Family-friendly holiday rentals in Essex

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Top-rated family-friendly rentals in Essex

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the barn-style apartment is presented, featuring white siding and large windows. A gravel path leads to the entrance, flanked by vibrant purple irises and lush greenery, creating a welcoming outdoor space in a tranquil setting.
Barn in Williston
4.97 out of 5 average rating, 174 reviews

The Carriage Barn in Historical Williston Village

Welcome to the Carriage Barn. Keep it simple at this peaceful and centrally located loft barn apartment. Relax in a quintessential Vermont location close to hiking, skiing, biking, Burlington & all things Vermont has to offer every season. The loft apartment can sleep up to 4 & is an open, two-story concept with full bath/shower & walk in closet. Parking & close to markets, shopping, restaurants, bike path, playground. Take a shower in our outdoor cedar shower or relax in our shared yard space

Top guest favourite
A modern guest house nestled among trees features a rich red exterior with a standing seam metal roof. The landscape is adorned with lush greenery and flowering plants, creating a serene environment. Two prominent windows provide natural light while maintaining privacy.
Cottage in Jericho
5 out of 5 average rating, 167 reviews

Selkie’s Shed

This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

Guest favourite
A cozy living area features a brown leather sectional sofa and a matching armchair. A coffee table holds decorative items and magazines. A side table with a lamp is positioned beside the sofa, complemented by a floral arrangement. Soft carpet covers the floor, contributing to a relaxed ambiance.
Guest suite in Essex Junction
4.91 out of 5 average rating, 397 reviews

Spacious Master Suite with balcony, Essex Junction

NEW! Very roomy 600 sq ft suite in quiet neighborhood, walking distance of 5-corners, 5 miles to Burlington. Vaulted ceiling, sky lights, extra large windows and a sliding glass door (leading to a balcony) make for a very bright and comfortable space! Walk in closet, full bathroom (2 sinks) and a brand new king-size bed. Kitchenette area that has refrigerator/freezer, new coffee maker, toaster, toaster oven, microwave and 2-burner cooktop suitable for simple meal cooking. Private entrance.

Top guest favourite
A cottage with a wooden exterior is nestled among greenery. A spacious deck with a railing extends from the front, featuring stairs leading down to a natural landscape. Trees surround the property, providing a sense of privacy and tranquility.
Cottage in Hinesburg
4.96 out of 5 average rating, 267 reviews

Bright new cottage in exquisite Vermont setting

Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

Top guest favourite
Treehouse in Moretown
4.98 out of 5 average rating, 133 reviews

4-Season Treehouse @ Bliss Ridge; Best Views in VT

Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Top guest favourite
A sunroom is filled with natural light, featuring large windows with blue trim and orange walls. A black futon sits against the wall, accompanied by a small table. Comfortable seating includes a pair of black recliners. A colorful area rug adds warmth to the tiled floor.
Flat in Essex Junction
4.99 out of 5 average rating, 268 reviews

Enjoy our spacious home with a sunroom and patio.

Welcome to Chez Loubier! A Home Away from Home. Spacious, Comfortable and Exceptionally Clean. Private Apartment/Suite (1400sqft), 2 Bedroom(1 King, 1 Queen) w/Well Equipped Kitchen. Centrally Located to UVM, St Mikes and Champlain College (15min) Shelburne(20min) Stowe(30min) Includes; Private Entrance, WiFi, AC, Living Room (Full Futon), Tiled Sunroom (Guests Favorite) w/Queen Futon and Ceiling Fan, Den(Sleeper Sofa) Picturesque Back Patio(Grill)and Free Parking on a quiet cul-de-sac.

Top guest favourite
A modern rustic cottage is illuminated by string lights in the evening sky, which displays warm hues of pink and orange. The exterior features wooden siding and large windows, while a cozy seating area with Adirondack chairs is visible in the shared yard.
Guest house in Winooski
4.98 out of 5 average rating, 373 reviews

Modern Rustic Backyard Cottage

This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

Top guest favourite
A comfortable living room features a large sectional couch in a neutral tone, complemented by a glass-top coffee table. Decorative wall art adorns the light-colored walls, and sheer curtains allow natural light to filter in. A flat-screen TV is mounted above a console.
Guest suite in Essex
4.97 out of 5 average rating, 156 reviews

Cozy 2 bedroom apartment in Essex Junction

Come relax in this beautiful apartment. Whether you are looking to visit Vermont with family, friends or you are on a solo adventure, this 2 bedroom apartment will welcome you with a peaceful atmosphere. This is a “mother-in-law” apartment, and we take great pride in the unit and property. We are available to assist you in making your stay as comfortable as possible and answer any questions you may have, just text us and let us know. Otherwise, we will leave you to enjoy your vacation.

Guest favourite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps are positioned on each side of the bed. Natural light enters through a window adorned with light curtains. A minimalist clothing rack is situated against one wall.
Guest suite in Colchester
4.89 out of 5 average rating, 186 reviews

Cozy 1 Bedroom Apartment Getaway

Kick back and relax in this calm, cozy space! Enjoy an updated bathroom and bedroom, relax on the couch or eat a nice meal at the breakfast bar! This apartment is close to the lake, bike path, great bars and dining, and just a short drive to the mountains. There’s a small park across the street with a tennis court, basketball court and playground! Bayside Park Beach Access - 8 mins Church Street Marketplace, Burlington - 18 mins Stowe Mountain - 60 mins Smugglers Notch - 42 mins

Top guest favourite
A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford
5 out of 5 average rating, 283 reviews

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Top guest favourite
A spacious deck is equipped with lounge chairs and a dining table, inviting outdoor relaxation. The surrounding green lawn is dotted with trees, while the farmhouse is visible in the background, featuring a mix of siding and brick. Clear blue skies complete the serene setting.
Guest suite in Essex
4.85 out of 5 average rating, 197 reviews

Cozy Country 1825 Farmhouse

Serene country farmhouse on 14 acres of nature with pond views from your room. Super comfortable tempurpedic queen bed. First floor suite off main house with private entrance and deck with seating, and private bathroom. Basic kitchenette (mini frig, microwave, keurig). Portable infrared sauna in winter months. 9 miles to Burlington and 5 mins to shops & restaurants. We are in a part of Essex that is rural (the village, Essex Junction is more of a city.)

Top guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.
Guest suite in Jericho
4.99 out of 5 average rating, 140 reviews

Guest Suite w/hot tub & fireplace

Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes.

Popular amenities for Essex family-friendly rentals

When is the best time to visit Essex?

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Avg. price$289 SGD$280 SGD$294 SGD$285 SGD$323 SGD$317 SGD$321 SGD$321 SGD$326 SGD$312 SGD$301 SGD$290 SGD
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Quick stats about holiday rentals that are family-friendly in Essex

  • Total holiday rentals

    Explore 30 holiday rentals in Essex

  • Nightly prices starting at

    Essex holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,910 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Essex holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Essex rentals

  • 4.9 Average rating

    Essex stays are highly rated by guests – averaging 4.9 out of 5!