House holiday rentals in Keswick, Georgina

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Popular amenities for Keswick, Georgina house rentals

House rentals with a pool

Guest favourite
Home in North York
5 out of 5 average rating, 14 reviews

Award Winning Luxury Home with Heated Pool + Sauna

SymphoneeRating, 5 stars5 days ago
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
Guest favourite
Home in Port Perry
4.93 out of 5 average rating, 220 reviews

Home away from home with a hot tub and pool

CourtneyRating, 5 stars2 weeks ago
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
Superhost
Home in Newmarket
4.83 out of 5 average rating, 24 reviews

Cozy Pool house in Newmarket

SharleneRating, 5 stars3 days ago
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.
Guest favourite
Home in Uxbridge
5 out of 5 average rating, 34 reviews

Redwood Haven East: Your Dream Getaway in Uxbridge

SarahRating, 5 stars2 weeks ago
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.
Guest favourite
Home in East Gwillimbury
5 out of 5 average rating, 5 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

AbdulmalikRating, 5 stars1 month ago
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.
Guest favourite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 months ago
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 🌎.
Superhost
Home in Cedar Valley
5 out of 5 average rating, 6 reviews

Forest House | Golf/Hiking/Horse Riding Nearby

BrandonRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 305 reviews

King West Victorian Studio Gem

TamerRating, 5 stars1 week ago
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

Guest favourite
Home in Tiny
4.96 out of 5 average rating, 23 reviews

Luxury Cottage - The Lookout. Next to Balm Beach

NeilRating, 5 stars1 month ago
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.
Superhost
Home in Barrie
4.85 out of 5 average rating, 41 reviews

Stylish & Renovated 3bdr home in Barrie

EvelynRating, 5 stars1 month ago
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!
Guest favourite
Home in Bradford West Gwillimbury
5 out of 5 average rating, 10 reviews

Comfortable cozy stay

ElliRating, 5 stars3 months ago
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!
Guest favourite
Home in Newmarket
4.92 out of 5 average rating, 39 reviews

Basement apartment with fully loaded gym!

The Little Crooked HouseRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Innisfil
5 out of 5 average rating, 47 reviews

Modern Boho Beach Retreat

RobertoRating, 5 stars1 month ago
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.
Superhost
Home in Holland Landing
4.8 out of 5 average rating, 15 reviews

Home in River Drive Park!

Canadian RampRating, 5 stars3 weeks ago
Great place. Great location. Great host. We left because our group was too big.
Guest favourite
Home in Newmarket
4.9 out of 5 average rating, 48 reviews

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace

SandraRating, 5 stars2 weeks ago
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
Top Guest favourite
Home in East Gwillimbury
5 out of 5 average rating, 18 reviews

comfy basement apartment

MichaelRating, 5 stars5 months ago
Mahsa’s space was well maintained and cozy. I felt at home and she is a fantastic communicator!

Private house rentals

Guest favourite
Home in Gilford
4.86 out of 5 average rating, 14 reviews

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

IlyaRating, 5 stars9 months ago
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!
Guest favourite
Home in Holland Landing
4.91 out of 5 average rating, 11 reviews

Sunny Haven: Brand New Retreat

RyanRating, 5 stars4 weeks ago
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
Top Guest favourite
Home in Midland
5 out of 5 average rating, 18 reviews

The Wright House - Modern 3BDRM home in Midland!

AliciaRating, 5 stars4 days ago
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.
Guest favourite
Home in Barrie
4.94 out of 5 average rating, 34 reviews

Cozy Creek Side walkout basement.

FaruqRating, 5 stars1 week ago
Shakker was an amazing host. We felt right at home and super comfortable, definitely worth the price!
Top Guest favourite
Home in Innisfil
5 out of 5 average rating, 32 reviews

Highland House

JiwonRating, 5 stars1 month ago
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! :)
Top Guest favourite
Home in Innisfil
5 out of 5 average rating, 30 reviews

Simcoe Retreat

JessicaRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Barrie
4.8 out of 5 average rating, 5 reviews

Stay at Tiffany's at Villa Tina

TristanRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Innisfil
4.9 out of 5 average rating, 29 reviews

Leonard’s Beach House

KarenRating, 5 stars1 month ago
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

    $17 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

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  3. Ontario
  4. Georgina
  5. Keswick
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