A sunset over a calm lake with a large industrial structure and distant mountains.

Cottages in Columbia County

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Columbia County cottages

Exterior

Cozy, private and modern Cottage

Cozy, private and modern Cottage
Hudson
10.0 out of 10, Exceptional, (21 reviews)
"The hot tub was awesome! Excellent location and the property was exactly what we needed to fully enjoy our stay. "
United States
Ashley F.
Cozy, private and modern Cottage
House (4 Bedrooms) | Interior

Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
The price is AED 878
AED 2,719 total
includes taxes & fees
9 Aug - 10 Aug
Mtn-view Retreat in Huson Valley: Great for Groups
Property grounds

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Valatie
9.8 out of 10, Exceptional, (91 reviews)
"Everything was great and as advertised"
United States
Chris C.
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Terrace/patio

Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs

Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs
Valatie
9.6 out of 10, Exceptional, (69 reviews)
"Great location!"
United States
Sarah S.
Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs
Exterior

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Canaan
9.4 out of 10, Exceptional, (6 reviews)
"Hosts were very kind and knowledgeable about the area. "
United States
Jake V.
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Outdoor dining

Fun Getaway Lakehouse in the Hudson Valley

Fun Getaway Lakehouse in the Hudson Valley
Craryville
10.0 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable space! The host was very accommodating and communicative. We had a wonderful stay for our wedding weekend, thank you so much!"
United States
brittany h.
Fun Getaway Lakehouse in the Hudson Valley
Exterior

Loblolly Cottage - Enchanting Retreat set among towering pines.

Loblolly Cottage - Enchanting Retreat set among towering pines.
Germantown
10.0 out of 10, Exceptional, (44 reviews)
"The host thought of everything and our visit was absolutely wonderful."
United States
Anonymous traveler
Loblolly Cottage - Enchanting Retreat set among towering pines.
Terrace/patio

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
The price is AED 687
AED 1,345 total
includes taxes & fees
16 Jul - 17 Jul
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Exterior

Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is AED 5,734
AED 9,915 total
includes taxes & fees
20 Jul - 21 Jul
Berkshires farm, 30+ guests, 50 acres
Outdoor dining

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Craryville
10.0 out of 10, Exceptional, (7 reviews)
"Very clean, cute house right on the lake. We enjoyed our time there. "
United States
Alice P.
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Interior

Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (11 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is AED 540
AED 954 total
includes taxes & fees
3 Aug - 4 Aug
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Berkshire summer camp!

Berkshire summer camp!
Canaan
8.0 out of 10, Very Good, (1 review)
Berkshire summer camp!
Exterior

Vintage Country Home with Games, Fireplace & 20 Min to Hudson

Vintage Country Home with Games, Fireplace & 20 Min to Hudson
Ancram
10.0 out of 10, Exceptional, (4 reviews)
"An adorable country cottage. It was spotlessly clean, so comfortable, and had everything you could think of needing. Probably the best Vrbo experience any of us ever had. "
United States
Marian B.
Vintage Country Home with Games, Fireplace & 20 Min to Hudson
House (3 Bedrooms) | Front of property

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay
3.0 star property
East Chatham
10.0 out of 10, Exceptional, (1 review)
"Such a beautiful time was spent here with my family for my nephews graduation from university at Albany. We feed the birds, played family games, got in the hot tub."
United States
Antoinette
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay
House (3 Bedrooms) | Front of property

Pond & Hot Tub! Airy Hudson Valley Escape

Pond & Hot Tub! Airy Hudson Valley Escape
3.0 star property
Austerlitz
Pond & Hot Tub! Airy Hudson Valley Escape
House (4 Bedrooms) | Interior

Dog-friendly Copake Home w/ Sauna!

Dog-friendly Copake Home w/ Sauna!
3.0 star property
Copake
Dog-friendly Copake Home w/ Sauna!
Interior

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!
3.0 star property
Austerlitz
Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!
Front of property

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
3.0 star property
Ghent
6.0 out of 10, (1 review)
"The location of the house was very near for food and supplies,yet very private. The inside was very clean and well kept. We enjoyed the quietness and surrounding grounds with views of local wild life. The things that we did not like was the musty - moldy smell when we first got there. Every time you used the water it smelled. Red light on fridge for changing filter. Bought spring water to use for drinking, coffee, and cooking. All reported to host upon departure."
United States
Ronald
Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House
House (6 Bedrooms) | Interior

Waterfalls and Trails at 'the Mills At Green Hole'

Waterfalls and Trails at 'the Mills At Green Hole'
3.0 star property
Hillsdale
Waterfalls and Trails at 'the Mills At Green Hole'
House (3 Bedrooms) | Interior

Berkshire Hideaway w/ Fire Pit & Playground!

Berkshire Hideaway w/ Fire Pit & Playground!
3.0 star property
New Lebanon
Berkshire Hideaway w/ Fire Pit & Playground!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Columbia County Hotel Reviews

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"I'm house-hunting in Hudson, so my wife and I have stayed in a few other hotels and B&Bs there. However, one night in Pocketbook and I'll definitely continue booking there. I don't understand the complaints about the noise or rude staff, becauee we experienced the exact opposite. The staff were warm & welcoming, and very friendly. Overnight, it was peaceful and quiet. We stayed on a Saturday night and the hotel was booked out, but besides hearing some light noise above us the next day, it was peaceful. We stayed in the 250 sqft studio, and although on the smaller side, it was super efficient with a smart layout. Huge mirror on the wall near the exit, a mini bar, toiletries, excellent fade lighting and ample electrical outlets. No TV, but a HUGE projector available to watch streaming channels without needing to log in. The only caveat is when you lower the projector screen, you're also covering up the outside light from getting in. It was a Saturday night, and during check-in we were told about Clutch, a cool 'dance club'space in the lower level. The DJ was phenomenal! Checkout was a breeze and Alice was super friendly and accommodating. I LOVE Pocketbook and will definitely return again and again!"
Silvia 1-night trip
Posted 6 hours ago
Pocketbook Hotel and Bath