
Holiday rentals with outdoor seating in Essex County
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Essex County
Guests agree: These Holiday Houses with Outdoor Seating 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.

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

Wine Down by the Lake -Hottub, Wineries,Lake Views
Hot tub, Lake views, wineries and golf? Sound perfect? It is and you have picked the perfect spot! A beautiful piece of heaven steps from Lake Erie. Whether you choose to relax in this amazing home, or enjoy the many wineries in walking distance, you have picked a real gem!! You can enjoy lake views from the rear deck or hot tub while sipping your wine. This home is perfect for a small bridal party, girls weekend or for couples looking to get away and explore what the area has to offer!

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

Perfect hideaway with a hot tub and a fireplace
Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

Premiere Cottage-Heart of Wine County/ Lake Access
Our stunning guest house sits high on the Oxley bluff, nestled in the middle of wine county. This spectacular space is truly the premiere of what Oxley has to offer. Shared access to massive over-size deck for large gatherings provides pristine lake views. Staircase leads to secluded deck with private beach. This modern & stylish property features 1 bedroom, 1 bathroom and a wood burning stove fireplace, making it a comfortable stay for any time of year. You simply won't find better in Oxley!

The Loft Suite
Guests will enjoy our quaint private getaway. Our suite is set above our detached garage. Open concept. Supplied with linens, towels etc for your short getaway. 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.

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.

Wine Country Retreat w/ Hot Tub & Fire Pit
Welcome to The Vineyard Retreat, your peaceful, private escape along Essex County’s wine route between Kingsville and Colchester. This thoughtfully designed guest house feels like a private retreat, with its own entrance, outdoor living space featuring a hot tub, fire pit, and barbecue, overlooking a serene farmers’ field. Just steps from Lake Erie, you’ll be close to wineries, breweries, beaches, parks, orchards, and markets. It’s the perfect place to relax, restore, and reconnect.

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!

Coastal Suite #1 - Seacliff Beach Suites
The Coastal Suite is a luxurious suite located in Leamington, Ontario. Situated just steps from the sandy shores of Seacliff Beach and Park, it offers breathtaking views and unbeatable convenience. Boasting all the modern amenities needed for a comfortable stay. Offers easy access to popular attractions such as the Pelee Island Ferry, Leamington Marina, shopping outlets, and a variety of restaurants. Nearby Point Pelee National Park and 12 wineries are just a short drive away.

Walk to Downtown | Fire-pit, TVs, Games, Mini-put
Walk to downtown Kingsville, local restaurants, wineries, and the ferry—perfect for midweek escapes, work-from-anywhere stays, or a relaxing getaway. This fully renovated home blends modern comfort with a clean, stylish design, offering plenty of space to unwind, connect, or get ready for a day exploring wine country. Whether you’re here for a couple’s retreat, a small group stay, or a longer visit, this space is designed to feel easy, comfortable, and elevated.
Popular amenities for Essex County outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Private Lakefront Cottage w/ Hot Tub & Park Pass

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Erie's Edge lakefront, Point Pelee, Hillman Marsh

Beautiful 3Bedroom 2Bath Home free parking&laundry

LAKE Escape Retreat - Onsite Beach Dock Waterfront

That place by the Lake

Full house - 5 bed, 2 bath

Mary's "Fly Away Home" 4 bedrooms
Apartment rentals with outdoor seating

Cozy One Bedroom Apartment

"Oasis I" Luxury Apartment

Stylish Loft w/ River View Balcony in Walkerville.

Waterfront Getaway|Beach Access|Firepit|Leamington

Lovely spacious one bedroom apartment

Eastcourt Escape Presidential Suite w Soaker Tub

Whisky room- EM Boutique Suites

The Boho Oasis: Deluxe Apartment
Other holiday rentals with outdoor seating

The Coziest Cottage in Essex County's Wine Country

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub

Lakeside getaway

little Belle River home

14th Homestead Farmhouse

Walk to Beach | Dock, Kayaks & Game Room

Crabapple Cottage

3BR Wine Route Home w/ Lake Views & Hot Tub
Destinations to explore
- Fitness-friendly rentals Essex County
- Family-friendly rentals Essex County
- Rentals with lake access Essex County
- Rentals with pools Essex County
- Guesthouse rentals Essex County
- Waterfront rentals Essex County
- Rentals with a hot tub Essex County
- Rentals with a patio Essex County
- Beachfront rentals Essex County
- Hotel rooms Essex County
- Townhouse rentals Essex County
- Apartment rentals Essex County
- Rentals with a fireplace Essex County
- Boutique hotels Essex County
- Rentals with beach access Essex County
- Condo rentals Essex County
- House rentals Essex County
- Rentals with a washing machine and dryer Essex County
- Private suite rentals Essex County
- Bed and breakfasts Essex County
- Rentals with a fire pit Essex County
- Tiny house rentals Essex County
- Rentals with a kayak Essex County
- Rentals with breakfast Essex County
- Rentals with an EV charger Essex County
- Pet-friendly rentals Essex County
- Loft rentals Essex County
- Cottage rentals Essex County
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Cedar Point
- Little Caesars Arena
- Ford Field
- Point Pelee National Park
- Comerica Park
- Detroit Zoo
- Motown Museum
- University of Windsor
- The Heidelberg Project
- Maumee Bay State Park
- Hollywood Casino at Greektown
- Lake St. Clair Metropark
- Fox Theatre
- Renaissance Center
- East Harbor State Park
- Huntington Place
- Dequindre Cut
- Detroit Historical Museum
- Great Lakes Crossing Outlets
- Wayne State University
- Matthaei Botanical Garden
- Henry Ford Museum of American Innovation
- Hart Plaza
- Masonic Temple





