Vacation rentals in Cumberland Head

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Top-rated vacation rentals in Cumberland Head

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Top guest favorite
A serene lakeside view features an American flag gently waving in the foreground. Two rustic chairs face the water, where the sun sets, casting warm hues across the sky. Silhouetted trees frame the scene, enhancing the peaceful ambiance.
Cottage in Chazy
4.87 out of 5 average rating, 193 reviews

Chazy on the Lake

Beautiful home on a private road with A/C and strong WIFI so you can work from home. Quiet place where you can relax and watch this million dollar view all day. Chazy Boat ramp is 500 feet from the house so do not hesitate to bring your boat. You can enjoy the beautiful sunset outside or from the veranda or decide to stay cozy by the fireplace inside. Firewood is provided at the location, but you have to bring your own fire starter (NO liquid). NO DOCK! * Occupancy tax certificate 2025-0017 *

Top guest favorite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg
4.99 out of 5 average rating, 194 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Top guest favorite
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, 470 reviews

Incredible Lakefront Sunsets @ VT’s #1 Property.

Welcome to one of VT’s most beautiful lakefront property and wedding venue located in the Champlain Islands! Relax in one of many ADK 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. We do have a very strict NO PET policy. The islands are accessible by road from the VT side and either bridge or ferry from NY. Please read the full description about the rental prior to booking.

Top guest favorite
A queen-sized bed is positioned against a wooden wall with slanted ceilings. Large triangular windows provide views of the surrounding forest and mountains, allowing natural light to fill the space.
Home in Keene
4.97 out of 5 average rating, 222 reviews

Ascent House | Keene

A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

Top guest favorite
A modern cottage with a red exterior features a covered porch and a welcoming entryway. Two red chairs are placed on the porch, complemented by planters with colorful flowers. A well-maintained lawn leads to scenic views, with distant mountains and fields visible.
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.

Guest favorite
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.
Apartment in Plattsburgh
4.92 out of 5 average rating, 273 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.

Top guest favorite
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.
Apartment in Grand Isle
5 out of 5 average rating, 128 reviews

Four Pines on Lake Champlain

Our picturesque lakefront carriage house apartment offers spectacular mountain and lake views with stunning sunsets. A private beach for swimming and lounging, a patio, and a fire pit for unwinding and stargazing make for an ideal place to relax and recharge. Our high-speed internet is ideal for telecommuting and our location offers easy access to numerous outdoor activities - hiking, cycling, and skiing - with proximity to Burlington, VT, rated one of America’s Best Small Cities.

Top guest favorite
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, 289 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!

Guest favorite
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.
Apartment in Plattsburgh
4.88 out of 5 average rating, 126 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 favorite
A landscaped pathway with natural stone steps leads to a rustic log cabin, framed by lush greenery. The cabin features a warm wooden exterior, complemented by a surrounding garden with various plants. A decorative bell is positioned near the pathway.
Cabin in South Hero
4.98 out of 5 average rating, 102 reviews

The Cabin @ The Birches

Nestled on the serene shores of Lake Champlain, this rustic log cabin offers the perfect escape from city life. Located at 41 Kibbe Farm Rd. in South Hero, VT, this idyllic retreat promises tranquility and natural beauty in abundance. Whether you seek a peaceful retreat or an adventure-filled getaway, this lakeside log cabin provides the perfect setting. Book your stay today and experience the beauty of Vermont from the comfort of your own cabin on Lake Champlain.

Guest favorite
Tiny home in Warren
4.99 out of 5 average rating, 303 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favorite
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.
Apartment in Plattsburgh
5 out of 5 average rating, 239 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!

Popular amenities for Cumberland Head vacation rentals