
Family-friendly holiday rentals in Westfield
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Top-rated family-friendly rentals in Westfield
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Jay Peak Retreat
Jay Peak Retreat, Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This 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, outdoor furniture. 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!! Four ski resorts nearby of the cabin Jay, Smuggs, Stowe, Mont Sutton!
4.93 out of 5 average rating, 191 reviews
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!
4.95 out of 5 average rating, 262 reviews
Hillwest Mountain View
We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.
4.96 out of 5 average rating, 141 reviews
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.
4.97 out of 5 average rating, 147 reviews
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.
4.97 out of 5 average rating, 340 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.
4.9 out of 5 average rating, 195 reviews
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).
4.93 out of 5 average rating, 141 reviews
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!
5.0 out of 5 average rating, 211 reviews
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.
4.89 out of 5 average rating, 197 reviews
Mountain View Chalet near Jay Peak!
Welcome to your mountain getaway! Come unwind at this recently renovated chalet. 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 Jay Peak! The views/sunsets from the property are breathtaking. 3 bedrooms, 2 baths across 2 floors NOTE: this house is a split level and there are stairs to get to both the main level and lower level.
4.96 out of 5 average rating, 296 reviews
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
4.96 out of 5 average rating, 210 reviews
Le chalet des bois, Peace and calm in the woods
Monumental open concept, in the heart of nature. Access to trails directly behind the house. Wood stove, large modern bathroom, one bedroom + sofa bed. Another sofa bed in the living room. Ideal chalet for a couple with children or two couples. Wild birds, turkey, and deer lovers welcome! Wifi and EV charger included. Dogs Welcome! CITQ : #308038
4.96 out of 5 average rating, 274 reviewsPopular amenities for Westfield family-friendly rentals
Family-friendly home rentals with a hot tub

Chalet Potton Cottage - spa, sauna & pool
4.86 out of 5 average rating, 416 reviews
La Binocle: Peaceful Architect Cottage
4.99 out of 5 average rating, 257 reviews
LakesideNear StoweHot TubLake ViewsGame Room
4.95 out of 5 average rating, 258 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
4.91 out of 5 average rating, 111 reviews
LakeView Manor
4.95 out of 5 average rating, 216 reviews
Ski in Ski out - fantastic location on the trail
4.92 out of 5 average rating, 181 reviews
SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!
4.93 out of 5 average rating, 179 reviews
Townhouse at Jay with Sauna + Jacuzzi
4.93 out of 5 average rating, 134 reviewsFamily- and pet-friendly home rentals

Cozy Jay Condo
4.82 out of 5 average rating, 294 reviews
Dog Friendly Apartment near Jay Peak
4.92 out of 5 average rating, 201 reviews
Great Old Farmhouse near Jay Peak
4.94 out of 5 average rating, 279 reviews
Organic Farm Hideaway Home and Pond
4.98 out of 5 average rating, 333 reviews
Entire Rustic Farmhouse minutes from Jay Peak
4.87 out of 5 average rating, 107 reviews
Condo with all amenities M105
4.95 out of 5 average rating, 115 reviews
La Ferme Highland
5.0 out of 5 average rating, 210 reviews
200 acre Stowe area Bunkhouse.
4.97 out of 5 average rating, 250 reviewsFamily-friendly home rentals with a pool

Fall Peeping and/or SKI 30 minutes Jay's Peak!
4.97 out of 5 average rating, 112 reviews
Cabin in the Woods VT - Discount Jay Peak Lift Tix
4.97 out of 5 average rating, 407 reviews
The House of the Setting Sun, Private Apartment
4.99 out of 5 average rating, 286 reviews
Jay Peak Ski in Ski out Condo
4.99 out of 5 average rating, 156 reviews
Treehouse, House & Spa. Sleeps 8.
4.81 out of 5 average rating, 220 reviews
The Country House in the Mountains
4.98 out of 5 average rating, 111 reviews
Mountain View Farmhouse w/ Orchard, Pool is Open!
4.82 out of 5 average rating, 153 reviews
Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
4.94 out of 5 average rating, 158 reviewsDestinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Bar Harbor Holiday rentals
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Spa Bolton
- Snow Farm Vineyard & Winery
- Mont-Orford National Park
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Elmore State Park
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Waterfront Park
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates





