Vacation rentals in Essex
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Top-rated vacation rentals in Essex
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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.
Wine Down by the Lake -Hottub, Wineries,Lake Views
Hot tub, Lake views, wineries and golf? Sound perfect? It is and you have picked the perfect spot! A beautiful piece of heaven steps from Lake Erie. Whether you choose to relax in this amazing home, or enjoy the many wineries in walking distance, you have picked a real gem!! You can enjoy lake views from the rear deck or hot tub while sipping your wine. This home is perfect for a small bridal party, girls weekend or for couples looking to get away and explore what the area has to offer!
The Loft Suite
Guests will enjoy our quaint private getaway. Our suite is set above our detached garage. Open concept. Supplied with linens, towels etc for your short getaway. Enjoy all the local wineries, golf courses, breweries, shopping, restaurants. Essex Counties best kept secret. Colchester harbour, with Colchester beach is only a minute away. A separate private sitting area for you to enjoy your stay. We supply bottled water, coffee, coffee cream. Assorted tea, sugar, freshly made banana bread.
Heritage Lakehouse
Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.
Wine Country Retreat w/ Hot Tub & Fire Pit
Welcome to The Vineyard Retreat, your peaceful, private escape along Essex County’s wine route between Kingsville and Colchester. This thoughtfully designed guest house feels like a private retreat, with its own entrance, outdoor living space featuring a hot tub, fire pit, and barbecue, overlooking a serene farmers’ field. Just steps from Lake Erie, you’ll be close to wineries, breweries, beaches, parks, orchards, and markets. It’s the perfect place to relax, restore, and reconnect.
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!
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
Erie Haven Cottage
Our cozy Erie Haven Cottage in Kingsville Ontario, right on the beautiful shores of Lake Erie is a charming retreat that offers the perfect getaway for those seeking tranquility and relaxation. Our cottage features a warm, inviting atmosphere, providing a comfortable space to unwind and enjoy the stunning lake views. With its prime location, you'll have direct access to a sandy beach just steps away from your doorstep.
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.
The Hudson Loft
Loft above our garage, situated along Essex county’s wine route. Guests have a parking spot right outside their separate entrance (Please do not park in front of the garage doors as we need access to them). Please note: no gatherings, events, or video productions. Check out our feature on “Best air bnb” https://www.bestairbnb.ca/properties/hudson-loft-kingsville
Popular amenities for Essex vacation rentals
Other great vacation rentals in Essex
"Oasis I" Luxury Apartment
Cozy 2 Bedroom Lakeview Cottage
The Humble Hub Downtown Kingsville Sleeps 2/Office
Lovely spacious one bedroom apartment
Unique A-Frame Cottage Steps away from the Beach!
Crabapple Cottage
Beachfront in Wine Country!
Northshore Beach Estate Salt water pool & Hot Tub
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,166 GYD | G$30,957 GYD | G$32,003 GYD | G$30,121 GYD | G$30,957 GYD | G$33,886 GYD | G$35,141 GYD | G$34,722 GYD | G$32,631 GYD | G$30,539 GYD | G$30,330 GYD | G$33,258 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 |
Frequently Asked Questions
What are the best places to stay in Essex?
The Colchester area is often chosen for its lakeside vibe, while central Essex neighborhoods give easy access to cafes, shops, and heritage sites. Rural stays provide a peaceful setting close to nature trails and vineyards.
What are the best things to do in Essex with kids?
Kids can engage with hands-on exhibits at local museums, play at community parks, and stroll sandy beaches along Lake Erie. Fruit picking and family-friendly events are also popular choices.
What are some of the best things to do in Essex?
Explore local beaches, walk through conservation areas, and sample wines at Lake Erie North Shore vineyards. Heritage museums and art spaces add cultural experiences rooted in the area’s agricultural history.
How is the weather in Essex?
Essex has cold winters around 19–34°F (-7–1°C) and warm summers near 64–82°F (18–28°C). Rain is moderate throughout the year, so packing layers and a light waterproof jacket is often suggested.
When is the best time to visit Essex?
Late spring through early fall is often recommended, with warmer temperatures around 49–82°F (10–28°C) and a lively festival season. This period also brings fresh local produce and outdoor activities at their peak.
What are the best places to visit in Essex?
Essex has popular stops like Colchester Beach, nature reserves, and interactive spaces such as the Canadian Transportation Museum. The local wineries and heritage sites around town often draw visitors interested in wine and history.
What are some hiking trails in Essex?
Essex has walking and cycling trails through conservation areas and alongside local wetlands. Visitors often enjoy exploring woodlands and gentle paths in regional nature reserves.
What are some family activities we can do in Essex?
Essex has local farms with fruit picking, sandy beaches by Lake Erie, and interactive museums highlighting the area’s heritage. Many families also enjoy nature reserves, cycling paths, and exploring playgrounds in town parks.
What are some of the best day trip ideas from Essex?
Explore wineries around Lake Erie North Shore, walk sandy beaches at local conservation areas, or visit the historic sites of Windsor. Nature reserves and small lakeside communities nearby are frequently suggested for a change of pace.
Are there any pet friendly accommodations available in Essex?
Many Essex accommodations welcome pets, especially near conservation areas and beaches. Some hosts provide pet-friendly amenities such as fenced yards or easy access to trails for walking companions.
What are some local tips for visiting Essex?
Locals suggest exploring farm stands for seasonal produce and checking event calendars for summer festivals. Layered clothing is useful, as lake breezes can shift temperatures unexpectedly.
What is Essex known for?
Essex is known for its connection to Lake Erie’s shoreline, agricultural heritage, and a lively winery scene. Visitors also seek out its outdoor activities, heritage museums, and fresh local produce.
What are the best hidden gems to explore in Essex?
Tucked-away farm shops, peaceful woodlands, and lesser-known art studios are often highlighted as local gems. Birdwatching spots and historic landmarks off the main routes show a quieter side of the Essex area.
What are the best foods to try in Essex?
Try locally grown produce, Lake Erie perch, and fresh-baked pies often found at town bakeries and farm stands. Regional wines and traditional Canadian comfort foods are frequently suggested for a taste of Essex’s culinary scene.
What should I bring for a trip to Essex?
Bring layers for changing weather, a light rain jacket, and comfortable shoes for nature trails or town strolls. If you plan to visit beaches or lakes, packing swimwear and a refillable water bottle is often recommended.
What is the nightlife in Essex like?
Essex has a relaxed nightlife scene, with small pubs, live music at local venues, and social spaces often hosting community events. Some wineries around the region also schedule evening tastings and live performances.
What are the most popular events or festivals in Essex?
Essex features frequently suggested events such as local wine festivals in late summer, harvest celebrations, and community markets. Some visitors look for live music events and arts fairs held throughout the year.
Are there family friendly vacation rentals in Essex?
Essex has a range of family-friendly stays, including homes near beaches, parks, and quiet neighborhoods. Many offer amenities such as kitchens, outdoor space, or play areas to make traveling with children comfortable.
Quick stats about vacation rentals in Essex
Total vacation rentals
Explore 90 vacation rentals in Essex
Nightly prices starting at
Essex vacation rentals start at G$12,550 GYD per night before taxes and fees
Verified guest reviews
Over 8,300 verified reviews to help you choose
Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
90 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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