
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.

Sauna, stunning Lake Erie view, lakefront retreat
Welcome to Ironwood Cottages! NEW Starting Nov 5, 2024—experience our cedar sauna with stunning lake views, ideal for sunrise meditations or sunset relaxation. This pet-friendly, renovated 1920s lakefront cottage is perfect for making memories. Minutes from unique dining and the Epic Wine Country route, enjoy cozy beach fires, and unforgettable lake views. Just a short drive from the 401 or the border, come relax and unwind in a truly scenic, welcoming atmosphere. Kingsville License #STR25-013

The Mayaswell - All Year - Hot Tub - Lake Views
This cottage is nestled in a small cottage community. It is now being offered year round, and features a 2-4 person hot tub. The Mayaswell sits atop a bluff with stunning Lake Erie views. Colchester beach is a 10 min walk away with swimming & relaxation on a clean sandy beach. Award winning wineries are within walking distance or a short bike ride away. Fresh produce stands, hiking trails, restaurants and nature at its finest complete the perfect picture of The Mayaswell and its surroundings.

Chardonnay Bay- Pet Friendly, beach, hot tub!
Beautiful rustic cottage located in Colchester, Ontario! Chardonnay Bay offers 2 bedrooms and a loft, the master bed includes one queen bed, the 2nd bedroom has single bunk beds and the loft has a queen. We offer a full kitchen as well as laundry facilities. Outdoor patio area with hot tub, picnic table and bbq. We are located within a one minute walk to the beautiful Colchester beach, splashpad, park and marina, located on Essex County’s EPIC wine route consisting of over eighteen wineries.

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!

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!

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

Relax at Bridgewood Farms I Hot Tub & Wine Country
-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and frontage onto majestic Lake Erie. Bathe in the healing power of our farm and forests. Town of Essex License #STR-2025-20

Lakeside escape: Hot tub, fireplace&local wineries
Private lakefront retreat with a year-round hot tub overlooking Lake Erie. Enjoy direct lake access, golden-hour sunsets from the deck, or cozy evenings by the fireplace. Inside, the home blends cozy cabin-style charm with modern comforts, offering multiple sitting areas designed for relaxation and connection. Please review our House Rules before booking, including important details regarding pet allowances.

The English Garden Suite
Hidden Oasis on the edge of town, complete with private English style garden and large pond with many feathered visitors. Just far enough from the hustle and bustle to feel private while being close enough to walk across town and stroll back home. Enter your quarters from a private entrance through the garden, past the dogwood tree. There is tea and coffee available in the cupboard under the microwave.
Popular amenities for Essex pet-friendly home rentals
Pet-friendly house rentals

Rock House Detroit w 2 Kings Office Designer HGTV

Huge Historic Home w Huge Yard

Quiet LaSalle Newly Renovated Entire Country Home

The Big Cheese

2 min walk to downtown Royal Oak, entire 3 BR home

David's Dwelling: Spa-like bathrooms, Full Wetbar!

Lakefront sunrise home near Point Pelee.

Little House on Laprairie
Pet-friendly home rentals with a pool

Cottage Escape by the Water

Woodland Retreat with Pool, Sauna & Event Space

♥️ of 👑 🌳 Entire 2BR House!

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

Staycation Windsor

Midtown Gem – Walkable & Bright Hotel Style Unit

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

Sunny Shores Getaway 3BR/2bA/pool
Private, pet-friendly home rentals

A Lakeside View

"That 70's Cottage" (on Lake Erie!) Free Firewood!

Hideaway in Harrow with 2 person Air-jet Tub

Cute & Cozy 2 BR Cottage with view of Lake Erie

Cute Cottage on Lake Erie -private beach & Firepit

Bright & Cozy 1 Bdr Apt

Hello Gorgeous

Crabapple Cottage
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,797 GYD | G$31,588 GYD | G$37,864 GYD | G$27,195 GYD | G$30,542 GYD | G$32,843 GYD | G$33,262 GYD | G$33,471 GYD | G$29,915 GYD | G$29,496 GYD | G$29,496 GYD | G$30,124 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$14,644 GYD per night before taxes and fees

Verified guest reviews
Over 3,820 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 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!
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Chicago Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Northeast Ohio Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Columbus Vacation rentals
- Rentals with a washer and dryer Essex
- Rentals with outdoor seating Essex
- Rentals with a patio Essex
- Family-friendly rentals Essex
- Apartment rentals Essex
- Rentals with lake access Essex
- Rentals with a hot tub Essex
- Cottage rentals Essex
- Rentals with beach access Essex
- Rentals with a fireplace Essex
- Rentals with a fire pit Essex
- Waterfront rentals Essex
- Beachfront rentals Essex
- House rentals Essex
- Pet-friendly rentals Essex County
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Cedar Point
- Little Caesars Arena
- Ford Field
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Museum of Art
- University of Michigan Historical Marker
- Motown Museum
- University of Windsor
- The Heidelberg Project
- Maumee Bay State Park
- Lake St. Clair Metropark
- Hollywood Casino at Greektown
- Kensington Metropark
- Fox Theatre
- Pine Knob Music Theatre
- Renaissance Center
- The Ark
- Huntington Place
- East Harbor State Park
- University of Michigan Nichols Arboretum
- Dequindre Cut





