
Vacation rentals with a patio in West Windsor
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Top-rated accommodations with an outdoor patio in West Windsor
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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.

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
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

10 Min to HITS Summer Fest/ 20 Min to Manchester
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.

Sugar River Treehouse
Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

Mountain view chalet with hot tub & fire pit!
Welcome to the @vermontviewchalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.

The Woodland A-Frame
Welcome to The Woodland A-Frame! Built in 1965, our cozy cabin is located 20 mins from Stratton Mountain & Mt. Snow, and 30 mins from Bromley, & Magic Mountain! Vermont is a four-season state, allowing guests to enjoy the cabin anytime of year. Whether it's for fall foliage, winter activities, spring festivals, or a summer at the lake, we are happy to host you anytime during the year to experience your ideal Vermont getaway! Dogs welcome with a $100 pet fee per pet (two dog max). No cats

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!

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.

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.

Lovely 1-Bedroom condo with indoor fireplace!
This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

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!
Popular amenities for West Windsor accommodations with an outdoor patio
Apartment rentals with a patio

Lovely Duplex with Deck and Central Location

Cozy two bedroom near Manchester

Cozy, Private Sunapee Hideaway

Brand New Apt w/ Garage close to RRMC, Killington

Sunny, serene, second floor

Cozy Mountain-style Condo by Okemo with a View!

Cozy Studio Apartment

Charming & Peaceful Upper Valley 1BR Retreat
House rentals with an outdoor patio

Killington - Woodstock: Private Oasis w/ Hot-Tub

Country House 5 Miles from Woodstock Dog Friendly

Modern Cabin Near Okemo & Killington with Hot Tub

Quechee Getaway See the Vermont MTNs

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

Stunning 3 br Timber Frame ski retreat on 6 Acres

Berry Mountain Lodge: Mountain Views by Lake & Ski

Lull’s Brook Cottage
Condo rentals with a patio

Main St Escape | Explore Downtown Ludlow

AC | Dog-Friendly | Bike, Hike & Relax

Enjoy the warmer weather in Killington! A/C

Bike park open Cozy 2 Bedroom .2 mi to lift

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

Christian Street Condo w/ Screened In Balcony

Walk to lift, Ski home, Sunny with loft

Quechee Condo Short walk to Ski Hill
When is the best time to visit West Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 CAD | $325 CAD | $305 CAD | $270 CAD | $256 CAD | $284 CAD | $291 CAD | $289 CAD | $291 CAD | $303 CAD | $295 CAD | $323 CAD |
| Avg. temp | -5 °C | -4 °C | 1 °C | 7 °C | 14 °C | 19 °C | 22 °C | 21 °C | 16 °C | 10 °C | 4 °C | -2 °C |
Quick stats about vacation rentals with a patio in West Windsor

Total vacation rentals
Explore 40 vacation rentals in West Windsor

Nightly prices starting at
West Windsor vacation rentals start at $125 CAD per night before taxes and fees

Verified guest reviews
Over 1,950 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of West Windsor vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across West Windsor rentals

4.9 Average rating
West Windsor stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals West Windsor
- Fitness-friendly rentals West Windsor
- Rentals with a fireplace West Windsor
- Pet-friendly rentals West Windsor
- Rentals with a firepit West Windsor
- Rentals with outdoor seating West Windsor
- House rentals West Windsor
- Apartment rentals West Windsor
- Rentals with a washer and dryer West Windsor
- Rentals with pools West Windsor
- Rentals with a patio Windsor County
- Rentals with a patio Vermont
- Rentals with a patio United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Tenney Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Squam Lakes Natural Science Center
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Stinson Lake
- Mount Monadnock
- Crotched Mountain Ski and Ride





