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Vacation rentals with a patio in Bennington

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Top-rated patio rentals in Bennington

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Cabin in Wardsboro

4.86 out of 5 average rating, 100 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Cabin in Londonderry

4.95 out of 5 average rating, 149 reviews

Summit View Cottage: New Post&Beam cabin w/HotTub!

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 6 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Cabin in Warrensburg

5 out of 5 average rating, 197 reviews

Romantic Christmas Getaway~ At Chickadee Hill

*Romantic getaway nestled in the Adirondack Mountains, just 15 minutes to Lake George *Vintage Record Player, Farm Fresh Eggs and pollinator gardens *A dreamy escape into nature where you will wake up and feel like you are still dreaming *This is not just any five star stay step outside we have millions our night sky is breathtaking *We strive for our guests to have nothing less than a five star experience, as you can see by our reviews Chickadee is decorated for Christmas Nov 1st-January

Serviced apartment in Waterford

4.91 out of 5 average rating, 139 reviews

HOT TUB- Stylish Apartment New 2022

BRAND NEW contemporary two bedroom apartment with full size Thermospa HOT TUB on a private patio. Second bedroom can be set with two twin beds or one queen bed depending on the needs of our guest. Kitchen is fully stocked with essentials including coffee maker and breakfast bars. Full bath has a full tub and complimentary Dove toiletries. Living area boasts a 50 inch 4K TV and in wall LED lit fireplace. Full size washer & dryer- spacious parking, a great getaway!Brand new- stylish & immaculate.

Cabin in Newfane

4.95 out of 5 average rating, 151 reviews

Cozy Cabin in Southern VT

Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed. We can usually provide a travel crib if requested in advance.

Place to stay in North Adams

4.93 out of 5 average rating, 137 reviews

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

Rental unit in Albany

4.99 out of 5 average rating, 170 reviews

Beautiful Center Square Garden-Level Unit

This completely modernized garden-level space provides a charming and unique atmosphere while also being centrally located in the Capital Region of New York. My partner and I have taken ample time to carefully craft this space to maximize its potential and ensure your enjoyment. Featuring a fully loaded kitchen with stainless steal appliances, marble countertops, exposed brick throughout, tasteful decor, and your own private patio. We truly hope you enjoy this space as much as we do!

Cottage in Newfane

4.99 out of 5 average rating, 206 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Rental unit in Brattleboro

4.98 out of 5 average rating, 120 reviews

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by. A half hour from skiing and 5 min away from snowmobile trails. A gorgeous view of the river and mountain across the street .

Chalet in Stratton

4.95 out of 5 average rating, 108 reviews

Luxe HOT TUB, SAUNA 8-12 min Stratton & Mount Snow

Welcome to HYGGE HOUSE, a luxurious modern retreat on 4 wooded acres in Stratton. Inspired by the Danish concept of hygge, this home embodies warmth, coziness, and well-being. Unwind year-round in a private HOT TUB, SAUNA, and even a TREEHOUSE for the ultimate mountain getaway. Just minutes from Stratton and Mount Snow resorts, this architectural gem is a haven for relaxation and adventure, with an open floor plan, cozy fireplace, and large windows connecting you to nature.

Cabin in Guilford

4.97 out of 5 average rating, 111 reviews

Rustically Romantic Cabin Near Sweet Pond

COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 3-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

Cottage in Monroe

4.9 out of 5 average rating, 108 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Vacation rentals for every style

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Popular amenities for Bennington patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Rental unit in Gansevoort

5 out of 5 average rating, 22 reviews

“Robbins Roost” Serene Space Minutes from Saratoga

Rental unit in North Adams

4.99 out of 5 average rating, 98 reviews

Historic Victorian - Entire 3rd floor

Rental unit in Coxsackie

4.94 out of 5 average rating, 124 reviews

Lovely 1 bedroom suite in historical house

Rental unit in Pittsfield

4.82 out of 5 average rating, 87 reviews

The Sunset Sanctuary - King Bed with Kitchen

Rental unit in Charlemont

4.99 out of 5 average rating, 144 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

Rental unit in Schenectady

4.97 out of 5 average rating, 145 reviews

Bring your paddleboard and Kayak!

Rental unit in Northampton

4.81 out of 5 average rating, 102 reviews

Florence ctr 1br apt near town, trails, river!

Rental unit in Saratoga Springs

4.78 out of 5 average rating, 151 reviews

Downtown Saratoga Springs!

House rentals with a patio

Home in Schenectady

4.98 out of 5 average rating, 132 reviews

The Glenwood House

Home in Queensbury

4.92 out of 5 average rating, 106 reviews

Entire Home 3Queen Bdrms 1Ba minutes to Toga & LKG

Home in Queensbury

4.98 out of 5 average rating, 100 reviews

2 BR Home - King Bed- Visit Saratoga & Lake George

Home in Hudson

4.95 out of 5 average rating, 130 reviews

Hudson Retreat w/ Hot Tub, Fireplace + Fire Pit

Home in North Adams

4.88 out of 5 average rating, 128 reviews

Art House! Spacious Getaway By Mass Moca

Home in Saratoga Springs

4.99 out of 5 average rating, 107 reviews

In-Town Saratoga 5 Bedroom Modern Farmhouse

Home in Pittsfield

4.94 out of 5 average rating, 144 reviews

Cantabile life in the Berkshires

Home in Pownal

4.91 out of 5 average rating, 23 reviews

Modern Farmhouse Retreat

Condo rentals with a patio

Condo in Ludlow

4.98 out of 5 average rating, 111 reviews

Updated Main St Condo in downtown Ludlow!

Condo in Wilmington

5 out of 5 average rating, 12 reviews

Ski2Tee

Condo in Dover

4.94 out of 5 average rating, 36 reviews

Ski in Ski out condo great location

Condo in Dover

4.88 out of 5 average rating, 33 reviews

Ski Condo 5 Min from Mt Snow

Condo in Stratton

5 out of 5 average rating, 29 reviews

Your Vermondo awaits: Steps to Lifts & Village.

Condo in Ludlow

4.92 out of 5 average rating, 64 reviews

Ground Floor, Okemo True Ski-in/Ski-Out

Condo in Ludlow

4.94 out of 5 average rating, 108 reviews

Lovely 1-Bedroom condo with indoor fireplace!

Condo in Stillwater

5 out of 5 average rating, 21 reviews

Saratoga Getaway

Quick stats about vacation rentals with a patio in Bennington

Total rentals
20 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore