Holiday rentals in Cumberland Head

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Top-rated holiday rentals in Cumberland Head

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Top guest favourite
Loft in Plattsburgh
4.96 out of 5 average rating, 129 reviews

Historic 2BR Loft • Quiet • Work-Ready • Downtown

Downtown Charm: A Unique Airbnb Experience near Amtrak Train Searching for more than just a place to stay? Our 1869 renovated stone/brick loft apartment is the perfect choice. Located in the heart of Downtown Plattsburgh, our space offers more than just a comfortable stay - it's an experience filled with charm and history. We have taken great care to preserve the history of the building, making it a unique and one-of-a-kind space that guests love. Come join us and see what our City has to offer!

Guest favourite
The exterior of a wooden house is displayed, featuring a sloping entrance with a wooden walkway leading to the main entry. Large windows provide views of the lake and surrounding greenery, while colorful flower beds enhance the peaceful setting.
Home in Port Kent
4.93 out of 5 average rating, 347 reviews

18 Lake Stunning View of Champlain in Adirondacks

Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

Guest favourite
An aerial view captures a lush green landscape along the shoreline of Lake Champlain, featuring a blend of trees in fall colors. A spacious property is outlined by a rocky shoreline, with Adirondack chairs arranged on the grass near the water, providing a picturesque outdoor gathering spot.
Guest suite in Grand Isle
4.93 out of 5 average rating, 442 reviews

Private Lakefront Suite - Best Views on The Lake!

Welcome to VT’s most beautiful lakefront property! Relax in one of many Adirondack chairs while enjoying incredible sunsets over Lake Champlain and the ADK Mtns. The 1 BR suite shares no space with the main home and has its own entrance and bathroom. Just imagine having one of VT’s premier lakefront wedding venues all to yourself. Just bring the s’mores to toast at our lakeside fire pit. You certainly will not be disappointed! Please read the full description about the rental prior to booking.

Top guest favourite
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown
4.97 out of 5 average rating, 186 reviews

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Guest favourite
A living area features a soft sectional sofa with a large ottoman in front, complemented by a blue accent chair. A television is positioned on a low cabinet, and a kitchen bar with high seating is visible in the background. Natural light enters through two windows.
Flat in Plattsburgh
4.92 out of 5 average rating, 256 reviews

New, quaint 1 bedroom in downtown Plattsburgh

1 bedroom with 10ft ceilings with lots of natural light. Walking distance to amazing restaurants, craft breweries, walking and biking trails, museums, theater, parks, boating, and skiing. Close to SUNY and CCC campuses and UVM/CVPH hospital. Airport is 5 minutes away. Lake Champlain and boat basin are only a 5 minute walk. Lake Placid, Burlington and Montreal are an hour or less away. Plenty of parking for vehicles and anglers with their boats. Lots of local history to explore.

Guest favourite
An exterior view of a two-story apartment building is presented, featuring a light-colored siding and brick accents. A wide, paved driveway leads to the front entrance, bordered by a landscaped area with green shrubs. Trees provide shade, and the setting appears peaceful.
Flat in Plattsburgh
4.95 out of 5 average rating, 192 reviews

full 2 bedroom apt unit

This spacious two bedroom apartment is centrally located near all major restaurants, shopping and top notch local eateries. Apartment is only one mile to hospital and is in walking distance to Plattsburgh State University. Perfect for Cardinal sports fans and parents as the PSUC Field house is located in the backyard. Large driveway can accommodate boats for fishing tournament guests. Unit is located upstairs with short, wide staircase. Unit is very clean and in safe neighborhood!

Top guest favourite
A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford
5 out of 5 average rating, 265 reviews

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!

Top guest favourite
A spacious living area is presented with natural light streaming in through large windows adorned with wooden blinds. A neutral area rug lies on the dark wooden floor, complementing the cozy seating arrangement, which includes a light-colored sofa and a coffee table.
Flat in Plattsburgh
4.93 out of 5 average rating, 105 reviews

Curated Comfort

This property offers you a comfortable, secure, and attractive environment. It provides close proximity to all of your essential requirements You can enjoy a secure and quiet neighborhood, where one can adventure out on a short walk or extended bicycle ride to surrounding areas. Downtown Plattsburgh includes, a health food coop, vintage stores, a river walk,used bookstore, library and of course the local pubs. Additional options available for dual occupancy.

Top guest favourite
A comfortable living area features a beige sofa and armchair, complemented by a decorative coffee table. A large window with light drapes allows natural light to fill the space. A ceiling fan and decorative plant enhance the inviting ambiance of the room.
Flat in Plattsburgh
5 out of 5 average rating, 232 reviews

Peaceful 2-bedroom apartment with free parking

Relax alone or with your family and friends at this peaceful place to stay. Walking distance to downtown restaurants, marina, and to the walking trail by the lake - and 1 hour from Burlington, Montreal, and Lake Placid. Apartment is attached to our house, so we can assist you in any way. Handicap accessible with a no-step shower/no steps to enter house. House is on a quiet street- and bedrooms have room darkening curtains which means a great night’s rest!

Top guest favourite
A spacious lakefront property is surrounded by green lawns and mature trees, with unobstructed views of the water and distant mountains. The light-colored house features a large front porch, complemented by a gravel driveway leading up to it. The serene outdoor space invites relaxation.
Flat in Grand Isle
5 out of 5 average rating, 122 reviews

Four Pines on Lake Champlain

Our picturesque lakefront carriage house apartment offers spectacular mountain & lake views with stunning sunsets. Our high-speed internet and proximity to ski resorts make it an ideal place to telecommute, with the additional bonus of a 40% discount for a 12 week stay during January – March, 2026. In the warmer months, we offer a private beach for swimming, a patio for lounging, and a fire pit for unwinding which make for an ideal place to relax & recharge.

Top guest favourite
A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.
Guest house in Highgate
4.97 out of 5 average rating, 695 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Guest favourite
A charming cabin is set within a wooded landscape, surrounded by lush greenery. The dark exterior is complemented by green shutters and a small garden in front. A second structure is visible behind the cabin, with a porch that offers a casual outdoor space.
Cabin in Schuyler Falls
4.89 out of 5 average rating, 436 reviews

Cozy Cabin

Cabin located across from Macomb State Park providing access to cross country skiing. 30 minute drive to Whiteface Mt. Ski Area. Sleeps 4 with 2 twins and a double in upstairs loft. Fully furnished kitchen, bath with shower. Quiet space. No smoking indoors. No cats. Dogs allowed but must be well behaved and stay off of the furniture and bedding. Check-in @ 3 PM and beyond. Checkout at 11 AM.

Popular amenities for Cumberland Head holiday rentals