Holiday rentals in Essex
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Quick stats about holiday rentals in Essex
Total holiday rentals
Explore 100 holiday rentals in Essex
Nightly prices starting at
Essex holiday rentals start at £29 per night before taxes and fees
Verified guest reviews
Over 8,670 verified reviews to help you choose
Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
100 of Essex holiday rentals include wifi 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 holiday rentals in Essex
Guests agree: these stays 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.
The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub
A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio
3 Bdr Toes In The Sand Beach Cottage on Lake Erie
Located in the heart of wine country, on a Lake Erie sandy beach with great views, family-friendly activities, restaurants and dining. You will love the high ceilings, panoramic views, comfy beds, hearing the waves on the beach, the feeling of your toes in the sand with a cool drink in your hand. This retreat is great for couples, solo adventurers, business travellers, and families (with kids). There is a cozy gas fireplace with 4K TV, Netflix, wifi, & full kitchen. Your Haven awaits you!
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.
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.
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.
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
★Sunrise Beach House★ Epic Sun, Sand & Sea getaway
Prepare to fall in love with this adorably tropical home, fully winterized for year-round enjoyment. You will never to want to leave because luxury awaits you at the all-season Sunrise Beach House. The property is truly heaven on earth with magnificent private soft sand beach and spectacular water views, guests agree this is the perfect spot to call home, swim in the lake, relax on the beach and take in the remarkable sunrises and moon-rises over the water. #STR-25-064
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
Cute BeachHouse with a Personal Beach/Fire Pit/BBQ
This Cute BeachHouse on Lake Erie is Super Adorable with Lots of Character. It has gorgeous panoramic water views and a private beach on the premise! We are located on Lypps Beach Road, a private lakeside community minutes away from award winning wineries, golf, beaches, hiking, biking, fishing and restaurants. This Cute BeachHouse is PERFECT for a romantic getaway, family & friends, wine lovers, nature lovers and those looking to relax
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
Popular amenities for Essex holiday rentals
Other great holiday rentals in Essex
"Willow Soul" newly renovated beach front cottage
Wine Down by the Lake -Hottub, Wineries,Lake Views
Sauna, stunning Lake Erie view, lakefront retreat
The Lake House Ontario
Shores of Erie Guest House
Erie View Lakehouse - Serene and Spacious
The Loft Suite
Waterfront Lake House Oasis in EPIC Wine Country
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £110 | £109 | £113 | £108 | £118 | £120 | £124 | £122 | £115 | £107 | £107 | £117 |
| 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.
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