Holiday rentals with a patio in Richmond

Find and book unique rentals with patio on Airbnb

Top-rated rentals with patio in Richmond

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Guest favourite

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.

23–30 Nov

$489 SGD per night

Guest favourite

Guest suite in Great Barrington

5.0 out of 5 average rating, 47 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 :-)

19–26 Oct

$179 SGD per night

Guest favourite

Flat in Lanesborough

5.0 out of 5 average rating, 23 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.

17–24 May

$215 SGD per night

Guest favourite

Tiny home in Catskill

4.94 out of 5 average rating, 139 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.

6–13 Jun

$197 SGD per night

Guest favourite

Home in Pittsfield

4.94 out of 5 average rating, 101 reviews

Cantabile life in the Berkshires

Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grant piano. Musicians are welcome!

13–20 Jan

$400 SGD per night

Superhost

Flat in Pittsfield

4.86 out of 5 average rating, 42 reviews

The Sunset Sanctuary - King Bed with Kitchen

Welcome to our cozy 1-bedroom apartment with a charming front porch and a private entrance with ample parking! Nestled in a peaceful neighborhood, this inviting retreat is the perfect place for a relaxing getaway or a romantic escape. The house is located just opposite of the Cumberland gas station where you can get breakfast, snacks, drinks or coffee along with any essentials. It’s only 3 mins drive from the Berkshire Medical Center and 20 mins drive from Tanglewood.

8–15 Feb

$91 SGD per night

Guest favourite

Flat in New Lebanon

5.0 out of 5 average rating, 10 reviews

Folk Art Studio: 1-bedroom near the Berkshires

Peaceful and characterful 1-bedroom apartment that's part of a Victorian house from 1830. We call it the Folk Art Studio because it has a primitive, imperfect, colorful feel, but is also very comfortable and quite modern. Fully stocked kitchen, bath with tub, washer-dryer, work space, good wifi, lovely living room, round dining table, and private garden access. It's on a quiet country road that offers historic houses and fantastic access to the Berkshires.

11–18 Sep

$156 SGD per night

Guest favourite

Cottage in Malden Bridge

5.0 out of 5 average rating, 19 reviews

Cozy, charming cottage by the creek

Take it easy at this unique and tranquil getaway across from the Kinderhook Creek just outside of Malden Bridge, NY. Great for walkers, bike-riders, fishermen and fisherwomen, and lovers of natural beauty. Great fishing and swimming holes nearby. Well-supplied kitchen, washer and dryer, and lightning fast internet. Well-mannered dogs considered. Fenced in yard. I prefer no cats, as so many people are allergic (not me—I love cats), but exceptions can be made.

13–20 Jun

$172 SGD per night

Guest favourite

Tiny home in Chatham

4.99 out of 5 average rating, 152 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

27 Sep – 4 Oct

$342 SGD per night

Guest favourite

Home in Richmond

5.0 out of 5 average rating, 27 reviews

Berkshire Cottage Retreat in Idyllic Setting

Discover tranquility at this charming 2-bed, 1-bath guest cottage in Richmond, MA, nestled in the Berkshires. A haven for outdoor enthusiasts, enjoy hiking, biking, kayaking, and winery visits. In summer, indulge in Richmond Pond's allure, while winter brings skiing at nearby Bousquet Mountain. Explore Tanglewood, Clark Museum, and more for a well-rounded retreat. Your ideal escape awaits, promising a perfect blend of nature and cultural delights!

31 Mar – 7 Apr

$421 SGD per night

Guest favourite

Apartment in Hudson

4.94 out of 5 average rating, 143 reviews

Harmony Valley Home, bright & inviting 2-BR escape

You and your guests will be close to it all when you stay at our centrally-located home. The space is nestled perfectly between the Berkshire and Catskill Mountains, which provides countless opportunities for adventure! Whether a romantic getaway or a family vacation- you are an idea away from an unforgetable experience! Wineries breweries Musuems Hiking trails Empire State Rail Trail Conservation Areas

24–31 Aug

$182 SGD per night

Guest favourite

Home in Richmond

4.92 out of 5 average rating, 13 reviews

Berkshire Beauty-Full Home

Relax with the whole family in this newly updated Richmond ranch. Fully stocked home with 2 car attached garage & beautiful outdoor space in a bucolic, central location. Right up the road from Bartletts Apple Orchard and Richmond Pond. Minutes away from Tanglewood, Bosquet and other Berkshire attractions. Let our clean, well appointed home be your own home away from home!

23–30 Dec

$482 SGD per night