Vacation rentals in Westport

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Top-rated vacation rentals in Westport

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Top guest favorite
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, 113 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 favorite
The exterior of a modern house is framed by vibrant autumn foliage, showcasing a blend of orange, yellow, and red leaves. A paved driveway leads to the entrance, accented by stone landscaping and a small garden. Large windows reflect the surrounding nature.
Apartment in Lake Placid
4.99 out of 5 average rating, 205 reviews

VanHoevenberg Ridge upper level apartment.

Magnificent mountain views in the midst of the High Peaks Region and 42.7 acre zoning, six miles from Lake Placid Village's traffic and bustle; this upper level suite features queen master bedroom plus second bedroom with double bed, and Jack and Jill bath, fully equipped kitchen, cathedral dining and living rooms. Relax and enjoy mountain sunsets from hot tub on deck. All-wheel drive needed to manage 1,000-foot paved private drive in winter. North Elba Short Term Rental Permit # STR-200360

Top guest favorite
An outdoor seating area is visible, featuring two white Adirondack chairs positioned beside a fire pit. Stones surround the flames, which are softly glowing. A gravel path leads to a rustic barn with an orange door, surrounded by trees and outdoor string lights.
Barn in Monkton
4.99 out of 5 average rating, 559 reviews

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Cozy barn, gas fireplace, fast WiFI in a peaceful wooded forest. Whether sipping coffee by the fire, spinning vinyl records or stargazing by the fire pit(wood provided), this is your space to disconnect or work remotely in comfort. Explore on-site hiking trails, snowshoe and spot wildlife. A short drive from breweries, restaurants, scenic hikes & towns. A perfect mix of seclusion & convenience, 35 mins to Burlington. Perfect for couples/solo travelers/anyone looking for a private nature escape.

Top guest favorite
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, 259 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.

Top guest favorite
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, 309 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

Top guest favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 169 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Guest favorite
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
4.85 out of 5 average rating, 273 reviews

Secluded ADK cabin | family fun & hiking 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 favorite
An aerial view captures the cozy chalet nestled among lush green trees, with distant mountain peaks visible in the background. The cabin is surrounded by a spacious outdoor area, showcasing a wrap-around deck that invites relaxation.
Cabin in Jay
4.96 out of 5 average rating, 259 reviews

Adirondack Timberwolf Cabin

Cozy Mountain Chalet in Jay, NY on beautiful Glen Road. Only .7 miles to the Jay Covered Bridge, 3 miles to the Jay Mountain summit trail head, 7 miles to Whiteface Mountain, and 16 miles to Lake Placid. Keene and Keene Valley trail heads are only minutes away. The cabin has 3 acres of wooded property with a front driveway as well as a back access drivweway which is nice to walk. There is Satellite TV and wifi. There is good cell coverage. World Class Fishing, Ausable Rivers are close

Top guest favorite
Cottage in New Haven
4.99 out of 5 average rating, 193 reviews

Hilltop Cottage With a View

Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

Top guest favorite
Home in Westport
4.92 out of 5 average rating, 111 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

Top guest favorite
The exterior of the guesthouse is shown, featuring a white wooden facade with multiple windows. A prominent cupola tops the structure, reflecting sunlight under a clear blue sky. Lush green trees and shrubs surround the building, enhancing the serene ambiance of the area.
Guesthouse in Vergennes
4.98 out of 5 average rating, 132 reviews

Private Guesthouse in the heart of Vergennes

Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.

Guest favorite
A vibrant sunset displays streaks of pink and purple across the sky, above a tranquil body of water. Silhouettes of distant mountains are visible, enhancing the panoramic view of the landscape.
Cottage in Moriah
4.98 out of 5 average rating, 182 reviews

Pearl of the Mountain

The Beebe Farm was started in 1921 by Fred and Pearl Beebe. There are now four generations of Beebe's who have farmed this land. Over time these spectacular views have been created by hard work and devotion to agriculture. We offer this rental for you to relax and enjoy the breathtaking panorama of Lake Champlain, the Green Mountains of Vermont, and the eastern slopes of the Adirondacks. Many activities and attractions can be found close by!

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