Essex Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Essex holiday rentals

Interior
Cozy Tiny Home in charming Bristol VT, close to major ski areas

Cozy Tiny Home in charming Bristol VT, close to major ski areas

Cozy Tiny Home in charming Bristol VT, close to major ski areas
Bristol
9.8 out of 10, Exceptional, (15)
"Small but cozy and welcoming space. Brenda is very kind and you will be comfortable here with 1-2 adults."
United States
Scott D.
The price is HK$700
HK$1,394 total
includes taxes & fees
29 Dec - 30 Dec
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Gazebo
The Wilderness Inn

The Wilderness Inn

The Wilderness Inn
3.0 star property
Wilmington
9.2 out of 10, Wonderful, (165)
"Our family had an amazing stay. The place was spotless and cozy. The kitchen had everything we needed and more. The cabin was warm and the fireplace gave it a nice rustic touch. "
United States
Gabriella
The Wilderness Inn
Smart TV
Cozy Private Suite - Near BTV Airport & UVM

Cozy Private Suite - Near BTV Airport & UVM

Cozy Private Suite - Near BTV Airport & UVM
2.0 star property
South Burlington
9.0 out of 10, Wonderful, (8)
"It was cute and located in a great neighborhood."
United States
Sara G.
The price is HK$653
HK$1,599 total
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Private Suite - Near BTV Airport & UVM
Exterior
*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
10.0 out of 10, Exceptional, (7)
"fantastic!"
United States
Diana L.
The price is HK$611
HK$2,210 total
includes taxes & fees
8 Jan - 9 Jan 2026
*Downtown Middlebury Waterfall Studio Apartment*
Interior
1bdrm Apt near UVMMC, i89, and Downtown

1bdrm Apt near UVMMC, i89, and Downtown

1bdrm Apt near UVMMC, i89, and Downtown
Winooski
9.8 out of 10, Exceptional, (6)
"The place was as advertised and very cozy and pleasant."
United States
Melissa M.
The price is HK$650
HK$1,869 total
includes taxes & fees
28 Dec - 29 Dec
1bdrm Apt near UVMMC, i89, and Downtown
Outdoor dining
Bohemian Penthouse | 1min Walk Restaurants + Shops

Bohemian Penthouse | 1min Walk Restaurants + Shops

Bohemian Penthouse | 1min Walk Restaurants + Shops
Winooski
9.6 out of 10, Exceptional, (8)
"A lovely stay! Host was accommodating and responsive. The building is on the older side but I think that gives it charm. The sun room was lovely and it was perfect for 4 adults."
United States
Kiran G.
The price is HK$630
HK$1,600 total
includes taxes & fees
14 Jan - 15 Jan 2026
Bohemian Penthouse | 1min Walk Restaurants + Shops
Interior
1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking

1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking

1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking
Winooski
9.6 out of 10, Exceptional, (10)
"This apartment is my favorite rental in Winooski - pleasant, well lit, spacious enough, clean, interestingly decorated avoiding clutter and highlighting local culture. I stayed 2.5 weeks during a hot spell; the air conditioning worked well. Location is convenient to everything."
United States
MARGARET C N.
The price is HK$726
HK$1,967 total
includes taxes & fees
26 Dec - 27 Dec
1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking
Fridge, microwave, oven, stovetop
Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington

Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington

Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington
South Burlington
10.0 out of 10, Exceptional, (6)
"Stayed for two nights, had a wonderful time! "
United States
JFimmers
The price is HK$623
HK$1,231 total
includes taxes & fees
6 Jan - 7 Jan 2026
Central Location, Cozy Studio with WiFi and AC in enchanting South Burlington
Fridge, microwave, oven, stovetop
Brand New Cottage with Deck & Pergola - Fully Registered & Licensed

Brand New Cottage with Deck & Pergola - Fully Registered & Licensed

Brand New Cottage with Deck & Pergola - Fully Registered & Licensed
New North End
10.0 out of 10, Exceptional, (4)
"Great time. Would love to return "
United States
Laurene P.
The price is HK$887
HK$1,177 total
includes taxes & fees
18 Jan - 19 Jan 2026
Brand New Cottage with Deck & Pergola - Fully Registered & Licensed
Fridge, microwave, oven, stovetop
Charming 2-bedroom house in welcoming Winooski with WiFi, laundry Pets&fence

Charming 2-bedroom house in welcoming Winooski with WiFi, laundry Pets&fence

Charming 2-bedroom house in welcoming Winooski with WiFi, laundry Pets&fence
2.0 star property
Winooski
10.0 out of 10, Exceptional, (26)
"This house was perfect!"
United States
Kimberly K.
The price is HK$832
HK$1,829 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 2-bedroom house in welcoming Winooski with WiFi, laundry Pets&fence
Outdoor dining
Postmodern Penthouse | 1 Min Walk Dining + Shops

Postmodern Penthouse | 1 Min Walk Dining + Shops

Postmodern Penthouse | 1 Min Walk Dining + Shops
Winooski
9.8 out of 10, Exceptional, (8)
"Loved the postmodern vibe & closeness to food, shopping & more"
United States
Traci G.
The price is HK$722
HK$1,730 total
includes taxes & fees
13 Jan - 14 Jan 2026
Postmodern Penthouse | 1 Min Walk Dining + Shops
Pool
2Bed Apt 5mins to i89, parking, close to dwntwn!

2Bed Apt 5mins to i89, parking, close to dwntwn!

2Bed Apt 5mins to i89, parking, close to dwntwn!
Winooski
10.0 out of 10, Exceptional, (12)
"Great location for our Lake Monster baseball vacation. Plenty of space and air conditioning."
United States
Carolyn S.
The price is HK$794
HK$2,198 total
includes taxes & fees
30 Dec - 31 Dec
2Bed Apt 5mins to i89, parking, close to dwntwn!
Outdoor dining
Perfectly Located Private 2 Bdrm Apartment

Perfectly Located Private 2 Bdrm Apartment

Perfectly Located Private 2 Bdrm Apartment
Old North End
9.8 out of 10, Exceptional, (9)
"Only spent one quick night but the place was perfect. Conveniently located, clean, had everything I needed."
United States
Sara O.
The price is HK$726
HK$2,099 total
includes taxes & fees
28 Dec - 29 Dec
Perfectly Located Private 2 Bdrm Apartment
1 bedroom, WiFi, bed sheets
Private Apt w/ parking spot shrt walk to Dwntwn!

Private Apt w/ parking spot shrt walk to Dwntwn!

Private Apt w/ parking spot shrt walk to Dwntwn!
Old North End
10.0 out of 10, Exceptional, (16)
"Lovely hosts and wonderful apartment! We stayed for 4 nights and we were so comfortable. Great location to everything in Burlington and beyond!"
United States
Sandy M.
The price is HK$582
HK$1,778 total
includes taxes & fees
28 Dec - 29 Dec
Private Apt w/ parking spot shrt walk to Dwntwn!
Smart TV, fireplace, books
Charming 2-bedroom cabin in the Adirondacks with a treehouse and an artist loft

Charming 2-bedroom cabin in the Adirondacks with a treehouse and an artist loft

Charming 2-bedroom cabin in the Adirondacks with a treehouse and an artist loft
2.0 star property
Elizabethtown
10.0 out of 10, Exceptional, (3)
"The place was perfect!"
United States
Deb J.
The price is HK$635
HK$3,443 total
includes taxes & fees
14 Jan - 15 Jan 2026
Charming 2-bedroom cabin in the Adirondacks with a treehouse and an artist loft
TV, fireplace
Cozy 1BR in Winooski!

Cozy 1BR in Winooski!

Cozy 1BR in Winooski!
Winooski
10.0 out of 10, Exceptional, (1)
The price is HK$747
HK$1,541 total
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy 1BR in Winooski!
Private kitchen
Cozy Studio 1/2 block to Church St & Shops-Pets

Cozy Studio 1/2 block to Church St & Shops-Pets

Cozy Studio 1/2 block to Church St & Shops-Pets
Old North End
9.6 out of 10, Exceptional, (12)
"Great location (central to great restaurants, venues, etc) and provided everything we needed including parking."
United States
Alicia B.
The price is HK$537
HK$1,211 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Studio 1/2 block to Church St & Shops-Pets
Property grounds
Cute Apartment in the Heart of Winooski

Cute Apartment in the Heart of Winooski

Cute Apartment in the Heart of Winooski
Winooski
9.0 out of 10, Wonderful, (9)
"Was adequate for our needs. Not real big, but had the essentials. Was a good value for this date. "
United States
Daniel J.
The price is HK$546
HK$1,189 total
includes taxes & fees
13 Jan - 14 Jan 2026
Cute Apartment in the Heart of Winooski
Terrace/patio
Historic Charm Meets Modern Comfort in Downtown Burlington

Historic Charm Meets Modern Comfort in Downtown Burlington

Historic Charm Meets Modern Comfort in Downtown Burlington
Burlington
10.0 out of 10, Exceptional, (49)
"Great place. Good location. Highly recommend. "
United States
Cory G.
The price is HK$879
HK$1,620 total
includes taxes & fees
7 Jan - 8 Jan 2026
Historic Charm Meets Modern Comfort in Downtown Burlington
Interior
Sweet & Cozy Studio Apartment

Sweet & Cozy Studio Apartment

Sweet & Cozy Studio Apartment
South Burlington
10.0 out of 10, Exceptional, (3)
"Clean comfortable and convenient. Just what my wife and I were looking for, a place to spend the weekend while visiting friends in Burlington"
United States
Ed P.
The price is HK$840
HK$1,856 total
includes taxes & fees
12 Jan - 13 Jan 2026
Sweet & Cozy Studio Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Essex Hotel Reviews

Green Mountain Suites Hotel

Green Mountain Suites Hotel

10/10 Excellent
"Amazing staff, room and ambiance! Will come back for sure!"
Andrew 1-night trip
Posted 6 hours ago
Green Mountain Suites Hotel

Find out more about Essex

Search for holiday rentals in Essex on Expedia! You can easily find your home rentals, villas, holiday apartments in Essex using one of the methods below:

  • View our selection of featured holiday rentals in Essex
  • Use the map to find apartments and other holiday homes in the Essex neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Essex while they last

Look no further and take a look at our great range of rental properties in Essex!

Frequently asked questions

Can I find holiday rentals in Essex?

Yes, there are holiday rentals close to the most popular sights in Essex, or you can select a more secluded option if you're looking for a relaxing stay. Essex is known for its local tours and gardens. Make sure you have time to check out the architecture and churches during your trip.

What are some of the best holiday rentals that Essex has to offer?

3 Bed House Perfect as a Base Camp to all the Mountains around Lake Placid! : This holiday home rental outside of Essex has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Essex?

While exploring the area, visit family-friendly sights like Vermont Teddy Bears, or get outside and enjoy nature at Split Rock Wild Forest. Greystone and Thompsons Point are a couple of places you'll find in the wider area.

What are holiday rentals like in Essex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Essex. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.