
Family-friendly holiday rentals in Derby
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Top-rated family-friendly rentals in Derby
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

Downstairs at the Big Green Victorian
"Downstairs at the Big Green Victorian" is open for business May 1 to Oct. 31. A great place to experience The "NEK" 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!

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.

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

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!

The Binocular: Peaceful Architect Cottage
Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

The Roost - Recharge & Relax
Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.

Vermont Yurt Farm Stay | Vermont Glamping
Spacious 30-ft off-grid yurt (700 sq ft) on a Vermont farm with horses, goats & friendly dogs. Larger than most expect, with room to relax and unwind. Peaceful, private, and pet-friendly, with a short walk to the yurt for added seclusion. Guests love the cozy wood stove, thoughtful amenities, and clear night skies. Near Lake Willoughby, Burke Mountain & Jay Peak. No WiFi or strong cell service—ideal for unplugging, slowing down, and recharging.

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.

*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!!

Peaceful Treehouse in Woods with Sauna & Stream
Welcome to Stone City Treehouse! Stone City is a quiet retreat in the Vermont woods where time slows, and nature leads. Thoughtfully crafted spaces—treehouse & glamping stays, forest sauna, and gathering circles—invite deep rest, reconnection, and simple beauty. Come be held by fire, trees, and stillness, and leave feeling grounded, inspired, and gently restored.
Popular amenities for Derby family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Chalet Belle Vie - SPA - Stanstead-Canton

Metcalf Pond Camp Convenient to Smugglers Notch

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Spring Hill Farm, coffee & hot tub

Sunny Waterfront Cottage at FarAway Pond

Chalet Potton Cottage - spa, sauna & pool

BEAUTIFUL chalet in Memphremagog with ROOFTOP
Family- and pet-friendly home rentals

200 acre Stowe area Bunkhouse.

Charming Tiny House bord de l'eau

Entire place, newly renovated

Boathouse Cabin on Lake Wapanacki with Sunset View

Epic Luxury Treehouse - next to Dog Mountain !

Dog Friendly Apartment near Jay Peak

NEK Base Camp and Retreat w/ Sauna

The Lodge at Blackberry Hill
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Quiet stay on 76 acres land with pool!

LOFT sur le Lac Memphré. À pied du centre-ville !

Cute Cottage - Poolside - Minutes To Activities

Off-Grid Mini Cabin Escape | Pool & Stargazing

Waterfront condo in Magog

For a perfect stay in Magog!

Beautiful Chalet minutes to Jay Peak Resort
When is the best time to visit Derby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $309 SGD | $350 SGD | $288 SGD | $282 SGD | $256 SGD | $320 SGD | $337 SGD | $351 SGD | $287 SGD | $255 SGD | $320 SGD | $352 SGD |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 3,190 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!
Destinations to explore
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- Rentals with beach access Derby
- Rentals with a fireplace Derby
- Rentals with a firepit Derby
- Rentals with lake access Derby
- Rentals with a kayak Derby
- Waterfront rentals Derby
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- Pet-friendly rentals Derby
- Rentals with a patio Derby
- Flat rentals Derby
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- Rentals with a washing machine and dryer Derby
- Family-friendly rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Zoo de Granby
- Jay Peak
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Santa's Village
- Spa Bolton
- Parc Jacques-Cartier
- Elmore State Park
- Kingdom Trails
- Bleu Lavande
- Mont-Orford National Park
- Marais de la Rivière aux Cerises
- Fairbanks Museum & Planetarium
- Cold Hollow Cider Mill





