Family-friendly vacation 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.

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Guest favorite

A spacious chalet is surrounded by tall trees and lush greenery. A multi-level deck with red outdoor seating enhances the inviting outdoor space. A well-maintained garden features a stone border and a variety of plants, creating a serene setting.

Chalet in Mansonville

4.99 out of 5 average rating, 120 reviews

HAVRE DE PAIX cottage on Mont Owl's Head slopes

Luxurious, warm and friendly residence that can accommodate up to 12 people, located in the Eastern Townships, on Owl's Head Mountain, on the ski slopes, within walking distance of the lake, tennis and 5 minutes from the golf course. Everything will charm you! It was completely renovated and carefully decorated, without forgetting a detail for your comfort. You will be at the heart of sports and outdoor activities, everything is there! Skiing, snowshoeing, golf, cycling, beach, tennis, hiking. It's a peaceful oasis!

Guest favorite

The unique timber-framed home features a striking stone chimney and an attached silo. The surrounding landscape showcases vibrant fall foliage, complementing the rustic exterior. Pathways of smooth stones lead to an outdoor seating area, inviting moments of relaxation amidst nature.

Barn in Morristown

4.98 out of 5 average rating, 103 reviews

Stunning Barn & Silo retreat, on 300 private acres

This home is sure to amaze children and adults alike. Located 14 minutes from downtown Stowe, this one-of-a-kind property is nestled in the green mountains and set on 300 privately owned acres. The timber framed barn home is unique with character and craftsmanship. Additional bedrooms and bathrooms are located in an attached silo which is truly spectacular. Whether you visit in the summer, winter, or fall; this magical home will not disappoint. Built & run by a seventh generation Vermont family.

Guest favorite

A cozy sleeping area features a spacious bed with a decorative pillow. Soft linens are complemented by a colorful blanket at the foot. Nightstands with lamps flank the bed, while a comfortable seating area with pillows adds to the welcoming atmosphere.

Guesthouse in Newark

4.89 out of 5 average rating, 681 reviews

Hilltop Guesthouse #1

Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Top guest favorite

A small red cottage with white trim and a balcony stands surrounded by greenery. A gravel pathway leads up to the entrance, framed by trees, creating a tranquil outdoor setting. The upper level is accessible via a staircase, enhancing the cottage's elevated position.

Chalet in Mansonville

4.92 out of 5 average rating, 130 reviews

Private & Intimate Cottage In Eastern Townships

We have 8 acres of beautiful wood and IMHO a beautiful spot that we're continuing to gradually improve every year. It may be small but we really love it and it's got everything we need. I built this place myself based on plans I bought online in 2001 while working full-time and doing a masters degree. One day, we'll build our dream cottage at the top of our land to take in the spectacular views. But for now, the 3 kids, Vintage Airstream renovation and the jobs are keeping us more than busy.

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

4.88 out of 5 average rating, 171 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 favorite

A panoramic view of a farm landscape is displayed, featuring rolling hills adorned with colorful autumn foliage. The farm buildings, including a white barn and several smaller structures, sit amidst open fields, creating a serene rural scene against a backdrop of distant mountains.

Home in Richford

4.99 out of 5 average rating, 144 reviews

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

Top guest favorite

A spacious bedroom features a large bed with white linens, complemented by an area rug with a subtle design. Two large windows dressed in sheer white curtains allow natural light to fill the room. A wooden rocking chair adds a cozy touch to the corner.

Farm stay in Wolcott

4.97 out of 5 average rating, 262 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

Top guest favorite

A classic white farmhouse is set against a clear blue sky, surrounded by lush green grass and shrubs. A rustic wooden fence frames the foreground, while a silver barn is visible to the right, completing the rural landscape.

Home in Brownington

4.99 out of 5 average rating, 139 reviews

Davignon Farm, Northeast Kingdom, Brownington, VT

Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!

Guest favorite

The tranquil Clyde River reflects the vibrant hues of autumn foliage along its banks, with tall grasses swaying gently. A charming house is nestled among the trees, showcasing a harmonious blend with the natural landscape under a clear blue sky.

Home in US

4.92 out of 5 average rating, 226 reviews

Northeast Kingdom, VT Clyde River House

Clyde River Farm & Forest's secluded Northeast Kingdom river retreat, the Clyde River House provides stunning views, shoreline, numerous birds, including bald eagles, nesting osprey, blue herons, and a pair of loons. Canoes and kayaks available for your use. Hiking, biking, cross country, downhill skiing trails, and snowmobile trails are within a short hike or drive of the house. Check out the many seasons of the Clyde River House. There's sure to be a time for you to visit!

Top guest favorite

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, 328 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.

Guest favorite

The living area features high ceilings with exposed beams, allowing natural light to fill the space. A comfortable sofa is paired with accent chairs and a wood coffee table. A gas fireplace adds warmth, while a wall-mounted TV enhances entertainment options.

Chalet in Westfield

4.96 out of 5 average rating, 271 reviews

Mountain View Chalet near Jay Peak!

Welcome to your mountain getaway! Come unwind at this recently renovated chalet. The main living area and kitchen are perfect for all types of groups; couples, families and adventurers, and your pets! There are 13 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 minutes to awesome skiing or riding at Jay Peak! The views/sunsets from the property are breathtaking. 3 bedrooms, 2 baths across 2 floors.

Top guest favorite

A light-filled dining area features a wooden table with four chairs, complemented by a bouquet of flowers in a blue vase. A spacious kitchen counter with stools is visible, and natural light enters through multiple windows, offering a view of the surrounding landscape.

Apartment in West Glover

4.98 out of 5 average rating, 544 reviews

The Lodge at Blackberry Hill

CHECK OUT OUR MUD SEASON (April, May, & June) SPECIAL RATES! Monthly: 40% off; Weekly: 30% off Airbnb will apply this discount when you book. All Airbnb fees + taxes will apply. Escape to the Kingdom-- enjoy our spacious, one-bedroom well appointed apartment with all of the amenities you need to settle in, enjoy the views, work remotely and explore the NEK at your leisure. And you can bring your pup!