
Cottage vacation rentals in Essex
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Top-rated cottage rentals in Essex
Guests agree: these cottages 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.

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.

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.

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!

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!

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
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

Lakefront 2 1/2 bedroom cottage with private beach

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

Erie Shores Cottages

The Coziest Cottage in Essex County's Wine Country

Reveries on the Lake- Kingsville cottage

Lakeside getaway

Island View Cottages - Yellow cottage

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

Carolyn's Cottage, quiet and cosy!

*King bed+Pet Friendly+fenced yard*
Private cottage rentals

Cozy 2 Bedroom Lakeview Cottage

Bird's Nest at Hillman Marsh - One Bedroom Cottage

Relaxing lakefront cottage near wineries and beach

Relaxing lakefront with boats near concerts &parks

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

Unique A-Frame Cottage Steps away from the Beach!

Crabapple Cottage

Lakeview Cottage
When is the best time to visit Essex?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,137 GYD | G$30,137 GYD | G$30,555 GYD | G$30,137 GYD | G$30,137 GYD | G$33,904 GYD | G$38,090 GYD | G$37,880 GYD | G$31,811 GYD | G$29,718 GYD | G$29,509 GYD | G$31,183 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$20,928 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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- Beachfront rentals Essex
- Rentals with lake access Essex
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- Pet-friendly rentals Essex
- Rentals with a patio Essex
- Rentals with a hot tub Essex
- Family-friendly rentals Essex
- Rentals with a washer and dryer Essex
- Rentals with a fire pit Essex
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- House rentals Essex
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- Cedar Point
- Point Pelee National Park
- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Pine Knob Music Theatre
- Motown Museum
- University of Windsor
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- Fox Theatre
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- Masonic Temple





