Cottage vacation rentals in Derby

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Top-rated cottage rentals in Derby

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Top guest favorite

A cozy cottage is seen reflected in a calm, clear pond, surrounded by lush greenery. The structure features a light-colored facade, with a gabled roof and a small cupola. A patio with chairs is visible, set against a backdrop of wooded hills.

Cottage in Whitefield

4.97 out of 5 average rating, 229 reviews

Sunny Waterfront Cottage at FarAway Pond

Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the screen pavilion with sofa & fire table and bright, wood lined cottage with all you need for a peaceful getaway-Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Walk the trails around the lake through forest & meadow to the nearby State Forest & Gold Mine Trail. We group the 3 cottages to preserve the shore for nature to thrive-message to reserve all 3 for total privacy

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, 168 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 :-)

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, 103 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, 176 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

4.87 out of 5 average rating, 183 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

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, 170 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.

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.

Guest favorite

A cozy living area is highlighted by a modern remote control fireplace and a wall-mounted Smart TV. The light wood flooring complements the neutral wall colors. An open door leads to a bright bedroom area with skylights and large windows, inviting natural light into the space.

Cottage in Elmore

4.93 out of 5 average rating, 123 reviews

Private deck with pond view!

This renovated 1bd/1ba has a Smart TV with streaming options, a remote control powered fireplace, board games, & comfortable lounging. The kitchen is fully stocked plus a dishwasher, washer and dryer for laundry. As you step outside, the outdoor pond-side firepit awaits, offering a tranquil spot to enjoy the peaceful surroundings as you gaze out over the serene water. Pet friendly for up to 1 dog with a $95 pet fee.

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, 118 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 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

4.84 out of 5 average rating, 212 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, kayaks, 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.

Top 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, 216 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.