
Family-friendly vacation 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!

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.

Montgomery Meadows Chalet near Jay Peak
Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

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.

Condo with all amenities M105
Mountainside 105 Located right next to the Ice Haus skating arena, this condo is the perfect home away from home for families traveling with kids! When you book this condo, you and your guests will be a short walking distance to Jay Peak Resort amenities, including indoor and outdoor pools, the incredible, year-round Pump House indoor waterpark and arcade. JAY PEAK RESORT AMENITIES - Indoor and outdoor pools - Sauna - Lazy river - Indoor waterpark - Climbing center - Restaurant

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.

Jay Mountain Retreat
Our modern home is just 8 miles to Jay Peak. We have long range mountain views, you can check if the tram is running and enjoy exquisite sunsets all from the couch. The loft upstairs has an open floor plan with a comfortable living space, bathroom and platform bed, where you can view Jay Peak conditions. We now have Starlink high speed internet. There are 8 private acres half woods half open meadow feel free to walk around the property and enjoy the quiet sounds of nature.

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!!

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

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

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Crofter's Green @ Jay Peak: Sugar Shack

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

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!

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

The Old School | Spa | Natural Park | Countryside

Metcalf Pond Cottage Convenient to Smugglers Notch

The Binocular: Peaceful Architect Cottage
Family- and pet-friendly home rentals

Peaceful Treehouse in Woods with Sauna & Stream

Dream Cabin in Vermont

Vermont Yurt Farm Stay | Vermont Glamping

200 acre Stowe area Bunkhouse.

Cady’s Falls Cabin

Mountain views of Jay Peak- with 2nd cabin add-on!

Hillwest Mountain View

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Jay Peak Ski in Ski out Condo

Quiet stay on 76 acres land with pool!

L'Absolut Lac Champlain, Venise-en-Québec

Cozy two-bedroom cabin near Smugglers Notch

Ski in Ski out - fantastic location on the trail

The House of the Setting Sun, Private Apartment

Cute Cottage - Poolside - Minutes To Activities
Destinations to explore
- New York Vacation rentals
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- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
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- York County Vacation rentals
- Cambridge Vacation rentals
- Bar Harbor Vacation rentals
- Jay Peak Resort
- Owl's Head
- Jay Peak
- Zoo de Granby
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- ECHO, Leahy Center for Lake Champlain
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Spa Bolton
- Mont-Orford National Park
- Elmore State Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Waterfront Park
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier





