressed with finding all local milk and products and also gluten free options for baking etc. we also went to Stockbridge to explore the town and to hilltop orchard.
Guest favorite

Cottage in Austerlitz
4.93 out of 5 average rating, 87 reviewsHarvey Mountain Lodge by State Forest
FiammaRating, 5 stars1 week ago
The location of this house right next to a creek and a forest is unique. We enjoyed being in the forest, hiking from the house and the surroundings, cooking and relaxing in front of a fireplace. There are stores, restaurants etc within a short driving distance, if needed. A great place with character nestled in nature. Listing is as described. Lisa was easy to communicate with and the instructions made everything go smoothly.
Guest favorite

Home in Copake
4.92 out of 5 average rating, 65 reviewsYellow Door House
LaurieRating, 5 stars2 weeks ago
My friend and I really enjoyed our stay at the yellow door house. It really had everything we needed and more as far as kitchen supplies. Kathleen was really responsive when we had a hard time with the TV but she really should have better instructions for that and for the garage door (since we couldn't figure out how to open it to put the garbage out!) We loved the area. It's a little far to a bigger grocery store unless you want to spend a fortune at the general store! We loved Dad's Copake Diner.
Top guest favorite

Home in Old Chatham
4.98 out of 5 average rating, 47 reviewsThe Red House
SandyRating, 5 stars1 week ago
Leslie's house was wonderful. Comfortable home with lots of space in a peaceful setting. Beautiful views and walking distance to a bird sanctuary with nice trails. We would love to stay here again.
Top guest favorite

Home in Hudson
5 out of 5 average rating, 42 reviewsPet-Friendly Hudson Escape w/ Hot Tub
JacobRating, 5 stars1 week ago
Had a great time at The Vine for our anniversary. The house was clean and everything worked well. The area is super quiet and very private.
Guest favorite

Home in Hudson
4.98 out of 5 average rating, 89 reviewsChic Hudson Farmhouse w/ Fireplace & Porch
JuliaRating, 5 stars1 week ago
Absolutely stunning place and property. Would absolutely stay again, without hesitation. Highly recommend!
Top guest favorite

Cabin in East Nassau
5 out of 5 average rating, 44 reviewsLuxury Cabin | Breathtaking Views & Outdoor Fun
ElenaRating, 5 stars3 weeks ago
We had such a wonderful weekend. The amenities and the view were spectacular. The kitchen was well stocked with everything we needed. Good hikes nearby. The hosts were so responsive and helpful. The hot tub was perfect and easy to use. We will be returning!!
Destinations to explore
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- Hunter Mountain
- Saratoga Race Course
- Howe Caverns
- Windham Mountain
- Jiminy Peak Mountain Resort
- John Boyd Thacher State Park
- Albany Center Gallery
- Catamount Mountain Ski Resort
- Taconic State Park
- Bash Bish Falls State Park
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Hunter Mountain Resort
- Berkshire East Mountain Resort
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Norman Rockwell Museum
- Hancock Shaker Village
- Opus 40
- Naumkeag
- Brignole Vineyards
- Bull's Bridge Golf Club
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