Family-friendly holiday rentals in Kingsville

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

Heritage Lakehouse

Unwind at this modern lake house situated right on Lake Erie. The house was built with high ceilings and exposed raw steel accents throughout. Enjoy a stunning view of lake Erie from both bedrooms or through the 14 ft glass wall in the living room. The kitchen boasts all new appliances, quartz countertops and all of the cooking supplies needed. The house is located in between two public beaches and offers its own access into the lake. Wineries, Pelee Island, restaurants and golf courses.

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.

★Sunrise Beach House★ Epic Sun, Sand & Sea getaway

Prepare to fall in love with this adorably tropical home, fully winterized for year-round enjoyment. You will never to want to leave because luxury awaits you at the all-season Sunrise Beach House. The property is truly heaven on earth with magnificent private soft sand beach and spectacular water views, guests agree this is the perfect spot to call home, swim in the lake, relax on the beach and take in the remarkable sunrises and moon-rises over the water. #STR-25-064

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.

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

Erie Haven Cottage

Our cozy Erie Haven Cottage in Kingsville Ontario, right on the beautiful shores of Lake Erie is a charming retreat that offers the perfect getaway for those seeking tranquility and relaxation. Our cottage features a warm, inviting atmosphere, providing a comfortable space to unwind and enjoy the stunning lake views. With its prime location, you'll have direct access to a sandy beach just steps away from your doorstep.

The English Garden Suite

Hidden Oasis on the edge of town, complete with private English style garden and large pond with many feathered visitors. Just far enough from the hustle and bustle to feel private while being close enough to walk across town and stroll back home. Enter your quarters from a private entrance through the garden, past the dogwood tree. There is tea and coffee available in the cupboard under the microwave.

The Hudson Loft

Loft above our garage, situated along Essex county’s wine route. Guests have a parking spot right outside their separate entrance (Please do not park in front of the garage doors as we need access to them). Please note: no gatherings, events, or video productions. Check out our feature on “Best air bnb” https://www.bestairbnb.ca/properties/hudson-loft-kingsville

Private Apartment on Queen

Welcome to this cozy apartment stay! A two bedroom private apartment with a spacious living area and open air porch with a full kitchen, dining area, in unit laundry, and king size bed in one bedroom and a second bedroom with a rollaway bed- it can sleep two. Located in the heart of Kingsville just a short walk to all of the restaurants, bars and shops.

Point Pelee Beach Retreat | Hot Tub | Lake Erie

Escape to the shores of Lake Erie close to wine country, just minutes from Point Pelee National Park. This cozy retreat is perfect for couples, families, or weekend getaways. Unwind in your private lakeside hot tub, explore nearby wineries and beaches, and take in stunning sunsets—all in a peaceful setting designed for relaxation and connection.