Vacation rentals with a patio in Pittsfield

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Popular amenities for Pittsfield patio rentals

Apartment rentals with a patio

Top guest favorite
Apartment 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 favorite
Apartment in Hudson
4.95 out of 5 average rating, 39 reviews

Light-filled Warren St Apartment

AliceRating, 5 stars3 months ago
We had a great stay at William’s with our infant! The apartment was a comfortable size with a laundry room and in a great location walking distance to everything! The only thing was that there wasn’t a crib as listed, so make sure to bring a pack and play if you’re bringing an infant!
Top guest favorite
Apartment 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
Apartment in Ballston Spa
4.67 out of 5 average rating, 3 reviews

Brand New 1st Floor 3 Bed/2 Bath

DaynaRating, 5 stars19 months ago
Great Stay. Nice, very clean, comfortable home only 15 minutes to SPAC. It’s a quiet neighborhood. Would recommend to anyone seeing a show there or staying near Saratoga Springs.
Top guest favorite
Apartment 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 favorite
Apartment in Catskill
4.94 out of 5 average rating, 143 reviews

Catskill Village House - Studio w/ Private Terrace

ChrisRating, 5 stars3 weeks ago
Such a nice, cozy space that it felt like we were staying in a cabin in the middle of the woods while being right on the main road of Catskill. Jenna and Tommy were very kind and responsive, and they provided a huge list of recommendations for food and activities around the area, and we loved every place we went on their list.
Guest favorite
Apartment in North Adams
4.92 out of 5 average rating, 101 reviews

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

LoganRating, 5 stars2 weeks ago
Very happy with our stay at Frank’s in North Adams. Super friendly host and perfect place to enjoy a mixed bag of weather, mostly decent for early April, easy and content to both go out to see the city and just stay in to hang out in the three season porch or watch a movie. Great recommendations from our host for outdoor places to check out. Walkable. Peaceful. Would hope to stay here again
Superhost
Apartment in Northampton
4.83 out of 5 average rating, 113 reviews

Florence ctr 1br apt near town, trails, river!

Taylor NicoleRating, 5 stars1 week ago
Bruno was very responsive and his home looked exactly like the photos. It was a pleasant and easy experience.

House rentals with a patio

Guest favorite
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 favorite
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.
Superhost
Home in North Adams
4.89 out of 5 average rating, 108 reviews

Central Haus (Group getaway on a quiet street)

MichelleRating, 5 stars1 day ago
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 favorite
Home in Schenectady
5 out of 5 average rating, 8 reviews

Modern + Clean Mid Century Ranch

SheilaRating, 5 stars1 month ago
Excellent response time, very clean & beds were very comfortable! Hostess followed up to make sure we had everything we needed & got into the house ok.
Guest favorite
Home in Hudson
4.96 out of 5 average rating, 71 reviews

2-bedroom home steps away from town

EricRating, 5 stars1 month 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 favorite
Home in Clinton Corners
5 out of 5 average rating, 8 reviews

Family home in the country

CeciliaRating, 5 stars6 months ago
We loved staying at Craig’s house. Very warm and inviting with everything you need. Very quiet and peaceful wooded area which we enjoyed very much at the end of the day.
Guest favorite
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.)

Condo rentals with a patio

Superhost
Condo in Dover
4.87 out of 5 average rating, 23 reviews

Cozy 2BR Condo Walking Distance to Mount Snow

KymberlyRating, 5 stars1 month ago
Think this is our third time staying at the condo and again it was great. Love being able to walk across the street to the mountain, renting equipment from Equip Sports is very convenient. In our opinion the condo has everything you need for a family of 4. Can’t wait until next year.
Top guest favorite
Condo 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 favorite
Condo in Dover
5 out of 5 average rating, 14 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

AlexanderRating, 5 stars1 month ago
We loved our stay! Everything was immaculate. New. Even ready with some fun board games and a Bluetooth speaker. The location was excellent, and we had a great time! We definitely recommend and would stay again.
Superhost
Condo in Dover
4.86 out of 5 average rating, 36 reviews

Cozy Mnt Snow Condo - *4 Min walk to Lift*

ChristianRating, 5 stars2 months ago
I enjoyed my stay at Caitlyn and Joey's place. It was just a short walk from both the Equipe sports store and the Mount Snow Sundance lift, the latter being a great starting point for days on the mountain. Next to the lift is a waffle cabin, which made for a tasty post-mountain snack. The apartment was clean, the fireplace toasty, and the hosts responsive. I'd definitely recommend staying here, and am looking forward to staying here again myself!
Guest favorite
Condo in Dover
4.96 out of 5 average rating, 45 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars2 months ago
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.
Guest favorite
Condo in Dover
4.95 out of 5 average rating, 57 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

DavidRating, 5 stars2 weeks ago
Christine is very easy to work with and very responsive. she answered us back right away before and during our stay. the place is great! very cozy and comfortable. I can't wait to go back to her place next time we're in town!
Superhost
Condo in Dover
4.88 out of 5 average rating, 8 reviews

Seasons on Mount Snow | Walk Out / Ski Home!

JohnRating, 5 stars1 month ago
It was exactly how described by management and pics. We felt at home and kitchen had everything one needs. Greg the manager was incredibly responsive and professional…. We would go back.
Top guest favorite
Condo in Dover
4.93 out of 5 average rating, 46 reviews

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

JacquelineRating, 5 stars1 month ago
We had a great late season long ski weekend at Elizabeth’s condo at Mount Snow and would definitely recommend this place to others. It was clean and cozy and we had good communication with the host. The condo wasn’t the most renovated but it was clean and comfortable, had all of the desired amenities (dishwasher, washer/dryer, fireplace, good heating system, large comfy couch, and two full bedrooms and bathrooms with a third loft room) and had more than enough space for our group of four. We were able to easily walk in about 5 min to the Sundance parking lot and lift (only open during the weekend during our trip). Elizabeth sent some good restaurant recommendations as well. We hope to come back soon! Thank you for a great trip!

Quick stats about vacation rentals with a patio in Pittsfield

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 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

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