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Family-friendly holiday rentals in Derby

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Derby

Guests agree: these family-friendly homes 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, 187 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
The exterior of the cottage is shown, featuring a spacious deck adorned with potted flower arrangements and outdoor seating. A woodpile is neatly stored beneath the deck, while the grassy lawn and clear blue sky create a serene atmosphere.
Home in Charleston
4.98 out of 5 average rating, 111 reviews

Scenic cottage Echo Lake, Charleston, Vermont!

This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

Guest favourite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 304 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

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.

Top guest favourite
A wooden bench with a decorative wrought iron back is positioned in front of a sign reading 'The House of the Setting Sun.' Lush greenery surrounds the bench, and a small rabbit is situated nearby, creating a peaceful outdoor scene.
Flat in Newport
4.99 out of 5 average rating, 250 reviews

The House of the Setting Sun, Private Apartment

The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Guest favourite
Loft in Newport
4.92 out of 5 average rating, 250 reviews

Luxury Waterfront Loft · Kayaks, Firepit & Dock

Amazing 2-bedroom lakefront loft, located directly on the American side of beautiful International Lake Memphrémagog. From swimming to the gorgeous fall colours hikes, skiing and ice-fishing, the loft is a great, quiet spot to relax or enjoy outdoor activities all year round. Located 10-min from Newport, VT with a variety of restaurants and 30-min from Jay Peak (USA) & Owl's Head (Canada) where you can golf, ski and hike! Only a 2-hour drive from Montreal and 3.5 hour drive from Boston!

Guest favourite
A spacious kitchen features wooden cabinetry, a tiled floor, and a central island with a wooden countertop. Equipped with essential appliances, the kitchen offers ample counter space for meal preparation. Light illuminates the area from overhead fixtures, creating a functional cooking environment.
Flat in Stanstead
4.82 out of 5 average rating, 186 reviews

Logement entier fraîchement rénové

Spacious apartement with large kitchen and equipped with all the cooking essentials. Private room with a double size bed. A futon is also in a separate room witch is not a bedroom 2 foldable beds available if needed. for a Total of 6 Close from Stanstead's main attractions : 5 min walk from the stone circle, the bazar and the famous Haskel library. 5 min ride from Canusa street, the beautiful Tomifobia bike path, restaurants, Pat Burn arena, the bakery and the grocery store.

Top guest favourite
Flat in Newport
4.96 out of 5 average rating, 517 reviews

Downstairs at the Big Green Victorian

"Downstairs at the Big Green Victorian" is a great place to experience The NEK (Northeast Kingdom) through spring to foliage. Come stay and explore the area - or cross the Border for a quick getaway! On the shores of beautiful Lake Memphremagog, this little City is surrounded by all the things you're looking for: scenic drives, walking, hiking, biking, breweries, close to Jay Peak, restaurants and more! "Downstairs at the Big Green Victorian" looks forward to welcoming you here!

Guest favourite
A living area features a comfortable blue sofa, a wooden coffee table, and a matching entertainment center with a television. Two dining chairs are positioned around a table, accompanied by a decorative lamp providing soft light. Dark curtains frame a window, while framed artwork adds character to the room.
Flat in Newport
4.82 out of 5 average rating, 137 reviews

Mother in Law Guest Suite.

Take it easy at this unique and tranquil getaway. A home away from home. 1 Bedroom (Queen Bed), private Mother in Law Suite, Fully stocked with everything you need. Cute Coffee bar, Wi-Fi/Streaming Services. Direct access to snowmobile/ATV trails. Enjoy the outdoors by a toasty fire pit, beautiful sunsets, direct access to Lake Memphremagog’s far south end, fishing and canoeing. Only a short 3 mile drive to downtown Newport. Only 30 minutes from Jay Peak or Burke Mountain.

Top guest favourite
A rustic log cabin is illuminated at night, adorned with festive lights and surrounded by green grass. An American flag is displayed proudly in front, with soft exterior lighting highlighting the cabin's natural wood features.
Cabin in Newport
4.98 out of 5 average rating, 346 reviews

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

Top guest favourite
A welcoming cabin is set against a backdrop of vibrant trees. The exterior features a green facade with wooden trim. A covered porch with two red chairs and pumpkins creates an inviting entryway. Two windows flank the door, allowing natural light to illuminate the interior.
Cabin in Brownington
4.98 out of 5 average rating, 122 reviews

Village Camping Cabin

Located in the heart of Brownington Village, and about 15 miles from the Canadian border, our property allows for easy access to many scenic locations. Enjoy all that Vermont's Northeast Kingdom has to offer including many beautiful lakes, hiking trails, bike paths, and ski areas. There are about a dozen homes in the village and you will hear traffic going by, including horses and buggies carrying our Amish neighbors.

Top guest favourite
The two-story chalet features large windows on the upper level, allowing natural light to fill the space. A front porch is adorned with seating and surrounded by greenery. A stone walkway leads to the entrance, enhancing the inviting appearance of the home.
Chalet in Newport
4.98 out of 5 average rating, 126 reviews

*Cozy Chalet on Memphremagog -Lake Views!

Welcome to our cozy chalet! This is a quiet and peaceful slice of paradise just steps from Lake Memphremagog. A great spot for a couple, friends or a family to sneak away to and enjoy outdoor recreation during any season! You’ll be very close to all the trails great for hiking, biking, snowmobiling, and cross country skiing. Less than 10 minutes to town and all amenities! Only 25 minutes to Jay Peak!!

Popular amenities for Derby family-friendly rentals

When is the best time to visit Derby?

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Avg. price$292 SGD$333 SGD$302 SGD$283 SGD$257 SGD$321 SGD$338 SGD$352 SGD$288 SGD$256 SGD$321 SGD$353 SGD
Avg. temp-8°C-7°C-1°C6°C13°C18°C20°C19°C15°C8°C2°C-5°C

Quick stats about holiday rentals that are family-friendly in Derby

  • Total holiday rentals

    Explore 60 holiday rentals in Derby

  • Nightly prices starting at

    Derby holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,950 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Derby holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Derby rentals

  • 4.9 Average rating

    Derby stays are highly rated by guests – averaging 4.9 out of 5!