Vacation rentals with a patio in Windham

4.99 out of 5 average rating, 143 reviews

An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.

Cabin in Stoddard

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

4.86 out of 5 average rating, 175 reviews

The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.

Cabin in Wardsboro

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.

4.94 out of 5 average rating, 122 reviews

A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.

Home in Guilford

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

4.95 out of 5 average rating, 240 reviews

The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.

Cabin in Londonderry

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

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 7 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

4.96 out of 5 average rating, 164 reviews

The exterior of Hygge House is highlighted by sleek wooden siding and a modern design. Large windows reflect the surrounding greenery, while a stone pathway leads to the entrance. Sunlight filters through the trees, illuminating the inviting facade set on a spacious grassy area.

Chalet in Stratton

Luxe Hot Tub, Sauna 8-12 min Stratton & Mount Snow

Escape to HYGGE HOUSE, your ultimate cozy & modern mountain getaway awaits. Come relax and make memories with family and friends in a luxurious modern retreat on 4 wooded acres in Stratton. Unwind in the private HOT TUB and SAUNA or relax in the rustic TREEHOUSE for the ultimate mountain getaway. Just minutes from Stratton Mountain and Mount Snow, this architectural gem is the perfect blend of seclusion and adventure. Features high-speed internet, a gourmet kitchen, and a cozy stone fireplace.

4.99 out of 5 average rating, 275 reviews

Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.

Cottage in Newfane

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”.

4.99 out of 5 average rating, 178 reviews

Treehouse in Guilford

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.

4.97 out of 5 average rating, 174 reviews

The exterior of Bearfoot Cottage is highlighted, featuring a combination of wood and metal finishes. A spacious deck with steps leads to the entrance, framed by large windows. A fire pit sits nearby, complemented by comfortable seating arrangements on the gravel surface.

Tiny homes in Chester

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!

4.87 out of 5 average rating, 159 reviews

An A-frame cabin is nestled among trees with autumn leaves in vibrant shades. A large deck extends from the cabin, featuring a hot tub and outdoor dining area. A barrel sauna is positioned nearby, completing the inviting outdoor space.

Cabin in Mount Holly

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.

4.98 out of 5 average rating, 166 reviews

A welcoming porch features a decorative swing with two cushions and a small table, creating a serene space. Natural light filters through large windows, and colorful banners hang above, while a wooden structure nestles comfortably in the surrounding greenery.

Cabin in Guilford

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 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

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.

4.95 out of 5 average rating, 185 reviews

Lovely 1-Bedroom condo with indoor fireplace!

This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

4.95 out of 5 average rating, 216 reviews

A charming red cabin is positioned amidst lush greenery, with a wraparound deck accessible from the front. Bright yellow flowers bloom in abundance in the foreground, enhancing the natural beauty of the serene setting.

Cabin in Newfane

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.

Popular amenities for Windham accommodations with an outdoor patio

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.96 out of 5 average rating, 109 reviews

A distant view captures snow-covered slopes ascending a mountainous landscape, with trails visible for winter activities. A calm body of water lies in the foreground, reflecting the clear blue sky. The expansive scene encompasses nature's serenity, inviting outdoor enthusiasts.

Apartment in Bennington

Suite Sunset 311 Rice Lane Bennington VT

4.88 out of 5 average rating, 25 reviews

The exterior of a charming white home is framed by lush green foliage and colorful flower beds. A brick pathway leads to a covered porch, and large windows reflect the surrounding trees and garden. The blue roof contrasts with the bright white siding.

Apartment in Grafton

Grafton Homestead: Welcoming Couples & Solo Guests

4.94 out of 5 average rating, 180 reviews

A spacious mountain lodge is depicted, featuring a striking stone chimney and expansive decks. Large windows frame the scenic landscape, while lush green grass surrounds the building. The warm tones of the log exterior harmonize with the natural setting, inviting outdoor relaxation.

Apartment in North Adams

Berkshire Mountain Top Chalet

4.98 out of 5 average rating, 129 reviews

A balcony deck is depicted with two blue Adirondack chairs facing a small round table. A floral centerpiece is placed on the table, which is accompanied by two glasses. The area is surrounded by lush green trees, creating a serene atmosphere.

Apartment in North Adams

Historic Victorian - Entire 3rd floor

Superhost

A charming two-story house is set on a green lawn, surrounded by trees. The home features a light exterior with red accents and a porch. A gravel path curves around the property, leading toward a freshly paved driveway. Sunlight brightens the environment, enhancing the serene atmosphere.

Apartment in Dorset

4.87 out of 5 average rating, 117 reviews

Cozy two bedroom near Manchester

4.93 out of 5 average rating, 127 reviews

The exterior of a red wooden house is showcased, surrounded by lush green grass and trees. A neatly trimmed garden features colorful flowers, while a small shed is visible in the background. Pebbled pathways provide access to the home's entrance.

Apartment in Mount Tabor

Vermont Ski / Okemo / Killington / Pico / Stratton / Bromley

4.99 out of 5 average rating, 185 reviews

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

Suite 23 - Spacious Sunny 2-BR with Mountain view

4.95 out of 5 average rating, 126 reviews

A spacious living area features a comfortable, light-colored sofa with multiple cushions. A low, dark wooden coffee table is centered on a textured rug. Green plants are positioned throughout, and ample natural light enters through large windows adorned with simple treatments.

Apartment in Putney

Minimal organic hideaway inspired by nature

House rentals with an outdoor patio

4.93 out of 5 average rating, 102 reviews

A cozy cabin is presented, featuring a wraparound deck and surrounded by lush greenery. Trees with autumn foliage add splashes of color to the landscape. The structure is elevated, inviting guests to enjoy the view from the deck.

Home in Dover

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

Superhost

Home in Winhall

4.88 out of 5 average rating, 24 reviews

Stratton; 8 min! Swimming, 2 min. Pet friendly

5 out of 5 average rating, 69 reviews

An open living area features vaulted ceilings and large windows, allowing natural light to fill the space. A comfortable leather sofa sits adjacent to a dining table, with views of the surrounding greenery visible outside. A spacious kitchen island adds functionality to the layout.

Home in East Dover

Pristine Magical Retreat Cottage 15 min to Mt Snow

4.99 out of 5 average rating, 186 reviews

A private hot tub is situated under a covered gazebo, adorned with strings of lights and curtains for privacy. The surrounding area features natural greenery and a brick pathway leading to a wooden bench, enhancing the tranquil outdoor atmosphere.

Home in Keene

Modern Downtown 12ppl Hot Tub Fire Pit Games

5 out of 5 average rating, 32 reviews

A modern chalet is set among snow-covered trees, featuring a spacious deck with a railing. Dark blue exterior walls contrast with white snow, while large windows provide views of the surrounding winter landscape. The sloped roof is lined with fresh snow, enhancing the serene atmosphere.

Home in Londonderry

Modern Chalet: Magic Mountain

5 out of 5 average rating, 17 reviews

An aerial view captures a tranquil backyard featuring a private in-ground pool surrounded by a stone patio. The farmhouse is visible in the background, framed by trees and open lawn space. A shaded seating area and hammock provide relaxation options.

Home in Hartland

Private Farmhouse with in ground pool!

Superhost

A comfortable living area features a sectional sofa adorned with soft pillows and a wooden coffee table. Natural light floods in through a large window, highlighting the wooden wall paneling. A decorative rug rests under the table, adding warmth to the space.

Home in Dorset

4.89 out of 5 average rating, 110 reviews

Mountain View Getaway

5 out of 5 average rating, 25 reviews

A welcoming entrance features a vibrant blue door, flanked by two cheerful chairs painted in light blue and red. A small table with blooming flowers adds a touch of color, while lush greenery and stones line the front steps.

Home in Brookline

River House

Condo rentals with a patio

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.

4.99 out of 5 average rating, 141 reviews

Main St Escape | Explore Downtown Ludlow

The living room features a spacious sofa and a reclining chair, with a coffee table at the center. Natural light enters through sliding doors leading to a private deck, offering views of greenery. Two lamps provide additional lighting, complementing the soft carpeted flooring.

5 out of 5 average rating, 54 reviews

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

A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.

4.95 out of 5 average rating, 166 reviews

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

A tranquil sleeping area features a cozy bed with soft bedding and accent pillows. Nightstands with lamps are placed on either side, providing gentle light. A large horse portrait adorns the wall above the bed, contributing to the serene ambiance.

4.91 out of 5 average rating, 103 reviews

Great Deal Cozy 2 Bedroom .2 mi to lift

A cozy living room features a large gray sectional sofa and plush armchair, inviting relaxation. A wooden coffee table sits in the center, with a textured throw draped casually over it. Natural light streams through multiple windows, enhancing the welcoming ambiance of the space.

4.98 out of 5 average rating, 135 reviews

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

A living room is furnished with a comfortable brown sofa and an armchair beside a wooden coffee table. A rustic wooden fireplace is adorned with festive garland and a flat-screen TV is mounted above it. Natural light enters through a large window, providing a cozy ambiance.

4.85 out of 5 average rating, 233 reviews

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

5 out of 5 average rating, 59 reviews

A snow-covered landscape reveals nearby mountains and ski slopes under a clear blue sky. Trees with bare branches frame the scene, while quaint buildings and a parking area are visible in the foreground, suggesting a vibrant ski village atmosphere.

Condo in Stratton

Your Vermondo awaits: Steps to Lifts & Village.

A living area features a gray sofa adorned with decorative pillows in various patterns. A wooden coffee table sits in front, and a side table with a lamp complements the space. Light filters through a sliding glass door, which opens to a patio.