
Holiday rentals with outdoor seating in Weston
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Weston

Total holiday rentals
Explore 30 holiday rentals in Weston

Nightly prices starting at
Weston holiday rentals start at €123 per night before taxes and fees

Verified guest reviews
Over 1,320 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Weston holiday rentals include wifi access

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

4.9 Average rating
Weston stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with outdoor seating in Weston
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Little Cabin on the Ridge
Classic Vermont cabin.This cozy home is perfect for singles, couples and families.The well-designed space offers sleeping for 4 in two bedrooms and an open loft space. Wrap around porch has 4 rockers for taking in the mountain air, coffee or tea, or reading in a cozy quilt. Fiber optic wifi 1000 mbps.Very efficient forced hot air heating and Central Air cooling.Peaceful, quiet,relaxing, great place to unwind with all kinds of activities nearby. due to health and safety concerns no animals please

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Vermont Treehouse - Romantic Private Elegant
SPECIAL SUMMER 2 night minimum, self checkin. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, fully stocked kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, pond, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby towns,ski areas, shopping, hiking, biking, theater& music in summer. Or just relax. Discount for longer stays.

Riverbed Treehouse @hot tub & a new sauna & views!
The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

Authentic Log Cabin Near Bromley, Magic & Stratton
This authentic 4-bed, 2.5-bath Vermont log cabin sits on 1.5 wooded acres — fireplace, firepit, and enough vintage charm to feel like a genuine escape. After the slopes, play the classic arcade machine, make s'mores outside, or decompress by the fire with a board game. Ski Bromley, Magic, and Stratton — all minutes away. Manchester's outlets, the Stone House Antique Center, and the Vermont Country Store are a short drive. Feels remote, but you're minutes from a coffee shop, diner, and market.

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Vermont Country Cottage(Near Village w/Magic View)
This cute, country cottage offers 2 bedrooms, 1 bath with a treehouse loft in the bunk room. The floors are wood, kitchen is custom built with stainless steel appliances, bathroom vanity is custom built using the original kitchen sink from the home, and the twin size bunks are built in as well. There is a very large yard. There are 4 ski resorts within 20 minutes, the Weston Country Store and play house are 5 minutes up the road, and you can walk to the local farmers market every Saturday.

The Owl’s Nest in Landgrove
Our recently renovated cabin is the perfect escape during any season! Located within minutes of Bromley, Magic, and Stratton, Wild Wings, and Viking. Also nestled in an amazing network of hiking, biking and ski trails. Guests will never be more than a few minutes away from outdoor adventure. With two bedrooms and one bonus loft, guests can enjoy the comforts of our cozy cabin, including a full kitchen, bathroom, outdoor shower, HOT TUB, fire pit, WiFi and FREE EV CHARGING. @owlsnestvt

Peaceful Ludlow base for exploring Okemo valley
Newly renovated, clean 1 BR apt. in historic house 2 blocks to town, 5 minute drive to Okemo, Buttermilk Falls, and 2 minute walk to the Ludlow Farmers Market. Enjoy complimentary coffee and local maple syrup while overlooking the town of Ludlow. Make yourself at home with a full kitchen/bath, wall-mounted flat screen TV, king bed, and comfortable futon. Free EV charging available. Kayaking, hiking, and golfing close by. We are dedicated to ensuring a top-notch experience!

Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

Modern Okemo Smart Cabin - As Seen On DIY Channel
This is a brand new modern timber frame smart cabin in Ludlow (~5 min from Okemo). The house was recently featured on DIY / Discovery’s acclaimed TV show, Building Off The Grid. Warm up after a day of skiing or riding with heated floors and a walk-in shower. Charge up your electric vehicle in the private garage. Directly access the VAST snowmobile trail from the backyard or sit back on the porch and soak up the views. Message host about renting for next winter season!

Private Cabin/PetsOK/AC/Minutes to Okemo/Fast Wifi
Enjoy the beauty of Vermont at our private cabin. Situated on acres of woods next to a small creek, the cabin is 15 minutes to Okemo Mountain, the Appalachian Trail and scenic Vermont towns for dining and shopping. With a queen bed loft, a double bed bedroom and a pull out sofa, the cabin sleeps up to 4 people. The kitchen is nicely equipped and there is a charcoal grill outside. High speed fiber optic internet will keep you connected. Max 2 pets allowed.
Popular amenities for outdoor seating rentals in Weston
House rentals with outdoor seating

Stunning mid-century house on 2.5 private acres

Birdie's Nest Guesthouse

Lakefront Home - Ski Okemo, Killington and More!

Vermont Mirror House

Modern Cabin ~ 3min to Stratton Resort

Newly renovated. Minutes to Slopes & Trails

Renovated Vermont Schoolhouse – Close to Okemo

Stylish Vermont Cabin | Views · Trails · Luxe
Apartment rentals with outdoor seating

Cute VT Bungalow With 180 Degree View of NH

Dog heavenly! Private, beautiful and relaxing.

Private Apt. on Farm, Hot Tub with views!

Vermont Getaway Apartment

49 River Street

Lovely 2 Bedroom Apartment w/deck & pond view

Baby Queens Barbie-core Studio Apt (dog friendly)

Cozy Poultney Village Apartment
Apartment rentals with outdoor seating

Alpine Condo - AC & Pool - Golf & Bike

Main St Escape | Explore Downtown Ludlow

Stylish downtown loft - walk to restaurants/shops

Okemo Ski-in/Ski-out, Steps to lift Condo

AC | Dog-Friendly | Bike, Hike & Relax

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

Updated large condo across from AT and skiing

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
When is the best time to visit Weston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €362 | €409 | €357 | €258 | €252 | €258 | €277 | €275 | €268 | €271 | €321 | €325 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Destinations to explore
- New York City Holiday rentals
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- Family-friendly rentals Weston
- Pet-friendly rentals Weston
- Rentals with a fireplace Weston
- Rentals with a patio Weston
- House rentals Weston
- Rentals with a firepit Weston
- Rentals with a washing machine and dryer Weston
- Rentals with outdoor seating Windsor County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Dartmouth College
- West Mountain Ski Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Killington Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Mount Monadnock
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Trout Lake
- Mount Greylock





