
Pet-friendly holiday rentals in Essex
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Essex

Total holiday rentals
Explore 30 holiday rentals in Essex

Nightly prices starting at
Essex holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 4,080 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Essex holiday 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!
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.
4.85 out of 5 average rating, 392 reviews
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
4.93 out of 5 average rating, 122 reviews
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!
4.99 out of 5 average rating, 124 reviews
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.
4.96 out of 5 average rating, 134 reviews
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.
4.97 out of 5 average rating, 220 reviews
Woodland Retreat with Pool, Sauna & Event Space
Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge and Hall offers a relaxed, immersive escape designed for both getaways and gatherings. Enjoy light-filled interiors, outdoor living spaces, a seasonal heated pool (open late April–October), and barrel sauna — all in a setting that feels calm and quietly special. An on-site event space is available as an optional add-on for those looking to host a meaningful celebration while staying together.
4.99 out of 5 average rating, 144 reviews
Lake Erie Escape Cottage - escape and explore
A home away from home. So close, but a world away. Lake Erie Escape Cottage is right on the beach. Bright and airy with lots of windows looking at Lake Erie. Featuring 2 bedrooms with queen size mattresses, plus a double size sleeper-sofa to accommodate 6. 1.5 baths for added convenience. Well supplied (some might say gourmet) kitchen provides everything you need to cook up the bounty of the county. LEE Cottage is here for you to enjoy all four seasons of Essex County and Lake Erie.
4.94 out of 5 average rating, 121 reviews
Amazing LakeView, walk to Wineries and the beach!
Serenity awaits you in this newly renovated, 2 bedroom lakefront cottage with over 1000 sq feet in the heart of Essex County's wine country. Enjoy the amazing views of Lake Erie and the lake breeze while sitting on the bluff or venture into the large treed yard for a fire, to play yard games or just to sit and enjoy the peaceful sounds of nature. This place is perfect for a girl's getaway or for couples wanting to visit the many wineries and festivals within walking distance.
4.93 out of 5 average rating, 107 reviews
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!
5.0 out of 5 average rating, 136 reviews
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!
4.96 out of 5 average rating, 206 reviews
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
4.79 out of 5 average rating, 196 reviews
Sawiak Waterfront Haven
Relax with family and friends at the private Lake Erie Country Club, where you can enjoy a variety of outdoor amenities in a peaceful, scenic setting. This location offers easy access to the many renowned wineries throughout Windsor-Essex County—perfect for tastings, tours, and unforgettable day trips. Just minutes from great restaurants, local activities, beautiful golf courses, and serene beaches, making it an ideal destination for both relaxation and adventure
4.91 out of 5 average rating, 191 reviewsPopular amenities for Essex pet-friendly home rentals
Pet-friendly house rentals

Lake Erie Beach House | Steps to Sand + Wine Route
5.0 out of 5 average rating, 122 reviews
Luxury 2BR home with high ceilings and BBQ w/patio
4.96 out of 5 average rating, 182 reviews
BarnOwl Inn
5.0 out of 5 average rating, 102 reviews
Charming Old Walkerville 2-Bedroom Luxury Suite
4.94 out of 5 average rating, 225 reviews
CJ's is lakefront, pet friendly
4.96 out of 5 average rating, 119 reviews
David's Dwelling: Spa-like bathrooms, Full Wetbar!
4.93 out of 5 average rating, 237 reviews
Full house - 5 bed, 2 bath
4.88 out of 5 average rating, 194 reviews
Steve’s country home, Det River/Erie Fishing
4.93 out of 5 average rating, 144 reviewsPet-friendly home rentals with a pool

Gorgeous Poolhouse! Spacious Family Home w/Sunroom
4.81 out of 5 average rating, 242 reviews
Midtown Gem – Walkable & Bright Hotel Style Unit
4.81 out of 5 average rating, 153 reviews
*Cook!* Entire 2 King BR suite at MicroLux
4.82 out of 5 average rating, 154 reviews
Lake_House_OASIS
4.88 out of 5 average rating, 25 reviews
Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub
4.95 out of 5 average rating, 94 reviews
Lake Erie Fall Escape - Fire pit Games Point Pelee
4.97 out of 5 average rating, 33 reviews
Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs
4.93 out of 5 average rating, 57 reviews
The Grand River Retreat. Pool/ hot tub avail Sep
4.87 out of 5 average rating, 45 reviewsPrivate, pet-friendly home rentals

Private Apartment near Lakeside Park
4.98 out of 5 average rating, 166 reviews
Reveries on the Lake- Kingsville cottage
4.99 out of 5 average rating, 140 reviews
North Shore Retreat
4.93 out of 5 average rating, 157 reviews
The English Garden Suite
4.95 out of 5 average rating, 279 reviews
The Coziest Cottage in Essex County's Wine Country
4.93 out of 5 average rating, 143 reviews
Park Bungalow #4 - Seacliff Beach Suites
4.88 out of 5 average rating, 264 reviews
A Lakeside View
4.98 out of 5 average rating, 66 reviews
14th Homestead Farmhouse
4.78 out of 5 average rating, 282 reviewsWhen is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 NZD | $256 NZD | $307 NZD | $248 NZD | $271 NZD | $290 NZD | $270 NZD | $271 NZD | $243 NZD | $239 NZD | $239 NZD | $244 NZD |
| 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 |
Destinations to explore
- Chicago Holiday rentals
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- Rentals with lake access Essex
- Rentals with beach access Essex
- Rentals with a hot tub Essex
- Waterfront rentals Essex
- House rentals Essex
- Cottage rentals Essex
- Beachfront rentals Essex
- Family-friendly rentals Essex
- Apartment rentals Essex
- Pet-friendly rentals Essex County
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Cedar Point
- Point Pelee National Park
- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Pine Knob Music Theatre
- Detroit Zoo
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- University of Windsor
- Huntington Place
- Maumee Bay State Park
- Fox Theatre
- Motown Museum
- Hollywood Casino at Greektown
- Kensington Metropark
- Wayne State University
- Renaissance Center
- Detroit Historical Museum
- The Ark
- Great Lakes Crossing Outlets
- Masonic Temple
- Dequindre Cut





