Holiday houses in Mount Greylock

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Top-rated holiday rentals in Mount Greylock

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Guest favourite

Cabin in Savoy

4.98 out of 5 average rating, 188 reviews

The Camp - 20 Minutes to Berkshire East!

Enjoy the peaceful silence, private forested expanses, wildlife, and unforgettable starry night skies from this wonderful home. Only 8 minutes to the village of Charlemont and 5 to the Tannery Falls entrance of the Savoy State Forest. During your escape on the mountain rest assured that you’re only a 30 minute drive to Norths Adams, Greenfield. Highlight your visit with journeys to Berkshire East Ski Resort, Thunder Mountain Biking, Zoar Outdoor River Rafting, MASS MoCA, or the Clark Art Museum.

2 – 9 Sept

$1,370 AUD total

Guest favourite

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.

26 Sept – 3 Oct

$3,987 AUD total

Guest favourite

Guest suite in Williamstown

4.96 out of 5 average rating, 203 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.

30 Nov – 7 Dec

$1,186 AUD total

Guest favourite

Guest suite in Hancock

4.83 out of 5 average rating, 155 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.

24 – 31 Jan

$1,085 AUD total

Guest favourite

Cabin in Cheshire

4.89 out of 5 average rating, 152 reviews

Private Paradise in the Berkshires

Your own private and romantic getaway behind a small orchard. A sweet running brook and outdoor shower! A short drive to all Berkshire cultural events -- Tanglewood, Jacob's Pillow, theatre festivals and more. Great dining nearby. Perfect for 2! Under COVID-19 regulations in Massachusetts, I am required to allow at least 24 hours between guests. It's a drag, but it is intended to keep us all healthy! Please forgive any inconveniences this might create in your trip plans.

24 – 31 July

$1,672 AUD total

Guest favourite

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.

14 – 21 Oct

$2,518 AUD total

Guest favourite

Farm stay in New Ashford

4.9 out of 5 average rating, 221 reviews

Sheep Barn on the Greylock Valley Estate

Located 10 minutes from Williamstown, the Sheep Barn is a completely renovated antique barn, with 3 bedrooms, 2 full baths, and full kitchen. It's the perfect place for spring and summer getaways, cozy fall weekends, and winter ski vacations. Offering hiking trails and complete privacy, it is still close to Williams College, Jiminy Peak, and other Northern Berkshire attractions. During winter months we recommend that guests have All Wheel Drive vehicles.

1 – 8 Mar

$2,159 AUD total

Guest favourite

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.

7 – 14 Mar

$1,780 AUD total

Guest favourite

Apartment in North Adams

4.96 out of 5 average rating, 425 reviews

Steps to MoCA, 2bd + SAUNA!

This 2 bedroom apartment occupies the parlor floor of the Small Mansion of Chase Hill, located within 3 minutes walking distance to Mass MoCA. 5 mins walk to downtown’s restaurants. 5-10 mins drive to Williams, MCLA, Clark. Whimsically restored (yes, fast Wi-Fi & great water pressure). YOUR STAY ENABLES US TO HOST REFUGEE/IMMIGRANT ARTISTS PRO BONO! Our 2 other listings on airbnb.com: /h/2chasehill and /h/chasehill2

6 – 13 Dec

$1,940 AUD total

Superhost

Apartment in Adams

4.85 out of 5 average rating, 123 reviews

full apartment in adams and self check in

nice apartment on first floor in adams mass near mt greylock(URL HIDDEN) also 2 miles to greylock glen at the base of the mountain for hiking & biking trails 5 miles from mass moca 5 miles from mcla 12 miles from clart art & williams college 10 miles mt greclock peak 18 miles from jiminy peak , a ten mlle bike trail about 1000 feet from house also 23 miles & 40 minutes to tanglewood

21 – 28 July

$1,279 AUD total

Guest favourite

Apartment in Bennington

4.93 out of 5 average rating, 529 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.

2 – 9 Sept

$1,221 AUD total

Guest favourite

Apartment in Petersburg

4.85 out of 5 average rating, 150 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

20 – 27 Mar

$791 AUD total