Holiday houses in Kingsville

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Top-rated holiday rentals in Kingsville

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Guest favourite
A spacious wooden deck extends towards Lake Erie, featuring a grill and two outdoor chairs. The gentle waves can be seen lapping against the rocky shoreline. Lush greenery frames the scene, adding a natural touch to the outdoor space.
Cottage in Kingsville
4.9 out of 5 average rating, 286 reviews

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.

Top Guest favourite
A spacious deck is featured in front of the cottage, equipped with a seating area and umbrellas for shade. The sandy beach leads to the lakefront, while the cottage's large windows provide views of the outdoors and the surrounding trees contribute to a serene setting.
Cottage in Kingsville
4.99 out of 5 average rating, 119 reviews

"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.

Top Guest favourite
A covered outdoor seating area features a cozy arrangement of a sofa and decorative pillows, illuminated by string lights. The space is surrounded by lush greenery, with a landscaped patio and wooden railing adding to the inviting ambiance.
Farm stay in Essex County
5 out of 5 average rating, 176 reviews

The Fir&Feather Tree Farm 1Bedroom Suite & Hot tub

A unique & tranquil wooded getaway nestled on a 16 Acre working Christmas tree farm, 15 mins. from Windsor and surrounding towns. This private lower suite, part of the main house has it's own entrance & space for 4 guests with open concept Kitchen/Living room with electric fireplace,2 futons/double beds with memory foam mattresses, Queen Juno mattress in bedroom and 3 piece bath. Enjoy a covered private furnished patio w/firepit or relax in a private hot tub (netted) at a second enclosed patio

Top Guest favourite
A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.
Guesthouse in Kingsville
4.98 out of 5 average rating, 737 reviews

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

Guest favourite
A bright sunroom features large windows allowing natural light to fill the space. A hanging macramé chair is presented alongside a cozy white sofa with accent pillows. A vintage trunk is visible, while a potted plant adds a touch of greenery.
Home in Kingsville
4.93 out of 5 average rating, 346 reviews

Sage On Main - Downtown Wine Country Cottage

We would love to share our Kingsville home We are located in the Heart of town on Main Street. It’s bright and cozy with a charming vintage feel. There are 3 Bdrms with Queen beds & 2 sitting areas. Each with a day bed and trundle bed under. Our kitchen is fully stocked . Enjoy mornings with a coffee on our closed In front porch,evenings around the gas fire pit in the court yard. Bike rides around town on one of our 2 cruiser bikes. Come Relax, unwind, explore, sip some local wines and enjoy

Top Guest favourite
Cottage in Essex
5 out of 5 average rating, 255 reviews

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.

Top Guest favourite
A light-filled living area features a stone fireplace as a focal point, surrounded by large windows offering views of the exterior. Comfortable seating includes a white armchair and a sofa adorned with blue cushions. A wooden dining table with chairs is positioned near the fireplace.
Guest suite in Kingsville
4.98 out of 5 average rating, 117 reviews

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.

Top Guest favourite
Barn in Kingsville
4.99 out of 5 average rating, 126 reviews

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.

Guest favourite
A concrete patio area extends toward Lake Erie, featuring a fire pit surrounded by five red Adirondack chairs. The calm water and distant shoreline are visible, framed by trees that provide a natural border to the serene outdoor space.
Home in Kingsville
4.92 out of 5 average rating, 259 reviews

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.

Top Guest favourite
Farm stay in Essex
5 out of 5 average rating, 200 reviews

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

Top Guest favourite
Guest suite in Kingsville
4.95 out of 5 average rating, 247 reviews

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.

Top Guest favourite
Loft in Kingsville
5 out of 5 average rating, 313 reviews

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

Popular amenities for Kingsville holiday rentals

When is the best time to visit Kingsville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$217 NZD$211 NZD$197 NZD$211 NZD$268 NZD$274 NZD$291 NZD$286 NZD$259 NZD$256 NZD$217 NZD$234 NZD
Avg. temp-4°C-2°C2°C8°C15°C20°C23°C21°C18°C11°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Kingsville?

    Staying near Kingsville’s waterfront or in the town center puts you close to dining, boutique shops, and walking trails. Historic neighborhoods offer charming rental homes with unique local character.

  • What are the best things to do in Kingsville with kids?

    Kids can enjoy spending time at Kingsville’s lakeside parks, exploring exhibits at local museums, and picnicking around the waterfront. Many families also take part in easy nature walks or join seasonal community activities designed for all ages.

  • What are some of the best things to do in Kingsville?

    Kingsville has a lively waterfront, wineries with tastings, and scenic parks. Many visitors enjoy exploring local shops, sampling regionally inspired cuisine, and strolling botanical gardens.

  • How is the weather in Kingsville?

    Kingsville experiences chilly winters around 19-34°F (-7-1°C), with warmer summers reaching 64-82°F (18-28°C). Spring and fall are milder, making outdoor activities comfortable during these transitional seasons.

  • When is the best time to visit Kingsville?

    Late spring through early fall is often recommended for Kingsville, with comfortable temperatures and local festivals celebrating harvests and music. This period features milder weather, perfect for outdoor exploring.

  • What are the best places to visit in Kingsville?

    Popular places in Kingsville include the waterfront, local vineyards, and scenic parks well suited for picnics and walks. The town also has nature preserves and historic estates open for tours.

  • What are some hiking trails in Kingsville?

    Kingsville has trails that wind through nature reserves, forested areas, and along the lakeshore. These paths often feature bird-watching opportunities, wildflowers, and accessible terrains for all experience levels.

  • What are some family activities we can do in Kingsville?

    Families can experience Kingsville’s lakeside parks, butterfly gardens, and interactive museums. Farm visits and seasonal outdoor events are also frequently suggested for a relaxed family day.

  • What are some of the best day trip ideas from Kingsville?

    Consider exploring the surrounding wine region, nature reserves, or nearby small towns with local shops and historic sites. Many visitors also enjoy time at provincial parks around the area.

  • Are there any pet friendly accommodations available in Kingsville?

    Kingsville has pet friendly rental options, with many welcoming pets in entire homes, cottages, or private suites. Parks and walking trails nearby make it easy to enjoy the outdoors together.

  • What are some local tips for visiting Kingsville?

    Locals suggest exploring early in the day for quieter parks and reserving winery tastings in advance. Bring a reusable water bottle, as many sites encourage eco-friendly practices.

  • What is Kingsville known for?

    Kingsville is known for its vibrant winery scene, lakeside activities, and focus on farm-to-table cuisine. The community celebrates local art, heritage, and conservation areas.

  • What are the best hidden gems to explore in Kingsville?

    Explore nature reserves, artist-run galleries, and independent coffee shops around Kingsville. Butterfly conservatories and heritage homes also add to the quiet charm of less-traveled areas.

  • What are the best foods to try in Kingsville?

    Kingsville is known for fresh lake fish, locally grown produce, and house-baked pastries. Many travelers try regionally inspired dishes paired with wines from nearby vineyards.

  • What should I bring for a trip to Kingsville?

    Pack comfortable walking shoes for parks and gardens, layers for changing weather, and a rain jacket for unpredictable showers. Bring sunscreen and a hat if visiting during sunnier months.

  • What is the nightlife in Kingsville like?

    Kingsville has relaxed venues, cozy pubs, and local wine bars, with many places featuring live music on weekends. The scene is often described as welcoming and geared toward conversation and regional flavors.

  • What are the most popular events or festivals in Kingsville?

    Kingsville has food and wine festivals in the summer, harvest celebrations in early fall, and music events throughout the year. The town also welcomes art fairs and themed outdoor markets.

  • Are there family friendly vacation rentals in Kingsville?

    Many vacation rentals in Kingsville are family friendly, including whole homes and cottages with extra space and amenities for children. Travelers can often find options near parks and lakefront areas.

Quick stats about holiday rentals in Kingsville

  • Total holiday rentals

    Explore 110 holiday rentals in Kingsville

  • Nightly prices starting at

    Kingsville holiday rentals start at $33 NZD per night before taxes and fees

  • Verified guest reviews

    Over 9,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Kingsville holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kingsville rentals

  • 4.9 Average rating

    Kingsville stays are highly rated by guests—averaging 4.9 out of 5!

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