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Vacation rentals with a patio in Windham

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Top-rated patio rentals in Windham

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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 Londonderry

4.95 out of 5 average rating, 150 reviews

Summit ViewCottage:Cozy 3bd 2ba w/Fireplace&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 Newfane

4.95 out of 5 average rating, 153 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.

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”.

Tiny home in Chester

4.99 out of 5 average rating, 113 reviews

Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo

Tiny living at its best! Welcome to Bearfoot Cottage, a custom-designed Tiny House escape nestled on 15 acres in Southern Vermont. Enjoy the entire property to yourself with hot tub, Char-Griller BBQ, & Solostove firepit. Hike or snowshoe Ladybug Trail to our babbling brook. Then explore the best of Okemo Valley all at your fingertips! Ski/Snowboarding (+more Winter sports), biking, hiking, fishing, dining, breweries, and live music/nightlife. Your vacation is what you make it!

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 Mount Holly

4.87 out of 5 average rating, 104 reviews

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

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

Guest suite in Fitzwilliam

4.98 out of 5 average rating, 166 reviews

The Great Room in Historic Fitzwilliam

Come relax in the great room! Large space with full bathroom, beautiful picture windows, spacious closet, and use of deck included. Deck includes a cozy fire pit table, gas grill, and a nice view of the beaver pond, great for bird watching! Please don't hesitate to reach out if you are traveling with children and/or pets, we are often able to accommodate on a case by case basis. Please note stairs are required for entry via the deck entrance.

Rental unit in Claremont

4.87 out of 5 average rating, 133 reviews

Beautiful 1 bedroom apartment with balcony

Bienvenue chez nous! Experience comfort and modern beauty in this completely renovated apartment attached to a historic Victorian home. The one bedroom apartment has a private bathroom and your own balcony to enjoy. Close to popular skiing areas of Mt Sunapee (20 minutes) and Okemo (35 minutes), in addition to enjoying local hiking and cycling at Mt Ascutney, Moody Park, and Arrowhead.

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Popular amenities for Windham patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Rental unit in Mount Tabor

4.93 out of 5 average rating, 75 reviews

Ski/Okemo/Killington/Pico/Stratton/Bromley/Magic

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 Putney

4.96 out of 5 average rating, 83 reviews

Minimal organic hideaway inspired by nature

Rental unit in Dover

4.98 out of 5 average rating, 54 reviews

Walk to main lift! The Handle Studio @ Mt. Snow!

Rental unit in Stratton

5 out of 5 average rating, 4 reviews

Summit’s Stratton Sneak Away II

Rental unit in Manchester

4.86 out of 5 average rating, 7 reviews

Cozy Apt in Manchester! Minutes from the slopes!

Rental unit in Townshend

5 out of 5 average rating, 19 reviews

Robin Hill Guest House

Rental unit in Shelburne Falls

5 out of 5 average rating, 48 reviews

Falcon's Nest | hot tub | scenic views |

House rentals with a patio

Home in Londonderry

4.93 out of 5 average rating, 15 reviews

Tallwood Pine Chalet

Home in Bennington

5 out of 5 average rating, 36 reviews

The Vermont Farmhouse+Holidays+Skiing+Dog Friendly

Home in East Dover

5 out of 5 average rating, 38 reviews

Magical Retreat Cottage - Vermont cabin getaway

Home in West Windsor

4.98 out of 5 average rating, 92 reviews

Birdie's Nest Guesthouse

Home in Peru

5 out of 5 average rating, 21 reviews

Three Peaks Hideaway

Home in Londonderry

4.98 out of 5 average rating, 58 reviews

Modern Luxury at White Pine Lodge

Home in Chester

4.97 out of 5 average rating, 34 reviews

Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain

Home in Chester

4.95 out of 5 average rating, 39 reviews

Stunning farmhouse-Historic village-Mins to Skiing

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 Ludlow

5 out of 5 average rating, 24 reviews

2 BR/2BA Ski In/Ski Out Condo on Okemo- Sleeps 6

Condo in Ludlow

5 out of 5 average rating, 17 reviews

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

Condo in Stratton

4.92 out of 5 average rating, 25 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Condo in Dover

4.95 out of 5 average rating, 37 reviews

Ski in Ski out condo great location

Condo in Killington

4.86 out of 5 average rating, 169 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

Condo in Killington

4.93 out of 5 average rating, 129 reviews

CozyCub Shuttle on/ski home, Fireplace, Walk out

Condo in Stratton

5 out of 5 average rating, 29 reviews

Your Vermondo awaits: Steps to Lifts & Village.

Quick stats about vacation rentals with a patio in Windham

Total rentals
30 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

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