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Cottage holiday rentals in Derby

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Top-rated cottage rentals in Derby

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

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Guest favourite
A spacious outdoor seating area features a weathered wood deck surrounded by vibrant autumn trees. A large umbrella provides shade over a rectangular table, complemented by a comfortable sectional sofa with soft cushions, inviting relaxation while overlooking the serene lake.
Cottage in Newport
4.87 out of 5 average rating, 178 reviews

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

Top guest favourite
A wooden boat dock extends over calm waters, with a boat moored alongside. Lush green grass and vibrant orange flowers frame the scene, providing a natural border to the water's edge.
Cottage in Newport
4.89 out of 5 average rating, 180 reviews

Pristine Lake Location in Vermont

Our cottage is located on Lake Memphremagog, an international lake shared with Canada. Visit our nearby hobby farm/children’s museum. Kayak, bike or hike to stunning natural settings or take day trips to a variety of interesting destinations, including maple sugar shops, alpaca or dairy farms, golf courses, a ski resort with indoor waterpark; or cross the Canadian border a few miles away and explore Quebec. A boat dock is available for use at our cottage with an access ramp a 1/4 mile away.

Superhost
The cottage exterior features a blend of modern and rustic styles, with a spacious upper terrace surrounded by wooden fencing. Colorful autumn foliage decorates the landscape, and a well-maintained garden area adds to the welcoming appearance. Natural light enhances the overall brightness of the property.
Cottage in Dunham
4.84 out of 5 average rating, 231 reviews

Garden Spa Terrasse Cozy Cottage near Lake Dunham

Your own cottage has 2 bedrooms nearby the lake! Relax in your private suite & spa after a day on the hill biking on majestic Mont Pinacle or touring the vineyards on the famous Route des vins. Unwind on our spacious terrasse with Spa, 2 BBQ's and table sitting 6 comfortably. Located only 60 min from Montreal, a perfect romantic spot for 1 or 2 couples with kids and pets. Skiers will hit the slopes in Sutton and Bromont just 30 min away. Enjoy the Eastern Townships at its best! Enr. 307418

Guest favourite
The front exterior of a historical cottage is framed by lush green trees and blooming lilac bushes, providing a vibrant contrast against the structure. A small porch is visible, offering a view of the surrounding nature.
Cottage in Westfield
4.9 out of 5 average rating, 180 reviews

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

Guest favourite
An aerial view captures a charming mountain cottage surrounded by dense greenery. The home features a wraparound deck, which is partially furnished, and is set against a backdrop of rolling hills, highlighting the natural beauty of the location.
Cottage in Stowe
4.98 out of 5 average rating, 129 reviews

Cozy Winter Cottage | Ski Stowe | Hot Tub | Privat

Immerse yourself in the natural beauty of Stowe at this gorgeous getaway, nestled on a hill and tucked away amongst the trees. Gaze at beautiful sunsets from the expansive wraparound deck, soak in the huge outdoor hot tub, and enjoy nature at its finest. Get competitive with air hockey or catch a movie in your own basement game room. 8 Min Drive to Lower Village 10 Min Drive to Moss Glen Falls 15 Min Drive to Rec Path/Cady Hill Forest 22 Min Drive to Stowe Mountain Resort/Spruce Peak

Top guest favourite
Cottage in Montgomery
4.98 out of 5 average rating, 101 reviews

Crofter's Green @ Jay Peak: O'Shea Farmhouse

The O'Shea Farmhouse is one of five micro-cottages at Crofter's Green - our small, thoughtfully-designed lodging property in the heart of Vermont. This cozy woodland retreat is just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center. this bright 2-story cottage sits at the forest's edge and offers a peaceful home base for exploring the Northeast Kingdom. It's simple, comfortable, and surrounded by nature. Find us on social media! @croftersgreen

Guest favourite
A charming cottage is framed by snow-covered trees in a serene winter landscape. The white exterior of the cottage contrasts against the deep snow, while a pathway leads to the entrance. Outdoor seating and nearby foliage are subtly visible, enhancing the peaceful setting.
Cottage in Dunham
4.96 out of 5 average rating, 132 reviews

Lovely Selby Lakeside Cottage

Lovely cottage on Lake Selby's shore with all the necessary facilities for a restful stay. - fully equipped kitchen (dishwasher included) - bathroom with cabin shower (no bath) - small bedrooms for maximum 4 - kayaks and pedalboat - outside firepit and inside fireplace (winter only) - wifi with unlimited download (high speed) - few minutes from commodities and Dunham village - close to Route des vins, Brasserie Dunham and mounts (Sutton and Bromont)

Top guest favourite
A spacious living and dining area features a wooden dining table surrounded by chairs. A floral-patterned sofa and a futon provide seating, complemented by a wooden coffee table. Natural light enters through multiple windows, enhancing the warm wooden accents throughout the space.
Cottage in Dunham
4.98 out of 5 average rating, 210 reviews

Cozy Little Orchard House in Dunham

This newly built house is located on our 90 acre property. It is surrounded by an orchard, a vineyard and forest. The quaint and natural setting is perfect for couples, solo travellers or families. Cross country skiing, running and hiking can be practiced on the property. Bromont and Sutton downhill ski slopes are a 35 minutes drive away. Jay Peak, Vermont is 1h15 away by car. The surrounding country roads provide for wonderful bike rides.

Top guest favourite
The cottage is nestled among lush greenery, showcasing a modern design with a metal roof. A welcoming porch extends along the front, framed by tall trees, while a stone pathway leads to the entrance. Natural light is abundant, highlighting the serene outdoor setting.
Cottage in Stowe
4.98 out of 5 average rating, 121 reviews

Cottage at Strawberry Hill Farm

The Space This exquisite one-bedroom cottage is located on the grounds of a 200 acre estate in the center of Stowe. The cottage is at the far end of a quiet, peaceful meadow and looks out onto a spring-fed pond with views of Mt. Mansfield. There are countless walking/running/biking/XC trails both on and adjacent to the property. The trails on the property connect to the very popular Cady Hill mountain bike network.

Guest favourite
A bright and airy kitchen space is visible, showcasing a blend of white cabinetry and natural textures. A round dining table with a woven centerpiece is prominently displayed. Soft light enhances the serene ambiance, while a woman in a stylish outfit walks gracefully towards an open doorway.
Cottage in Dunham
4.85 out of 5 average rating, 219 reviews

Dunham Lake Cabin - Lake, Vineyards, Cycling

Just a 4 minute walk from lake access, The Dunham Lake Cabin is the perfect retreat for relaxation and adventure. Ideal for couples, solo travellers, or family, this charming and fully equipped cabin offers three cozy beds, a fireplace, paddle board, a fire pit, Adirondack chairs, and a covered outdoor dining area with a BBQ. Unwind in nature, paddle on the lake, or gather around the fire for a memorable stay.

Guest favourite
A modern cottage is depicted, with a wooden exterior and large windows glowing softly in the evening light. In the foreground, a fire pit made of stone is seen, featuring glowing embers, surrounded by grassy areas and some trees providing a natural backdrop.
Cottage in Worcester
4.95 out of 5 average rating, 223 reviews

Pet Friendly Treetop Cottage Surrounded by Forest

Private, modern, and cozy cottage in the heart of the Worcester range. A perfect retreat for couples with dogs, foodies, and outdoor enthusiasts or even writers or artist looking for a source of inspiration. Our cottage is a quiet sanctuary to get away from it all, with hiking and snowshoeing near by. Only 20 mins to Vermont's capital, Montpelier with lots of great food and sites to offer.

Guest favourite
A wooden rocking chair is positioned on a sunlit porch, featuring log siding and a screened door in the background. The flooring is smooth and natural, providing a welcoming spot for relaxation.
Cottage in Hardwick
4.99 out of 5 average rating, 419 reviews

The Cottage at Dunne Dreamin

This two bedroom guest house offers a cozy interior and its own great views. Play on the property's 32 acres or explore the Northeast Kingdom and surrounding areas where you will find family friendly activities, hiking, biking, skiing, antiquing, and a thriving local food and drink scene. It is a great place for individuals, couples and families to relax and get away from it all!

Popular amenities for cottage rentals in Derby

Quick stats about cottage rentals in Derby

  • Total holiday rentals

    Explore 10 holiday rentals in Derby

  • Nightly prices starting at

    Derby holiday rentals start at $181 SGD per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Derby holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Derby rentals

  • 4.8 Average rating

    Derby stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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  4. Orleans County
  5. Derby
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