
Vacation rentals with a patio in Pittsfield
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Top-rated patio rentals in Pittsfield
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Popular amenities for Pittsfield patio rentals
Apartment rentals with a patio

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier
Very tranquil place, very clean shower, comfortable bed, great amenities, lots of magazines and easy to use television. Very short distance from Montpelier. Nice bird variety, lovely flowers, you can hear the river from the apartment. Bridge is cool, river bank is fun, chairs outside.

Rocky Meadow Farm
Jodie’s place was spotless and had everything we needed for a comfy stay! There were some really cute personal touches in the space that made it feel extra homey. We will definitely stay again anytime we’re in the area.

Cozy Killington Condo
We loved how close the hot tub and pool were to the condo.

Mountain View Retreat
Loved staying here. Apartment was great, comfortable and clean and spacious. Andrew and Kate were great hosts, letting us use the playset outside with our toddler. Porch view was wonderful, looking out towards some hills and over a field that had various critters all day and fireflies at night!

Beautiful private village apartment with king bed
I cannot say enough good things about Leslie's apartment and the kind support she provided during a recent three-week stay there. The apartment is a sweet one-bedroom on the second floor of their home, which I could access easily and very privately at all times of the day. Everything you could need is provided, and the house and the neighborhood were very peaceful. The town of Randolph is also a great location if visiting Central Vermont. While a small community, again, it has everything you could possibly want for a great stay, almost all of it within walking distance. I plan to return again next summer!

Brookside
Simple, clean space in a quiet location in Vermont. We wanted to ski at Killington and Sugarbush and could do it from here reasonably well. Thank you

Cabin at Lake's George/Champlain
Great little spot (bigger than I expected) in Ticonderoga. You can hear the waterfalls on the Le Chute River from the space. It was a great spot to relax after an active day, just sitting on the enclosed porch (no black flies here) and chatting. Matched the description, and Yvonne and Bob communicated very well, and we very welcoming when we arrived. I feel like their space is what AirBnb was meant to be, not what companies buying up multiple condos and pretending they're hotels, except you do half the housekeeping for a fee. Would absolutely stay here again if I need to come back to Ticonderoga.

Cozy/Private, close to hospital, i-89
Laurie was a wonderful host — very friendly and attentive. Her home is in a beautiful setting and the unit is clean and comfortable. Pet-friendly too, which was a bonus for us. We enjoyed staying in Laurie's home and would return.
House rentals with a patio

Quaint Cottage
David was very friendly and responsive. We enjoyed the location and the peaceful atmosphere. I was with my sister. The stay was a great experience and felt well worth it. Just a note—one bedroom is accessed via a spiral staircase, another by a ladder, and there’s a sleeper couch in the living room. Would definitely recommend!

Lakefront gem
Our stay at the lake was truly amazing! The house was impeccably clean and well-maintained, and the location was perfect for enjoying the lake. Lisa was incredibly responsive and helpful throughout our stay. Highly recommended!

Killington/Okemo, Spacious, 7p Hot tub, Mtn.views!
Brandon’s place was perfect for my family and I visiting for a graduation. Plenty of room to host and we all had our own space. Perfect for a large family vacation.

Picture Perfect Lake Dumore Home
That was a peaceful vacation with my family. First and foremost, the house was spotless clean. There were plenty of toys for my six-year-old niece to enjoy. Kevin had a keen eye for detail, and we had everything guests needed for a comfortable stay. The lake was also a highlight of the trip. We went canoeing, and it was a truly enjoyable experience in that picturesque setting. I hope we can return soon.

Ski, snow mobile, hiking, fun on slopes & trails!
Great spot, it was perfect for what we needed! I love how secluded the house feels, I wish we had better weather so we could have enjoyed the outdoor firepit and the front porch more. The house had everything we needed and everything was clean and comfortable!

Stylish Ascutney Cabin •View •Chef’s Kitchen •Pets
We had a great stay! The house was well-appointed and comfortable. We especially loved the covered porch and beautiful view. It was a great home base for exploring the area, including several nearby hiking trails, Woodstock and Quechee (about a half hour away), and Brattleboro (less than an hour away). Ab was a fantastic host. He was proactive with communication and even checked in with us to make sure we had power after some strong thunderstorms that had moved through the area.

Modern Cabin in Lakes Region
Great place, the attention to detail in the house was impressive! Doris was very responsive and always very willing to help!

Charming and Centrally Located Waitsfield Home.
Very comfortable stay in a beautiful setting.
Condo rentals with a patio

Luxury Condo - with Garage Parking and Pool
Clean and updated condo. Great location. Short walk to snowshed and ramshead lifts.

Main St Escape | Explore Downtown Ludlow
Clean, great location, easy check in/out, and friendly host - would definitely stay again.

Book now to Golf Fish Hike Bike Vemont!
We enjoyed our stay at this condo! It was exactly as represented in the listing, and very close to the Killington lifts. The condo is pretty small, but that was okay since it was cozy and had what we needed.

¤5-15 Mins to Ski Slopes | Fast WiFi | Fireplace¤
Jared was very helpful and responsive, seemed like he was waiting for us to check in to make sure everything was ok. The place was very clean, spacious and got everything we needed. Highly recommend!

Bike trails open low $ 2 Bedrm min to Mtn & Apres
Looks exactly like the photos. It is close to the ski slopes, and spacious for a group of three.

Ski, Hike & Bike Basecamp Condo
We noticed this listing at first mostly due to its location. The condo is close to multiple Mad River Valley ski locations and it is near friends of ours that live locally in Vermont. Once we got there however, we realized that the condo is perfect for our family of four. The place was super clean and comfortable and gave us a nice place to eat/sleep before heading out for the day. The hosts were super responsive and proactive communicating rules and instructions for use of the place. Would highly recommend and would certainly consider staying again.

Luxury, downtown apt w/ balcony
Great place to stay if you are in Rutland. The balcony is a great place to relax and the place is amazingly clean and modern. Would definitely stay again

Lovely 1-Bedroom condo with indoor fireplace!
Such an amazing place. Great location for walking to restaurant. Breath taking views especially the river. Extremely homey feel. We will definitely be back. thank you for your hospitality.
Quick stats about vacation rentals with a patio in Pittsfield
Total rentals
50 properties
Nightly prices starting at
R2,163 ZAR before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Cochran's Ski Area
- Dorset Field Club
- Fort Ticonderoga
- Autumn Mountain Winery
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Country Club of Vermont
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Vermont National Country Club
- Fox Run Golf Club
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Killington Adventure Center
- Whaleback Mountain