Vacation rentals with a patio in Richmond

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Top-rated patio rentals in Richmond

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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

€ 166 per night

Guest favorite

Home in Canaan

5.0 out of 5 average rating, 19 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Welcome to our little slice of heaven upstate. Located just a 5-minute drive to the MA border, a stay at our home in Canaan, NY means access to the best of both Columbia County and the Berkshires. In the summer, enjoy the private Adams Point Beach on Queechy Lake and easy access to Tanglewood. In the winter, explore 4 different local ski resorts and curl up by the cozy wood stove. In between, enjoy the peaceful pond views and secluded location on a dirt road. We can't wait to welcome you!

Dec 1 – 8

€ 294 per night

Guest favorite

Home in Canaan

5.0 out of 5 average rating, 17 reviews

Private Retreat! Hot Tub, Pool Table & Movie Room

Sprawl out in this charming home that’s both private and close to everything! Discover everything this ALL SEASON Berkshires/Hudson Valley home has to offer. From skiing to Tanglewood, local farms to wineries, you’re close to it all! In summer, you have access to Queechy Lake’s private beach, included with your stay! Or if you’re more of a homebody, relax in the hot tub lakeside while watching the otters, curl up by the wood-burning stove, or play a game of pool. You’ll never want to leave!

Sep 26 – Oct 3

€ 327 per night

Guest favorite

Cabin in West Stockbridge

4.98 out of 5 average rating, 48 reviews

Modern Cabin near Tanglewood

Welcome to West Stockbridge in the Berkshires! This newly renovated modern cabin is nestled amongst the trees and located just 3 miles from the famous Tanglewood and Kripalu. Right down the street is main street where you can peruse the shops, grab a gourmet coffee, or listen to more music at the Foundry. There are restaurants, hiking trails, waterfalls and lakes less than a mile away. We are 5 minutes from the turn pike for easy directions! Come hang and enjoy all the activity and beauty.

Sep 24 – Oct 1

€ 473 per night

Guest favorite

Home in Canaan

4.96 out of 5 average rating, 26 reviews

Crossings Cottage

Welcome to Crossings Cottage! Conveniently located in the heart of the bucolic Berkshires right on the Massachusetts, New York State line. This beautiful property sits tucked down a country road just 1 mile from the Mass Pike and New York State Thruway, making it very easy to access. The Cottage sits on 50+ acres with panoramic views of the property off the back deck. Its location is only 8 miles from Tanglewood, Lenox, and Stockbridge! Home Range Winery is only a 5 minute walk!

Sep 7 – 14

€ 216 per night

Superhost

Apartment 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.

Nov 16 – 23

€ 75 per night

Guest favorite

Apartment 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.

Feb 6 – 13

€ 119 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

Oct 11 – 18

€ 245 per night

Guest favorite

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!

Oct 15 – 22

€ 362 per night

Guest favorite

Home in Old Chatham

5.0 out of 5 average rating, 18 reviews

The Red House

Welcome to our historic and charming home, tucked away on 50 acres of beautiful, serene woodland. Built in 1840, our 2200 square foot residence combines the authenticity of centuries-old wood beams with cozy, comfortable interiors. The Red House is close to the charming towns of the Hudson Valley: Chatham, Kinderhook, Ghent and Hudson. There is also easy access to Tanglewood, Jacob's Pillow, Mass MOCA, Williamstown and Tannery Pond.

Nov 17 – 24

€ 183 per night

Guest favorite

Condo in Hudson

4.94 out of 5 average rating, 142 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

Dec 23 – 30

€ 144 per night

Guest favorite

Guesthouse in Lenox

5.0 out of 5 average rating, 11 reviews

Guest House at Stonover Estate

Located on historic estate grounds, this is an aesthetically pleasing and private getaway for adults and couples. The town of Lenox hosts multiple 5-star restaurants, and the property is an 10 minute walk to town. It is 1 mile from Tanglewood, 1 mile to Shakespear & Co., and 14 miles to Jacob’s Pillow. If you like the outdoors, it is a half mile to Kennedy Park for hiking or biking.

Oct 3 – 10

€ 303 per night