Vacation rentals with a patio in Bennington

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Popular amenities for Bennington patio rentals

Apartment rentals with a patio

Superhost
A historic Greek Revival house is seen from the front yard, featuring a white facade complemented by green trees. A red door serves as a focal point, with several windows allowing natural light. The yard is bordered by a wooden fence and includes well-maintained grass.
Apartment in Coxsackie
4.92 out of 5 average rating, 133 reviews

Lovely 1 bedroom suite in historical house

MaryRating, 5 stars3 weeks ago
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.
Superhost
A modern kitchen features a central island with bar stools, stainless steel appliances, and white cabinetry. Natural light floods the space through a skylight and large windows, highlighting the open layout. A dining area with dark chairs sits adjacent to the kitchen.
Apartment in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars3 months 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!
Superhost
Two white lounge chairs are positioned around a small black fire pit in a grassy area. Lush greenery and trees define the backdrop, while an open space creates a sense of privacy and tranquility.
Apartment in Brattleboro
4.99 out of 5 average rating, 139 reviews

River View apartment

SophieRating, 5 stars1 week ago
was communicative and friendly! Cute place and comfortable bed :)
Superhost
A living area features a brown sectional sofa with floral cushions, complemented by two patterned chairs. A glass coffee table sits on a rug with a subtle floral design. Light streams through large windows adorned with sheer curtains, creating an inviting atmosphere.
Apartment in North Adams
4.95 out of 5 average rating, 74 reviews

"Nostalgia" a spacious2 bedroom first floor unit.

Gary And HeidiRating, 5 stars5 days ago
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.
Superhost
A welcoming bedroom features a spacious bed with a light duvet and decorative pillows. A wooden dresser stands beside the bed, and natural light filters through a window adorned with light curtains. Soft wooden flooring enhances the room's warm ambiance.
Apartment in North Adams
4.92 out of 5 average rating, 107 reviews

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

AnnaleeRating, 5 stars2 weeks ago
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.
Superhost
A living area is presented with warm red walls and wooden floors. A white couch, adorned with red pillows, invites relaxation. A small television is mounted on the wall. Natural light filters through windows, with a decorative lamp and potted plant adding character to the room.
Apartment in Jacksonville
5 out of 5 average rating, 9 reviews

Vermont Lake Whitingham Mount Snow Area Apartment

ElizabethRating, 5 stars4 days ago
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.
Superhost
A well-lit living area is presented, featuring a cozy grey sofa and wooden coffee table. A small wooden desk sits adjacent to a decorative plant. A stone fireplace is visible, complemented by a wall-mounted television and natural light streaming in through the large windows.
Apartment in Saratoga Springs
4.94 out of 5 average rating, 100 reviews

Cozy Adirondack apartment

LeenaRating, 5 stars1 week ago
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.
Superhost
A modern sleeping area features a spacious bed with neutral bedding, set against a backdrop of exposed brick walls. A large TV stands on a wooden media console, and a decorative rug is positioned beneath the bed. A plant adds a touch of greenery to the space.
Apartment in Albany
4.99 out of 5 average rating, 190 reviews

Beautiful Center Square Garden-Level Unit

KenyaRating, 5 stars1 month ago
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

Top guest favorite
A charming home is nestled among trees on a peaceful lakefront. A large deck with a red umbrella overlooks the water, while a private dock extends into the lake. Various outdoor activities and relaxation areas are visible, enhancing the serene setting.
Home in Argyle
5 out of 5 average rating, 18 reviews

Lakefront gem

RebeccaRating, 5 stars1 month ago
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!
Superhost
A cozy living area features a comfortable sofa and two armchairs arranged around a circular wooden coffee table. Large floor-to-ceiling windows allow natural light to illuminate the space, providing views of the lush greenery outside. Exposed wooden beams enhance the room's character.
Home in Sunderland
4.71 out of 5 average rating, 31 reviews

Modern, Serene Farmhouse Retreat

JerricaRating, 5 stars3 months ago
This place was exactly what we needed to escape and unwind. So relaxing, cozy and comfortable.
Top guest favorite
A welcoming living area features a pair of patterned armchairs and a cozy sofa positioned on a neutral area rug. A coffee table stands in front of the seating. A wood stove is visible next to a TV console showcasing a scenic display, and natural light filters through the window drapes.
Home in Stamford
5 out of 5 average rating, 9 reviews

Peaceful Retreat near Unique Animal Encounter

JenRating, 5 stars2 weeks ago
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!
Superhost
A stylish living area is adorned with a vintage 'Florio' poster and a modern flat-screen TV. A plush armchair in a soft hue complements a circular marble coffee table. The decorative fireplace adds a charming touch, while the dining area is visible in the background.
Home in North Adams
4.89 out of 5 average rating, 166 reviews

Art House! Spacious Getaway By Mass Moca

KyleRating, 5 stars1 week ago
Great location. Close to North Adams and Rt 2. Perfect set up for a family gathering. Several common rooms to enjoy together.
Top guest favorite
The exterior of the cottage is partially obscured by tall, colorful wildflowers swaying in the breeze. Sunlight illuminates the scene, highlighting the serene setting surrounded by greenery and trees, with a clear blue sky in the background.
Home in East Dover
5 out of 5 average rating, 50 reviews

Magical Retreat Cottage - Waterfalls Everywhere

DavidRating, 5 starstoday
Gene’s house is a place of peaceful quiet and beauty. It’s well appointed and comfortable, with wireless and all the various conveniences, but it’s far more than that. The separation between the interior and the beautiful meadow and forest outside dissolves through Gene’s use of windows and glass doors, and the calming sound of falling water can be heard in every room. His use of color and symmetry create an environment that allows you to decompress, and as a result, you can’t help but to connect with the beauty of the forest. The waterfalls are wonderful to sit by; it was too early in the season for a swim in a cold mountain stream, but that’s just me. The design and setting of the home is a reflection of Gene. If you visit, I recommend that you get to know him a bit. His kind attentiveness makes him a first-rate host, but it’s part and parcel of his uncommon connection to the world around him. Gene was more than a host to us- he became a true friend. We will be back.
Top guest favorite
A bright living area features a yellow couch and two accent chairs, inviting relaxation. A patterned area rug centers the space, while natural light filters through large windows. A staircase is visible in the background, along with decorative plants and artwork adorning the walls.
Home in Pittsfield
4.95 out of 5 average rating, 174 reviews

Cantabile life in the Berkshires

BillRating, 5 stars6 days ago
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.
Top guest favorite
A well-appointed bedroom showcases a spacious bed dressed in white linens, complemented by decorative pillows. A wooden bench is situated at the foot of the bed. A large mirror and artful wall decor enhance the serene atmosphere, while natural light enters through a large window.
Home in West Windsor
4.98 out of 5 average rating, 124 reviews

Birdie's Nest Guesthouse

KyraRating, 5 stars3 weeks ago
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!
Guest favorite
A modern glass structure is positioned on a gently sloping green hillside, surrounded by trees. The building features large window panels that reflect the natural surroundings, blending seamlessly with the tranquil landscape.
Home in Guilford
4.92 out of 5 average rating, 49 reviews

Vermont Mirror House

GeorgeRating, 5 stars6 days ago
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.

Condo rentals with a patio

Top guest favorite
The dining area features a large wooden table surrounded by six stools. A metal-framed desk and chair are present nearby, along with a coffee maker and additional kitchen appliances. Light wood flooring complements the neutral walls, creating a spacious and functional environment.
Condo in Ludlow
4.98 out of 5 average rating, 124 reviews

Main St Escape | Explore Downtown Ludlow

RobertoRating, 5 stars3 months ago
Clean, great location, easy check in/out, and friendly host - would definitely stay again.
Guest favorite
A spacious dining area features a long wooden table that seats eight, complemented by modern light fixtures. Large windows allow natural light to fill the room, while a sliding glass door offers access to a private outdoor space. A console cabinet is visible against the wall.
Condo in Dover
5 out of 5 average rating, 16 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

OferRating, 5 stars1 week ago
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.
Superhost
A view of a downtown street, featuring a sidewalk lined with chairs and tables outside a café. Red accents can be seen on the café's exterior. Buildings of varying heights line the street, with greenery visible in the background under a cloudy sky.
Condo in Adams
4.76 out of 5 average rating, 41 reviews

Downtown Adams Vintage Getaway

ChristyRating, 5 stars1 month ago
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”. 😊
Guest favorite
A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.
Condo in Dover
4.95 out of 5 average rating, 60 reviews

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

WifeCherylannRating, 5 stars1 month ago
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.
Guest favorite
A cozy living room showcases two plush couches and a small wooden coffee table. A gas stove is nestled in a brick corner, while sliding doors offer views of the outdoors. Colorful lights frame the window, adding a touch of charm to the space.
Condo in West Dover
4.9 out of 5 average rating, 52 reviews

Ski Condo 5 Min from Mt Snow

JadeRating, 5 stars3 weeks ago
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!
Top guest favorite
A modern kitchen is showcased with white cabinets and a dark granite countertop. Stainless steel appliances, including a refrigerator and stove, are visible. A dining table with wooden chairs is situated nearby, while a cozy living area can be seen through the open layout.
Condo in Dover
4.93 out of 5 average rating, 46 reviews

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

JacquelineRating, 5 stars2 months 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!
Guest favorite
A cozy living room features warm wooden paneling and a plush sofa facing a mounted flat-screen television. A circular coffee table sits in the center, complemented by a floor lamp and a side chair. A fireplace adds a comforting touch, creating a welcoming space.
Condo in Ludlow
4.94 out of 5 average rating, 148 reviews

Lovely 1-Bedroom condo with indoor fireplace!

BeverlyRating, 5 stars1 month 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.
Top guest favorite
A spacious living area features a large sectional sofa adorned with soft pillows, positioned adjacent to a fieldstone fireplace. Natural light fills the room through multiple windows, and a round coffee table sits center, complemented by a neutral area rug.
Condo in Dover
5 out of 5 average rating, 12 reviews

The Alpine Escape | Slope-Side Condo at Mount Snow

KellyRating, 5 stars3 months ago
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 vacation rentals with a patio in Bennington

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 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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