Vacation rentals in Taconic Mountains

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Top-rated vacation rentals in Taconic Mountains

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Guest favorite

Cabin in North Adams

4.95 out of 5 average rating, 182 reviews

Mahican Cabin - A Private Nature's Reserve For 2

The Mahican Cabin is at the highest peak of the Hoosac Range known as western summit and borders 750 acres of protected land so social distancing is not a problem. Enjoy the modern comforts of a real bed (memory foam mattress), A/C (or heat), in cabin mini fridge, and a full bath inside the cabin. A deck overlooking the most amazing Berkshires Sunset. Hang out at your own hammock, make s'mores the way you used to and grill a perfect steak to complete the day! It's a nature's retreat for 2.

Jul 3 – 10

R5,523 ZAR per night

Guest favorite

Tiny home in Wilmington

4.99 out of 5 average rating, 137 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 10 – 17

R4,106 ZAR per night

Guest favorite

Home in Williamstown

4.99 out of 5 average rating, 108 reviews

The Yellow Cottage at Williamstown | Four Bedrooms

Comfortable, charming and quirky Victorian cottage. Killer location by Williams College, The Clark, MassMOCA, Williamstown Theater Festival, Spring Street and wedding venues: Cricket Creek Farms, Bloom Meadows, Williams Inn and Mass MOCA. Regional ski resorts, Mount Greylock, trails, rivers, lakes, golf, are all close for the choosing. Tucked away in the upper west corner of the beautiful Berkshires, bordering NY and VT, adventure awaits in every direction...or doesn't. You get to choose.

Dec 9 – 16

R4,740 ZAR 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.

Nov 13 – 20

R1,827 ZAR per night

Guest favorite

Guest suite in Hancock

4.83 out of 5 average rating, 154 reviews

Cozy apartment near Jiminy Peak

Two cozy bedrooms with an efficient kitchen make this a great weekend getaway for 2 adults or family of 3 to use as a base to explore both north and south Berkshire county in every season. About a mile from Jiminy Peak Ski Resort, less than 5 minutes to Bloom Meadows, 15 minutes to both Williamstown and Pittsfield, and 30 minutes to Mass MoCA, the quiet, wooded mountainside surroundings let you enjoy nature at its finest while easily getting to the area's many cultural attractions.

Dec 3 – 10

R1,629 ZAR per night

Guest favorite

Earthen home in West Sand Lake

4.98 out of 5 average rating, 150 reviews

The Hobbit House at June Farms

Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Scottish highland cows, Gloucestershire spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

Feb 16 – 23

R6,646 ZAR per night

Guest favorite

Guesthouse in Williamstown

4.93 out of 5 average rating, 219 reviews

Perfect Base for Your Berkshire Adventure

Charming private cottage with shared pool use. This newly renovated garden studio features high ceilings, a separate kitchenette with granite counters, mini fridge, microwave, queen sized bed, and rustic Arts & Crafts furniture. Located in a separate outbuilding, the cottage is close to woodland hikes, excellent biking, as well as many other attractions in the Berkshires. The beautiful in-ground pool is perfect for an afternoon dip - guest hours are usually between 3-5.

Jul 18 – 25

R2,547 ZAR per night

Guest favorite

Barn in Williamstown

4.97 out of 5 average rating, 261 reviews

Cozy barn apartment on the river

Private converted first floor barn apartment in a New England home next to the Green River. Comfortable with unique furnishings and back door to river patio. Sleeps 1-2 comfortably. Can accommodate 4 with the extra sleeper tri-fold mattress, (Best for 1-2 smaller children). Private full bath. Great for 1-2 adults or a family with smaller children. Due to Coronavirus we are doing extensive disinfecting and allowing for 72 hours between bookings.

Mar 11 – 18

R2,684 ZAR per night

Guest favorite

Apartment in Bennington

4.93 out of 5 average rating, 527 reviews

The Octopus's Garden

Welcome to the Octopus' Garden, a warm and cozy oasis located in the heart of Bennington, VT. This relaxing one bedroom suite, infused with amenities and much love, comfortably accommodates 2 people. This peaceful space is only a 10 minute walk to art, shops and dining and is the perfect hub for a variety of activities in Southern Vermont and Western Massachusetts.

Jun 17 – 24

R1,864 ZAR per night

Guest favorite

Apartment in Pownal

4.94 out of 5 average rating, 179 reviews

The Shepherd's Retreat

This in-law apartment is on the first floor of our 2 level home and has its own separate entrances. It features an open floor plan with galley kitchen and breakfast bar. This location has a peaceful relaxing atmosphere but with easy access to shopping, site seeing, hiking, and is minutes away from historic Bennington, Vt and the Berkshires (Mass Moca Museum).

May 3 – 10

R2,082 ZAR per night

Guest favorite

Apartment in Petersburg

4.85 out of 5 average rating, 147 reviews

The Beer Diviner Brewery Apartment

Whole upstairs space 14 x 28 feet, small bathroom with claw foot tub and shower, twin and a full size bed, High def TV, private deck, small fridge and microwave, toaster oven, complimentary tea and coffee (no breakfast). Complimentary pint downstairs at the brewery and taproom. Located in a private setting in a hollow in the Taconic Mountains

Sep 22 – 29

R1,305 ZAR per night

Guest favorite

Apartment in Williamstown

4.93 out of 5 average rating, 235 reviews

COLD SPRING

This cozy, quaint and quiet apartment offers the perfect Berkshire county getaway. Just a drive away from Mount Greylock National Park, Jiminy Peak Mountain Resort, and the Tony-Awarded Williamstown Theatre Festival. Enjoy the mountain views, in this two bedrooms 1 bath rental with fully equipped kitchen and skylight vaulted ceiling.

May 22 – 29

R2,613 ZAR per night