Holiday rentals with a patio in Pittsfield

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Popular amenities for rentals with patio in Pittsfield

Flat rentals with a patio

Top guest favourite
Flat in Hudson
4.97 out of 5 average rating, 166 reviews

Studio Oasis nr Warren St w porch & yard

VirginiaRating, 5 stars1 month ago
The perfect stay. Clean, comfortable, very responsive host, great location, studio perfect for two of us - all contributed to a wonderful weekend away. We’d love to return here next time in Hudson.
Top guest favourite
Flat in North Adams
4.99 out of 5 average rating, 106 reviews

Historic Victorian - Entire 3rd floor

JoyceRating, 5 stars1 month ago
Spacious stay, wonderfully clean and quiet and an excellent view from the balcony. Lots to see and do in the area. It got a bit cold in the bedroom at night - advise packing some warm pajamas if traveling in the colder seasons!
Superhost
Flat in Albany
4.88 out of 5 average rating, 16 reviews

Two bedroom close to colleges!

ElissaRating, 5 stars3 weeks ago
Great place… clean and had everything we needed. Allen is very accommodating and responsive whenever we contacted him. We would definitely stay there again.
Guest favourite
Flat in Coxsackie
4.93 out of 5 average rating, 127 reviews

Lovely 1 bedroom suite in historical house

DebbieRating, 5 stars4 months ago
Really lovely. Emily’s space was perfect for us, comfortable, clean, great location. And Emily was always responsive making it easy to communicate as needed. I hope we’ll have the opportunity to return next time we’re in the area. Highly recommend.
Top guest favourite
Flat in Charlemont
4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars1 month ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
Guest favourite
Flat in Great Barrington
4.92 out of 5 average rating, 101 reviews

Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort

SarahRating, 5 stars2 weeks ago
We had a great stay!! It was the perfect spot for an overnight. We loved the area and especially appreciated their recommendations! Hopefully next time we can stay longer and see even more!
Guest favourite
Flat in Hudson
4.98 out of 5 average rating, 42 reviews

An Apartment with a View

MollyRating, 5 stars1 month ago
We loved our stay! The apartment was comfortable and private. The location was serene and calm. Maura was an excellent host. It was a great home away from home!
Top guest favourite
Flat in Coxsackie
5 out of 5 average rating, 111 reviews

Hudson River Beach House

BrandonRating, 5 stars6 days ago
This was the perfect spot and location for a getaway with my girlfriend. The unit is beautiful, clean and you can’t beat the view of the Hudson.

House rentals with a patio

Guest favourite
Home in Albany
4.8 out of 5 average rating, 10 reviews

Albany 2 Bedroom House

AlishaRating, 5 stars2 weeks ago
This was the first Airbnb I ever stayed at, and it was absolutely amazing! it was very clean and we really enjoyed our stay here. It is a nice safe neighborhood and area. if we ever came back out that way, we would definitely stay here again. this was the ideal home. Very cute & convenient set up
Top guest favourite
Home in Williamstown
5 out of 5 average rating, 13 reviews

Beautiful, cozy house for rent

SteveRating, 5 stars4 months ago
Lovey home and very convenient location in Willamstown. Would highly recommend.
Superhost
Home in Granby
5 out of 5 average rating, 4 reviews

Countryside Cape- Entire Home

BruceRating, 5 stars1 month ago
Nice clean house with large rooms in a convenient location.
Guest favourite
Home in Hudson
4.95 out of 5 average rating, 37 reviews

Townhouse in Hudson 2 minute walk to Warren ST

KimRating, 5 stars3 months ago
We had a great time. We walked to restaurants and shopping. I loved the antiques and the Lincoln theme. The place was very clean. It snowed over night 5 inches. We could not find a shovel. It was the last day, so we were packing and loading car, not that big of a deal. Also because of our love for the antiques, coasters would have been helpful. Again not that big of a deal. We really liked the place and the location. Thanks, Kim
Superhost
Home in North Adams
4.89 out of 5 average rating, 108 reviews

Central Haus (Group getaway on a quiet street)

MichelleRating, 5 starstoday
Great stay at Mian and Anthony's place. Kitchen was well stocked with everything we needed, there was tons of space, and comfy beds. We are grateful that they allowed us an early check in too. Would stay with them again gladly!
Guest favourite
Home in Hudson
4.96 out of 5 average rating, 71 reviews

2-bedroom home steps away from town

EricRating, 5 stars4 weeks ago
Great stay in Hudson. Austin’s place was the perfect crash pad while we explored Hudson. The place was stocked with everything we needed and more. Very comfortable and home-y. Would 100% stay again on my next visit to Hudson!
Guest favourite
Home in Great Barrington
4.94 out of 5 average rating, 112 reviews

Best of the Berkshires + Hot Tub by Evergreen Home

StephenRating, 5 stars2 weeks ago
A truly cozy and thoughtful retreat. This house anticipated every need. The host created such a welcoming, hygge vibe—perfect for relaxation and feeling at home. I felt truly taken care of during my stay. A peaceful, well-thought-out getaway. (The vinyl ready to go was a lovely detail.)
Guest favourite
Home in Albany
4.91 out of 5 average rating, 220 reviews

Modern home, King Bed 4 bed 2bath, Crib, parking

AllisonRating, 5 stars1 month ago
Perfect size house in a great location. House was professionally cleaned and ready for us upon our arrival. Great parking too. Thanks for the stay!

Apartment rentals with a patio

Guest favourite
Apartment in Litchfield County
4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

CerayeRating, 5 stars3 months ago
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!
Top guest favourite
Apartment in Wilmington
5 out of 5 average rating, 12 reviews

Ski2Tee

JamesRating, 5 stars6 months ago
The home was perfect and the location was great to use as a base to explore fall colors and the small towns of southern Vermont .
Guest favourite
Apartment in Hancock
4.95 out of 5 average rating, 57 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

JenniferRating, 5 stars1 month ago
We had a wonderful stay at the condo - ideally located, spacious and comfortable and had everything we needed ! Definitely will be back! Elisabeth was generous, responsive and super friendly and excited for us for our trip!
Guest favourite
Apartment in Lenox
4.97 out of 5 average rating, 33 reviews

Spacious 3 bedroom apt in Lenox historic downtown

ThomasRating, 5 stars3 months ago
Beautiful apartment with lots of rooms-comfy sitting areas and lots of light. It was very nicely appointed and the checkin was simple. We will definitely be back as the location is ideal.
Apartment in Hancock
4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

BrentRating, 5 stars15 months ago
We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+
Superhost
Apartment in Adams
4.74 out of 5 average rating, 39 reviews

Downtown Adams Vintage Getaway

AndreaRating, 5 stars1 month ago
As described and walkable to local coffee houses and rail trail with Mass Moca a 10 minute drive away. The host was very communicative and helpful with clear directions inside the unit.
Guest favourite
Apartment in Dover
4.9 out of 5 average rating, 50 reviews

Ski Condo 5 Min from Mt Snow

LindseyRating, 5 stars2 weeks ago
Second stay at William’s. Loved it again the second time, great area and super close to Mt Snow resort. Great restaurants and of course the Snow Republic Brewery nearby. Thanks for the great stay!

Quick stats about holiday rentals with a patio in Pittsfield

  • Total rentals

    130 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    5.6K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore