Holiday houses in Westport

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Top-rated holiday rentals in Westport

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Top Guest favourite
A single-story house is framed by lush greenery and a serene pond. The structure features a large porch that extends along the front, with a chimney visible on the roof. The soft hues of sunset provide a warm ambiance to the setting.
Home in Westport
4.99 out of 5 average rating, 109 reviews

Aunt Shy's Hide-Away

Aunt Shy's hide-away is nestled on a dead end road in the Spruce Mill Brook Valley bounded by Saddle Hill and Hood Mountain (both on the 250-acre property). Situated in the Adirondack Park midway between the High Peaks and Lake Champlain (Exit 32 on I-87), this property is in an ideal base for enjoying the Adirondack Mountains and Lake Champlain Valley. Looking to get away from the daily grind, hike, bike, fish, ski, or just relax by the fire. Five minutes to the Meadowmount School of Music.

Top Guest favourite
A ground-level exterior of a blue wooden building shows a sloped roof with dormer windows. A welcoming front door is flanked by two seating chairs on a stone pathway, surrounded by lush green grass and flower beds.
Apartment in New Haven
4.99 out of 5 average rating, 173 reviews

Charming one bedroom just minutes to Middlebury!

Just minutes away from Middlebury College, this well designed 1 bedroom is the perfect place for a stress-free getaway! Great location for parents to stay when visiting their Midd kids. The renovated apartment is well appointed with central heating/AC, super fast WiFi, laundry machines, full kitchen, full en suite bathroom with bath and shower, brand new queen bed and mattress, a great room with dining, cozy seating, and a 65" smart TV. This clean and tidy unit is the definition of easy living.

Top Guest favourite
A cozy living space features two striped armchairs and a woven coffee table adorned with a vase of sunflowers. A well-equipped kitchen, visible in the background, includes wood cabinetry and modern appliances. Natural light fills the room, enhancing the inviting atmosphere.
Cottage in Panton
4.97 out of 5 average rating, 257 reviews

Panton / Near Vergennes , Middlebury Private Home

Begin your Vermont experience at our serenely secluded, wooded hide–a-way. This inviting private home features all the best amenities including luxury linens, fully equipped kitchen, bath with custom over sized shower, a beautiful deck with gas grill, teak and glass dining table, and lounge seating for 4. It is the perfect space for 2 adults and children, or up to 4 adults, providing easy access to the best Vermont has to offer from Lake Champlain, Vergennes, Middlebury, and all points beyond.

Guest favourite
A rustic cob house is nestled among lush greenery, highlighting natural elements in its design. Outdoor seating is provided by wooden chairs placed around a small fire pit. A nearby cook shelter features a screened-in area, set within a peaceful woodland setting.
Earthen home in Essex
4.93 out of 5 average rating, 115 reviews

The Cob House: private & unique Adirondack cottage

Handmade cob house lovingly created by us from sand, straw, clay & other found objects. Perfectly unique "glamping" getaway nestled on the edge of the woods & a quiet stream. Close to many Champlain Valley attractions in Essex, NY in Adirondack Park (10 min. from VT ferry, 30 min. from High Peaks). Rustic, private retreat complete with outhouse, cook shelter, wood stove, fire pit, and on outdoor heated shower. Unplug & enjoy! (no Wifi, limited cell service).Cozy launching point for adventure!

Top Guest favourite
A private balcony is presented with a small round table and two white ornate chairs. A vase of colorful flowers adds a touch of nature, while a cup is placed beside it. The view beyond showcases the sparkling waters of Lake Champlain surrounded by trees.
Apartment in Vergennes
4.99 out of 5 average rating, 307 reviews

Lake Champlain charming apartment amazing views

Charming, bright apartment attached to a 2007 custom Vermont country french home located on the shores of Lake Champlain. Breath taking westerly Adirondack views offer dramatic sunsets and lake views of Button Bay. The property consists of 12 acres of fields, woods, stone walls and gardens with the home situated privately looking over the lake shore. The apartment has a private entrance. We are 12 minutes to Vergennes restaurants and shops, 25 minutes to Middlebury and 45 minutes to Burlington

Guest favourite
A charming wooden cabin is set amidst lush greenery, featuring a triangular roof and large front porch. Surrounding grassy areas are dotted with trees, providing a natural backdrop. The pathway leading to the entrance is bordered by low shrubs and plants.
Cabin in Elizabethtown
4.84 out of 5 average rating, 258 reviews

Secluded ADK cabin | family fun & winter adventure

Relax with the whole family or a group of like-minded friends at this peaceful and ultra secluded wooden cabin. On the property, you can use fire pit, play ping pong, and enjoy in any way you prefer. The house is adjacent to former cross-county skiing trails that are used as hiking trails. You can easily make a short drive to Lake Placid & Whiteface for skiing. Keene with many hiking trails is 20 minutes away; many hiking trails are within 3-5 minutes drive (Rocky Peak, Hurricane, Baxter).

Top Guest favourite
Two red Adirondack chairs are positioned on a wooden terrace, overlooking a vast landscape of green trees and rolling mountains in the distance. A rustic wood table stands between the chairs, providing a natural focal point amidst the serene outdoor setting.
Guest suite in Elizabethtown
4.96 out of 5 average rating, 372 reviews

Adirondack Mountain View Retreat

30 minutes from Lake Placid, this unique mountain-view space features a comfortable, secluded 3-room guest suite opening out to a private covered terrace showcasing unmatched views of the Adirondack Peaks. A pet-friendly space ideal for outdoor enthusiasts, a couple's getaway, those working from home, or those just looking to have a peaceful retreat in the countryside - come enjoy our 25 acres of fields, forests, ponds and private riverbank. Also available: airbnb.com/h/adkretreat

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, 518 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 corner features a wooden chair and a blue desk illuminated by a desk lamp. A tall bookshelf filled with books stands next to a large vintage-style poster. A colorful sofa with a patterned fabric and a green accent pillow enhances the inviting space.
Apartment in Vergennes
4.97 out of 5 average rating, 379 reviews

Downtown Vergennes Art House/Glass Studio

Located right in downtown Vergennes, this home of a local kilnforming glass artist houses her collection of artwork--her own, work of friends and favorite artists, and also her own glass studio. It is steps away from fantastic local eateries, a brew pub and cidery, the beauty and power of the Otter Creek River and Falls, the Vergennes Opera House. Middlebury is a 20 minute drive, Burlington, 40. Straight shots on Route 7. About the same on beautiful back roads.

Top Guest favourite
The exterior of the hand-crafted log cabin is showcased, highlighting the rustic wooden structure with a metal roof. A porch extends from the front, accompanied by outdoor seating and a cooler. Lush grass surrounds the cabin, bordered by trees, enhancing the serene setting.
Cabin in Jay
4.96 out of 5 average rating, 410 reviews

Adirondack Cozy Log Cabin

We are a pet friendly cozy cabin set in the Jay Range. This hand-crafted log cabin was built from the trees right on the property. Featuring authentic rustic charm along with all the modern conveniences, a new cook’s kitchen, dishwasher, gas range and a wood burning stove. Relax in the deep soaking tub, perfect for after a long hike in the high peaks district. If privacy, comfort and tranquility are what you are after, the Cabin is the right place for you.

Top Guest favourite
Home in Westport
4.92 out of 5 average rating, 106 reviews

Lakefront w/ dock and sauna in the Adirondacks

Spread out in our rustic but cozy 4 bedroom home! The entire house will be yours to enjoy, along with a dock, sauna, 2 kayaks, 2 SUPs and a canoe. AC and heaters make this a year round retreat. New STARLINK provides fast wifi. The quiet dirt road that leads to the house is perfect for evening strolls, bird watching and kid exploration (bring your bikes!). Local eateries and breweries will keep you fueled for your fun, or just relax on the screened in porch

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
4.94 out of 5 average rating, 119 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.

Popular amenities for Westport holiday rentals

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