Vacation rentals in Taconic Mountains

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Top-rated vacation rentals in Taconic Mountains

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Wilmington

4.98 out of 5 average rating, 128 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Sep 11 – 18

G$44,044 GYD per night
Guest favorite

Home in Dalton

4.91 out of 5 average rating, 112 reviews

The Yellow House

The Yellow House in the Berkshires is the perfect place for a getaway, just 2. 5 hours from NYC and 2 hours from Boston. This historic small town offers many activities including Jacob's Pillow, hiking trails, skiing, Mass MoCA, and The Clark Art Institute. It is close to Tanglewood in Lenox and the Norman Rockwell Museum in Stockbridge. Located steps away from The Stationery Factory, which houses a food market, gallery spaces, artisan shops, coffee shop, and the Shire Brewhouse & pub.

Feb 12 – 19

G$18,859 GYD per night
Guest favorite

Guest suite in Williamstown

4.96 out of 5 average rating, 202 reviews

Berkshire Guest Suite

Welcome to our guest suite in the beautiful Northern Berkshires, home to many great cultural venues, including The Clark, Williamstown Theatre Festival and Mass MoCA. The newly updated private suite offers a queen pillow-top mattress, bathroom with stall shower, coffee bar and an outdoor seating area with mountain views. Located in a quiet neighborhood at the base of Mt. Greylock, we are a short walk to a local farm stand, and a few minutes drive to downtown Williamstown and North Adams.

Jun 16 – 23

G$20,651 GYD per night

Popular amenities for Taconic Mountains vacation rentals

Other great vacation rentals in Taconic Mountains

Guest favorite

Apartment in North Adams

4.9 out of 5 average rating, 100 reviews

Cozy 1 bedroom 1/2 mile to MassMoca

Jul 15 – 22

G$20,752 GYD per night
Guest favorite

Guesthouse in North Bennington

4.98 out of 5 average rating, 143 reviews

Birch House - lake, green trees + modern comforts

Aug 17 – 24

G$31,667 GYD per night
Guest favorite

Home in Williamstown

4.99 out of 5 average rating, 104 reviews

The Yellow Cottage at Williamstown | Four Bedrooms

Nov 24 – Dec 1

G$51,833 GYD per night
Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 260 reviews

The Studio With a View. Bring your dog, too!

Oct 16 – 23

G$29,379 GYD per night
Guest favorite

Cabin in North Adams

4.95 out of 5 average rating, 182 reviews

Mahican Cabin - A Private Nature's Reserve For 2

Sep 11 – 18

G$59,090 GYD per night
Guest favorite

Apartment in Bennington

4.96 out of 5 average rating, 136 reviews

Cooper's Place

Jun 5 – 12

G$21,791 GYD per night
Guest favorite

Home in New Lebanon

4.99 out of 5 average rating, 347 reviews

The old sawmill from 1771

Jul 24 – 31

G$30,173 GYD per night
Guest favorite

Farm stay in New Ashford

4.89 out of 5 average rating, 218 reviews

Sheep Barn on the Greylock Valley Estate

Apr 20 – 27

G$35,797 GYD per night
Guest favorite

Guesthouse in Williamstown

4.93 out of 5 average rating, 219 reviews

Perfect Base for Your Berkshire Adventure

Aug 8 – 15

G$40,950 GYD per night
Guest favorite

Farm stay in Johnsonville

4.98 out of 5 average rating, 273 reviews

Overlook at Graceful Acres Farmstay

Aug 11 – 18

G$22,237 GYD per night
Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Oct 4 – 11

G$21,834 GYD per night
Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 421 reviews

Mahalo Temple Retreat

May 5 – 12

G$19,057 GYD per night

Destinations to explore

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