
Holiday rentals with a patio in Pittsfield
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Top-rated rentals with patio in Pittsfield
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Popular amenities for rentals with patio in Pittsfield
Flat 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.

Little City Brick Apartment A
Curtis was very responsive to a concern we raised about the heater in the bedroom not turning on. He brought his handyman with him and sorted out the issue in short order. His desire to make us feel comfortable was not lost on us and we would definitely consider staying here again if our travel plans bring us back to Vergennes.

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
Andrew’s place was exactly as described. Just far enough out of of the middle of Middlebury to be completely peaceful, but a very quick drive to town. The space was clean, spacious and had a great kitchen. The view off of the back deck was fabulous. I’d definitely stay there again.

Charming & Peaceful Upper Valley 1BR Retreat
Cheryl’s place is in a beautiful location with easy access to nearby towns and attractions. The apartment was brand new, spotless and very comfortable. She always responded immediately when I had any questions or needed something. If you’re traveling to the Upper Valley stay with Cheryl!

Sunny, spacious studio apartment in Montpelier, VT
Brian has a beautiful space with lovely scenery right outside! The space was quiet and relaxing, exactly what we were looking for! And Brian was very friendly greeting us upon arrival!

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
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!

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.

Killington/Okemo, Spacious, 7p Hot tub, Mtn.views!
Brandon‘s place was very comfortable and in the downtown area on a nice piece of property. The inside was set up great!

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!

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.

Earl Cook House
Great little spot! Lots of character and charm, which we really appreciate. The perfect balance of rustic cabin, with some updated amenities. Easy enough drive to Killington for some skiing and restaurants. Would stay again!

Cottage in the middle of family horse farm
We enjoyed our short stay in the cabin very much. The place was immaculate when we arrived. We were pleased to find coffee beans in the freezer and creamer in the fridge! Plenty of towels and comfy beds. There were horses out in the pasture which added to the peaceful setting - even during a rainy weekend! The location was quite convenient for visiting lots of cute little towns including Royalton, Stratton, Woodstock, and Norwich. I highly recommend this place to others.
Apartment rentals with a patio

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!

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool
It was a pleasure staying at Shirley's place for our last trip to Killington this season. The place was nice and clean, the kitchen had everything we needed to cook our meals, and the amenities in the building were great!

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

Mountain Hideaway two bedroom condo Near PICO MTN
Very nice lower floor unit. Was warm and well appointed and the beer library was a nice touch. There were a lot of late footsteps upstairs but we sleep with a sound machine app on phone so it was no issue. Skiing was a fail due to the ice storm but William offered us late check out, which was needed and greatly appreciated. We therefore avoided hazardous road conditions and completed our journey safely. We will be back!

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 holiday rentals with a patio in Pittsfield
Total rentals
50 properties
Nightly prices starting at
₹10,329 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
- Magic Mountain Ski Resort
- Cochran's Ski Area
- Dartmouth Skiway
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Vermont National Country Club
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Montshire Museum of Science
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard