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Cottage vacation rentals in Derby

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Top-rated cottage rentals in Derby

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Top guest favorite
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, 224 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 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, 179 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 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, 106 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 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.

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, 181 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
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

Guest favorite
Cottage in Montgomery
4.96 out of 5 average rating, 123 reviews

Crofter's Green @ Jay Peak: Sugar Shack

The Sugar Shack 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 light-filled studio cottage sits at the forest's edge ad 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 favorite
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 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
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 favorite
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, 220 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 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, 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 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 $140 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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  3. Vermont
  4. Orleans County
  5. Derby
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