Keswick vacation rentals

We found 208 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in Keswick that are perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll have the amenities you expect and more, which might include parking and a hot tub. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.
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Find out more about Keswick

Why visit Keswick

  • Outdoor Adventures: Keswick is ideal for nature lovers, offering stunning lakes and urban parks perfect for hiking, biking, and water activities.
  • Romantic Getaways: Enjoy secluded islands and charming spots that make for perfect romantic escapes with your partner.
  • Local Vineyards: Discover the region's vineyards for delightful wine tastings and scenic views.
  • Family-Friendly Activities: Explore a variety of attractions suitable for families, ensuring fun for all ages.
  • Diverse Accommodations: Choose from cozy cottages, private homes, and modern apartments to suit every traveler's needs.

Popular types of accommodation in Keswick

If you're looking for the perfect getaway in Keswick, you'll find a variety of vacation rentals to suit your needs. Our most popular options include houses, cozy cottages, and modern apartments. Whether you're interested in a charming vacation cottage in Keswick or a spacious Glenmore rental cottage, we have something for everyone. Enjoy your stay with transparency and savings, ensuring a memorable experience in this beautiful destination.

  • Houses: These are the top choice for travelers, offering spacious and comfortable living spaces perfect for families or groups.
  • Cottages: A charming option for those seeking a cozy retreat, often nestled in scenic locations.
  • Apartments: Ideal for couples or solo travelers, providing a convenient and home-like atmosphere.
  • Condos: A great blend of comfort and amenities, perfect for those wanting a modern stay.
  • Cabins: These rustic hideaways offer a unique experience, ideal for nature lovers.**

Top attractions in and around Keswick

Keswick, Georgina, Ontario, is a perfect destination for outdoor enthusiasts and couples seeking a romantic getaway. Explore the stunning lakes, urban parks, and nearby golf courses while enjoying a blend of family-friendly and cultural experiences. Don't miss the local vineyards for a taste of the region. Whether you're looking for a relaxing retreat or adventure, Keswick offers a delightful mix of attractions for every traveler.

  • Claredon Beach Park: An urban oasis in Keswick, Claredon Beach Park offers a family-friendly atmosphere with plenty of outdoor activities. Enjoy picnics, playgrounds, and scenic walks along the waterfront, perfect for a day of relaxation.
  • Lake Simcoe: Located 13 miles from Keswick, Lake Simcoe is a stunning destination for outdoor enthusiasts. Experience romantic sunsets, sandy beaches, and picturesque scenery while engaging in water sports or simply soaking up the sun.
  • Holland Marsh: Just 5 miles from Keswick, Holland Marsh is a serene wetland known for its friendly locals and family-friendly environment. Explore its lush landscapes and unique tropical vibes, ideal for a peaceful escape in nature.

Things to do recommended for couples

Keswick offers a charming escape for couples. Enjoy a peaceful stroll along the shores of Lake Simcoe or indulge in a romantic dinner at a lakeside restaurant. Don’t miss the stunning sunsets that paint the sky, creating the perfect backdrop for a memorable evening together.

Things to do recommended for families

In Keswick, families can explore the scenic trails of the Georgina Trail, enjoy a day at the beautiful beaches of Lake Simcoe, or visit the exciting playgrounds at the local parks. Don’t miss the chance to try kayaking or paddleboarding for a fun-filled adventure.

Things to do recommended for groups

Explore the stunning beauty of Lake Simcoe through kayaking or paddleboarding, and enjoy a group hike in the scenic surroundings of the York Regional Forest. Don't miss out on a fun evening at a local winery for tastings and relaxation with your friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Keswick

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Keswick with a group: Think about how many bedrooms you'll require, as well as any amenities you might want, like a full kitchen or outdoor area for group gatherings. The good news is that you can easily filter for these options and many more on Vrbo.
  • Traveling to Keswick with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Keswick: For many families, a vacation wouldn't feel complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Keswick: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Keswick

Keswick, located in the picturesque Georgina region of Ontario, offers a delightful blend of outdoor adventures and serene landscapes. Explore nearby neighborhoods that radiate friendliness and charm, perfect for family-friendly getaways. Don't miss the chance to visit local parks and hidden gems, including secluded islands for a romantic escape. With its relaxing atmosphere and stunning scenery, Keswick is an ideal destination for a memorable vacation experience.

  • Georgina: Georgina is a charming city that encompasses the picturesque community of Keswick. Nestled along the shores of Lake Simcoe, this area is renowned for its stunning outdoor scenery and romantic ambiance. Visitors can indulge in a variety of outdoor activities, including skiing in the winter and enjoying the numerous recreational areas in the warmer months. The local attractions, such as the serene nature reserves and the expansive national park, provide a perfect backdrop for hiking, picnicking, and wildlife observation. Whether you’re looking to relax by the lake or explore the vibrant local culture, Georgina offers an unforgettable experience.
  • Gilford: Just 4 miles from Keswick, Gilford is a quaint neighborhood that invites travelers to bask in its natural beauty. Known for its scenic lakeside views and romantic atmosphere, Gilford is ideal for outdoor enthusiasts. Enjoy activities at local resorts, take advantage of the excellent skiing options, or unwind at the nearby beach and park. The close proximity to the water allows for plenty of recreational fun, such as swimming, fishing, and sunbathing, making Gilford a perfect destination for a peaceful getaway.
  • East Gwillimbury: Located 6 miles from Keswick, East Gwillimbury is a vibrant city that seamlessly blends family-friendly activities with outdoor adventures. Visitors can explore local shopping centers and malls, or take a trip to the amusement park for a day of fun. The area is dotted with beautiful lakes, nature reserves, and a fascinating museum, making it a great spot for both relaxation and exploration. With a warm community vibe and plenty to see and do, East Gwillimbury is a delightful addition to your travel itinerary.

Best time to go to Keswick

If you're planning a trip to Keswick, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.9°F (-6.7°C)Light RainMostly CloudyAverageSlightly Low
February20.8°F (-6.2°C)Light RainMostly CloudyAverageSlightly Low
March30.6°F (-0.8°C)Light RainMostly CloudyAverageAverage
April41.9°F (5.5°C)Light RainMostly CloudySlightly HighSlightly Low
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.4°C)Light RainMostly SunnyAverageSlightly High
July69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly High
September61.3°F (16.3°C)Light RainMostly SunnySlightly HighAverage
October49.3°F (9.6°C)Light RainMostly CloudySlightly LowAverage
November37.4°F (3.0°C)Light RainMostly CloudySlightly LowAverage
December27.7°F (-2.4°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient area for you to plan new trips, keep your travel arrangements on track, or manage your existing bookings. Your saved or reserved properties are organized into categories: Potential Trips, Upcoming Trips, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Keswick getaway

Learn about the unique charm of Keswick with a stay in a private vacation home. There's no shortage of things to see and do in the area.Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Keswick

Do you want to discover things to do while you're in the area? Venture out of your vacation home and check out everything that makes Keswick a fun spot to vacation. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Lyndhurst Golf Club (5.8 mi / 9.3 km)
  • Big Cedar Golf Club (6.1 mi / 9.8 km)
  • Briars Golf Club (8.1 mi / 13.1 km)
  • Cardinal Golf Club (14.4 mi / 23.1 km)
  • Splashon Water Park Barrie (15.8 mi / 25.4 km)
  • Tangle Creek Golf Club (16.4 mi / 26.5 km)

Exploring the natural features in Keswick

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Keswick is a great place to spend some time outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Claredon Beach Park (0.9 mi / 1.4 km)
  • Holland Marsh (5.3 mi / 8.5 km)
  • Sibbald Point Provincial Park (9 mi / 14.4 km)
  • Duclos Point Provincial Nature Reserve (13.1 mi / 21.1 km)
  • Thornton Bales Conservation Area (14 mi / 22.6 km)
  • Lake Simcoe (14.2 mi / 22.8 km)

Frequently asked questions

What is the best area to stay in Keswick, Ontario, Canada when booking a vacation rental?
When considering a vacation rental in Keswick, Ontario, the area around the waterfront is an excellent choice. This picturesque neighborhood offers stunning views of Lake Simcoe, which is superb for those looking to enjoy outdoor activities like boating and fishing. The waterfront is also close to parks and walking trails, providing a serene environment for leisurely strolls or picnics by the lake.

Another appealing area is the charming downtown district of Keswick. Here, you'll find a variety of local shops, cafes, and restaurants, giving you a taste of the community's vibrant culture. The nearby Georgina Arts Centre and Gallery is a top attraction, showcasing local art and hosting various events throughout the year.
How much does it cost to rent a vacation home in Keswick?
Prices for vacation rentals in Keswick vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Keswick to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Keswick vacation house rentals?
You can find great discounts on house rentals in Keswick on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Keswick?
A long-stay vacation rental in Keswick is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Keswick vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Keswick with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Keswick for a vacation rental?
The peak season for visiting Keswick runs from May to July, making it a vibrant time for travelers looking to enjoy the area's natural beauty and outdoor activities. July, in particular, stands out as the most popular month, attracting families and adventure enthusiasts alike who want to soak in the warm weather while exploring the scenic landscapes of Ontario.

During this lively summer period, visitors can take advantage of a wealth of outdoor experiences, from boating on Lake Simcoe to hiking in nearby parks. The comfortable temperatures, typically ranging from the mid-60s to mid-80s Fahrenheit, create a friendly space for sightseeing and enjoying local festivals, ensuring that you can make the most of your time in Keswick.

For those considering a more budget-friendly option, October is an excellent choice. This month not only offers stunning autumn colors but also a tranquil atmosphere, superb for leisurely walks and scenic drives. As the summer crowds dissipate, you can enjoy the beauty of Keswick with a sense of peace, making it an ideal time for reflection and relaxation.

Ultimately, the best time to book a vacation rental in Keswick depends on your preferences. If you thrive on the energy of summer and a variety of activities, you'll love the peak season.
How early should I book a Keswick vacation rental?
Book your Keswick vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Keswick, Ontario, Canada?
In Keswick, Ontario, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The picturesque waterfront along Lake Simcoe offers opportunities for swimming, boating, and fishing, making it a popular spot during the warmer months. The nearby Georgina Pioneer Village provides a glimpse into the region's history with its preserved buildings and exhibits, great for families and history enthusiasts.

For those who enjoy outdoor adventures, the Sibbald Point Provincial Park is a short drive away, featuring hiking trails and picnic areas, as well as a lovely beach for sunbathing and swimming. The area is also known for its local markets and quaint shops, particularly in the downtown Keswick area, where visitors can explore unique boutiques and enjoy local dining options.
Can I change or cancel my Keswick home rental booking on Vrbo?
To find Keswick vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Keswick vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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