
Pet-friendly vacation rentals in Essex
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Essex
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Year Round Hot Tub & Beautiful Views Cottage
Welcome to the Cozy Lakeside Cottage! Located within the village of Colchester, right on Lake Erie, nestled in the middle of Essex Wine Country. This cottage features 4 beds (A queen bed in the primary bedroom, one bunk bed with a queen base and a full upper bunk in the 2nd bedroom, plus an additional murphy bed on the main floor) Full kitchen, indoor dining, outdoor dining, 4 person hot tub & stunning views! Colchester Beach, Restaurants, Park & Marina just steps away! A truly relaxing escape.

Lake Erie retreat-unwind & explore local wineries
Escape to a serene retreat at The Lakeside House, where relaxation and charm meet the magic of the season. Soak in the year-round hot tub while gazing out at the tranquil, icy expanse of Lake Erie or cozy up by the fireplace with a glass of local wine. The house has a contemporary design streaming into the lake views, from the living room and the gourmet kitchen to the loft office and bedrooms. PLEASE READ our house rules before you book! They include information in regard with pet allowance!

Blue Breeze Cottage Ontario
Tranquil Farmhouse Retreat with a Pet-Friendly Twist Welcome to your picturesque escape in the heart of Amherstburg, Ontario! Nestled on a peaceful street and mins away from Downtwon river front area. Whether you're a nature enthusiast looking to discover the beauty of Canada's southernmost tip, Point Pelee National Park, a wine connoisseur, or simply seeking a tranquil getaway to indulge in golf and visit museums, our Amherstburg retreat offers the perfect blend of relaxation and adventure

Luxury 2BR home with high ceilings and BBQ w/patio
Labelle Lodge invites you to this bright home with 2 spacious bedrooms and a living area with high ceilings and tons of natural light. Nestled amongst majestic trees, the serene getaway is just 7 minutes away from the US border. Conveniently located near EC Row, you’re minutes away from the Riverside and the entertainment district. Enjoy high speed internet and two smart TVs with all your streaming apps. Indulge in the outdoor dining area and experience the tranquility of South Windsor.

Premiere Cottage-Heart of Wine County/ Lake Access
Our stunning guest house sits high on the Oxley bluff, nestled in the middle of wine county. This spectacular space is truly the premiere of what Oxley has to offer. Shared access to massive over-size deck for large gatherings provides pristine lake views. Staircase leads to secluded deck with private beach. This modern & stylish property features 1 bedroom, 1 bathroom and a wood burning stove fireplace, making it a comfortable stay for any time of year. You simply won't find better in Oxley!

The Kiss nTell - Year round - Hot tub - Lake Views
If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

The Hideaway
This cosy lakeside cabin is nestled in the heart of wine country, along the Shores of beautiful Lake Erie in a very friendly cottage community. The cottage is tastefully decorated with all the amenities of home, perfect for 1 or 2 people, and an amazing view of the lake no matter where you choose to sit. Just minutes away from local wineries. Walk, bike, explore all the region has to offer. Centrally located between Leamington home of Point Pelee national park and Historical Amherstburg.

North Shore Retreat
Welcome to North Shore Retreat! Our house sits atop an elevated bluff overlooking Lake Erie and is adjacent to a beautiful ravine surrounded by mature trees. It is a warm, modern, rustic home with a view you will never forget. Our home is walking distance to three of the most established wineries along Lake Erie (Viewpoint Estate Winery, North 42 Degrees and CREW). This space has everything you need to unwind, cook, disconnect, relax, enjoy wildlife and take care of yourself.

Shores of Erie Guest House
Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

Cozy Forest Retreat • Sauna • Hiking • Event Space
Escape to Kings Woods Lodge for a cozy winter getaway! Enjoy hiking in the woods, bird watching, crackling fires, heated blankets, rejuvenating sauna sessions, and nights filled with board games and shuffleboard. Surrounded by peaceful forest views, it’s the perfect spot to relax and reconnect. Hosting an event? Kings Woods Hall, our boutique on-site venue, is just steps away and can host up to 80 guests. Great for Christmas parties, bridal or baby showers or intimate weddings.

Waterside Lakehouse - Lake Erie & EPIC Wineries
Welcome to Waterside Lakehouse on the shores of Lake Erie and nestled among the EPIC Wineries of Essex County. Take in the magnificent views of Lake Erie from the 'infinity deck' or take a short walk (5 min.) to the public beach, harbour and marina in the Village of Colchester. The harbour features a park with a splash pad for the kids, pirate ship climbers and a pier that can be the perfect spot for fishing. You are minutes away from a number of the best Ontario wineries. Enjoy!

Lakeside getaway
Welcome to Lake Erie and the village of Colchester. Enjoy this premier location with views of the lake and easy access to many local amenities. Families will enjoy the splash pad, play center, public beach, harbour and public changerooms/toilets so close you can see from the window. Friends and couples are well situated to explore local wineries and breweries, 3 of which are less than 10 minutes away by bicycle, and many more accessible via bike lanes along the HWY 50 wine route
Popular amenities for Essex pet-friendly home rentals
Pet-friendly house rentals

Hideaway in Harrow with 2 person Air-jet Tub

3 Bed Bright Modern Home in Heart of Walkerville

Fabulous Ferndale Home - Private with Outdoor Area

Aesthetic ranch style home with modern furnishings

Family-Sized 3BR • 5 Beds • Near Downtown

Full house - 5 bed, 2 bath

New Core City Home + Garage

Sanctuary Studio-Pets Welcome!
Pet-friendly home rentals with a pool

Modern/cozy/lakefront/hot tub/pet friendly/6

Family Oasis w/ Heated Pool, BBQ and Smoker

Warm&Bright Upper Unit | Pool+Coffee+Big Driveway

♥️ of 👑 🌳 Entire 2BR House!

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Midtown Gem – Walkable & Bright Hotel Style Unit

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

The House of Pair-adise
Private, pet-friendly home rentals

Piece by Peace Place

Reveries on the Lake- Kingsville cottage

A Lakeside View

“Greenscend” Kingsville | Leamington | home stay

Spacious 1BD Apartment | Prime Location | Parking

2 bedroom Getaway/lake St.Clair/boatslip

Cozy Cottage on Cedar Creek with Game Room

Hello Gorgeous
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,962 GYD | G$26,171 GYD | G$28,893 GYD | G$27,218 GYD | G$30,568 GYD | G$32,871 GYD | G$33,289 GYD | G$33,499 GYD | G$29,940 GYD | G$28,265 GYD | G$25,124 GYD | G$26,799 GYD |
| Avg. temp | -4°C | -2°C | 2°C | 8°C | 15°C | 20°C | 23°C | 21°C | 18°C | 11°C | 5°C | -1°C |
Quick stats about vacation rentals that are pet-friendly in Essex

Total vacation rentals
Explore 30 vacation rentals in Essex

Nightly prices starting at
Essex vacation rentals start at G$12,562 GYD per night before taxes and fees

Verified guest reviews
Over 3,700 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Essex vacation rentals include wi-fi 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!
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- Rentals with outdoor seating Essex
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