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Vacation rentals with a patio in Charlemont

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Top-rated patio rentals in Charlemont

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Cabin in Wardsboro

4.86 out of 5 average rating, 103 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 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, 138 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.

Cottage in Newfane

4.99 out of 5 average rating, 207 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”.

Treehouse in Guilford

4.99 out of 5 average rating, 137 reviews

Cozy tent in the trees on organic flower farm

Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

Rental unit in Brattleboro

4.98 out of 5 average rating, 121 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, 109 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.

Cottage in Orange

4.93 out of 5 average rating, 160 reviews

The Lake Cottage: A Sweetwater Stay

Welcome to Mattawa Cove! Originally built as an Ice Fisherman's shack, this tiny house is unapologetically elegant and understated. The private dock can be viewed from the wall of windows in the open living space. Walk to the shore, sit with your feet in the water, swim, fish, or kayak. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 1.5 hours from Boston or Providence. 3.5 hours to NYC.

Cabin in Guilford

5 out of 5 average rating, 113 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, 109 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!

Rental unit in Charlemont

4.99 out of 5 average rating, 144 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

Our happy place is a short walk to Berkshire East and the Deerfield River. You’ll love our large yard, the brook, private picnic area, enjoy an outdoor fire. This town awaits fun-filled adventures biking, skiing, leaf peeping, fishing , tubing, whitewater rafting, snowmobiling. We reside at the single family home on property and we’re excited to share our place with you.

Guesthouse in Putney

4.97 out of 5 average rating, 269 reviews

Cozy cottage loft and retreat

Returning guests, please ask about our discount! Relax and recharge in our peaceful Vermont cottage. Enjoy this sweet getaway with hardwood floors, fast wifi, a fully equipped kitchen, a quiet sleeping loft with a queen size bed, gorgeous natural light, views of surrounding hills and pond, gardens, and your own private entrance and back deck next to the Putney Brook.

Vacation rentals for every style

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Popular amenities for Charlemont patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Rental unit in Amherst

5 out of 5 average rating, 60 reviews

Amherst Get-a-way retreat

Rental unit in Amherst

5 out of 5 average rating, 19 reviews

The View Guest Suite - Amherst

Rental unit in North Adams

4.99 out of 5 average rating, 98 reviews

Historic Victorian - Entire 3rd floor

Rental unit in Pittsfield

4.82 out of 5 average rating, 87 reviews

The Sunset Sanctuary - King Bed with Kitchen

Rental unit in North Adams

4.93 out of 5 average rating, 83 reviews

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

Rental unit in Northampton

4.81 out of 5 average rating, 102 reviews

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

Rental unit in Holyoke

4.85 out of 5 average rating, 118 reviews

Bright and sunny 2 bedroom apartment with porch.

Rental unit in Otis

4.83 out of 5 average rating, 106 reviews

Fall Oasis in the Berkshires

House rentals with a patio

Home in Monroe

4.9 out of 5 average rating, 10 reviews

The Camp

Home in Becket

4.93 out of 5 average rating, 138 reviews

Lake front retreat - Stylish Berkshire home

Home in Shelburne Falls

5 out of 5 average rating, 84 reviews

Charming Brookside Artisan Home

Home in Bennington

5 out of 5 average rating, 36 reviews

The Vermont Farmhouse+Holidays+Skiing+Dog Friendly

Home in Whitingham

5 out of 5 average rating, 45 reviews

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Home in Whitingham

4.97 out of 5 average rating, 91 reviews

Ski Season! Play Area, Crib, 11 Acre Farmhouse

Home in Whitingham

4.96 out of 5 average rating, 51 reviews

Beaver's Bend Lakefront Retreat &~16 Mi to Slopes!

Home in Pittsfield

4.94 out of 5 average rating, 144 reviews

Cantabile life in the Berkshires

Condo rentals with a patio

Condo in Dover

4.85 out of 5 average rating, 20 reviews

Cozy 2BR Condo Walking Distance to Mount Snow

Condo in Wilmington

5 out of 5 average rating, 12 reviews

Ski2Tee

Condo in Hancock

4.98 out of 5 average rating, 42 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Condo in Lenox

5 out of 5 average rating, 30 reviews

Spacious 3 bedroom apt in Lenox historic downtown

Condo in Dover

4.97 out of 5 average rating, 36 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

Condo in Dover

4.95 out of 5 average rating, 37 reviews

Ski in Ski out condo great location

Condo in Northampton

4.93 out of 5 average rating, 91 reviews

Cozy Studio with patio, 1.2 mi from downtown

Condo in Dover

4.88 out of 5 average rating, 33 reviews

Ski Condo 5 Min from Mt Snow

Quick stats about vacation rentals with a patio in Charlemont

Total rentals
10 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Destinations to explore