Cottage vacation rentals in Essex

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Top-rated cottage rentals in Essex

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Guest favorite

Cottage in Kingsville

4.9 out of 5 average rating, 191 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.

Nov 16 – 23

G$32,932 GYD per night

Guest favorite

Cottage in Essex

4.91 out of 5 average rating, 212 reviews

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.

Jan 24 – 31

G$52,417 GYD per night

Guest favorite

Cottage in Kingsville, Canada

4.97 out of 5 average rating, 261 reviews

Sage On Main - Downtown Wine Country Cottage

We would love to sharing our Kingsville home We are located in the Heart of town on Main Street. It’s bright and cozy with a charming vintage feel. There are 3 Bdrms with Queen beds & 2 sitting areas. Each with a day bed and trundle bed under. Our kitchen is fully stocked . Enjoy mornings with a coffee on our closed In front porch,evenings around the gas fire pit in the court yard. Bike rides around town on one of our 2 cruiser bikes. Come Relax, unwind, explore, sip some local wines and enjoy

Jan 11 – 18

G$31,153 GYD per night

Guest favorite

Cottage in Leamington

4.96 out of 5 average rating, 114 reviews

Bird’s Eye View Lake House with Hot Tub

Our beautiful Lake House offers a bird’s eye view of Lake Erie. Situated steps away from the most southern point of Canada, Point Pelee National Park. (Family pass included with stay) Relax and enjoy our fully furnished cottage that offers all the required amenities for an amazing stay! This property is in a great location! Close to Leamington’s Seacliff Beach, Marina and Pelee Island Ferry. Paddle board and kayak rentals, go carting and golfing just up the street! Outdoor security cameras added

Dec 15 – 22

G$27,155 GYD per night

Guest favorite

Cottage in Monroe, Michigan, US

4.92 out of 5 average rating, 104 reviews

2 bedroom cozy cottage near Lake Erie

Looking for a place to unwind, you'll enjoy our quiet, quaint cottage that is walking distance to Lake Erie. Take our beach wagon and enjoy the sunrise, swim or have a picnic at the private beach. Our 800 sq ft cottage is perfect for a small family or a couples get away. Our cottage is located in Woodland Beach. We are very close to Sterling State Park. 15 miles from Toledo and 25 miles to Detroit. Enjoy an evening outdoors, bring your firewood and use the firepit or bring dinner for grillin.

Oct 15 – 22

G$31,816 GYD per night

Guest favorite

Cottage in Essex, Canada

4.93 out of 5 average rating, 321 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! ♥️

Oct 3 – 10

G$31,840 GYD per night

Guest favorite

Cottage in Essex

5.0 out of 5 average rating, 121 reviews

The Kiss n Tell - We’ll Pay the HST

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

Jan 26 – Feb 2

G$45,878 GYD per night

Guest favorite

Cottage in Essex, Canada

4.94 out of 5 average rating, 104 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.

Sep 18 – 25

G$27,830 GYD per night

Superhost

Cottage in Essex, Canada

4.88 out of 5 average rating, 178 reviews

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!

May 25 – Jun 1

G$43,497 GYD per night

Guest favorite

Cottage in Leamington, Canada

4.98 out of 5 average rating, 258 reviews

It's a 'Shore' thing - Executive Retreat

Year round beautiful upscale 3 bedroom modern, chic cottage. sleeps 6. Outstanding views of lake. Relax in the Hot tub, Gas fireplace for cool nights. Outdoor gas fire table. Fabulous for romantic getaways, GIRLS 'just wanna have fun' weekends, or friends gathering .Beach/boat launch in walking distance. Gas BBQ, central A/C, wifi. Even swings overlooking the lake!! Great area for Wineries, Birding, Fishing, sightseeing, Pelee Island, Conservation areas. EV outlet on property.

Nov 27 – Dec 4

G$51,322 GYD per night

Guest favorite

Cottage in Kingsville

5.0 out of 5 average rating, 142 reviews

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE

WALK EVERYWHERE! Beach\park\restaurants. Gateway to all WINERIES. Greenway located 100' from front door. Kingsville's famous eateries, amazing bakeries, trendy shops, award winning breweries & wineries minutes away. Pelee Island Ferry(Aug-Dec)5min walk. Golf courses, POINT PELEE NAT'L PK, Estate of Health day spa a 10m walk, Lakeside Park. Come enjoy our cozy beautifully decorated 2 bdrm cottage situated steps from the heart of Kingsville. Many discounts n codes inc'd in stay.

Oct 11 – 18

G$28,682 GYD per night

Guest favorite

Cottage in Leamington, Canada

4.94 out of 5 average rating, 132 reviews

Bunker by the Bay - Perfect Couples Getaway

The Bunker is the perfect spot for couples to kick back and relax lakeside. A true bachelor pad with all the amenities you could need for your home away from home experience. The queen bed provides a comfortable sleep, and the bonfire awaits you lakeside to let your worries and stresses drift away with the waves. *Please note: there is full house on the property, and that could be rented by a separate group. The driveway is the only amenity shared with the house.

Sep 24 – Oct 1

G$21,709 GYD per night