
Family-friendly holiday rentals in Westfield
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Top-rated family-friendly rentals in Westfield
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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!
FamilyIndoor spacesRiver
4.93 out of 5 average rating, 192 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!
KitchenFamilyLocation
4.95 out of 5 average rating, 264 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.
FamilyIndoor spacesCheck-in
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.
FamilyKitchenLayout
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.
KitchenIndoor spacesSleep quality
4.97 out of 5 average rating, 342 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.
FamilyKitchenBeach
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).
KitchenIndoor spacesAccuracy
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!
FamilyKitchenBarbecue
5.0 out of 5 average rating, 212 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.
KitchenFamilyGetting around
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.
FamilyIndoor spacesCheckout
4.96 out of 5 average rating, 296 reviews
In-Law Apartment in Troy, VT
Situated on 18 acres in the beautiful northern Vermont countryside, Sanvilla is a cozy upstairs in-law apartment located just 20 minutes from Jay Peak. With its own private entrance and two separate balcony views, Sanvilla is the perfect stay for outdoor enthusiasts and nature lovers alike! This space offers a queen size bed and a full size pull-out sofa bed to comfortably accommodate four.
FamilyKitchenView
4.93 out of 5 average rating, 105 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
KitchenFamilyQuiet
4.96 out of 5 average rating, 274 reviewsPopular amenities for Westfield family-friendly rentals
Family-friendly home rentals with a hot tub

La Cabine Potton
Indoor spacesFamilyBackyard
4.96 out of 5 average rating, 210 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
Indoor spacesFamilyCleanliness
4.91 out of 5 average rating, 111 reviews
La Binocle: Peaceful Architect Cottage
FamilyIndoor spacesAmenities
4.99 out of 5 average rating, 258 reviews
Chalet Potton Cottage - spa, sauna & pool
Indoor spacesFamilyHiking
4.86 out of 5 average rating, 416 reviews
LakesideNear StoweHot TubLake ViewsGame Room
Indoor spacesFamilySkiing
4.95 out of 5 average rating, 261 reviews
SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!
KitchenIndoor spacesLaundry
4.93 out of 5 average rating, 181 reviews
Discount Lift Tix @ Jay Peak: O'Shea Farmhouse
Indoor spacesFamilyGetting around
4.98 out of 5 average rating, 117 reviews
Townhouse at Jay with Sauna + Jacuzzi
FamilyKitchenNearby
4.93 out of 5 average rating, 134 reviewsFamily- and pet-friendly home rentals

Condo with all amenities M105
Indoor spacesKitchenSkiing
4.95 out of 5 average rating, 116 reviews
Dog Friendly Apartment near Jay Peak
FamilyIndoor spacesHospitality
4.92 out of 5 average rating, 201 reviews
Cozy Jay Condo
FamilyIndoor spacesLayout
4.82 out of 5 average rating, 294 reviews
Owls Head
Indoor spacesKitchenGetting around
4.89 out of 5 average rating, 276 reviews
Great Old Farmhouse near Jay Peak
KitchenIndoor spacesComfort
4.94 out of 5 average rating, 280 reviews
La Ferme Highland
KitchenFamilyHiking
5.0 out of 5 average rating, 211 reviews
Entire Rustic Farmhouse minutes from Jay Peak
KitchenIndoor spacesTV
4.87 out of 5 average rating, 107 reviews
200 acre Stowe area Bunkhouse.
KitchenIndoor spacesQuiet
4.97 out of 5 average rating, 251 reviewsFamily-friendly home rentals with a pool

Jay Peak Ski in Ski out Condo
Indoor spacesFamilyCheckout
4.99 out of 5 average rating, 156 reviews
Cabin in the Woods VT - Discount Jay Peak Lift Tix
FamilyKitchenView
4.97 out of 5 average rating, 407 reviews
The House of the Setting Sun, Private Apartment
FamilyIndoor spacesAccuracy
4.99 out of 5 average rating, 287 reviews
Fall Peeping and/or SKI 30 minutes Jay's Peak!
Indoor spacesKitchenLocation
4.97 out of 5 average rating, 112 reviews
Hatley House - Pool, Garden, Cycling
KitchenFamilyCheck-in
4.9 out of 5 average rating, 193 reviews
Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
KitchenFamilyComfort
4.94 out of 5 average rating, 158 reviews
Treehouse, House & Spa. Sleeps 8.
KitchenFamilyNearby
4.81 out of 5 average rating, 220 reviews
Le Gîte des Sœurs Racines
Indoor spacesKitchenHospitality
4.98 out of 5 average rating, 109 reviewsDestinations 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
- 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
- Fairbanks Museum & Planetarium
- Bleu Lavande
- Waterfront Park
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates





