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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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Top guest favourite
A spacious outdoor area is visible, featuring a large tree providing shade. A gravel driveway leads to a charming cottage with a glass-covered porch. Nearby, a separate structure is partially visible, and several chairs are arranged for seating, inviting relaxation in the serene surroundings.
Cottage in Dunham
4.93 out of 5 average rating, 218 reviews

Quiet stay on 76 acres land with pool!

Please read complete description before you book. A short 1 hr. car ride from Mtl will bring you to the picturesque Eastern Townships. This beautiful little century home is located on 76 acres with a forest and meandering streams. The in-ground swimming pool is open from June till September (it's not heated). The house is bright, clean and has a comfy feel to it. It’s fully equipped kitchen, veranda, BBQ, and the campfire is quite the treat. Trails from the backyard will take you into the woods.

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, 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 favourite
A charming cedar shake cottage features a light-colored facade with large windows framed by greenery. A stone pathway leads to the white front door, surrounded by tasteful landscaping including bushes and flowers. The property is set within a grassy area, providing a spacious feel.
Cottage in Montgomery
4.96 out of 5 average rating, 105 reviews

Charming Cottage by Jay Peak

Quaint cedar shake cottage perfect for a couples getaway. Bright open floor plan, comfortable and tastefully furnished. Gas fired stove in living room provides warmth and ambiance while the queen size bed is incredibly comfortable. Great galley kitchen fully equipped with everything you need to prepare your favorite meal or if you're not in the mood to cook there's four restaurants within walking distance. Jay Peak is only 8 miles from door to door. Easy parking. Discount ski tickets available.

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
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 favourite
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

Superhost
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 favourite
A spacious living area features a wood-burning stove set on a stone hearth. Cozy seating is arranged around a coffee table, and natural light pours in through large windows. An adjacent area includes a dining table and well-equipped kitchen, providing an open, inviting layout.
Cottage in Stowe
4.94 out of 5 average rating, 138 reviews

The Boho Cottage on Maple Run *Infrared Sauna!

Nestled amongst soaring maple trees in the heart of Stowe's Sterling Valley sits the Boho Cottage on Maple Run; a light-filled and chic sanctuary for families and friends seeking nature, adventure, and connection. Only 10 minutes to the shops and restaurants in downtown Stowe, this secluded yet centrally located retreat is situated on some of Stowe's best trail systems. Drop "Maple Run" or "Sterling Valley" into the Alltrails App and quickly discover the trail systems surrounding the home.

Guest favourite
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 favourite
A newly renovated cottage is surrounded by trees, featuring a wooden deck with an umbrella. Steps lead from the deck to a gravel driveway, while a grassy area complements the natural setting.
Cottage in Sutton
4.98 out of 5 average rating, 100 reviews

Chalet Annly Cottage

Cozy newly renovated pet friendly, air conditioned cottage. Nestled in the heart of our 74 acre maple grove. A perfect destination for relaxing and enjoying the outdoors. A nature lover's paradise! Only a 5 minute drive to the Village of Sutton and 15 minutes to the Village of Knowlton. 1 hour 15 minutes drive from Montreal! 15-45 minutes to three ski hills. Close to Granby Zoo and Bromont water Park. Établissement n° 298721

Guest favourite
A cozy living area showcases two dark grey sofas, one accented with a yellow throw blanket. A wooden coffee table rests in front, and a slow-combustion stove sits against the wall. Light from the ceiling fixtures illuminates the space, enhancing its inviting feel.
Cottage in West Bolton
4.94 out of 5 average rating, 100 reviews

Hôtel à la maison - Chalet Bolton le 66 avec spa

Pretty chalet located in a charming place in the heart of the Eastern Townships, in an environment teeming with activities of all kinds, as much agritourism, artistic, as sports! You will be close to Brome Lake and the most famous outdoor and ski resorts in the region. Bring family and friends to this warm, comfortable chalet where you won't miss anything and where you can take the pulse of the surroundings!

Top 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, 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 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 ₹12,352 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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  3. Vermont
  4. Orleans County
  5. Derby
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