Vacation rentals with a patio in The Berkshires

Find and book unique patio rentals on Airbnb

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.

Nov 22 – 29

R7,248 ZAR 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.

Jul 10 – 17

R6,138 ZAR 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.

Nov 23 – 30

R8,806 ZAR per night

Guest favorite

Tiny home in Catskill

4.93 out of 5 average rating, 133 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.

Feb 3 – 10

R2,788 ZAR 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

R6,889 ZAR per night

Guest favorite

Cabin in Pine Plains

4.98 out of 5 average rating, 176 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Nov 5 – 12

R12,246 ZAR 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.

Sep 21 – 28

R2,939 ZAR 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.

Nov 19 – 26

R2,311 ZAR 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

Sep 18 – 25

R4,777 ZAR 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!

Nov 4 – 11

R2,127 ZAR per night

Guest favorite

Cabin in Saugerties

4.98 out of 5 average rating, 131 reviews

Stunning Modern A-Frame House in the Woods

A stunning modern update to a classic A-frame design. This brand new 1000 square foot home is big enough to accommodate up to four guests with a lofted master king bedroom and queen lower bedroom. The house includes a full kitchen, bathroom, mudroom, office and a wrap around deck to take in the mountain views. Nestled on a sprawling 15 acre lot with private pond and hiking trails. The ultimate getaway for the discerning traveler.

Feb 17 – 24

R8,181 ZAR per night

Guest favorite

Vacation home in Great Barrington

4.94 out of 5 average rating, 140 reviews

Home in Great Barrington. Steps from downtown!

Central and Private! Just steps away from historic downtown Great Barrington and East Mountain Hiking trails. Enjoy sunset views with friends and family, before you walk into town for a night out! 10 minutes (2 miles) to Butternut Ski Area This brand new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple.

Feb 13 – 20

R5,480 ZAR per night