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 favorite

Cottage in Kingsville

4.89 out of 5 average rating, 189 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.

Nov 18 – 25

ﺩ.ﺇ575 per night
Guest favorite

Guesthouse in Kingsville

4.96 out of 5 average rating, 208 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

ﺩ.ﺇ303 per night
Guest favorite

Guesthouse in Kingsville

4.98 out of 5 average rating, 592 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.

Dec 27 – Jan 3

ﺩ.ﺇ416 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

Superhost

Cottage in Essex

4.88 out of 5 average rating, 178 reviews

3 Bdr Toes In The Sand Beach Cottage on Lake Erie

Dec 29 – Jan 5

ﺩ.ﺇ621 per night
Guest favorite

Cottage in Essex

4.92 out of 5 average rating, 102 reviews

Cozy 2 bedroom cottage with private beach HarrowON

Nov 23 – 30

ﺩ.ﺇ331 per night
Guest favorite

Cottage in Kingsville

4.96 out of 5 average rating, 256 reviews

Sage On Main - Downtown Wine Country Cottage

Aug 23 – 30

ﺩ.ﺇ556 per night
Guest favorite

Cottage in Kingsville

5.0 out of 5 average rating, 138 reviews

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

Sep 4 – 11

ﺩ.ﺇ517 per night
Guest favorite

Guest suite in Kingsville

4.93 out of 5 average rating, 136 reviews

The English Garden Suite

Nov 18 – 25

ﺩ.ﺇ307 per night
Guest favorite

Farm stay in Essex County

5.0 out of 5 average rating, 78 reviews

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

Nov 3 – 10

ﺩ.ﺇ338 per night
Guest favorite

Guesthouse in Essex

5.0 out of 5 average rating, 38 reviews

Premiere Cottage-Heart of Wine County/ Lake Access

Jul 4 – 11

ﺩ.ﺇ541 per night
Guest favorite

Cottage in Essex

5.0 out of 5 average rating, 44 reviews

Blue Haven at Colchester Harbour

Sep 12 – 19

ﺩ.ﺇ605 per night
Guest favorite

Home in Essex

4.9 out of 5 average rating, 58 reviews

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

Feb 16 – 23

ﺩ.ﺇ553 per night
Guest favorite

Guesthouse in Amherstburg

4.87 out of 5 average rating, 77 reviews

Loft Escape - Luxury Cottage Life all year long

Jun 24 – Jul 1

ﺩ.ﺇ416 per night
Guest favorite

Apartment in Kingsville

4.97 out of 5 average rating, 71 reviews

Private Apartment near Lakeside Park

Sep 20 – 27

ﺩ.ﺇ319 per night
Guest favorite

Cottage in Amherstburg

4.91 out of 5 average rating, 95 reviews

Sawiak Waterfront Haven

Feb 1 – 8

ﺩ.ﺇ650 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

ﺩ.ﺇ220 before taxes and fees

Frequently Asked Questions

  • Do house rentals in Essex have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Essex. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Essex have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Essex. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Essex have air conditioning?

    Absolutely! We offer over 50 cottage rentals with air conditioning in Essex. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Essex?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with free parking, over 30 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Essex?

    Essex has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do cottage rentals in Essex have wifi?

    Absolutely! We offer over 50 cottage rentals with wifi in Essex. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Essex?

    Four-legged friends are welcome in Essex. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Essex?

    Yes! Work meets play with ease at over 70 vacation rentals in Essex featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

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