Cottage holiday rentals in Essex

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Top-rated cottage rentals in Essex

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene outdoor space features a patio table surrounded by chairs, set against the calm waters of Metcalf Pond. A large umbrella provides shade, while an American flag gently flutters nearby. The backdrop includes rolling hills adorned with autumn colors.
Cottage in Fletcher
4.99 out of 5 average rating, 189 reviews

Metcalf Pond Camp Convenient to Smugglers Notch

Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Top Guest favourite
A private cabin is nestled among towering trees, surrounded by vibrant autumn foliage. The cabin features a dark roof and a spacious porch that extends around the front. A natural dirt path leads to the structure, enhancing the serene outdoor setting.
Cottage in Elizabethtown
4.97 out of 5 average rating, 134 reviews

Owl's Head Cabin · ADK High Peaks Trails & Brook

SUMMER SATURDAY-SATURDAY 7 NIGHT STAY REQUIRED - Private 40-acre retreat directly surrounded by the 23,100-acre Giant Mountain Wilderness Preserve. A babbling brook runs behind the cabin; the Owl's Head Lookout trailhead is steps from the driveway, with the High Peaks further down the path. Gather at the fire pit each night, wake to the sound of a mountain stream. Fully stocked: wood stove, screened porch, firewood, games, library, full kitchen. Guests call it "food for the soul." Four seasons.

Guest favourite
A warm living area features rustic wooden walls and a beamed ceiling. Two upholstered chairs with intricate patterns are positioned around a wooden coffee table. Art pieces are displayed on the walls, and light fixtures provide soft illumination. A kitchen area is seen in the background.
Cottage in Malletts Bay
4.82 out of 5 average rating, 119 reviews

Albert's "Baxter's HideAway" a Unique Treasure.

Walk Softly, There’s a Dream Here! Seasonal rental, no heat. Review from Bob: "Albert’s place was so lovingly put together. Creative, like living in a museum." "Impressionism" enjoy my choice of artist paintings throughout the cottage. Nestled in the private Mills Point Peninsula is Baxter’s Hide-Away cottage waiting for you and your companion. Perfectly situated steps to The World Famous Colchester Causeway Bike path and Lake access. Not a good neighborhood for singles coming to party.

Top Guest favourite
A spacious deck extends from the cottage, furnished with seating and a dining table. Colorful planters and artwork decorate the area. Large windows reflect the surrounding trees, while a yellow and blue umbrella offers shade. Relaxing lounge chairs are positioned on the lawn, inviting guests to unwind.
Cottage in Panton
4.97 out of 5 average rating, 262 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 favourite
A newly constructed cottage sits in a private field, surrounded by tall green trees. The structure features a charming porch and a small adjacent gazebo. A pathway leads through the lush grass, inviting exploration of the serene landscape.
Cottage in Wilmington
5 out of 5 average rating, 121 reviews

ADK Cozy Mtn Cottage in Private Field-Dog Friendly

Newly constructed two-bedroom charming cottage in your own private field. Dog-friendly and a great place for the kids to play! Screened-in porch with ceiling fan for a peaceful nap, fire pit for some night-time stories under a wide-open night sky. Two TVs, wireless internet for a rainy day. Strawberry and blueberry beds right outside your front door! Cabin sleeps 4-Queen bed lower level - two twins in loft. With special arrangements a larger party could be accommodated in spacious field.

Top Guest favourite
Cottage in Jericho
5 out of 5 average rating, 173 reviews

Selkie’s Shed

This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

Top Guest favourite
A cottage with a wooden exterior is nestled among greenery. A spacious deck with a railing extends from the front, featuring stairs leading down to a natural landscape. Trees surround the property, providing a sense of privacy and tranquility.
Cottage in Hinesburg
4.96 out of 5 average rating, 274 reviews

Bright cottage in exquisite Vermont setting

Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

Top Guest favourite
A charming cottage is nestled among lush greenery along the riverbank. The structure features a sloped roof and a deck with seating, overlooking the tranquil waters. Smooth stones create a natural shoreline, while trees provide a serene backdrop.
Cottage in Warren
4.99 out of 5 average rating, 108 reviews

Cozy Cottage on the Clay Brook

Relax at this cozy, well-appointed cottage on the Clay Brook, where you can enjoy the sound of the river amidst a peaceful, wooded setting. Although it feels remote, we are conveniently located at Sugarbush Access Rd and Rte 100, making us easy to find! With all of Mad River Valley attractions nearby, the cottage is perfect for year-round enjoyment, whether you wish to cool off in the brook, roast marshmallows at the fire pit after hiking, admire the fall foliage, or unwind after skiing!

Top Guest favourite
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, 195 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 favourite
A lakeside home is nestled among lush trees on the shore of Lake Iroquois. The structure features a sloped roof and large windows, providing serene views of the water. A small dock is visible, along with kayaks positioned nearby under the green foliage.
Cottage in Hinesburg
4.98 out of 5 average rating, 202 reviews

Gorgeous lakefront home close to Burlington!

Lovely lakeside home w/expansive views of Lake Iroquois! Beautifully furnished 2 bedroom, 1.5 bath home with high-end finishes, hardwood, and slate floors. Relaxing great room, full kitchen, dining room, one-bedroom, and 1/2 bath on the first level. The entire upper level is devoted to a bedroom suite and features its own balcony, an oversized bathroom with a tiled shower, and a soaking tub. 2 kayaks and a canoe are available to explore the lake! 20 min. to Burlington.

Top Guest favourite
A charming guest house is nestled among trees, featuring a wooden exterior with a steeply pitched roof. A small deck extends out front, furnished with two chairs and a table. The entrance is highlighted by a black door and welcoming details, surrounded by natural landscaping.
Cottage in Waitsfield
4.97 out of 5 average rating, 173 reviews

von Trapp Farmstead Little House

Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!

Top Guest favourite
A panoramic view of rolling hills and vibrant foliage under a clear blue sky showcases the natural beauty of the Champlain Valley. Dense trees in various shades of green, yellow, and orange frame the landscape, with distant mountains visible in the background.
Cottage in Hinesburg
4.98 out of 5 average rating, 162 reviews

Green Mountain Carriage House with Beautiful Views

Unwind in this beautifully appointed carriage house on our horse farm high above the Champlain Valley. Centrally located to a dozen ski areas, New England's best biking & hiking and only minutes from spectacular Lake Champlain. After enjoying the area's activities, come home and relax by the fire, soak in the jacuzzi tub or have a glass of wine on the terrace. 20 min. from Burlington's great restaurants on Church Street and the Waterfront boardwalk.

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