Essex Vacation Rentals

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Check prices for these dates

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Essex vacation rentals

Gazebo
The Wilderness Inn

Chalet in Wilmington

The Wilderness Inn
3.0 star property
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
$156 nightly
The price is $177
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Wilderness Inn
Fridge, microwave, oven, stovetop
1bdrm Apt near UVMMC, i89, and Downtown

Apartment in Winooski

1bdrm Apt near UVMMC, i89, and Downtown
9.8 out of 10, Exceptional, (6)
"The place was as advertised and very cozy and pleasant."
United States
Melissa M.
$222 nightly
The price is $240
Dec 29 - Dec 30
Total with taxes and fees
1bdrm Apt near UVMMC, i89, and Downtown
Exterior
*Downtown Middlebury Waterfall Studio Apartment*

Apartment in Middlebury

*Downtown Middlebury Waterfall Studio Apartment*
10.0 out of 10, Exceptional, (7)
"fantastic!"
United States
Diana L.
$236 nightly
The price is $260
Jan 26 - Jan 27, 2026
Total with taxes and fees
*Downtown Middlebury Waterfall Studio Apartment*
Fridge, microwave, oven, stovetop
Sunny 3-Bedroom Apartment with Park and Lake View - Fully Registered & Licensed

Apartment in Old North End

Sunny 3-Bedroom Apartment with Park and Lake View - Fully Registered & Licensed
9.6 out of 10, Exceptional, (5)
"The place was immaculate and comfortable "
United States
Peter
$182 nightly
The price is $219
Jan 14 - Jan 15, 2026
Total with taxes and fees
Sunny 3-Bedroom Apartment with Park and Lake View - Fully Registered & Licensed
Outdoor dining
Postmodern Penthouse | 1 Min Walk Dining + Shops

Apartment in Winooski

Postmodern Penthouse | 1 Min Walk Dining + Shops
9.8 out of 10, Exceptional, (8)
"Loved the postmodern vibe & closeness to food, shopping & more"
United States
Traci G.
$182 nightly
The price is $206
Jan 19 - Jan 20, 2026
Total with taxes and fees
Postmodern Penthouse | 1 Min Walk Dining + Shops
Exterior
Charming 2-bedroom house in welcoming Winooski with WiFi, laundry Pets&fence

Vacation Home in Winooski

Charming 2-bedroom house in welcoming Winooski with WiFi, laundry Pets&fence
2.0 star property
10.0 out of 10, Exceptional, (26)
"This house was perfect!"
United States
Kimberly K.
$201 nightly
The price is $227
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 2-bedroom house in welcoming Winooski with WiFi, laundry Pets&fence
Exterior
Cozy Private Suite - Near BTV Airport & UVM

Apartment in South Burlington

Cozy Private Suite - Near BTV Airport & UVM
2.0 star property
9.0 out of 10, Wonderful, (8)
"It was cute and located in a great neighborhood."
United States
Sara G.
$182 nightly
The price is $206
Jan 2 - Jan 3, 2026
Total with taxes and fees
Cozy Private Suite - Near BTV Airport & UVM
Exterior detail
Cozy Studio 1/2 block to Church St & Shops-Pets

Apartment in Old North End

Cozy Studio 1/2 block to Church St & Shops-Pets
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.
$138 nightly
The price is $155
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy Studio 1/2 block to Church St & Shops-Pets
Fridge, microwave, oven, stovetop
2Bed Apt 5mins to i89, parking, close to dwntwn!

Apartment in Winooski

2Bed Apt 5mins to i89, parking, close to dwntwn!
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.
$249 nightly
The price is $273
Dec 29 - Dec 30
Total with taxes and fees
2Bed Apt 5mins to i89, parking, close to dwntwn!
Outdoor dining
Cozy Tiny Home in charming Bristol VT, close to major ski areas

Vacation Home in Bristol

Cozy Tiny Home in charming Bristol VT, close to major ski areas
9.8 out of 10, Exceptional, (15)
"The general area offers every age something to do."
United States
J S.
$160 nightly
The price is $179
Dec 29 - Dec 30
Total with taxes and fees
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Property grounds
Cute Apartment in the Heart of Winooski

Apartment in Winooski

Cute Apartment in the Heart of Winooski
9.0 out of 10, Wonderful, (9)
"Property was small but cozy plenty of hot water and easy to get to attractions "
United States
Gloria C.
$135 nightly
The price is $153
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cute Apartment in the Heart of Winooski
Fridge, microwave, oven, stovetop
Charming 2-bedroom cabin in the Adirondacks with a treehouse and an artist loft

Cabin in Elizabethtown

Charming 2-bedroom cabin in the Adirondacks with a treehouse and an artist loft
2.0 star property
10.0 out of 10, Exceptional, (3)
"The place was perfect!"
United States
Deb J.
$405 nightly
The price is $457
Jan 13 - Jan 14, 2026
Total with taxes and fees
Charming 2-bedroom cabin in the Adirondacks with a treehouse and an artist loft
Private kitchen
Little downtown gem with parking

Apartment in Old North End

Little downtown gem with parking
2.0 star property
9.8 out of 10, Exceptional, (22)
"Very clean and comfortable, would stay here again."
United States
Greta F.
$165 nightly
The price is $185
Dec 29 - Dec 30
Total with taxes and fees
Little downtown gem with parking
Outdoor dining
Bohemian Penthouse | 1min Walk Restaurants + Shops

Apartment in Winooski

Bohemian Penthouse | 1min Walk Restaurants + Shops
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.
$182 nightly
The price is $206
Jan 15 - Jan 16, 2026
Total with taxes and fees
Bohemian Penthouse | 1min Walk Restaurants + Shops
Fridge, microwave, oven, stovetop
1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking

Apartment in Winooski

1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking
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.
$231 nightly
The price is $252
Dec 30 - Dec 31
Total with taxes and fees
1 Bdrm Apt Dwntwn Winooski w/ Laundry and Parking
Property grounds
Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski

Apartment in Winooski

Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski
2.0 star property
9.8 out of 10, Exceptional, (12)
"Great place, would stay again! "
United States
christine b.
$190 nightly
The price is $215
Dec 30 - Dec 31
Total with taxes and fees
Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski
Microwave, oven, stovetop
Perfect Burlington Stay – Cozy 1BR w/ Balcony, 5 min Walk to Church St & Lake

Apartment in Old North End

Perfect Burlington Stay – Cozy 1BR w/ Balcony, 5 min Walk to Church St & Lake
9.6 out of 10, Exceptional, (5)
"It was the BEST home I've ever been to!!If anyone sees this review, I highly recommend that you reserve this place right away!"
Canada
YoonJae L.
$231 nightly
The price is $259
Jan 5 - Jan 6, 2026
Total with taxes and fees
Perfect Burlington Stay – Cozy 1BR w/ Balcony, 5 min Walk to Church St & Lake
Fridge, microwave, oven, stovetop
Private Renovated Apt w/ Washer/Dryer near dwntwn!

Apartment in Centennial

Private Renovated Apt w/ Washer/Dryer near dwntwn!
2.0 star property
10.0 out of 10, Exceptional, (2)
"Stayed a week and it was perfect. No air conditioning but the fans worked! "
United States
Kerry Y.
$242 nightly
The price is $265
Jan 4 - Jan 5, 2026
Total with taxes and fees
Private Renovated Apt w/ Washer/Dryer near dwntwn!
Property grounds
Vermont Lake Days Await | Boat, Bike, Unwind

Vacation Home in Malletts Bay

Vermont Lake Days Await | Boat, Bike, Unwind
9.6 out of 10, Exceptional, (10)
"Very comfortable stay and so close to the biking causeway! Erin was a great host."
United States
Denise A.
$234 nightly
The price is $264
Jan 5 - Jan 6, 2026
Total with taxes and fees
Vermont Lake Days Await | Boat, Bike, Unwind
Exterior
Peaceful 1BR ground floor with garden view - Simple, Stylish, Shelburne

Apartment in Shelburne

Peaceful 1BR ground floor with garden view - Simple, Stylish, Shelburne
9.4 out of 10, Exceptional, (6)
"Slept well, had everything we needed!"
Canada
Esther Q.
$250 nightly
The price is $282
Dec 30 - Dec 31
Total with taxes and fees
Peaceful 1BR ground floor with garden view - Simple, Stylish, Shelburne
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.
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Top Essex Hotel Reviews

Hilton Garden Inn Burlington Downtown

Hilton Garden Inn Burlington Downtown

10/10 Excellent
"Very convenient location. "
Chunsong 1-night trip
Posted 19 hours ago
Hilton Garden Inn Burlington Downtown

Find out more about Essex

Everything you need to know about Essex vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Essex vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Essex vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Essex vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Essex. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Essex in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $177 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Essex rentals

At Expedia, we put the best Essex vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Essex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Essex vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Essex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Essex?

Yes, we give you a choice of vacation rentals near popular local attractions in Essex, or you can go with a secluded option if you want a relaxing place to 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's the top vacation rental in Essex?

3 Bed House Perfect as a Base Camp to all the Mountains around Lake Placid! : Visitors like this Essex vacation home rental. It 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 larger area.

What are vacation rentals like in Essex?

Vacation rentals are private properties you can stay in for a short or long stay in Essex. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.