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Vacation rentals in Essex

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Top-rated vacation rentals in Essex

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Cottage in Kingsville

4.9 out of 5 average rating, 224 reviews

Lakeview Inn

The Lakeview Inn sits on the North Shore of beautiful Lake Erie. This modern lakehouse is an 8 minute drive to the centre of kingsville where there is multiple breweries and restaurants, a public beach is a 1 minute drive down the road and is right in the centre of Southern Ontario's Wine Country. If you're coming down for a weekend to relax, taste wine or to enjoy the exceptional birding the area has to offer. At the end of your day relax to the sound of the waves brushing up against the shore.

Farm stay in Essex County

5 out of 5 average rating, 117 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

A unique and tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 minutes from Windsor and surrounding towns. This private lower suite, part of the main house has its own entrance and space for up to 4 people. 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 private furnished patio w/firepit or relax in a private hot tub (netted) at a second furnished patio

Home in Amherstburg

4.99 out of 5 average rating, 138 reviews

Modern Lakeside escape: Hot Tub, Wine & Stargazing

Relax under the large deck pergola or in the hot tub, listen to the crash of waves, stargaze at night and enjoy a local wine with friends around the fire. Whether is after a day of touring EPIC wine routes, hiking or biking the nearby conservation areas, the Lakeside House is just the place to come back and unwind! It is a contemporary designed home with a well stocked gourmet kitchen/living room overlooking the lake. It is a getaway where unregistered guests, oe and parties are not permitted

Cottage in Kingsville

4.96 out of 5 average rating, 110 reviews

The "Weekend” House - where everyday is a weekend

The "Weekend" House, where EVERYDAY is a WEEKEND! Situated on a scenic drive. WINE COUNTRY & quaint KINGSVILLE. Enjoy a beautiful members only park & BEACH just steps away. Lounge under a retractable awning on large deck overlooking lake ERIE. Outdoor dining, fire pit, BBQ, hammock, loungers, cornhole. 4K smart TV, high-speed internet, parking for 3, full kitchen & dining, onsite laundry. A/C/ gas forced air. 3 bdrm/2 bath, FAMILY FRIENDLY. Special discount coupons for local tours/shops included

Guest suite in Essex

4.98 out of 5 average rating, 164 reviews

The Loft Suite

Guests will enjoy our quaint private getaway. Our suite is set above our detached garage. Open concept. Supplied with linenPerfect for a short getaway to 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. Some snacks.

Guesthouse in Kingsville

4.98 out of 5 average rating, 647 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Cottage in Essex

4.93 out of 5 average rating, 366 reviews

Your Soulstice Studio

Become one with nature in this cozy cottage with an expansive view of the lake. Let yourself be absorbed by the sound of waves, birds and silence in the early morning hours. Sudden urge to do some yoga? No problem you have mats, blocks and bolsters to fulfill you ever stretching need! Your Soulstice is an up and coming yoga and massage studio that has been 2 years in the making. Now that it’s ready to open it’s doors, it needs a wee income to repay the “bank of mom” to show my appreciation! ♥️

Cottage in Kingsville

4.99 out of 5 average rating, 181 reviews

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

WALK EVERYWHERE! Beach/park/restaurants. Gateway to all wineries. Walk to Kingsville's famous eateries, amazing bakeries, trendy shops, award winning breweries & wineries from the Chrysler greenway located at the end of street. Pelee Island Ferry(Aug-Dec)5min walk. Golf courses, POINT PELEE NAT'L PK, Estate of Health day spa 10m walk, Lakeside Park a short stroll. Come enjoy our cozy beautifully decorated 2 bdrm cottage steps from the heart of Kingsville. Many discounts n codes inc'd in stay.

Cottage in Essex

4.95 out of 5 average rating, 105 reviews

Chardonnay Bay- hot tub, beach, pet friendly!

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.

Guesthouse in Essex

4.99 out of 5 average rating, 329 reviews

Private Wine Route Getaway with Hot Tub

The heart behind The Vineyard Retreat is to help our guests relax, restore, and reconnect. Located on County Road 50 we're conveniently placed on the wine route between Kingsville, Colchester, and Harrow. Our guest house is steps away from Lake Erie and close by to wineries, breweries, restaurants, tours, fruit stands, national parks, conservation areas, beaches, orchards, golf courses, bike paths, and more. Read more about what our guest house has to offer in the detailed description below.

Cottage in Essex

4.94 out of 5 average rating, 119 reviews

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.

Home in Kingsville

4.95 out of 5 average rating, 194 reviews

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.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Essex vacation rentals

Free parking on premises

Air conditioning

Stay near Essex's top sights

Oxley Estate Winery93 locals recommend

North 42 Degrees Estate Winery & Bistro 4283 locals recommend

Sprucewood Shores Estate Winery80 locals recommend

Viewpointe Estate Winery67 locals recommend

Cooper's Hawk Vineyards and The Vines Restaurant61 locals recommend

Paglione Estate Winery60 locals recommend

Other great vacation rentals in Essex

Cottage in Essex

4.98 out of 5 average rating, 66 reviews

Cozy 2 Bedroom Lakeview Cottage

Cottage in Essex

4.94 out of 5 average rating, 90 reviews

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Home in Essex

4.94 out of 5 average rating, 98 reviews

Wine Down by the Lake

Farm stay in Essex

5 out of 5 average rating, 69 reviews

Private Suite at Italian Winery

Cottage in Essex

4.96 out of 5 average rating, 57 reviews

2-bedroom with hot tub,200 steps from the beach

Cottage in Essex

4.96 out of 5 average rating, 28 reviews

Lake Breeze Retreat, with a View of Lake Erie

Home in Leamington

4.93 out of 5 average rating, 67 reviews

CJ's is lakefront, pet friendly

Cottage in Kingsville

4.89 out of 5 average rating, 70 reviews

Erie Haven Cottage

Quick stats about vacation rentals in Essex

Total rentals
110 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
7.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Frequently Asked Questions

Do cottage rentals in Essex have a kitchen?
Absolutely! We offer over 40 cottage rentals with a kitchen in Essex. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Essex have free parking?
Absolutely! We offer over 20 house rentals with free parking in Essex. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Essex have air conditioning?
Absolutely! We offer over 40 cottage rentals with air conditioning in Essex. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Essex?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with a kitchen, over 40 homes with air conditioning, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Essex?
Essex has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Essex have wifi?
Absolutely! We offer over 20 house rentals with wifi in Essex. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Essex?
Four-legged friends are welcome in Essex. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Essex?
Yes! Work meets play with ease at over 50 vacation rentals in Essex featuring dedicated workspaces. Stay connected and productive in your home away from home.

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