Vacation rentals with a patio in Windsor County

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Top-rated patio rentals in Windsor County

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Guest favorite

Home in Barnard

4.98 out of 5 average rating, 90 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

Oct 27 – Nov 3

R5,892 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 18 – 25

R1,893 ZAR per night

Guest favorite

Loft in Mount Holly

4.87 out of 5 average rating, 46 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.

Sep 4 – 11

R2,190 ZAR per night

Guest favorite

Guesthouse in Lebanon

4.96 out of 5 average rating, 46 reviews

Private guesthouse in Lebanon

This cozy one-room guesthouse is located on a quiet street off the green in downtown Lebanon, NH. It offers a private entrance with access to a lovely outdoor patio and gas grill. With high ceilings and a newly renovated interior, you will feel right at home. The room has a new full-sized bed, a bathroom/shower, a kitchenette with coffee maker, electric kettle, microwave, toaster, and compact fridge. A short walk away from restaurants and cafes, and 12-minute drive to Dartmouth College.

Jun 9 – 16

R2,930 ZAR per night

Guest favorite

Cabin in Sharon

4.95 out of 5 average rating, 19 reviews

A-Frame cabin in the woods

Nestled amidst the serene beauty of Vermont's wilderness, this cozy cabin with outdoor deck is a quintessential retreat for those seeking solace in nature's embrace. The cabin offers an open bedroom upstairs that fits a queen mattress and an air mattress (if needed). A wood burning stove and a cabin feel. A peaceful escape from the hustle and bustle of city life, this cabin in Vermont offers an enchanting haven for nature lovers and those seeking the simple pleasures of rustic living.

Jul 20 – 27

R2,316 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.

Jan 12 – 19

R2,664 ZAR per night

Guest favorite

Home in Killington

4.98 out of 5 average rating, 46 reviews

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in the serene Vermont landscape, invites you to indulge in a paradise of year-round adventure with breathtaking views of a picturesque pond. Ski, bike, hike amidst the foliage, ranked # 1 by Foliage Magazine. After your outdoor excursions, rejuvenate at the luxurious indoor pool and spa, pampering your senses like never before. Unwind by the cozy fireplace, create lasting memories and immerse yourself in Killington

May 10 – 17

R2,819 ZAR per night

Guest favorite

Condo in Killington

4.87 out of 5 average rating, 149 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.

May 19 – 26

R2,386 ZAR per night

Guest favorite

Apartment in Lebanon

4.88 out of 5 average rating, 25 reviews

Bright, One-Bedroom Apartment Overlooking Town

Beautifully renovated top-floor apartment of a duplex offers a central location in a peaceful neighborhood. A fenced-in yard, porch, and garden expands the living space. Walking distance to coffee, donuts, restaurants (tacos!), and plenty of outdoor recreation (check out our Guidebooks!). A close drive to groceries, DHMC (APD is walking distance), Dartmouth, the VA, the White Mountains and New England charm.

Jun 18 – 25

R3,122 ZAR per night

Guest favorite

Apartment in Claremont

4.88 out of 5 average rating, 111 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.

Nov 26 – Dec 3

R1,656 ZAR per night

Guest favorite

Cabin in Rochester

5.0 out of 5 average rating, 17 reviews

The Creek Cabin at Sky Hollow

Cozy cabin located in the woods by a creek on a quiet hilltop farm. Ideal for a relaxing retreat or a couples getaway. Sauna, swimming pond, stunning views, and miles of trails within short walking distance. Fully equipped kitchen, Wifi, and linens provided. Private outdoor shower and outhouse. Dogs welcome with pre-approval (sorry, no cats), and $50 pet fee.

Aug 30 – Sep 6

R2,016 ZAR per night

Guest favorite

Guesthouse in Hartford

4.93 out of 5 average rating, 42 reviews

Addie's Place

A cozy and quiet space only a few minutes from Dartmouth College, Dartmouth Hitchcock Hospital, and White River Junction Center. You will have a separate entrance to the space and access to a yard, a 3 season patio room, bedroom with a queen sized bed and queen pullout couch, a separate dining area, grill, and a private bathroom.

May 23 – 30

R1,979 ZAR per night