Holiday rentals with a patio in Weston

4.98 out of 5 average rating, 123 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.

4.85 out of 5 average rating, 157 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.

4.93 out of 5 average rating, 114 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.

Flat in Mount Tabor

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

We welcome you to come experience Vt. We are a quiet, private, cozy, clean, stay in the country. Located equal distances to all surrounding towns and ski areas. Drive the Green Mountain National Forest road #10 to Peru, Landgrove & Weston. Hike on the Appalachian and Long trail. Fish, bike, forage, swim and spelunk (caving) Dine & shop, Manchester, East Dorset, Wallingford & Rutland. Walk around Danby. Take a scenic drive to Pawlet & Dorset. Ski, Killington, Pico, Okemo, Bromley, Stratton.

4.99 out of 5 average rating, 122 reviews

The cabin entrance is framed by freshly fallen snow, with wooden siding that blends into the winter landscape. A lantern on the left provides a soft glow, illuminating the path. Tranquil trees surround the area, enhancing the serene atmosphere.

Cabin in Plymouth

~The ClubHaus~

Appreciate life at our peaceful home away from home in the Vermont Woods... Located a short drive from Killington and Okemo ski mountains, The ClubHaus is the perfect spot to unwind after enjoying four season New England activities. Breweries and great food are nearby in Woodstock, Manchester, and Dorset. Huge fireplace, hot tub, comfortable beds, and lots of thoughtful touches provided to welcome you to the ClubHaus family. Wifi, Netflix, and Disney+ included, no cable. @clubhausvt on IG

4.8 out of 5 average rating, 147 reviews

An old barn features weathered wooden siding and large windows, set against a backdrop of vibrant autumn foliage. A maple tree with bright orange leaves provides a natural canopy, while a carpet of fallen leaves covers the grassy ground, creating a serene outdoor scene.

Barn in Mount Holly

Mapleside Escape: Sugar/Ski house

Your Mapleside Rustic Retreat awaits! This gem is nestled amidst the picturesque landscapes of southern Vermont and only a 12 minute drive to Okemo/Jackson Gore, 35 minutes to Killington/Pico. If the season is right it offers the unique opportunity to see some pure VT maple syrup being made! Skiing, snowboarding, hiking and mountain biking trails await, making this spot an ideal base for year-round fun. Come explore nearby towns which offer charming shops, dining, and cultural experiences.

4.99 out of 5 average rating, 156 reviews

The treehouse stands elevated among tall trees, featuring a warm wooden exterior and large windows that allow natural light to fill the interior. A deck extends from the structure, leading to a fire pit area surrounded by gravel.

Treehouse in Putney

Treehouse Haven in Putney-All Seasons

Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting toilet ☽ Tea & local coffee ☽ Hot outdoor shower ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Visit for romance, time with the family, a retreat from the business of life, or even a remote work sanctuary.

4.97 out of 5 average rating, 158 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 home 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!

4.98 out of 5 average rating, 157 reviews

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

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

4.87 out of 5 average rating, 141 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.

4.99 out of 5 average rating, 152 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

4.91 out of 5 average rating, 107 reviews

The exterior of an 1840s stone house is displayed, featuring a warm red door and large windows under a sloping roof. A well-maintained garden surrounds the entrance, and a tall tree provides shade. A gravel path leads to the house, with a visible stone wall along the yard.

Cottage in Chester

Quaint stone house!

⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!

4.89 out of 5 average rating, 172 reviews

A spacious bedroom features a large bed with a decorative canopy and plush pillows. Soft lighting from a chandelier enhances the room's ambiance. A patterned carpet covers the floor, while elegant curtains frame the windows, and a cozy seating area includes a small side table.

Flat in Claremont

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.

Popular amenities for rentals with patio in Weston

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.96 out of 5 average rating, 103 reviews

Flat in Bennington

Suite Sunset 311 Rice Lane Bennington VT

4.86 out of 5 average rating, 21 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.

Flat in Grafton

Grafton Homestead: Welcoming Couples & Solo Guests

4.88 out of 5 average rating, 104 reviews

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.

Flat in Dorset

Cozy two bedroom near Manchester

4.99 out of 5 average rating, 122 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.

Flat in North Adams

Historic Victorian - Entire 3rd floor

4.99 out of 5 average rating, 161 reviews

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.

Flat in Brattleboro

River View apartment

4.95 out of 5 average rating, 111 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.

Flat in Putney

Minimal organic hideaway inspired by nature

4.93 out of 5 average rating, 70 reviews

A cozy living area features a wood-burning fireplace with a flat-screen TV above. A foldout queen murphy bed is neatly tucked against the wall. A sectional sofa, dark wood coffee table, and a patterned area rug complete the inviting space, with large windows offering views of the outdoors.

Flat in Dover

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

4.92 out of 5 average rating, 131 reviews

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.

Flat in North Adams

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

House rentals with a patio

4.92 out of 5 average rating, 24 reviews

A cozy living area features a stone fireplace with a warm fire, surrounded by a modern sofa. Above the fireplace, a wall-mounted television is visible. A rustic chandelier with multiple bulbs hangs over a dining table, while decorative items are placed on a nearby side table.

Home in Ludlow

Ski-In/Ski-Out Hike Okemo Mountain Condo

4.89 out of 5 average rating, 205 reviews

A new hot tub with jets is positioned under a wooden structure, surrounded by grass and landscaped areas. A tranquil view of distant mountains and trees is visible in the background, creating a peaceful outdoor setting.

Home in Rutland

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!

4.86 out of 5 average rating, 21 reviews

A serene exterior view of the timber-frame home is presented amidst a lush green lawn, surrounded by vibrant autumn foliage. The private pond and distant hills enhance the tranquil setting, while a large tree provides shade beside the inviting outdoor space.

Home in Mount Holly

Stunning 3 br Timber Frame ski retreat on 6 Acres

4.99 out of 5 average rating, 75 reviews

The exterior of a charming converted carriage house is showcased, featuring a mix of wood and siding. Lush greenery surrounds the structure, with colorful flower pots placed along the pathway leading to the entrance. A gravel driveway and mature trees add to the serene atmosphere.

Home in Dorset

Home in the Heart of Dorset Village

4.94 out of 5 average rating, 17 reviews

A dining area showcases a long table with black wooden chairs, topped with a plaid tablecloth. Two woven pendant lights hang above, illuminating the space. The background features a modern kitchen with stainless steel appliances and light cabinetry, creating a cozy yet contemporary ambiance.

Home in Andover

Country House in the Woods

5 out of 5 average rating, 19 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

4.98 out of 5 average rating, 114 reviews

A red house is situated on a grassy landscape, surrounded by a stone wall. Lush trees and rolling hills are visible in the background, under a partly cloudy blue sky. A covered porch provides shaded outdoor space, inviting a connection with nature.

Home in Windsor

Stylish Ascutney Cabin with Mountain Views

4.95 out of 5 average rating, 22 reviews

A red cabin is set against a lush green landscape, featuring a wooden deck adorned with chairs and potted flowers. A hot tub is positioned nearby, and string lights give a cozy touch. The roof slopes upward, adding character to the inviting exterior.

Home in Mount Holly

The Hideaway

Apartment rentals with a patio

5 out of 5 average rating, 32 reviews

A spacious living area features a cozy arrangement of a grey sofa and brown leather recliner, complemented by a woven coffee table. A stone fireplace is situated against a wooden wall, with a large television mounted above. Natural light enters through window treatments.

Apartment in Ludlow

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

5 out of 5 average rating, 39 reviews

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.

Apartment in Ludlow

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

4.96 out of 5 average rating, 151 reviews

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.

Apartment in Killington

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

4.94 out of 5 average rating, 77 reviews

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.

Apartment in Dover

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

4.85 out of 5 average rating, 205 reviews

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.

Apartment in Killington

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

4.93 out of 5 average rating, 192 reviews

A cozy living area is visible, featuring a dining table surrounded by bright yellow chairs. A fireplace is seen, enhancing the space, while a large bear-themed wall mural adds a touch of nature. Natural light floods in from the nearby window.

Apartment in Killington

CozyCub- Location, Fireplace, Ski Off/Shuttle On!

4.93 out of 5 average rating, 88 reviews

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.

Apartment in Ludlow

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