Holiday rentals in Essex

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Essex

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A cottage is seen perched on a grassy bank, overlooking a river. Tall trees frame the scene, providing a natural backdrop. The water's surface reflects the surroundings, while a hint of light is visible from the cottage window, suggesting warmth inside.
Home in Willsboro
4.97 out of 5 average rating, 116 reviews

"Beau Overlook" Enjoy 2 states from 1 great spot!

Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of water tumbling over river rocks below. This home is situated 2 miles north of the Lake Champlain ~ Boquet River Delta. The beautiful LAKE scene at the sandbar of the delta must be seen to be appreciated. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics cannot be beat!

Top guest favourite
Guest suite in Charlotte
4.99 out of 5 average rating, 150 reviews

Green Mountain View Private Suite

This one-bedroom private suite offers the full Vermont experience on 12 scenic acres with sweeping Green Mountain views. Enjoy bonfires under the stars, sunrise coffee, and easy access to Shelburne (5 min), Burlington (20 min), Stowe Sugarbush & Bolton Valley Ski Areas (40-60min). Cross-country ski or snowshoe right on the property, and explore nearby hiking, biking, breweries, vineyards & historical sites. Nearby Farm-to-Table restaurants are terrific. High-speed internet and smart TV.

Top guest favourite
A scenic view of rolling hills and mountains is captured at sunset, with soft hues of orange and pink in the sky. In the foreground, sheep graze peacefully on vibrant green grass, framed by a rustic structure and a hint of electrified fence.
Tiny home in Jay
4.94 out of 5 average rating, 521 reviews

The Shepherd's Crook at Blue Pepper Farm

Tucked in the woods on our working sheep farm, our off-grid tiny house is the perfect escape and stepping stone into the Adirondack mountains for hiking, skiing, and snowshoeing. Enjoy the coziness of the Crook between forays into our north country wilderness! What you will find: adventure, peace, quiet, woodstove, candles, down blanket, fire pit, privacy, composting outhouse, firewood for sale. **Please note there is NO electricity and NO running water. Akin to glamping!

Top guest favourite
A cozy bedroom is depicted featuring a spacious bed with a dark blue blanket. Light-colored wooden walls add a rustic charm, complemented by framed artwork. A bedside table showcases a turquoise lamp, while a mirror reflects the inviting ambiance of the room.
Cottage in Charlotte
4.94 out of 5 average rating, 279 reviews

The Greenbush Barn

Escape to the sanctuary of the countryside yet only steps from a local café. This one-bedroom guest house in a beautifully converted barn sits on six acres with views of fields, forest, and the Adirondacks. Enjoy trails for biking, hiking, and skiing right outside, Lake Champlain just 5 minutes away, plus access to gardens, orchards, and an apothecary garden. Ideal for biohackers, wellness seekers, and anyone craving a restorative homestead stay.

Top guest favourite
An open floor plan kitchen and dining area is presented, featuring a large wooden dining table surrounded by several chairs with soft textures. The kitchen is equipped with modern appliances and a spacious countertop. Natural light floods the area through large windows, accentuating the warm wood floors.
Home in Charlotte
4.96 out of 5 average rating, 100 reviews

Gorgeous Renovated Barn 20 minutes from Burlington

Historic renovated barn 20 minutes from Burlington, next to best cycling routes of Vermont, lake Champlain, beaches, hiking trails, orchards, wineries and farm to table restaurants. 30 to 60 minutes from Bolton (30min), Sugarbush (50min) and Stowe (60min). Ideal for a family of 4 or 5, or two couples. A 5 minute walk from a country store and deli and a 5 minute drive from the Essex, New York ferry. Beautiful indoor and outdoor fireplace.

Guest favourite
A welcoming bedroom features a decorative wrought iron canopy bed with warm orange bedding. Soft lighting from two lamps creates a cozy atmosphere, while wooden walls and a tiled floor add rustic charm. A wicker basket is placed at the foot of the bed, enhancing the room’s functionality.
Guest suite in Elizabethtown
4.93 out of 5 average rating, 122 reviews

The Trailhead

Our guest suite is located on our small horse farm in the foothills of the Adirondacks. The space has a cozy rustic charm, and has everything you’ll need for a quiet mountain getaway in any season. We are located right at the entrance of the Blueberry Hill Trails, a 1000-acre trail system designed for hiking, snowshoeing, skiing, mountain biking, and horseback riding. Head out the door and you're right on the trails.

Guest favourite
The Tiny Home is nestled among snow-covered trees, featuring a warm wooden exterior and a sloped roof. Soft lighting emanates from multiple windows, illuminating a welcoming entryway with a red door. Steps lead up to the porch, inviting guests inside.
Tiny home in Shelburne
4.9 out of 5 average rating, 408 reviews

Cozy Tiny House Minutes to Downtown Shelburne

220 sq. foot charming Tiny Home under tall pines with a covered porch. Great space for solo travelers and couples that like to be cozy! The rustic interior has a full kitchen, copper shower, and compost toilet. The loft bedroom is serene with 5 windows and blackout curtains (in case you want to sleep in!). Just 12 minutes to Burlington. 4 minutes to downtown Shelburne and Shelburne Museum.

Superhost
A well-equipped kitchen is paired with a cozy living area, featuring a pink armchair and potted plants. Warm wooden floors are complemented by decorative rugs. Natural light filters through multiple windows, illuminating the space. A combination of modern appliances and rustic decor contributes to a relaxed atmosphere.
Flat in Winooski
4.91 out of 5 average rating, 430 reviews

Deluxe Cute Apt - 1 Min Walk Dining + Shops

Welcome to The Traveling Bohemian! Experience the best of Winooski with our prime location that is just a one minute walk from the bustling Winooski Circle, offering an abundance of dining, shopping, entertainment and coffee options. Winooski is a must-visit destination with Burlington just a short drive away. Visit our website to rent one of our electric bikes during your stay!

Top guest favourite
A rustic barn features a combination of wood siding and a dark metal roof, set against a clear blue sky. The structure includes multiple windows and a peaked section at the top. A porch with chairs is visible in the foreground, surrounded by well-maintained grass.
Loft in Hinesburg
4.97 out of 5 average rating, 1,350 reviews

Boston Magazine Pick! Barn Loft

*** Chosen by Boston Magazine as one of five New England barns to rent! *** Our beautiful barn loft in Hinesburg is close to Burlington, the Green Mountains and Lake Champlain. It features a new kitchen, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.

Top guest favourite
The charming exterior of the carriage barn is displayed, featuring yellow siding and a prominent wooden door. Lush greenery and colorful flowers border the entrance, adding a vibrant touch. A clear blue sky serves as the backdrop, enhancing the peaceful country setting.
Guest house in Shelburne
4.98 out of 5 average rating, 167 reviews

The 1865 Carriage Barn - Cozy w/Fireplace & Sauna

Welcome to The 1865 Carriage Barn, a historic and cozy farmhouse retreat on 6 peaceful acres next to the Shelburne Pond Nature Reserve. Enjoy vaulted ceilings, exposed beams, a gas fireplace, full kitchen, and a private porch with hill views. Relax in the outdoor sauna (by reservation) after a day of skiing, hiking, or exploring Burlington—just 15 minutes away.

Superhost
A peaceful outdoor area features a fire pit surrounded by several red Adirondack chairs. A view of the lake extends in the background, with the calm water reflecting the cloudy sky. A stone wall and grassy area frame the setting.
Cottage in Essex
4.79 out of 5 average rating, 174 reviews

A Cozy spot on the Lake

Its a small one bedroom with a dorm fridge, air conditioning, private entrance, covered porch, a grill with propane provided, a bathroom plus small shower space, a tv with couch. Its small but cozy and between my family homes right on the lake with a small beach (when the water level is low enough).

Top guest favourite
A charming exterior of a white house is shown, featuring a wooden deck with a lattice design. A large tree provides shade nearby, while the surrounding area is marked by lush greenery and a gravel pathway leading towards the home.
Flat in Au Sable Forks
4.98 out of 5 average rating, 116 reviews

Pigeon Hill cozy studio

Cozy studio apartment situated overlooking the Ausable River, within walking distance of downtown Au Sable Forks, and a short drive to hiking, biking, fly fishing and everything the Adirondacks has to offer. Recently we renovated the deck area and installed a new queen sized bed upstairs.

Popular amenities for Essex holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Essex County
  5. Essex