
House holiday rentals in Keswick, Georgina
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Top-rated house rentals in Keswick, Georgina
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Popular amenities for Keswick, Georgina house rentals
House rentals with a pool

Award Winning Luxury Home with Heated Pool + Sauna
Lovely home. In close proximity to most of the things we wanted to visit. The kids loved the pool and arcade, and Ryan was very responsive if we had questions or concerns

Home away from home with a hot tub and pool
lovely spot for some quiet outside time. backyard is spacious and welcoming. plenty of options for seating to enjoy sun or shade. kitchen was absolutely amazing to prepare food in, well organized and nicely laid out. rooms were tidy and clean, plenty of space to sleep 6 comfortably. would highly recommend this spot

Cozy Pool house in Newmarket
Our family really enjoyed our stay here. We loved the pool and how at home we felt. The beds were really comfortable and there was plenty of room to relax. The house is in a great location. It was easy to find and close to all amenities. The host was very helpful and responsive. We would definitely stay here again.

Redwood Haven East: Your Dream Getaway in Uxbridge
This is a wonderful Airbnb in a really special place away from the hustle and bustle of everyday life. You are in a quiet location within easy access of trails where you can run or walk and if you like to ride, there are plenty of equestrian places providing this facility including part of the Airbnb itself. Youssef and his family were welcoming and on hand to provide advice as needed. That said, they were never intrusive. The accommodation is spacious and homely and you certainly do not feel like rushing out but rather enjoying the facilities. There is everything that you could need for a short or extended stay. Towels were plentiful as were shampoo and lots of extras in the bathrooms and kitchen. The heated pool is a real bonus for children or adults that like a daily swim and although shared with the family, I never felt restricted in its use and loved the fact that it was heated so was comfortable regardless of the external temperature. A wonderful stay and perfect host.

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
This place is the perfect getaway for anyone looking to relax and enjoy quality time with family and friends. Surrounded by beautiful nature and fresh air, it offers a peaceful, private setting that’s ideal for both adventure and quiet moments. I highly recommend it to anyone seeking a refreshing escape.

Cozy Lakefront Cottage with Hot tub and Pool.
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.

Forest House | Golf/Hiking/Horse Riding Nearby
Had a really good time here place was beautiful. Would defiantly recommend if your looking for a weekend get away!! Hosts went above and beyond to make sure our stay was amazing.

King West Victorian Studio Gem
It was great to stay at Kathleen's. The place is very spacious and perfect for a one person or a couple. The location is very close to a lot of nice restaurants, coffee shops, bars, and a lot more. I like the neighborhood a lot. In the summer, you can also enjoy the park right across the street. The place was very clean, and Kathleen was a great communicator - on top of everything. It really felt like home. I stayed there for one month as I was in between places and honestly I wish I could have stayed more.
Weekly house rentals

Luxury Cottage - The Lookout. Next to Balm Beach
Great spot to rent...Beautiful space. Host were very friendly and had prompt communication. Perfect type of place to get away. Would have been better if the weather was nicer. I expect we will rent here again in the future.

Stylish & Renovated 3bdr home in Barrie
Olha & her co-host were amazing! They were quick to reply & very accommodating. We booked this place for our wedding party to get ready at since we had our wedding in Innisfil. Their house was everything advertised & beautiful. The laundry room and garage were accessible to guests which were a bonus! The area is close to Costco & major stores + is in a new neighbourhood. Would recommend people to book this house! Its gorgeous!

Comfortable cozy stay
Theodoti was a great host and we very much enjoyed our stay! She was always quick to respond, and checked in on us throughout to make sure we had everything we needed. The place was squeaky clean, and the bed was huge and very comfortable. It was within walking distance to Tim Horton, Starbucks, and grocery store, and in a nice quiet residential area. We would definitely stay again if in the area!

Basement apartment with fully loaded gym!
We truly enjoyed our stay and loved the uniqueness of the place! If our son has another tournament in the area, we would definitely like to come back.

Modern Boho Beach Retreat
This was hands down the cleanest Airbnb I’ve ever stayed in, spotless from top to bottom. Everything was incredibly neat, well-organized, and thoughtfully labeled with clear instructions, which made our stay seamless and stress-free. Mary truly went above and beyond in every way. She was super responsive when we had questions about local fishing tackle shops, and her attention to detail in the home was amazing. She left us a selection of teas, snacks, travel-sized lotion and hand sanitizer, and other small touches that made the whole place feel like a cozy hotel retreat. The neighborhood was peaceful and within easy walking distance of the lake a perfect location to unwind. Would absolutely recommend this stay to anyone looking for comfort, cleanliness, and a caring host.

Home in River Drive Park!
Great place. Great location. Great host. We left because our group was too big.

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace
Thank you Cass, from our first communication you were so inviting and warm. Your home was so clean and welcoming a really nice surprise It was more like staying at family’s home then a reservation and you were so accommodating with all of our needs We all said we would be happy to stay with you again if in need of lodging in the Newmarket area Thank you for being the host with the mostest!! Have a wonderful summer Cheers

comfy basement apartment
Mahsa’s space was well maintained and cozy. I felt at home and she is a fantastic communicator!
Private house rentals

Bayview Beach Retreat 3 bedrooms 2 full bathrooms
Elias' place was a wonderful getaway for our group of 3 families. We all have toddler aged children, the space is very accommodating for them, the beach is 30 seconds walk away from the home and there are children's toys and books that Elias offered for us to share in. The water is really nice, great dock access. About 2ft deep at the dock and fairly weedy, you have to swim out about 30-40m to get to deeper water for a nice swim. The paddleboard worked really well for us! Outdoor patio space is fantastic, there is a large umbrella for shade for the sectional and the outdoor dining table. BBQ, outdoor shower, swing, children swings and slide, and fire pit all made for a very pleasant experience. Hot tub was lovely and comfortably sits 4. Kitchen was lovely and fully stocked, has everything you might need to cook your meals. Bedrooms were clean and comfortable. Bathrooms were very clean. Elias was great and communicative, we look forward to our next stay!

Sunny Haven: Brand New Retreat
Aly’s quick to respond as I made a last minute booking (as my previous booking was cancelled) Aly’s place is in a lovely peaceful suburb (new area). Everything was as described and we appreciate the quality and thoughtful touches around the place to ensure our comfortable stay! Thanks for hosting Aly! Will deffo recommend

The Wright House - Modern 3BDRM home in Midland!
Had an amazing experience at this Airbnb and would highly recommend it to anyone visiting the area. The space was spotless, spacious, and very comfortable. Perfect for our group of six. It was well-organized and thoughtfully set up, with everything we needed for an enjoyable stay. The hosts were excellent. Quick to respond, clear in their communication, and incredibly organized.

Cozy Creek Side walkout basement.
Shakker was an amazing host. We felt right at home and super comfortable, definitely worth the price!

Highland House
We had an amazing stay! The place was spotless and exactly as described. The location was convenient, and the house was incredibly spacious both inside and in the backyard. The kitchen was especially impressive - fully equipped with everything we needed, from pans to plenty of plates and utensils. The hosts were super friendly and responsive, and the amenities provided made the stay even more comfortable. Would definitely recommend! :)

Simcoe Retreat
Had a great stay here, easy check in and check out. Well stocked home and kept very clean and clear directions provided by host that answered all my questions ahead of time.

Stay at Tiffany's at Villa Tina
I had a wonderful stay at Tina's place; from communication to accomodation to location, I had no complaints. The place was very clean, there's attention to detail to every aspect of this place. I felt at home, actually didn't want to leave fyi! and I would NOT hesitate to recommend family or friend or even you, yes you reading this review.

Leonard’s Beach House
Would definitely go back! The place was nice and clean and offered a hot tub and a nice big deck. The beach is really close by and the kids loved it!
Quick stats about house rentals in Keswick, Georgina
Total rentals
30 properties
Nightly prices starting at
$17Â NZD before taxes and fees
Total number of reviews
180 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Family-friendly rentals Keswick
- Pet-friendly rentals Keswick
- Waterfront rentals Keswick
- Cottage rentals Keswick
- Rentals with outdoor seating Keswick
- Rentals with a patio Keswick
- Rentals with lake access Keswick
- Rentals with beach access Keswick
- Rentals with a fireplace Keswick
- Rentals with a fire pit Keswick
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- House rentals Georgina
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Massey Hall
- Trinity Bellwoods Park
- Casa Loma
- Dufferin Grove Park
- Royal Woodbine Golf Club
- Royal Ontario Museum
- Nathan Phillips Square
- Osler Bluff Ski Club