
Family-friendly holiday rentals in Essex
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Essex
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Spacious Retro Apartment: Ground Level
Cozy basement apartment with separate entrance and natural light. Quiet neighborhood, close to bus route, and walkable distance to bars, restaurants, and center of Essex Junction. We welcome people from all walks of life, and all backgrounds into our warm, vintage chic apartment. Private space in our bustling house, you WILL HEAR us upstairs, please note!! Full bath with small shower, kitchenette with full fridge—no stove. Microwave, hot plate, toaster, Keurig coffee maker and washer and dryer.

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

Modern, hilltop, lakeside retreat!
A minimal, refined retreat nestled in trees offers peaceful, modern luxury. Use the dock for swimming and relaxing, kayaking, and paddleboarding. Built in 2021 to the highest standards, for extended family. Located about 15 minutes from downtown Burlington & downtown Winooski w/ access to all manner of outdoor & maritime activities! We encourage you to enjoy coffee on the dock in the morning! Views from the house vary with the season due to the leaves on the trees. The lake is always beautiful.

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.

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.

Treehouse at Bliss Ridge Farm - Best Views in VT!
This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

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.

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.

Hidden Gem Near Burlington & Airport
NEW FLOORING & BATHTUB: Feb 2025. This 1,000-sqft spacious basement apartment is in the heart of Essex Junction in a great neighborhood — near Burlington, ski resorts, Essex Expo, and the airport. Restaurants and bars nearby! Great for quick work trips or longer stays. We have a few toys and a Pack ‘n Play for your little one! Fully furnished and equipped for an easy stay — including an air-fryer, panini press, etc. (NO ridiculous cleaning fees!) Come visit — we'd love to host you!

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

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!

The Roost - Recharge & Relax
Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.
Popular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub

Scandinavian chalet • Sauna spa • Quiet nature

Metcalf Pond Camp Convenient to Smugglers Notch

Charming Private Apt in South End w/ Hot Tub

So. Burl. quiet setting 10 mins fr. everything

Hilltop Haven

Hot Tub | Bohemian Bungalow | Restaurants + Shops

Lovely Lil’ House- fenced yard!/Hot Tub

Fully Loaded - Bikes & Hot Tub - Groups Welcome!
Family- and pet-friendly home rentals

Hill Section Carriage House

The Minouche - Cabin Life at its Best

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking

Downtown Burlington, Renovated, 1 bedroom+

Cady’s Falls Cabin

The Cabin @ The Birches

Tiny on the Hill - Sauna + Burlington + Stowe
Family-friendly home rentals with a pool

Cozy Bolton Valley Ski Studio • Hike & Relax

Lower Yurt Stay on VT Homestead

Spacious Private Apartment w/ Green Mountain Views

Sunset Cottage on the Richelieu River CITQ#302701

Gorgeous panoramic views - 4 miles to the mountain

Cute Cottage - Poolside - Minutes To Activities

Studio Cabin near Smugglers Notch

Private Suite in the Green Mountains
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $305 SGD | $235 SGD | $225 SGD | $284 SGD | $322 SGD | $316 SGD | $319 SGD | $319 SGD | $325 SGD | $311 SGD | $300 SGD | $289 SGD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
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 $77 SGD per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Rentals with outdoor seating Essex
- Pet-friendly rentals Essex
- Rentals with a patio Essex
- Flat rentals Essex
- Rentals with a fireplace Essex
- House rentals Essex
- Rentals with a washing machine and dryer Essex
- Rentals with a firepit Essex
- Family-friendly rentals Chittenden County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Parc Safari
- Jay Peak Resort Golf Course
- Jay Peak
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Pump House Indoor Waterpark
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Elmore State Park
- Warren Falls
- Shelburne Museum
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Waterfront Park
- Cochran's Ski Area
- Boyden Valley Winery & Spirits





