Vacation rentals with a patio in The Berkshires

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Top-rated patio rentals in The Berkshires

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Guest favorite

Home in Becket

4.93 out of 5 average rating, 118 reviews

Lake front retreat - Stylish Berkshire home

Drive down a lovely country wooded road to this renovated 4 bedroom mid century home on Long Bow Lake. The house has wood floors throughout & hip design. Gas fireplace in the dining room. This will be a home for the family to enjoy. We have our own private lake frontage that includes a dock & 4 kayaks. Enjoy the screened in porch, Weber gas grill, ping pong table & games. The area is quiet & peaceful only 20 minutes from Downtown Lee, Outlets, fabulous hikes & minutes from skiing Otis Ridge.

Feb 8 – 15

ﺩ.ﺇ1,267 per night

Guest favorite

Guest suite in Great Barrington

5.0 out of 5 average rating, 45 reviews

Sweet 1-bedroom with salt water pool

Welcome to our home in the beautiful Berkshires! Enjoy this clean, private downstairs apartment with your own entrance. We are just 10-min from downtown Great Barrington and in a wonderful location for exploring. Upstairs is my family- a 6 year old boy and medium-sized dog- you will hear us! Sometimes we have friends and family visiting. In the summer you may see us at the pool with them. We’re happy to meet you and also happy to give you space- it’s your call. Wishing you a wonderful trip :-)

Sep 10 – 17

ﺩ.ﺇ524 per night

Guest favorite

Apartment in Lanesborough

5.0 out of 5 average rating, 22 reviews

Cozy Berkshire Waterfront Home

Welcome to our charming waterfront home on Pontoosuc Lake! The Berkshire Lakescape is perfect for a romantic getaway for a couple or two, or a solo adventure away. Soak in lake views from the deck or try to catch a stunning sunset from the water’s edge. Kayak straight from our backyard and return for marshmallows at the firepit. Explore Berkshires' culture and outdoor activities - Tanglewood, Mount Greylock, and more are just a short drive away. We can't wait to host you for a memorable stay.

May 6 – 13

ﺩ.ﺇ583 per night

Guest favorite

Cabin in Freehold

4.96 out of 5 average rating, 160 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Sep 29 – Oct 6

ﺩ.ﺇ1,180 per night

Guest favorite

Place to stay in North Adams

4.93 out of 5 average rating, 115 reviews

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

Jul 3 – 10

ﺩ.ﺇ2,881 per night

Guest favorite

Tiny home in Catskill

4.93 out of 5 average rating, 135 reviews

Venster- Your window to wilderness

Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. Book us and make Hudson Getaways your base station for all kinds of adventures. Enjoy facilities of a bigger house in a tiny form factor. Heat/AC, Queen bed, Hot shower, Kitchenette, cooktop, Fridge, Towels, linens, soap, coffee etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers, to returning guests and during slow seasons.

Aug 6 – 13

ﺩ.ﺇ534 per night

Guest favorite

Bungalow in Cairo

4.99 out of 5 average rating, 310 reviews

Swim just feet from your door, 20 min to Hudson

Modern Scandinavia-style riverfront home on 8 acres w tons of privacy. 20 min from Hudson. Sit on your porch for coffee/drinks/dinner filled w sounds of a rushing river, or walk across the river into your own private swimming pond! Perfect for a nature retreat, hiking, swimming, fishing, skiing, the solo parent escape to recharge, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Hate has no home here-all are welcome.

Aug 19 – 26

ﺩ.ﺇ1,318 per night

Guest favorite

Cabin in Saugerties

4.95 out of 5 average rating, 168 reviews

Cozy Cottage for Two

Unplug in this cozy cabin for two located in the scenic Hudson Valley. This intimate cabin is less than a two hour drive from Manhattan, and in the heart of many hiking trails and ski resorts. Set at the end of a private road, this cabin is furnished with a fireplace and all guests are welcome to use! When looking for a bite to eat, the historic village of Saugerties or vibrant village of Woodstock is just a quick ride away. Pets are welcome with an additional $40 cleaning fee.

Dec 15 – 22

ﺩ.ﺇ563 per night

Guest favorite

Cottage in Orange

4.94 out of 5 average rating, 132 reviews

The Lake Cottage: A Sweetwater Stay

Welcome to Mattawa Cove! Originally built as an Ice Fisherman's shack, this tiny house is unapologetically elegant and understated. The private dock can be viewed from the wall of windows in the open living space. Walk to the shore, sit with your feet in the water, swim, fish, or kayak. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 1.5 hours from Boston or Providence. 3.5 hours to NYC.

Dec 15 – 22

ﺩ.ﺇ442 per night

Guest favorite

Tiny home in Chatham

4.99 out of 5 average rating, 151 reviews

BLUSH: Boutique TINY home*private spa*walk to town

Cozy in at this PRIVATE OASIS & just steps from quintessential Main St. Indulgences abound in this one-of-a-kind curated space w/ lounge in upstairs loft & PLUSH queen bed tucked in its own nook. Perfect for a couple or girlfriends getaway. Fully equipped kitchen. Enjoy the convenience of village life with restaurants, brewery, shops, theater. Hike, explore town, soak in your PRIVATE HOT TUB, make s'mores at the firepit, or tuck in & cozy. @artparkhomes

Jul 5 – 12

ﺩ.ﺇ941 per night

Guest favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 65 reviews

Cottage with a Waterfall View

Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.

Aug 21 – 28

ﺩ.ﺇ400 per night

Guest favorite

Apartment in Hudson

4.95 out of 5 average rating, 100 reviews

Restored 19th century farm house apartment

Brought back from the original bnb boarding days of the 19th century is our 1 bedroom top floor apartment located on a peaceful country road 15 minutes from downtown Hudson or Red Hook. You can still see the original numbers of the old boarding house on the doors! The house is surrounded by 12 acres of fields and forest that we welcome you to explore. It’s a small homestead with animals, a geo dome greenhouse and garden. Hope you enjoy!

Mar 30 – Apr 6

ﺩ.ﺇ372 per night