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Cottage vacation 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 favorite
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, 173 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 favorite
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
A winter scene displays a vibrant sunset casting hues of orange and pink across the sky, illuminating the snowy landscape. Fences outline the property, while modest structures are visible in the distance, surrounded by trees against the backdrop of gently rolling hills.
Cottage in Lyndonville
4.86 out of 5 average rating, 189 reviews

Peaceful Place to Enjoy Your Stay in the NEK

Minutes away from Burke and just a hop off of I-91, this is your start and end to a great day in the NEK. There is a large bedroom and bathroom downstairs with three smaller bedrooms and a small half bath upstairs. There is ample parking and a fenced in yard if you want to bring your dog. There is a stream and hiking trail out back with an active sugar house with tours available upon request. Plenty of wood and a fire pit outside. Starlink internet to upload your adventures at blazing speed!

Guest favorite
The charming exterior of the Sugar Shack is showcased, featuring rustic wooden siding and large windows adorned with planters. A covered porch invites relaxation, while a fresh layer of snow blankets the ground and surrounding trees, highlighting a peaceful winter setting.
Cottage in Montgomery
4.96 out of 5 average rating, 119 reviews

Crofter's Green @ Jay Peak: Sugar Shack

The Sugar Shack is one of five micro-cottages at Crofter's Green nested on twenty-five beautiful acres of land just 7 minutes from Jay Peak Ski Resort and 5 minutes from the warm, eclectic town of Montgomery Center, Vermont. Whether you're looking for a relaxing escape from the hustle and bustle, or want a cozy home-base from which to ski, hike, shop, or explore the nearby cities of Montreal and Burlington, the Sugar Shack is your ideal destination. Find us on social media! @croftersgreen

Guest favorite
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, 176 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 favorite
The exterior of Selma Cottage features a welcoming design, complete with a front screen porch. A rainbow arcs across the sky, adding a serene backdrop, while a grassy area surrounds the cottage. Windows and a chimney complement the charming structure.
Cottage in Whitefield
4.92 out of 5 average rating, 114 reviews

Cozy Lake Cottage; Bretton Woods & Santa's Village

Welcome to Selma Cottage, your lakeside haven among the picturesque White Mountains! Nestled on a charming shared property w/ direct access to Mirror Lake, we offer a serene escape in a standalone 450 sqft, one-bedroom oasis. Immerse yourself in lakefront living and explore the North Country. A year-round retreat, Selma is the perfect home base for laidback summer fun, stunning fall foliage, and snowy winter adventures. Swim, fish, kayak, hike, ski, explore, and above all relax at Selma!

Guest favorite
The outdoor area features a heated lap pool surrounded by lush greenery and a well-kept lawn. An intimate patio area with lounge chairs and shaded umbrellas is visible, alongside a charming seating arrangement for gatherings. The elegant home serves as a backdrop to this serene setting.
Cottage in Hatley
4.9 out of 5 average rating, 167 reviews

Hatley House - Pool, Garden, Cycling

Welcome to Maison Hatley, built in 1884, which combines elegance and modern comfort to offer you a unique countryside experience. You will be charmed by the outdoor area, featuring a fabulous 42 foot long heated lap pool and a summer lounge that allows for pleasant meals sheltered from rain and mosquitoes. The cozy beds, the large kitchen with its central island, and the 2 living rooms with gas and wood fireplaces will make your stay as comfortable as a hotel.

Top guest favorite
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 favorite
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.

Top guest favorite
A handcrafted cottage is nestled amidst lush greenery, surrounded by mature trees and flowering shrubs. The sloped roof features wooden shingles, and a small chimney emerges from the center. A clear path leads to the entrance, enhancing the cottage's secluded charm.
Cottage in Calais
4.98 out of 5 average rating, 100 reviews

Cozy Peaceful Cottage

Looking for a writing retreat? A base for hiking or biking adventures? Perhaps you simply need some solitude. If so, this truly unique, handcrafted cottage is the ideal getaway – private and peaceful, yet just ten miles north of Vermont’s beautiful capital city. A country store, community pub, swimming area, and woods trails are all in easy walking distance; and challenging mountain hiking a short drive away.

Guest favorite
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, 220 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.

Top guest favorite
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, 417 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 Derby cottage rentals

Quick stats about cottage rentals in Derby

  • Total vacation rentals

    Explore 10 vacation rentals in Derby

  • Nightly prices starting at

    Derby vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Derby vacation rentals include wi-fi 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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  2. United States
  3. Vermont
  4. Orleans County
  5. Derby
  6. Cottage rentals