Pet-friendly holiday rentals in Kingsville

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 Kiss nTell - Year round - Hot tub - Lake Views

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.

Lakefront Beautiful Private Vacation Suite

Sit by the water and enjoy this unique and tranquil getaway. Modern, new and stylish space with fully equipped modern kitchen. Stunning panoramic view of Lake Erie from inside and out. Exclusive use of an outdoor hot tub, open all year round. Beautiful garden attracting numerous butterflies and birds with access to the water. Less than 1Km to downtown Kingsville- enjoy excellent restaurants and shopping. Walking distance to Pelee winery and the Greenway trail for walking/jogging/biking.

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.

Woodland Retreat with Pool, Sauna & Event Space

Set on a peaceful woodland property just minutes from Kingsville wine country, Kings Woods Lodge and Hall offers a relaxed, immersive escape designed for both getaways and gatherings. Enjoy light-filled interiors, outdoor living spaces, a seasonal heated pool (open late April–October), and barrel sauna — all in a setting that feels calm and quietly special. An on-site event space is available as an optional add-on for those looking to host a meaningful celebration while staying together.

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.

Shores of Erie Guest House

Welcome to our family-friendly vacation home in the charming village of Colchester, Ontario! Nestled in the heart of wine country, our spacious two-story house is perfect for families. Our property is renowned for its welcoming atmosphere, complete with a sandbox, an extensive collection of board games, books, BBQ, firepit, ping pong, fooseball, and even a crib for your littlest ones. We're excited to provide a memorable stay for your family, where adventure and relaxation await!

Lakeside getaway

Welcome to Lake Erie and the village of Colchester. Enjoy this premier location with views of the lake and easy access to many local amenities. Families will enjoy the splash pad, play center, public beach, harbour and public changerooms/toilets so close you can see from the window. Friends and couples are well situated to explore local wineries and breweries, 3 of which are less than 10 minutes away by bicycle, and many more accessible via bike lanes along the HWY 50 wine route

Erie Shores Cottages

Welcome to the Cottage Located on the waterfront of Lake Erie in beautiful Leamington Ontario and only a few minutes from Point Pelee National Park. Point Pelee National Park is world renowned for it's bird watching and monarch butterfly migration. Also enjoy canoeing, kayaking, hiking, biking, endless beaches, picnic areas/pavillions and boardwalks. Three restaurants within walking distance and wine tours available from local wineries No Smoking.

Year Round Hot Tub, The Beach House

Welcome to The Beach House! This home features a private hot tub plus your very own private beach. The house will accommodate 8 people. Mins from Windsor, Lasalle and downtown Amherstburg. Close to dining, shopping and Essex's beautiful wineries. Enjoy gorgeous sunsets, sipping your coffee on the back deck in the mornings, relaxing in the lounge chairs catching some rays, splashing your toes in the water! Come with your family and friends.

Reveries on the Lake- Kingsville cottage

Serene Lakeview Getaway Peaceful cottage with stunning Lake Erie views, in a quiet, family-friendly Kingsville neighborhood. Relax on the deck, watch the ferry to Pelee Island, and enjoy cozy, comfortable spaces. Close to wineries, dining, golf courses, and just a short drive to Point Pelee National Park. Ideal for guests who value calm, connection, and the beauty of nature-perfect for morning coffee, sunset chats, and starry skies.

Relax at Bridgewood Farms I Hot Tub & Wine Country

-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and frontage onto majestic Lake Erie. Bathe in the healing power of our farm and forests. Town of Essex License #STR-2025-20