Holiday rentals with a patio in West Windsor

4.98 out of 5 average rating, 118 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.

4.95 out of 5 average rating, 210 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:Apres Ski| Hot tub|Fireplace

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

4.99 out of 5 average rating, 121 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

4.93 out of 5 average rating, 188 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 - Pool, Hiking, Mountain Biking

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

4.99 out of 5 average rating, 139 reviews

A spacious apartment is reflected in the calm water of a pond, surrounded by lush greenery. The building's exterior features large windows and a welcoming design, while the natural landscape adds to the serene setting.

Flat in Thetford

Charming & Peaceful Upper Valley 1BR Retreat

A beautiful one-bedroom apartment in the heart of the Upper Valley. Walkout basement apartment with private entrance and lots of natural light. Full kitchen stocked with all the equipment you need to cook your meals. Sleep comfortably on the queen-sized bed. High-speed internet (100Mbps), Smart TV. Patio with seating area overlooking our pond. Perfect for couples or solo adventurers. Easy driving distance to Hanover, Norwich, Lebanon, Lake Fairlee, Lyme. 1.5 miles to highway 91.

4.97 out of 5 average rating, 156 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, 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

Wake up in a luxurious bed in a stylish cabin with panoramic Vermont views. Grab a hot coffee and a book in our little reading balcony. Step out to the porch to look at faraway hills through oversize doors. Make breakfast in your Chefs kitchen. Sit/read/talk/play with your favorite people/animals. Take a scenic drive to Woodstock, Simon Pearce, Harpoon Brewery, Okemo, or Twin Farms. Cap it off with a night around the firepit stargazing. The Red House is waiting.

4.98 out of 5 average rating, 152 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.

4.86 out of 5 average rating, 137 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.

4.85 out of 5 average rating, 203 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🏂❄️…

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

4.85 out of 5 average rating, 223 reviews

A vibrant bedroom features floral wallpaper and peach curtains. A spacious bed adorned with colorful pillows is positioned against one wall. Two windows allow natural light to fill the room. The pink door adds a cheerful touch, while a cozy chair is placed nearby.

Flat in Rutland

Baby Queens Barbie-core Studio Apt (dog friendly)

Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

4.96 out of 5 average rating, 150 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

Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

Popular amenities for rentals with patio in West Windsor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

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

4.93 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

Fall Foliage/Green Mts of VT/20 Min to Manchester

4.98 out of 5 average rating, 40 reviews

A wooden balcony railing frames a scenic view of lush green fields and distant hills. A farm pond is visible below the trees, with soft clouds scattered across the sky, creating a serene outdoor ambiance.

Flat in Sunapee

Cozy, Private Sunapee Hideaway

4.95 out of 5 average rating, 56 reviews

A bright living area features large windows that allow natural light to fill the space. A light-colored sofa and armchair are accompanied by a round coffee table and a woven rug. A bookshelf displays decorative items, and a TV is positioned for viewing.

Flat in Rochester

Green Mountain Collection: Cozy Vermont Haven

4.95 out of 5 average rating, 39 reviews

The exterior of the condominium is framed by a well-maintained fence and lush shrubbery. Colorful foliage adds vibrancy to the entrance, which features a welcoming pathway leading to a front door partially obscured by a small overhang.

Flat in Hanover

2 BR Condo, 5 minute walk from Dartmouth campus

5 out of 5 average rating, 4 reviews

Flat in Ludlow

Cozy Mountain-style Condo by Okemo with a View!

4.97 out of 5 average rating, 32 reviews

An open kitchen hosts a dark granite bar top with five wooden bar stools, each featuring soft covers. Modern appliances, including a range and microwave, are visible. Warm wood cabinetry complements the rustic decor, with ski-themed artwork adorning the walls.

Flat in Ludlow

Okemo Ski in/out Ground level 1 BR, 1 BA 3beds

House rentals with a patio

4.97 out of 5 average rating, 59 reviews

A serene view showcases a house nestled in a wooded area, surrounded by tall trees and patches of snow. The property features a clear driveway leading to the main home, accentuated by a charming red-roofed structure nearby. The landscape blends nature and tranquility.

Home in Plymouth

Killington - Woodstock: Private Oasis w/ Hot-Tub

4.97 out of 5 average rating, 35 reviews

A spacious living area features large windows that invite natural light, offering views of lush greenery outside. A comfortable sectional sofa is positioned in front of a contemporary coffee table. An elegant wooden bar area and a cozy seating arrangement complete the inviting space.

Home in Springfield

Twin Mountain River House

5 out of 5 average rating, 20 reviews

A modern cabin interior features an open-concept layout with triple-height ceilings and large windows. A cozy living area includes a blue sofa and a wooden coffee table, while a spiral staircase leads to the loft bedroom. A sleek kitchen area is equipped with high-end appliances.

Home in Plymouth

Charming Modern Cabin Retreat

4.95 out of 5 average rating, 41 reviews

The cabin exterior is surrounded by a snow-covered landscape, featuring a stone chimney and wooden deck. Pine trees are visible in the background, adding a natural element. A festive wreath adorns the front, highlighting a warm welcome amidst the serene winter scenery.

Home in Cavendish

Modern Hot Tub Cabin Near Okemo & Killington

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

4.91 out of 5 average rating, 35 reviews

A historic brick building from 1824 is featured, showcasing a flat metal roof and traditional dark shutters. Surrounding trees display autumn foliage, adding warmth to the scene. A quiet road leads to the home, inviting exploration of the charming neighborhood.

Home in South Woodstock

Grange Hall, South Woodstock Historic Home

4.93 out of 5 average rating, 81 reviews

Home in Reading

Private, Large 4BR home | Pet friendly | 10 Acres

4.97 out of 5 average rating, 39 reviews

The exterior of a charming four-bedroom home is illuminated at night, highlighting expansive windows and a welcoming entrance. Surrounding greenery complements the well-lit patio, creating a serene atmosphere. Subtle landscape lighting accents the pathway, inviting guests to explore the inviting outdoor space.

Home in Hartland

The Brook House

Apartment 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.

4.98 out of 5 average rating, 130 reviews

Main St Escape | Explore Downtown Ludlow

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.

5 out of 5 average rating, 32 reviews

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

4.93 out of 5 average rating, 59 reviews

A cozy living area features a spacious sectional sofa and a wooden coffee table, with candles placed on top. Artwork depicting mountain scenes decorates the wall, while a glass door leads to the private balcony, allowing natural light to brighten the space.

Apartment in Mendon

¤5-15 Mins to Ski Slopes | Fast WiFi | Fireplace¤

A cozy living area is outfitted with a comfortable sofa and two leather chairs. A coffee table sits in front of a fireplace, while a flat-screen TV is mounted above the mantel. A large window offers views of the outdoors, allowing natural light to fill the space.

5 out of 5 average rating, 18 reviews

True Ski in/Ski out with Pool, Hot tubs & Firepits

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.

4.93 out of 5 average rating, 88 reviews

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

4.93 out of 5 average rating, 41 reviews

A snow-covered landscape is captured, featuring frosted trees along a winding path. The sun is positioned low in the sky, casting a soft glow over the snowy terrain. Rolling hills and distant mountains create a serene backdrop, all under a cloudy sky.

Apartment in Mendon

Mountain Hideaway two bedroom condo Near PICO MTN

4.91 out of 5 average rating, 43 reviews

The living area features a modern design with a mounted television above a sleek electric fireplace. Plush seating includes a cozy couch and two armchairs, accompanied by a stylish coffee table. Light-colored curtains frame the windows, enhancing the room's bright ambiance.

Apartment in Rutland

Luxury, downtown apt w/ balcony

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.