Vacation rentals in Essex

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Top-rated vacation rentals in Essex

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite

Cottage in Kingsville

4.89 out of 5 average rating, 188 reviews

Lakeview Inn

The Lakeview Inn sits on the North Shore of beautiful Lake Erie. This modern lakehouse is an 8 minute drive to the centre of kingsville where there is multiple breweries and restaurants, a public beach is a 1 minute drive down the road and is right in the centre of Southern Ontario's Wine Country. If you're coming down for a weekend to relax, taste wine or to enjoy the exceptional birding the area has to offer. At the end of your day relax to the sound of the waves brushing up against the shore.

Oct. 9 – 16

$247 CAD per night
Guest favourite

Guesthouse in Kingsville

4.96 out of 5 average rating, 207 reviews

Cozy Kingsville Country Guest House

Enjoy your stay in this cozy guest house on the main strip of the charming village of Cottam, within the town of Kingsville. This attached suite will be all for you. Separated from the main house with your own private entrance in the front and rear. Relax on the spacious deck overlooking the lush green mature treed backyard, roast marshmallows at the fire pit or take a nice nap on the hammock. Located a short drive to downtown Kingsville, beaches, wineries, restaurants, craft breweries and more!

Oct. 30 – Nov. 6

$129 CAD per night
Guest favourite

Guesthouse in Kingsville

4.98 out of 5 average rating, 590 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Oct. 29 – Nov. 5

$171 CAD per night

Popular amenities for Essex vacation rentals

Stay near Essex's top sights

Colchester Harbour/Beach20 locals recommend
Oxley Estate Winery93 locals recommend
Garfield's34 locals recommend
Cooper's Hawk Vineyards and The Vines Restaurant61 locals recommend
Tim Hortons14 locals recommend
Viewpointe Estate Winery68 locals recommend

Other great vacation rentals in Essex

Guest favourite

Cottage in Essex

4.92 out of 5 average rating, 102 reviews

Cozy 2 bedroom cottage with private beach HarrowON

Nov. 9 – 16

$132 CAD per night
Superhost

Cottage in Essex

4.88 out of 5 average rating, 178 reviews

3 Bdr Toes In The Sand Beach Cottage on Lake Erie

Feb. 21 – 28

$266 CAD per night
Guest favourite

Cottage in Kingsville

4.96 out of 5 average rating, 256 reviews

Sage On Main - Downtown Wine Country Cottage

Feb. 25 – Mar. 4

$218 CAD per night
Guest favourite

Cottage in Kingsville

5.0 out of 5 average rating, 138 reviews

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

Oct. 3 – 10

$226 CAD per night
Guest favourite

Guest suite in Kingsville

4.93 out of 5 average rating, 136 reviews

The English Garden Suite

Nov. 17 – 24

$133 CAD per night
Guest favourite

Cottage in Essex

4.91 out of 5 average rating, 204 reviews

Year Round Hot Tub & Beautiful Views Cottage

Nov. 19 – 26

$409 CAD per night
Guest favourite

Farm stay in Essex County

5.0 out of 5 average rating, 78 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

Sep. 3 – 10

$139 CAD per night
Guest favourite

Guesthouse in Essex

5.0 out of 5 average rating, 38 reviews

Premiere Cottage-Heart of Wine County/ Lake Access

Jul. 3 – 10

$208 CAD per night
Guest favourite

Cottage in Essex

5.0 out of 5 average rating, 44 reviews

Blue Haven at Colchester Harbour

Nov. 18 – 25

$261 CAD per night
Guest favourite

Guesthouse in Amherstburg

4.87 out of 5 average rating, 77 reviews

Loft Escape - Luxury Cottage Life all year long

Aug. 20 – 27

$168 CAD per night
Guest favourite

Home in Essex

4.9 out of 5 average rating, 58 reviews

The Blues Barn on the Wine Trail w/ FirePit & BBQ

Feb. 15 – 22

$243 CAD per night
Guest favourite

Apartment in Kingsville

4.97 out of 5 average rating, 71 reviews

Private Apartment near Lakeside Park

Dec. 11 – 18

$125 CAD per night

Quick stats about vacation rentals in Essex

Total rentals

130 properties

Rentals with dedicated workspaces

70 properties have a dedicated workspace

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

80 properties are a good fit for families

Total number of reviews

6.9K reviews

Nightly prices starting at

$82 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Essex County
  5. Essex