
Cottage vacation rentals in Essex
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Top-rated cottage 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.

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.

"Willow Soul" newly renovated beach front cottage
Willow Soul sits on a beautiful sandy beach, facing breathtaking views of Lake Erie. This quaint little Island is located with just a 5-minute drive to uptown Kingsville. Bustling with amazing restaurants, specialty shops, salons, winery, marina, golfing, and charter fishing services. The cottage has high-speed fibre optics, cable, air conditioning, antenna and open4 seasons Free 2 car parking diagonally on 5th boulevard. At the end of your day relax in this newly renovated beachfront cottage.

PELICAN PLACE Cottage ❤ Kingsville WALK EVERYWHERE
WALK EVERYWHERE! Kingsville's famous eateries, bakeries, coffee houses, trendy shops, breweries, Estate of health spa, Lakeside park, Pelee Ferry Kingsville dept(Aug - Dec) accessible from the greenway. GATEWAY 2 Wineries, Golf courses, Pt Pelee & surrounding areas. Central birding location. Enjoy our cozy 2 Queen bd cottage inside & out. BBQ, covered patio dining area. Ample parking, quiet street. Special Coupons & discounts incl'd for our guests. We look forward to hosting you STR25-022 STR

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

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.

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.

North Shore Retreat
Welcome to North Shore Retreat! Our house sits atop an elevated bluff overlooking Lake Erie and is adjacent to a beautiful ravine surrounded by mature trees. It is a warm, modern, rustic home with a view you will never forget. Our home is walking distance to three of the most established wineries along Lake Erie (Viewpoint Estate Winery, North 42 Degrees and CREW). This space has everything you need to unwind, cook, disconnect, relax, enjoy wildlife and take care of yourself.

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!

Caroline Cottage
Unique one-room cottage on the bank of the Huron River. A half-mile walk to the pedestrian-friendly Village of Milford, known for its array of shops, restaurants, outside dining, concerts, and festivals. Perfect bungalow for single, couple, or small family. Living area has double sofa bed. Tiny home with many unique features. Fire pit at river's edge for relaxing or roasting marshmallows, and a gas grill on the dining patio. Two sit-in kayaks available May 15–Oct. 15.

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
Popular amenities for Essex cottage rentals
Cottage rentals with a hot tub

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Lakefront Retreat + Hot Tub

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

Waterfront home with amazing views & great fishing

Eddie's dream on the lake

ENJOY WONDERFUL WATERFRONT GET AWAY

Erie Shores Lakehouse! · Sunsets & Hot Tub

Sunrise Retreat - Lakefront Cottage w/ Hot Tub
Pet-friendly cottage rentals

Erie Shores Cottages

Reveries on the Lake- Kingsville cottage

The Coziest Cottage in Essex County's Wine Country

Lakeside getaway

Island View Cottages - Yellow cottage

Sawiak Waterfront Haven

Cottage on the water. New King Bed. Fenced yard.

Carolyn's Cottage, quiet and cosy!
Private cottage rentals

Cozy 2 Bedroom Lakeview Cottage

Bird's Nest at Hillman Marsh - One Bedroom Cottage

Lakeshore Cottage Retreat

Relaxing lakefront cottage near wineries and beach

Modern cottage on the lake w/ 2 kayaks & game room

Lakeside Living

Whispering Waves Lakehouse - Amherstburg (5 Bdm)

★Sunrise Beach House★ Epic Sun, Sand & Sea getaway
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,133 GYD | G$30,133 GYD | G$30,551 GYD | G$30,133 GYD | G$30,133 GYD | G$33,899 GYD | G$38,084 GYD | G$37,875 GYD | G$31,807 GYD | G$29,714 GYD | G$29,505 GYD | G$31,179 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 |
Quick stats about cottage rentals in Essex

Total vacation rentals
Explore 30 vacation rentals in Essex

Nightly prices starting at
Essex vacation rentals start at G$20,925 GYD per night before taxes and fees

Verified guest reviews
Over 4,270 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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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- Rentals with a washer and dryer Essex
- Rentals with lake access Essex
- Rentals with a fireplace Essex
- Rentals with a hot tub Essex
- Rentals with outdoor seating Essex
- Rentals with beach access Essex
- Rentals with a patio Essex
- Family-friendly rentals Essex
- Pet-friendly rentals Essex
- Waterfront rentals Essex
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- Beachfront rentals Essex
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- Cedar Point
- Point Pelee National Park
- Ford Field
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- Michigan Stadium
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- Detroit Zoo
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