
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!

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

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.

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. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!

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 stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, fire pit, and plush outdoor chairs. 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!! Long Trail hiking entrance close to the cabin.

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.

Journeys End Chalet - Minutes to Jay Peak!
** BEAUTIFUL MOUNTAIN VIEWS** Welcome to the Journeys End Chalet! We are located just a quick 10 minute ride from the base of Jay Peak Resort, home to some of the best skiing and riding in the Northeast. The chalet is set on a beautiful and private 11 acres just a stones throw from the Canadian border. We love all dogs and your well behaved furry friends are welcome in our home. We are located directly on the VAST trail system so bring your snowmobile and enjoy!

La Cabine Potton
The cabin is a mini Scandinavian-style chalet that will appeal to lovers of nature, calm and ski slopes in winter as well as cycling and hiking in summer. This chalet was designed in harmony with its environment. Moreover, its size allows you to enjoy nature while reducing its ecological footprint. With its two bedrooms, fireplace, large terrace and hot tub, it is fully equipped to meet your needs. Come and relax in this unique place! CITQ Certificate #311739

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.

Dog Friendly Apartment near Jay Peak
Enjoy the beauty of Montgomery, Vermont while staying in a very spacious 1-bedroom apartment that is attached to an 1880s farmhouse with a large backyard, garden and and orchard. The apartment is a 15-20 minute drive to Jay Peak Resort and a 3 minute drive to a grocery store and restaurants. It is walking distance from the Hutchins covered bridge and there is private access to the river. Excellent walking for your dog(s)!

Streamside Treehouse in the Woods with Sauna
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 Westfield family-friendly rentals
Family-friendly home rentals with a hot tub

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

Townhouse at Jay with Sauna + Jacuzzi

Haven Tiny House by Stowe | Hot Tub, Sauna & Views

La Binocle: Peaceful Architect Cottage

The Gîte des Sœurs Racines

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

Dream Cabin in Vermont

Vermont Yurt Farm Stay | Vermont Glamping

Hillwest Mountain View

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

Organic Farm Hideaway Home and Pond

Jay Apartment

The Cabin

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

Hatley House - Pool, Garden, Cycling

Cabin in the Woods VT - Discount Jay Peak Lift Tix

Jay Peak Ski in Ski out Condo

Quiet stay on 76 acres land with pool!

The House of the Setting Sun, Private Apartment

Studio Cabin near Smugglers Notch

*10% off week*Cozy Lakeside Condo AND Heated Pool!

Château Chavis
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- York County Holiday rentals
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Mont-Orford National Park
- Snow Farm Vineyard & Winery
- Spa Bolton
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Mont Sutton Ski Resort
- Green River Reservoir State Park





