
Holiday rentals with outdoor seating in Essex
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Essex
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

The Carriage Barn in Historical Williston Village
Welcome to the Carriage Barn. Keep it simple at this peaceful and centrally located loft barn apartment. Relax in a quintessential Vermont location close to hiking, skiing, biking, Burlington & all things Vermont has to offer every season. The loft apartment can sleep up to 4 & is an open, two-story concept with full bath/shower & walk in closet. Parking & close to markets, shopping, restaurants, bike path, playground. Take a shower in our outdoor cedar shower or relax in our shared yard space

Cottontail Cottage - Snowshoes, Fireplace & Sauna
Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

Modern, hilltop, lakeside retreat!
Escape to a modern winter retreat nestled among towering trees with stunning views of Mallets Bay. This cozy, luxurious haven, built in 2021, is perfect for gathering with loved ones or a peaceful getaway. Just 15 minutes from Burlington and Winooski, enjoy nearby dining, unique shops & winter adventures. End your day around the Solo Stove for a cozy fire, sharing stories and laughter under the stars. Start each morning with lake views & local coffee—our serene space is the ideal winter escape!

Selkie’s Shed
This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

Suite Escape - Quiet retreat, close to everything!
Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all Colleges, UVM Med Ctr, Down Town Burlington, Lake Champlain and Golf Courses. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

Bright new cottage in exquisite Vermont setting
Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

Enjoy our spacious home with a sunroom and patio.
Welcome to Chez Loubier! A Home Away from Home. Spacious, Comfortable and Exceptionally Clean. Private Apartment/Suite (1400sqft), 2 Bedroom(1 King, 1 Queen) w/Well Equipped Kitchen. Centrally Located to UVM, St Mikes and Champlain College (15min) Shelburne(20min) Stowe(30min) Includes; Private Entrance, WiFi, AC, Living Room (Full Futon), Tiled Sunroom (Guests Favorite) w/Queen Futon and Ceiling Fan, Den(Sleeper Sofa) Picturesque Back Patio(Grill)and Free Parking on a quiet cul-de-sac.

Guest Suite w/hot tub & fireplace
Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes. Follow the journey on IG at @VTstays!

Modern Rustic Backyard Cottage
This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

Cozy Country 1825 Farmhouse
Serene farmhouse with 14 acres of nature with pond view from your room. Super comfortable tempurpedic queen bed. First floor suite off main house with private entrance and deck with seating. Private attached his and hers bathroom. In room basic kitchenette (mini frig, microwave, keurig). Ideal for those seeking comfort, safety & nature, but 9 miles to Burlington and 5 mins to shops & restaurants. We are in a part of Essex that is rural (the village, Essex Junction is more of a city.)

The Book Barn: Newly Renovated Guesthouse
Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Downtown Burlington, Renovated, 1 bedroom+
Downtown Burlington! Completely renovated 1 bedroom apartment in historical 1845 house. New kitchen. open floor plan, super comfy futon if you need an extra bed. Bathroom with modern feel juxtaposed with a classic claw foot tub. Brand new amenities with a touch of historical flair: high speed wifi, 65" tv, hardwood floors through out, AC and heating controls. 7 minute walk to Church St. Close to UVM and Champlain College. 1 off street parking spot.
Popular amenities for Essex outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Stunning Pleasant Valley Home

Entire House. 2+ bed, 2 bath near Lake & bikeway

Craftsman ranch in Richmond, VT

1797 Vt Farm House See the Stars!

Forest Hideaway

Lake Champlain Colonial

Home away from Home

Cozy "Urban" Cottage
Apartment rentals with outdoor seating

Slopeside Bolton Valley Studio

Green Mountain Forest Retreat

Overlook at the Office

Purple Door Annex

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

The Chickadee Roost

Cozy South End Apartment–Walk to Breweries & Lake!

Private Getaway on Lake Lamoille
Condo rentals with outdoor seating

One level condo in the heart of Stowe Village!

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

Renovated 4-bedroom House: Hot Tub & Outdoor Space

Newly Renovated 2 Bedroom Condo centrally located

Northeast Kingdom Little Piece of Heaven

The Hygge House - Downtown Stowe

In Smuggs 5* 6 Daycations daily inc. Mtn. View!

Smugglers' Notch Relaxing Mountainside Retreat
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 NZD | $263 NZD | $305 NZD | $306 NZD | $289 NZD | $305 NZD | $353 NZD | $305 NZD | $376 NZD | $294 NZD | $261 NZD | $301 NZD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about holiday rentals with outdoor seating in Essex

Total holiday rentals
Explore 30 holiday rentals in Essex

Nightly prices starting at
Essex holiday rentals start at $104 NZD per night before taxes and fees

Verified guest reviews
Over 2,970 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Essex holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Essex rentals

4.9 Average rating
Essex stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Apartment rentals Essex
- Family-friendly rentals Essex
- House rentals Essex
- Rentals with a fireplace Essex
- Rentals with a patio Essex
- Pet-friendly rentals Essex
- Rentals with a fire pit Essex
- Rentals with a washing machine and dryer Essex
- Rentals with outdoor seating Chittenden County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Jay Peak Resort
- Sugarbush Resort
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- University of Vermont
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- Middlebury College
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- Adirondak Loj
- Shelburne Museum
- Cold Hollow Cider Mill
- Elmore State Park
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Lake Champlain Chocolates
- Waterfront Park
- Warren Falls




