Vacation rentals with a patio in Windsor County

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Windsor County

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Barnard

4.98 out of 5 average rating, 115 reviews

The Looking Glass, a modernistic escape

Welcome to The Looking Glass, a modernistic escape located in Barnard, Vermont! With floor to ceiling, south facing windows, you’ll be relaxing in comfort while taking in breathtaking views of the Green Mountains! You’ll love our commercial grade kitchen, boasting high-end cookware, a Wolf range and Subzero fridge. Take the spiral staircase upstairs to enjoy a long bath before calling it a night in the spacious king bed. Explore Silver Lake & Woodstock! Hike, bike or ski the neighboring trails

Guest favourite

Guest suite in Norwich

5 out of 5 average rating, 100 reviews

In-Town Norwich 1.5 miles to Hanover/Dartmouth

Located in the center of Norwich, this modern townhome-style accommodation is a wing attached to our residence. Enjoy your upstairs master suite + office/2nd bedroom, downstairs "café" and all-season sunroom. Relax with a view to the garden and woods beyond. We are 1.5 miles to Hanover and Dartmouth, and 1.0 mile to King Arthur Baking. Our street is part of the Appalachian Trail and you will be near many Upper Valley attractions. We live onsite and are available to assist you upon request.

Guest favourite

Tiny homes in Rutland

4.97 out of 5 average rating, 36 reviews

Curious Little Cottage

Our cozy cottage is nestled on a quiet dead end road, conveniently located to fabulous area attractions, such as ski areas, golf courses, historic landmarks, good eats, bike trails, scenic roads, lil swimmin holes, art gallerys, live music, Paramount theater.. you wont be bored! Heidi Ethan & Heather (your hosts) have decorated our cottage with fun & interesting decor which we think will make for a fun and interesting getaway!!! As much as we love them...We have a very strict no pet policy!

Guest favourite

Loft in Mount Holly

4.78 out of 5 average rating, 85 reviews

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.

Guest favourite

Condo in Killington

4.95 out of 5 average rating, 152 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

<b>Seeking Adventure?</b> This end unit garden level condo is minutes to Killington AND Pico! Easy access to the Appalachian Trail to ATV, mountain bike, hike, and swim. <b>Relaxing?</b> 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 VT nonprofits.

Guest favourite

Tiny homes in Chester

4.99 out of 5 average rating, 106 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!

Guest favourite

Home in West Windsor

4.98 out of 5 average rating, 86 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.

Guest favourite

Cabin in Woodstock

4.95 out of 5 average rating, 20 reviews

Woodsy Retreat Minutes from Woodstock Village

Step into FernGully, an enchanting log cabin set amidst the woods, only 2.5 miles from the charming heart of Woodstock, Vermont. Revel in breathtaking views across 12 secluded acres of forest. Relax on the porch, savoring a glass of wine while immersing yourself in nature's wonders. As you transition indoors, experience the perfect blend of rustic charm and modern comforts. See life at the Cabin on insta @ferngullyvermont Many listing 📸: @dirtandglass and @heypamcakes

Guest favourite

Chalet in Stockbridge

4.95 out of 5 average rating, 105 reviews

Gnome Home Mountain Ski Chalet w/Sauna Killington

Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.

Guest favourite

Condo in Killington

4.86 out of 5 average rating, 161 reviews

⛷☃️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.

Guest favourite

Rental unit in Claremont

4.87 out of 5 average rating, 128 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.

Guest favourite

Guest suite in Tunbridge

4.84 out of 5 average rating, 128 reviews

Adorable 2 bedroom farmhouse apartment.

Charming attached apartment 1 mile walk from Tunbridge fairgrounds. 1 hour from Stowe, 45 minutes from Pico and Killington, 25 minutes to Saskadena Six and Woodstock. Fantastic for biking, camping, exploring. 10 minutes to local brewery, craft burgers, and law college. Come experience our little piece of heaven.