
Holiday rentals with outdoor seating in Cavendish
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Cavendish
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Cozy Getaway- Ski, Woodstock, Hanover
Luxurious, well appointed cottage - Beautiful sunrise view located between Woodstock VT and Hanover NH. Inspiring treat for musician’s getaway is a fully restored 1929 Steinway Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer. VERY comfortable queen bed. Romantic getaway in the woods, relax, work in peace, explore the beauty and history of the area. Hiking, biking, fishing, hot air balloon rides and shopping are all close by. Long (90 day) or weekend rental

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

Stunning Okemo Views - 3BD 3BA on 10 Private Acres
Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

Sunset Cabin - your private romantic hideaway
Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; this rustic, pet friendly cabin is a perfect romantic hideaway. Two trout ponds are steps from your door for fishing and swimming. Just minutes from Mt. Ascutney's hiking/biking trails and in the middle of fantastic cycling country. Near local race including the VT100, Vt overland, VT50. Sunset Cabin is a marvelous spot for enjoying fall foliage and exploring VT!

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!

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

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.

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. The room has high ceilings, a full-sized bed, a bathroom/shower, and a kitchenette with coffee maker, electric kettle, microwave, toaster, and compact fridge. A short walk away from restaurants and cafes and a 12-minute drive to Dartmouth College. Please note that there is no kitchen sink or stove.

The Loft at Weathersfield
Close to Okemo, The Loft at Weathersfield, is just 1/2 hour south of Woodstock / Hanover area and 22 minutes from Okemo Mountain. The Loft, is located in a private agricultural setting with easy access to Vermont's best biking, hiking, fly fishing, skiing, and many equine trails. The loft is 900 square feet with a kitchen/dining room, living room, full bath, one bedroom with a queen bed and one twin bed. There is a spacious deck off the kitchen and a car port underneath.

Cozy Little Spot (Self Check-in)
Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Private Ski Cabin On Okemo Mt. With New Hot Tub!
Discover your ultimate Okemo Mountain getaway at our cozy cabin with modern comforts and new hot tub. This charming retreat offers a perfect blend of convenience, comfort, and natural beauty, creating an unforgettable experience. Situated on Okemo Mt., just minutes from the Clock Tower base area, this modern cabin sleeps eight guests comfortably. It features two queen bedrooms and a four-person bunk room.
Popular amenities for outdoor seating rentals in Cavendish
House rentals with outdoor seating

Country Home next to Covered Bridge

The Oaks - secluded rural estate w/ amazing views

2 Doors Down - Modern Farmhouse in Downtown Ludlow

Ski home to Trail Creek!

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

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Newly renovated. Minutes to Slopes & Trails

Cozy Train Depot in Putney Vermont
Apartment rentals with outdoor seating

Private Riverside Studio* Upper Valley*Vermont

Lovely 2 Bedroom Apartment w/deck & pond view

Private Apt. on Farm, Hot Tub with views!

Minimal organic hideaway inspired by nature

Quiet Vermont Farmhouse

Cooper's Place

Mountain View Apartment

Vermont Getaway Apartment
Apartment rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Cozy Studio for 4 - Walk to Mountain w/Balcony

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Winter Dream! The Handle Lodge at Snowtree Condos

Great 2 bedroom condo at Stratton Mountain

Serene Top Floor Condo (resort style amenities)
When is the best time to visit Cavendish?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $400 SGD | $467 SGD | $333 SGD | $293 SGD | $257 SGD | $305 SGD | $305 SGD | $288 SGD | $289 SGD | $300 SGD | $283 SGD | $378 SGD |
| 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 |
Quick stats about holiday rentals with outdoor seating in Cavendish

Total holiday rentals
Explore 50 holiday rentals in Cavendish

Nightly prices starting at
Cavendish holiday rentals start at $141 SGD per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Cavendish holiday rentals include wifi access

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

4.8 Average rating
Cavendish stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a patio Cavendish
- Pet-friendly rentals Cavendish
- Rentals with a fireplace Cavendish
- Rentals with pools Cavendish
- House rentals Cavendish
- Family-friendly rentals Cavendish
- Cottage rentals Cavendish
- Fitness-friendly rentals Cavendish
- Apartment rentals Cavendish
- Rentals with a firepit Cavendish
- Rentals with a washing machine and dryer Cavendish
- Rentals with a hot tub Cavendish
- Rentals with outdoor seating Windsor County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Okemo Mountain Resort
- Stratton Mountain
- Killington Resort
- Monadnock State Park
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Mount Snow Ski Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Dartmouth Skiway
- Bromley Mountain Ski Resort
- Crotched Mountain Ski and Ride
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Montshire Museum of Science
- Mount Sunapee Resort
- Wellington State Park
- The Marina
- Camp Plymouth State Park
- Southern Vermont Arts Center
- Mount Monadnock




