Vacation rentals with a patio in West Windsor

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Top-rated patio rentals in West Windsor

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Guest favorite

Home in Windsor

5.0 out of 5 average rating, 54 reviews

Modern custom home on a side of Mt Ascutney

Beautiful views and an impeccable setting define this stylish house on a flank of Ascutney. It has a luxurious master suite, and a bedroom with 2 twin bunk beds. Woodstock village, Okemo, Killington and Sunapee, and the Upper Valley are a quick 20 to 40 minutes. The Brownsville Butcher and Pantry and Ascutney trailheads for hiking/snowshoeing are next doors. The Harpoon Brewery, and backcountry skiing are close by too. This recently built home home offers something for everybody in all seasons.

Sep 21 – 28

R7,328 ZAR per night

Guest favorite

Cabin in Cavendish

5.0 out of 5 average rating, 37 reviews

Pine Ridge ~Cozy Log Cabin Near Okemo & Killington

Get away to Pine Ridge Cabin! Secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your morning coffee on the large wrap around deck overlooking Elm Brook before your day hiking, brewery hopping, or hitting the slopes! The cabin provides open floor plans centered around the large stone face fireplace, the perfect space for gatherings of family, friends, or a couples retreat! The cabin sleeps 7 comfortably with 1 King, 1 Queen, 2 Twins, and a Queen Pull Out sofa bed.

Jul 18 – 25

R6,478 ZAR per night

Guest favorite

Cabin in West Windsor

5.0 out of 5 average rating, 19 reviews

Cozy Log Cabin w/ Incredible Mountain View

Plan your summer escape to this contemporary-outfitted cabin w/ an unparalleled view! 5 mins to Ascutney mountain - an outdoor enthusiast’s dream w/ 45+ miles of mountain biking, hiking & running trails. Dine on the 1,300 sq ft deck while taking in the majesty of the mountain. Relax in the hot tub, roast marshmallows in the fire pit or star-gaze w/ our telescope at night. Within 30 mins of Dartmouth College, Woodstock & Quechee Gorge! Your Vermont getaway awaits… *1 dog max for $150/stay

Jul 30 – Aug 6

R11,965 ZAR per night

Guest favorite

Tiny home in West Windsor

5.0 out of 5 average rating, 13 reviews

Red Barn Cabin

Our cozy modern cabin is anything but ordinary, nestled amidst the pastoral landscapes of Brownsville, Vermont. Moments from world-class skiing resorts, pristine hiking trails, and thrilling biking adventures, this is your passport to a truly memorable getaway. Short stroll from Brownsville Butcher & Pantry, and a quick 20 minute drive to the Upper Valley makes it ideally located to area's best. Book your stay today, and let the magic of Vermont, captivate your soul. Your dream vacation awaits.

Sep 22 – 29

R3,365 ZAR per night

Guest favorite

Home in Cavendish

5.0 out of 5 average rating, 9 reviews

VT Cabin close to Okemo and Killington

Nestled in Vermont's serene landscapes, this charming cabin offers an unforgettable retreat with 7 cozy beds, 2.5 baths, + a loft with a futon and modern comforts. Bask in stunning sunsets over snow-covered acres from the firepit, where shared stories mingle with crackling flames under starlit skies, creating cherished memories. Only 15 minutes from Okemo Mountain, enjoy thrilling slopes and year-round activities retreating to the warmth and comfort of Vermont's embrace at this rustic cabin.

Apr 20 – 27

R9,155 ZAR per night

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 131 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

Sep 3 – 10

R1,890 ZAR per night

Guest favorite

Cabin in Londonderry

4.96 out of 5 average rating, 102 reviews

Summit view cottage:Private summer cabin w/hot tub

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built 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.

Nov 4 – 11

R7,666 ZAR per night

Guest favorite

Townhouse in West Windsor

5.0 out of 5 average rating, 44 reviews

Lovely Trailside 2 Bedroom Townhouse

Enjoy a fun outdoor adventure at this centrally-located condo on Mt. Ascutney. Trails are just outside the door, with miles of back-country skiing and snow shoeing, including Ascutney Outdoors lodge, lift-assisted tubing/sledding, and beginner skiing (t-bar). Maple Kitchen restaurant and Brownsville Butcher & Pantry are within a mile. Great sporting, shopping, eating and family activities nearby at Okemo, Killington, Woodstock, Hanover, Harpoon Brewery, King Arthur Flour and more.

Oct 31 – Nov 7

R4,586 ZAR per night

Guest favorite

Home in West Windsor

4.96 out of 5 average rating, 56 reviews

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.

Nov 22 – 29

R2,549 ZAR per night

Guest favorite

Condo in Ludlow

4.93 out of 5 average rating, 55 reviews

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

Put your gear on the patio and just walk out to the slopes! Okemo Mountain Lodge ground floor unit. C-building is the closest property to the A-Quad/B-Quad lift. Come enjoy convenient skiing, free parking and fast internet. Ski school gathers right outside the patio. How convenient it is to make your own meal during a powder day! Please note there is no AC at this condo complex summer time. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

Jul 28 – Aug 4

R1,911 ZAR per night

Superhost

Home in West Windsor

4.8 out of 5 average rating, 10 reviews

Chuck's Place

Mud season in Vermont is it's own season! It welcomes one and all-- at a reduced rate for guests to this private home. Bright! Pristine! Welcoming! A generous BB&P gift certificate urges your walk to the village for the best locally sourced meats, fresh from the docks fish, and impressive selection of wines and beers. A huge network of hiking and biking trails. Or just come to relax and get away from it all.

Feb 26 – Mar 5

R4,690 ZAR per night

Guest favorite

Cabin in Windsor

5.0 out of 5 average rating, 24 reviews

Charming Cabin in Central VT

Charming cabin close to many wonderful attractions in VT and shopping in NH! We love our quaint cabin and would love to share this magic place with you! Come make memories with your family in the winter or the summer, our cabin is the perfect place to relax by the wood burning stove after a long day skiing/snowmobiling or make some hotdogs at the fire pit after mountain biking, hiking, kayaking all day long!

Aug 5 – 12

R4,259 ZAR per night