
Cottage vacation rentals in Hancock
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Quick stats about cottage rentals in Hancock

Nightly prices starting at
Hancock vacation rentals start at €131 per night before taxes and fees

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Over 230 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hancock rentals

5 Average rating
Hancock stays are highly rated by guests—averaging 5 out of 5!
Top-rated cottage rentals in Hancock
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Cozy cottage with pool, walking distance to lake
Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.
4.95 out of 5 average rating, 171 reviews
Berkshires Cottage by Lake. Year Round Adventures.
THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.
4.95 out of 5 average rating, 320 reviews
Stone School Cottage
Romantic getaway or family vacation. Charming stone building served as a one-room schoolhouse from 1832 until 1950. Beautifully situated amidst horse farms on the scenic road to Mt Greylock, centrally located midway between Williamstown and Lenox. We host lots of writers and musicians who love the bright airy space, families that have fun in this big playhouse, and couples seeking a memorable and private retreat. PLEASE NOTE: this truly-unique building has an unusual layout, described below.
4.93 out of 5 average rating, 264 reviews
Charming Williamstown Cottage
This beautifully restored small home in the heart of Williamstown is the perfect location for visitors to the attractions of the Berkshires. Walk to the theater, shopping, restaurants, Williams College campus and Sterling and Francine Clark Art Institute. A king master bedroom, 2 twins in the second upstairs bedroom, a full sized futon in the 3rd bedroom and a queen sleeper sofa provides sleep for 7-8 in total. All the amenities one might need for a comfortable stay are here for you!
4.99 out of 5 average rating, 148 reviews
Cozy Cottage in the Berkshires
Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.
4.99 out of 5 average rating, 169 reviews
Stylish Shales Brook Cottage-Cozy up to happiness
Bright & inviting! Welcome to our charming cottage, a stylish 2-bedroom, 2-bath retreat by Shales Brook. Relax on cool evenings beside the vintage Malm wood-burning stove. Enjoy modern comforts with central air, a screened-in porch, and a deck overlooking the tranquil waters of Shales Brook. The soothing sounds of the brook enhance your stay.. Located near fabulous Berkshire attractions, fantastic hikes, 15 minutes to the town of Lee, minutes to Jacob‘s pillow and 20 minutes to Tanglewood,!
4.89 out of 5 average rating, 141 reviews
The Writer's Cottage
The Writer's Cottage is a tiny white house on a country road; vintage, complete, and inspiring. Built in the nineteenth century, it's perfect for a solo traveler or a pair of travelers exploring the Berkshires and the Hudson Valley. If you like rustic buildings, you'll be a fan of the cottage; it's an incredibly cozy time warp. Queen bed and living quarters downstairs; airy loft up a narrow set of enclosed stairs. There's an orchard and lawn with grill, hammock and ironwork table.
4.94 out of 5 average rating, 216 reviews
Wildlife Lakeside Cottage; views/wildlife
Our private cottage is set on a peninsula at a cove where a trout stream enters the lake. There is an incredible amount of wildlife, especially all types of birds. Sunny views abound. The house boasts a bright wood interior with a cozy feel. It has two and a half baths. There is a first floor queen bedroom with cathedral ceiling, and on the 2nd floor another queen room and a twin room-2 single beds.The adjacent lake teams with wildlife, seasonal weeds do grow. Contact us for conditions.
4.85 out of 5 average rating, 300 reviews
The Cottage at The Barrington House
Welcome to the Cottage at the Barrington House! The Barrington House is nestled in the serene Berkshires Mountains - which have long been a sanctuary for weary city dwellers seeking breathing space, a perfect retreat for artists, writers and thinkers! It's sprawling grounds offer stunning views of lush valleys and distant peaks, while the interior features a fireplace, cozy reading nook, and unlimited windows that invite the natural world inside.
4.93 out of 5 average rating, 224 reviews
Cozy, bright 3-bedroom Cottage with fireplace.
Cozy, spacious brook-side cottage with 3 bedrooms, 2 baths, fully-equipped kitchen, fireplace, and serene, 382-acre country setting. Colorful artwork, designer furnishings, and well-appointed kitchen and bathrooms will make you feel welcome and at home. Historic charm of Bennington ten minutes away. NYC (182 miles); Boston (118); Mt. Snow (32); Prospect Mountain (13). Close to MASS MoCA (22), Tanglewood (49) and Manchester outlets (32).
4.98 out of 5 average rating, 125 reviews
Cute Cozy Comfy Cottage in the Berkshires
A cute cozy cottage sleeps 4 comfortably. One queensize bed and 1 pull out couch.. Dog friendly for up to 2 dogs at $100 per dog. My cottage sits on 13 privately owned acres. Partially fenced in 3 miles down the road from Jiminy Peak ski resort & summer activities and a short drive to Ramblewild adventure park. Hiking, boating, museums, shopping, restaurants- all sorts of activities in the Berkshires. Two minute ride to Bloom Meadows!
4.9 out of 5 average rating, 211 reviews
Artist Cottage
Artsy vintage cottage with a private lodge in a quiet Berkshire neighborhood. Backyard opens to woods with trails nearby. Enjoy fireplaces and hot tub in winter, waterfall and outdoor shower in summer. Upstairs queen ensuite with bathroom and soaking tub; downstairs retro kitchen, living room, and full bath with shower. Lodge offers comfy seating, farm table, and big-screen TV. High-speed internet, Prime & Spectrum TV.
4.94 out of 5 average rating, 354 reviewsPopular amenities for Hancock cottage rentals
Cottage rentals with a hot tub

Beautiful, 100 Acre Retreat, Williamstown 10 Mins
4.99 out of 5 average rating, 78 reviews
Berkshire lakefront cabin with modern luxuries
4.98 out of 5 average rating, 94 reviews
Fall Feels Cozy at a Spa Cottage: Hot Tub & Sauna
5.0 out of 5 average rating, 31 reviews
THE GREAT ESCAPE BERKSHIRE SKI COTTAGE w/HOT TUB!
4.87 out of 5 average rating, 53 reviews
A Magical Spot on Little Robin Lake
4.67 out of 5 average rating, 197 reviews
All season fun in the Berkshires
5.0 out of 5 average rating, 32 reviews
mountain refuge
4.67 out of 5 average rating, 21 reviewsPet-friendly cottage rentals

‘Clavashack’ Country Cottage
4.98 out of 5 average rating, 290 reviews
Artistic Nature Cottage
4.99 out of 5 average rating, 141 reviews
Cozy Cottage with pool and walk to lake
4.99 out of 5 average rating, 130 reviews
Farm Cottage w/ Donkeys, Fire Pit & Wood Stove
4.91 out of 5 average rating, 601 reviews
Kinderhook Creek Private Retreat
4.87 out of 5 average rating, 183 reviews
Cottage on Scenic Road
4.91 out of 5 average rating, 281 reviews
Hudson area waterfront-fish, kayak, farm visits!
4.84 out of 5 average rating, 155 reviews
Beautifully Nestled Berkshires Home
4.92 out of 5 average rating, 215 reviewsPrivate cottage rentals

Perfect Cottage On A Hill With A View
4.94 out of 5 average rating, 180 reviews
The Cottage on Sylvester Street
4.98 out of 5 average rating, 278 reviews
Perfect Holiday Home Renovated & Fully Equipped
4.99 out of 5 average rating, 116 reviews
Charming Lakeview Cottage in the Berkshires
5.0 out of 5 average rating, 16 reviews
Cozy, charming cottage by the creek w/2 queen beds
4.94 out of 5 average rating, 35 reviews
Pontoosuc Lakeshore
4.97 out of 5 average rating, 32 reviews
Lemongrass Cottage!
4.97 out of 5 average rating, 95 reviews
The lake house
4.96 out of 5 average rating, 52 reviewsDestinations to explore
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