
Family-friendly holiday rentals in Westfield
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Top-rated family-friendly rentals in Westfield
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Jay Peak 3 miles - secluded with spectacular view!
Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

Cozy Chalet at Jay Peak
The house is set up with everything to make your stay cozy, comfortable & fun. Gas Fireplace, 5br, 2.5 Bath, 2 separate Living Room areas. Large Deck with Gas Grill overlooks small brook. Private wooded setting with panoramic mountain views once leaves have fallen. Seasonal Pool, Disc Golf, Volleyball, Playground & Hiking Trails a short walk from the house. 3 mi to Jay Peak. Air Conditioning is in three bedrooms which are installed by the 2nd Sunday of June then removed the last Sunday of Sep.

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.

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!

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.

Cabin in the Woods VT - Discount Jay Peak Lift Tix
Come enjoy the ski season and a relaxing weekend at our private guest cabin in the woods. A brook flows through the backyard, providing a peaceful natural backdrop and a stone outdoor fire pit for great campfire fun. The main floor bedroom has 1 queen bed and the loft has 1 queen and 1 twin. There is also a living room couch. Just 5 min to town, 15-20min to Jay Peak! Use our vouchers for discount lift tickets! **We recently added “The Loft” listing on the other side of the same property**

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.

Gorgeous Treehouse! Big views, Cozy warm fireplace
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Beautiful Chalet minutes to Jay Peak Resort
Our guest house "Le Petit Chalet" is only a few years old, has very beautiful wooden walls and floors, and is both elegant and warm. We love all dogs and your well behaved pet is welcome The house is very comfortable, with all utilities big and small including coffee machine, nespresso machine, food processor, etc Jay Peak is the best ski resort of the East, guaranteed the best snow no matter the conditions. Great for skiing and snowboarding, on the slopes and in the glades.

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.

Jay Peak Retreat
The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!!

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.
Popular amenities for Westfield family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Metcalf Pond Camp Convenient to Smugglers Notch

Modern 3-BD Mountain Cabin w/ Hot Tub, Deck, Loft

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

Crofter's Green, Adobe Cottage

Caboose Tiny Home | Hot Tub, Sauna, River & Views

The Binocular: Peaceful Architect Cottage

Chalet Potton Cottage - spa, sauna & pool
Family- and pet-friendly home rentals

Magical Karma Cabin in the Woods

200 acre Stowe area Bunkhouse.

Vermont Yurt Farm Stay | Vermont Glamping

"Le Shac" a bit of paradise awaits you

Private NEK Cabin

Serene Country Cabins 1 In the heart of Vermont

Rustic Timber Framed Cabin - Kingdom Trails

The Cabin
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Jay Peak Ski in Ski out Condo

Sunset Cottage on the Richelieu River CITQ#302701

The House of the Setting Sun, Private Apartment

Gorgeous panoramic views - 4 miles to the mountain

Cute Cottage - Poolside - Minutes To Activities

Off-Grid Mini Cabin Escape | Pool & Stargazing

Cozy Lakeside Condo and Heated Pool! 10% off week
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Mont Sutton Ski Resort
- Stowe Mountain Resort
- Bolton Valley Resort
- Ski Bromont
- Jay Peak Resort Golf Course
- Jay Peak
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Pump House Indoor Waterpark
- Spa Bolton
- Elmore State Park
- Snow Farm Vineyard & Winery
- Mont-Orford National Park
- Cold Hollow Cider Mill
- Fairbanks Museum & Planetarium
- Kingdom Trails
- Waterfront Park
- Bleu Lavande
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Cochran's Ski Area





