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

Lovely 1 bedroom suite in historical house
We enjoy old houses, so we found Emily's house a gem. It is a beautifully renovated space that includes modern conveniences but leaves the beautiful old doors and floors to give depth and beauty to the space.

Suite 23 - Spacious Sunny 2-BR with Mountain view
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!

River View apartment
was communicative and friendly! Cute place and comfortable bed :)

"Nostalgia" a spacious2 bedroom first floor unit.
We had a good time staying at Sandy‘s place. It was exactly what we needed for a graduation weekend. Really appreciated the extra touch of coffee and tea as well as creamer, a thoughtful touch! It easy to work with Sandy. She was responsive to all my messages.

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT
Really clean and perfect for what we needed it for! We were there to move out our daughter from Williams College and it worked out perfectly.

Vermont Lake Whitingham Mount Snow Area Apartment
Delightful! Nestled right in a village that is itself nestled into a valley, this place was a cozy gem. It’s amazing how they carved this small apartment into the building, with a kitchenette and living area downstairs and two bedrooms and bath upstairs. The living area is augmented by a beautiful oasis-feeling backyard, as beautifully appointed as the house! Charming and comfortable. I felt right at home. Host Amy was super at answering questions and even anticipating information needs.

Cozy Adirondack apartment
Had an excellent stay at Keith’s place! Everything was clean and as described. Keith even reached out to us to let us know we can check in early if we wanted. It’s literally 2mins from Skidmore which is the reason we were there and I couldn’t recommend it more. Will be back when we are in town again.

Beautiful Center Square Garden-Level Unit
This was our second time staying here. It is a beautiful and clean place. The hosts are very friendly and accommodated our stay well. We definitely recommend and would stay here again.
House rentals with a patio

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!

Modern, Serene Farmhouse Retreat
This place was exactly what we needed to escape and unwind. So relaxing, cozy and comfortable.

Peaceful Retreat near Unique Animal Encounter
Daniel's place was the perfect home base for our Berkshires getaway. We visited Mass MoCA and loved coming back to this quiet, peaceful retreat. The backyard was especially serene, I enjoyed my morning coffee outside and relaxing by the fire at night. One of my favorite parts was cracking the window open and falling asleep to the soothing sound of the brook out back, pure magic. Daniel was a gracious host, friendly, responsive, and thoughtful. The local charm added so much to the experience, including camels and other farm animals across the street, Farmer Dave is a gem. We'd happily stay here again!

Art House! Spacious Getaway By Mass Moca
Great location. Close to North Adams and Rt 2. Perfect set up for a family gathering. Several common rooms to enjoy together.

Magical Retreat Cottage - Waterfalls Everywhere
Gene was the absolute best from before our trip started until the very end! His retreat was beautiful and very well kept with great amenities, looking forward to check it out in the summer!

Cantabile life in the Berkshires
Jia place was great. Very spacious and plenty of things to do. It was very clean. The entire process was super simple. We enjoyed it quite a bit.

Birdie's Nest Guesthouse
Loved our stay! Everything was cozy and easy; no issues at all. The heated bathroom floor ended up being one of our favorite parts (so nice!), and the whole place just felt super relaxing. Didn’t need to contact the host because everything was smooth from start to finish. Would definitely come back!

Vermont Mirror House
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
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.

Slopes N Seasons | Trailside Condo at Mount Snow
This place is so welcoming and tasteful. Lots of in-house activities for the evening, when it's raining, or just when you feel like staying in. An easy recommendation.

Downtown Adams Vintage Getaway
Ashley has a great place!! It was a fantastic place to visit with my friends and reminisce. Weirdly, this rental turns out to be the place my great grandparents lived and did business as my grandma grew up. I did not have any ghostly contact with my relatives in the apartment (I was kind of hoping and not hoping to see them 😂), but I still had such a meaningful time sitting in the spaces they did so many years ago. Ashley is an excellent host and I will come here again next time I “come home”. 😊

Condo w/ great amenities 4-seasons! Ski in Ski out
Excellent location and central to all things fun in southern Vermont. Loved the sports center amenities. Very peaceful considering it was end of mud season and not busy at all. We used the pool, workout facilities and locker room. Even had a fireplace we could use ! Christine was incredibly responsive and welcoming. Would recommend to others and would stay again if in the area.

Ski Condo 5 Min from Mt Snow
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!

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

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.

The Alpine Escape | Slope-Side Condo at Mount Snow
We had a lovely time! The condo was beautiful and very clean! It even smelled wonderful upon arrival. This was a great location for skiers with some experience to ski in and out. If you have a new skier/snowboarder you will need to drive to the main base area. Which is only a few minutes drive and has free parking in some areas. We easily booked the amenity center and had a fun time there as well. The host was very responsive, friendly and helped us whenever we had questions! Excellent condo and host!
Quick stats about holiday rentals with a patio in Bennington
Total rentals
10 properties
Nightly prices starting at
₹6,886 before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
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- Mount Greylock Ski Club
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