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Vacation rentals with a patio in Pittsfield

Find and book unique patio rentals on Airbnb

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Popular amenities for Pittsfield patio rentals

Apartment rentals with a patio

Guest favorite
Apartment in Whitehall
4.97 out of 5 average rating, 37 reviews

Apartment B, Historic building

JamesRating, 5 stars1 month ago
Third time staying and would highly recommend. Peggy is an amazing host making things easy. Feels like a second home to us!
Superhost
Apartment in Northfield
4.83 out of 5 average rating, 106 reviews

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier

GailRating, 5 stars3 months ago
We had a very comfortable stay. The setting on the river was quite peaceful, and the home was comfortable. It was a quick drive to Norwich University to watch hockey and visit our daughter, also a quick drive into Montpelier. The kitchen is well stocked for cooking meals in, and we enjoyed setting the puzzle. We will definitely stay again when we come back for another visit.
Superhost
Apartment in Dorset
4.87 out of 5 average rating, 89 reviews

Cozy two bedroom near Manchester

GabrielRating, 5 stars1 month ago
Had a great stay here! It's a lovely, cozy spot, and Ivor was very responsive and helpful. It was exactly what we were looking for! Note for taller guests: as this is a top floor apartment, the sides of the ceilings are angled, so watch your head. I highly recommend this place!
Top guest favorite
Apartment in Montpelier
5 out of 5 average rating, 52 reviews

Modern & Central Treehouse Apartment

ElaineRating, 5 stars2 weeks ago
Super clean and comfortable space. Great for a weekend in Montpelier!
Guest favorite
Apartment in Middlebury
4.98 out of 5 average rating, 128 reviews

Mountain View Retreat

AlisonRating, 5 stars2 months ago
We had a lovely stay. Everything was exactly as pictured and described. Everything you need for a weekend in VT. Highly recommend especially if visiting for an event at Middlebury College. Location is very convenient to campus and town.
Top guest favorite
Apartment in Thetford
4.99 out of 5 average rating, 125 reviews

Charming & Peaceful Upper Valley 1BR Retreat

AimeeRating, 5 stars2 months ago
Very comfortable, quiet, & peaceful! Very much enjoyed our stay!
Guest favorite
Apartment in Montpelier
4.9 out of 5 average rating, 379 reviews

Sunny, spacious studio apartment in Montpelier, VT

SumeepRating, 5 stars1 week ago
Really lovely space. Brian's place is in a lovely corner of Montpelier, a short walk from the town centre. I really enjoyed staying there and would recommend to others!
Guest favorite
Apartment in Williamstown
4.91 out of 5 average rating, 119 reviews

Cozy/Private, close to hospital, i-89

SamanthaRating, 5 stars2 weeks ago
I did not stay but family did. There were no complaints and we were back and forth to the hospital so conversation about the plave didnt happen. They had nothing negative to say.

House rentals with a patio

Guest favorite
Home in Granville
4.96 out of 5 average rating, 25 reviews

Stay by the Mettawee

TaylorRating, 5 stars3 weeks ago
Such a beautiful home! Great kitchen for cooking and cozy living room perfect for watching movies. Enjoyed our stay very much.
Guest favorite
Home in Manchester
4.9 out of 5 average rating, 30 reviews

Southern Vermont Getaway

TomRating, 5 stars1 month ago
Raymond's place was just what I needed for myself and a few friends for just a few day get away. He was very responsive and let me know he was available for whatever we needed. The location is close to town and I bet is a great place to stay in the summer. I will definitely go back. I really have no complaints.
Guest favorite
Home in Jamaica
4.91 out of 5 average rating, 22 reviews

Minutes from Stratton Mountain

AubreyRating, 5 stars6 months ago
This was a great spot for an overnight stay. We loved the forest behind the house, the cozy the faux fireplace, and how clean everything was. We visited in the fall, but we could tell it would be great for a ski trip too!
Guest favorite
Home in Dorset
4.93 out of 5 average rating, 44 reviews

Mountain View Getaway

ChristinaRating, 5 stars4 days ago
Beautiful home in the mountains! We enjoyed the breathtaking view and loved that it was only about 15 minutes from downtown Manchester. Great get away!
Guest favorite
Home in Argyle
4.94 out of 5 average rating, 32 reviews

Relaxing 1908 farmhouse a short walk to the lake.

VrajeshRating, 5 stars2 months ago
Host is very responsive and he accurately put out just the information that we needed during our entire stay. The place was very cozy, well equipped and quite clean and worth the amount what we paid for. Would 100% recommend this place.
Guest favorite
Home in Shoreham
5 out of 5 average rating, 12 reviews

Lake Champlain Waterfront House Retreat

BethRating, 5 stars4 months ago
Our family of five just spent Thanksgiving at the lake house. Its size and layout accommodated us well - having the second frig became necessary. It’s a lovely place and stunning views from almost every window. Would definitely come again. Thanks!
Top guest favorite
Home in Middlebury
5 out of 5 average rating, 90 reviews

The Little House

LindsayRating, 5 stars5 days ago
The “little house” is very comfortable and a great location for visiting a student at Middlebury. Hosts are very friendly and helpful.
Superhost
Home in Warren
4.81 out of 5 average rating, 43 reviews

Cheerful 3 bed/2.5 bath home w/ hot tub

AlexRating, 5 stars3 months ago
It’s a welcoming home with great amenities and a serene and private location. We booked it to go skiing at Sugarbush and were happy with the quick drive too and from the mountain. Edward was also a friendly host who communicated quickly and precisely. We were very happy with our stay!

Condo rentals with a patio

Top guest favorite
Condo in Ludlow
4.98 out of 5 average rating, 124 reviews

Main St Escape | Explore Downtown Ludlow

RobertoRating, 5 stars1 month ago
Clean, great location, easy check in/out, and friendly host - would definitely stay again.
Top guest favorite
Condo in Warren
5 out of 5 average rating, 19 reviews

Skiers Paradise @ Sugarbush! Updated 2B/2B

RyanRating, 5 stars1 month ago
The condo was very cozy, clean and easy to navigate. Beds were comfortable and the easy access to Sugarbush shuttle was ideal!
Top guest favorite
Condo in Killington
5 out of 5 average rating, 37 reviews

Killington Condo-Indoor Pool/HotTub/FitnessCenter

JuliaRating, 5 stars1 month ago
Great place for our ski weekend! Spacious, clean, super comfortable beds, kitchen had everything needed, even spices! close easy drive to slopes! Great host- it was easy to communicate, we felt really welcome in this beautiful place! Would love to come back again and again!
Guest favorite
Condo in Killington
4.9 out of 5 average rating, 50 reviews

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool

MichaelRating, 5 stars1 week ago
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!
Guest favorite
Condo in Killington
4.94 out of 5 average rating, 152 reviews

CozyCub - Pool, Hiking, Mountain Biking

DruRating, 5 stars3 weeks ago
What a great spot. Loved the Murphy bed- many other places have sofas but the Murphy bed is way better.
Guest favorite
Condo in Hartford
4.9 out of 5 average rating, 41 reviews

Christian Street Condo with Screened In Balcony

MargitRating, 5 stars2 weeks ago
Host was communicative throughout the process, and the place was very clean.
Guest favorite
Condo in Ludlow
4.94 out of 5 average rating, 148 reviews

Lovely 1-Bedroom condo with indoor fireplace!

BeverlyRating, 5 stars1 week ago
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.
Superhost
Condo in Londonderry
4.93 out of 5 average rating, 29 reviews

Magic Mountain Trailside Condo Ski In / Ski Out

LauraRating, 5 stars2 months ago
Great place. I’d definitely stay there again. No complaints about the unit or location. —Fun mountain We got lucky with a powder day! If the beginner slope had been open it would’ve been “Ski in -Ski out” but it wasn’t, so we had a hike to get back to the place. —A skier suggested that I duck under the rope, but I wasn’t familiar with the mountain so I wasn’t comfortable doing that. -It should be mentioned since his unit is @ the Top of the slope and you have to hike it with your gear. I was fine, but it might not be ok for everyone. I guess sometimes you have to break the rules!!🤷🏻‍♀️ I’d recommend Tony’s place!

Quick stats about vacation rentals with a patio in Pittsfield

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ441 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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