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.

Guest favorite

Apartment in Copake Falls

4.93 out of 5 average rating, 250 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

Sep 13 – 20

R1,921 ZAR per night
Guest favorite

Cabin in Copake Lake

4.95 out of 5 average rating, 174 reviews

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Festive season is here! And so is the opportunity to stay at an idyllic, secluded property near SKIING, the lake, and hiking! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day of fun, relax in your very own hot tub, swing in the hammock, or cozy up on the couch with some lemonade. Your oasis awaits!

Sep 2 – 9

R3,118 ZAR per night
Guest favorite

Tiny home in Chatham

4.99 out of 5 average rating, 178 reviews

Tiny House on 70 Private Acres in Hudson Valley

Welcome to "The Tiny" at The Hemptons in Upstate New York! The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Although we'd encourage you to check out many the local eateries (see below)! The bathroom is full size and likely bigger than the one in your first NYC apartment.

Jun 8 – 15

R2,906 ZAR per night

Popular amenities for Columbia County vacation rentals

Other great vacation rentals in Columbia County

Guest favorite

Home in Hillsdale

4.93 out of 5 average rating, 207 reviews

Lake House, Copake Lake, NY

Apr 7 – 14

R2,950 ZAR per night
Guest favorite

Home in New Lebanon

4.99 out of 5 average rating, 347 reviews

The old sawmill from 1771

Sep 9 – 16

R2,732 ZAR per night
Guest favorite

Cottage in Craryville

4.91 out of 5 average rating, 474 reviews

Columbia County Getaway - Raspberry Ridge Cottage

Jan 22 – 29

R2,701 ZAR per night
Guest favorite

Cottage in Great Barrington

4.91 out of 5 average rating, 223 reviews

Cottage on Scenic Road

Nov 5 – 12

R2,578 ZAR per night
Guest favorite

Cottage in Catskill

4.96 out of 5 average rating, 228 reviews

1930's Cottage unique charm near skiing

Oct 6 – 13

R1,866 ZAR per night
Guest favorite

Apartment in Coxsackie

4.96 out of 5 average rating, 113 reviews

Susie's Climax Creations

Sep 27 – Oct 4

R2,211 ZAR per night
Guest favorite

Apartment in Athens

4.92 out of 5 average rating, 185 reviews

1 bdrm apt in Athens on the Hudson

Dec 31 – Jan 7

R1,884 ZAR per night
Superhost

Guest suite in Austerlitz

4.86 out of 5 average rating, 137 reviews

Rustic-Modern Studio - Near Hudson, Chatham, & GB

Oct 30 – Nov 6

R1,639 ZAR per night
Guest favorite

Home in Craryville

4.84 out of 5 average rating, 164 reviews

Hall of Fame Views

Jan 6 – 13

R2,946 ZAR per night
Guest favorite

Apartment in Hudson

4.91 out of 5 average rating, 161 reviews

Studio/Guest Suite Minutes from Warren St.

Oct 26 – Nov 2

R2,482 ZAR per night
Guest favorite

Condo in Hudson

4.93 out of 5 average rating, 137 reviews

Harmony Valley Home, bright & inviting 2-BR escape

May 19 – 26

R2,795 ZAR per night
Guest favorite

Cottage in Hudson

4.93 out of 5 average rating, 207 reviews

La Petite Maison

Nov 9 – 16

R2,640 ZAR per night

Other great vacation rentals in Columbia County

Guest favorite

Apartment in Sheffield

5.0 out of 5 average rating, 318 reviews

Hideaway with Spectacular Berkshire Views

Nov 21 – 28

R3,139 ZAR per night
Guest favorite

Loft in Great Barrington

4.99 out of 5 average rating, 296 reviews

The Old Red Barn

Apr 29 – May 6

R3,043 ZAR per night
Superhost

Guest suite in Hudson

4.9 out of 5 average rating, 296 reviews

Secluded mid-century guest house in Hudson

Apr 21 – 28

R2,258 ZAR per night
Guest favorite

Cabin in Chatham

4.98 out of 5 average rating, 99 reviews

The Upstate Cabin: A secluded getaway in the woods

Apr 10 – 17

R6,030 ZAR per night
Guest favorite

Home in Germantown

4.96 out of 5 average rating, 252 reviews

Germantown Cottage! Catskills Views! H River trail

Jul 22 – 29

R7,198 ZAR per night
Guest favorite

Religious building in Craryville

4.98 out of 5 average rating, 160 reviews

Cozy Creative Retreat in Converted 1856 Church

Jun 13 – 20

R5,109 ZAR per night
Guest favorite

Cottage in Claverack

4.98 out of 5 average rating, 241 reviews

‘Clavashack’ Country Cottage

Jul 1 – 8

R3,565 ZAR per night
Guest favorite

Guest suite in Nassau

5.0 out of 5 average rating, 221 reviews

Country Two Bedroom Apartment with full breakfast

Jan 28 – Feb 4

R2,475 ZAR per night
Guest favorite

Apartment in Hudson

4.97 out of 5 average rating, 93 reviews

Restored 19th century farm house apartment

Feb 12 – 19

R1,921 ZAR per night
Guest favorite

Home in Catskill

4.96 out of 5 average rating, 73 reviews

Cheerful Catskill Village Cottage

Feb 7 – 14

R2,060 ZAR per night
Guest favorite

Home in Copake

4.92 out of 5 average rating, 37 reviews

Yellow Door House

Nov 25 – Dec 2

R2,159 ZAR per night
Guest favorite

Apartment in Canaan

5.0 out of 5 average rating, 81 reviews

Mountain View Getaway

Nov 24 – Dec 1

R2,005 ZAR per night

Destinations to explore