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Cottage vacation rentals in Keswick, Georgina

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Popular amenities for Keswick, Georgina cottage rentals

Cottage rentals with a hot tub

Top guest favorite
The exterior of a modern cottage is framed by autumn-colored trees, showcasing a combination of natural stone and wood finishes. Well-maintained landscaping with low hedges leads to a welcoming entrance. A backyard fire pit with seating is positioned on the right, surrounded by fallen leaves.
Cottage in Kawartha Lakes
5 out of 5 average rating, 36 reviews

Beautiful Luxury Cottage in Kawartha Lakes…

DanielleRating, 5 stars2 weeks ago
Shahrear's cottage was beautiful inside and out, secluded and private from the hustle and bustle of the city. The cottage was fully equipped with kitchen necessities and also had linens bedding provided. Shahrear was very responsive and friendly from booking to check out. Couldn't have asked for a better weekend getaway!
Superhost
A private hot tub is situated in a covered space, featuring soft blue lighting and a tranquil water surface. Warm ambient lighting along the walls creates a calming environment, enhancing the overall relaxation experience.
Cottage in Georgina
4.93 out of 5 average rating, 15 reviews

Cozy Lakeside Cottage With Private Hot Tub

MarcRating, 5 stars4 months ago
Amir was great! And the place was awesome. Very responsive and helpful with everything we needed. We will be back for sure!
Superhost
A spacious wooden dock extends over the water, featuring a shaded gazebo and seating area. Surrounding trees provide a lush backdrop, while various watercraft and a swing chair are visible, enhancing the outdoor space for relaxation and recreation.
Cottage in Brechin
4.77 out of 5 average rating, 137 reviews

Beautiful Four Bedroom Lagoon City Waterfront Home

EilidhRating, 5 stars9 months ago
Daniel gave a thorough intro message of specifics the day of on top of what was already so clearly laid out. The property was beautiful with access to so many activity options. House is clean and spacious. We spent a lot of time on the dock which had a great selection of furniture and sun/shade options. The beach is a close walk. We thoroughly enjoyed our weekend and will likely be back to enjoy the space again!
Superhost
A serene outdoor area features a spacious wood deck with a hot tub, patio furniture, and a large umbrella. The sauna, resembling a wooden barrel, is positioned nearby. A far view reveals the barn structure and seating area under a pergola, surrounded by lush greenery.
Cottage in Erin
4.84 out of 5 average rating, 68 reviews

Private oasis in Erin.Hot tub & Woodburning sauna.

DavidRating, 5 stars2 weeks ago
Very nice and private place with great amenities. Cheryl was very responsive and flexible with check in etc.
Guest favorite
Cottage in Orillia
4.94 out of 5 average rating, 117 reviews

Spacious Cottage Escape with Lakeside Hot Tub

JoleneRating, 5 stars4 weeks ago
We had a wonderful weekend at this Bnb. We loved the hot tub and view. Everything was clean and comfortable and we had everything we needed. 😊
Guest favorite
A spacious lake house exterior is set against a cloudy sky, featuring large windows that allow natural light to enter. The surrounding yard is adorned with fallen leaves, while a deck with outdoor furniture and a hot tub enhances the outdoor space.
Cottage in Innisfil
4.86 out of 5 average rating, 138 reviews

Spacious family cottage 45 mins from GTA!

JohnRating, 5 stars3 weeks ago
Very peaceful and beautiful place to stay. The house is a great size for a family looking to relax and unwind.
Superhost
The exterior of the Lake House is surrounded by lush trees, with a wide wooden dock extending into the calm waters. A patio area features multiple red Muskoka chairs, inviting relaxation by the water's edge. Soft evening light hints at the cozy ambiance of the home.
Cottage in Orillia
4.87 out of 5 average rating, 114 reviews

FRIEND LAKE HOUSE

ChristinRating, 5 stars1 week ago
We had a wonderful stay for a girls weekend! The indoor and outdoor space was lovely and comfortable. There was so much wild life visiting the outdoor space which made for exciting views! The lake was beautiful, and calm. Our only minor notes were the hottub as it wasn’t at the standards of clean we expected (sand in it and water was slightly murky) and the dock being covered in bird poop and dead fish. All in all, we greatly enjoyed the space and would love to come back for another girls weekend.
Guest favorite
An aerial view captures the serene setting of the property, surrounded by vibrant greenery. Tall trees create a natural canopy over the spacious lawn, enhancing the sense of privacy and tranquility. A gravel driveway leads up to the home, merging seamlessly with the lush landscape.
Cottage in Innisfil
4.95 out of 5 average rating, 111 reviews

Innisfil retreat: Hot Tub, Sauna, fire pit

LeoraRating, 5 stars6 days ago
We had a wonderful stay at this Airbnb. The house was very comfortable for our family of 8 as we celebrated my parents’ 50th anniversary. The bedrooms, bathrooms, and kitchen were very clean, and the space felt welcoming. The location was ideal — close to popular attractions, yet peaceful and relaxing. The owner was a gracious and thoughtful host who genuinely cared about our comfort. We truly appreciated his kindness and responsiveness throughout our stay.

Pet-friendly cottage rentals

Superhost
A modern living area features a large black couch and a glass coffee table, with a view of the water visible through expansive glass sliding doors. A wall-mounted TV and a sleek fireplace are positioned nearby, enhancing the cozy ambiance.
Cottage in Brock
4.89 out of 5 average rating, 28 reviews

Unique waterfront Cottage -1.5 hours from T0

ClaireRating, 5 stars1 day ago
We had a such a lovely stay at Todd’s place. The location is wonderful comfy beds powerful showers, plenty of towels and lots of mod cons. A sandy swimmable beach is outside your front door and from the back deck watch the boats go by dawn till dusk. Bliss. Very responsive host and lovely getaway.
Superhost
A balcony seating area features a round table with six chairs and an additional hanging chair. The view overlooks a marina lined with boats, showcasing modern waterfront buildings against a clear blue sky.
Cottage in Innisfil
4.85 out of 5 average rating, 34 reviews

Lake Escape Cottage

MitchellRating, 5 stars2 weeks ago
Absolutely beautiful place, I would 100% comeback and I would highly recommend this spot to anyone. The host was very nice and responsive. I had a great time!
Guest favorite
A serene lakeside view captures a sunset over Balsam Lake. Red wooden chairs are arranged around a fire pit, with a picnic table visible in the background. Soft grassy areas and trees frame the scene, enhancing the tranquil atmosphere.
Cottage in Kawartha Lakes
4.97 out of 5 average rating, 67 reviews

Sunset Shining Water Canoe Fishing Lakefront Treat

JianglinRating, 5 stars1 week ago
We happened to come during mayfly season, so there were tons of them outside and we couldn’t have a campfire at night, which was a bit disappointing. But the host was super kind and helpful, and the place had everything we needed. During the day, we still got to go boating and had a nice BBQ, and spent three amazing nights indoors. Thanks again for the lovely stay!
Top guest favorite
An open concept living area features a spacious gray sofa and a wooden coffee table displaying fruit. Two wooden chairs are arranged beside the table. In the background, a modern kitchen is visible, characterized by white cabinetry and stainless steel appliances.
Cottage in Kirkfield
5 out of 5 average rating, 17 reviews

Cheerful 3 bedroom cottage in Kawartha Lakes

OscarRating, 5 stars1 month ago
Great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and the host was friendly and responsive. The area was peaceful, and everything we needed was available. Would definitely stay here again!
Superhost
A cabin is presented with a gray exterior and steps leading to the front door. In the foreground, there is a colorful decorative bird statue on a tree stump, with a trampoline visible to the side. Surrounding greenery contributes to a natural atmosphere.
Cottage in Innisfil
4.64 out of 5 average rating, 22 reviews

Cozy 2 bdrm cabin steps from beach

LeeRating, 5 stars8 months ago
Second time staying at Rachel's- lovely cottage and a great location. Rachel was extremely helpful and easy to communicate with. Thanks again!
Top guest favorite
The open concept living area features a warm wood ceiling and a mix of comfortable seating, including leather sofas and a plush red chair. A handcrafted wooden coffee table sits centrally, while the staircase leads to additional bright spaces. Large windows provide natural light.
Cottage in Gilford
5 out of 5 average rating, 43 reviews

Welcome to "R" Cottage

MehulRating, 5 stars1 day ago
Sandy's home is beautiful, well fitting out, has everything one needs in a home away from home. The neighborhood is very peaceful with very nice houses, a great place to take walks from. Sandy was friendly in her communication and generously offered us an early check in and late check out, which we took the benefit of to enjoy our break to the fullest. :) I would definitely recommend it for visits by parties of 6 to 8 people. Just one thing to be aware of - the grocery store is a distance away so it'll be good to bring all the essentials or make a trip at the start of your trip to get whatever you need.
Guest favorite
An outdoor space features comfortable seating arranged on a grassy area, with a view of the peaceful lake. Tall trees provide shade, while the dock extends into the water. Red lounge chairs are positioned along the shore, creating an inviting atmosphere for relaxation.
Cottage in Kawartha Lakes
4.95 out of 5 average rating, 165 reviews

Balsam Brilliance, Modern Lake Home.

RainaRating, 5 stars2 months ago
Such a gorgeous property and stunning views! The main living area had views from both south and north views of the lake since it is on a point. Stocked with everything we needed. Was a lovely weekend to honour my late uncle with my family. Balsam lake was his favourite spot. We went up the weekend after the huge ice storm so the place was running on a generator, which actually stopped working for a bit but the owners were on top of it as soon as they heard. They were very helpful. Would definitely stay there again in nicer weather! 🙌🙌
Guest favorite
The living room features wooden walls and beams with ample natural light from a large window. A grand piano is positioned next to a cozy armchair, complemented by a clock above a stone fireplace. A colorful rug adds a touch of warmth to the space.
Cottage in Brechin
4.91 out of 5 average rating, 98 reviews

Cottage on Lake Simcoe Amazing lake Views

ÉtienneRating, 5 stars3 months ago
The location by the lake is lovely.

Private cottage rentals

Top guest favorite
An open living area is depicted, featuring a brown tufted sofa accompanied by a textured area rug. A wooden dining table with chairs occupies the space, while art is displayed on the walls. Natural light enters through large windows, highlighting the modern design.
Cottage in Orillia
5 out of 5 average rating, 28 reviews

Luxury lakefront cottage escape

HansRating, 5 stars1 week ago
Cottage is totally unique being on a point with water on two sides. Architecture is modern and very comfortable. Two larger bedrooms are the same size so great to share with another couple. Views include Goffat Island and McCrae Provincial Park so lots of greenery. With the pick of two sides to paddle you can stay out of the wind. I have been coming to Lake Simcoe for over 50 years and I have never heard so many loon cries! And trumpeter swans for visuals. Firepit has great views! We had a great time.
Top guest favorite
Cottage in Beaverton
5 out of 5 average rating, 23 reviews

Private Waterfront Cottage at Lake Simcoe

AndreaRating, 5 stars3 weeks ago
What a great place! We had 11 people. 6 adults and 5 children. There were beds for everyone and because the weather was crap (totally not Byron’s fault - LOL) we were inside most of the weekend. There was enough space and internet bandwidth to keep everyone happy and engaged! Everything was comfortable and the kitchen had everything we needed! Hope to rent this next year for family fun weekend!
Guest favorite
A spacious patio offers seating arrangements and loungers, complemented by decorative cushions. The area features a clear view of the lake, surrounded by lush greenery and trees. A calming atmosphere is created by the blending of indoor and outdoor spaces.
Cottage in Sebright
4.98 out of 5 average rating, 40 reviews

Tranquil Private Lakefront Cottage Haven

SarahRating, 5 starstoday
We had a lovely stay at Navid’s place! The cottage was spotless and had all the amenities you could think to need. The property itself was beautiful, with a well maintained deck, and easy access to the water. Navid was a very responsive and kind host. We had a lovely stay and would definitely stay again!
Guest favorite
The sandy beach stretches across the foreground, leading to calm waters under a clear blue sky. Sparse vegetation lines the shore, with gentle waves lapping at the sand. The tranquil environment offers a peaceful atmosphere for relaxation by the water.
Cottage in Tiny
5 out of 5 average rating, 12 reviews

Cottage in Tiny

AnnellieRating, 5 stars10 months ago
This is a gem find. It was so comfortable and situated 3 minute walk from a beautiful beach. The kitchen was very well equipped the fire pit, the BBQ the outdoor sitting areas were awesome. The beds were comfortable and we slept so well. There is a huge TV with so many channels and content to watch. So easy to settle into a movie after dinner. Very comfortable sitting area. We were 3 adults and we all had space to have some downtime and also to enjoy our company. We would swim and go for 5 km beach walks and drive to very cute small towns and discover the tasty bakeries and cool stores. Everyone we met was so lovely and very relaxed. We had a wonderful time and recommend this pace to everyone. Peaceful, fully equipped, comfortable and 3 minutes from a beautiful beach! What can be better. Thanks Miguel for your clear communications and your helpful suggestions. We had a blast!
Guest favorite
A red Adirondack chair is positioned on a wooden deck overlooking the water. A private dock extends into the lake, surrounded by rippling waves. Bright sunlight reflects off the surface, and a potted plant adds a touch of greenery to the scene.
Cottage in Caesarea
5 out of 5 average rating, 19 reviews

Magical Lakefront Xmas Getaway – Book Your Week!

RomRating, 5 stars1 week ago
Great place for large family
Guest favorite
A foosball table is positioned near large windows that offer views of the surrounding forest. The wooden walls complement the natural light entering the space, creating a feeling of openness. A stone fireplace can be seen in the background, enhancing the cozy environment.
Cottage in Innisfil
4.8 out of 5 average rating, 44 reviews

Spacious Lake Simcoe Retreat

SimonRating, 5 stars4 weeks ago
This renovated 3-bedroom cottage was a fantastic find—quiet, private, a few minutes’ drive from the public beach/local parks. While you’ll need a car to access amenities, the location is peaceful. The exterior could use post-winter TLC—a cleanup of spring debris and a good wash. The inside of the cottage is spacious, stylish, and thoughtfully laid out. The photos don’t capture how roomy and comfortable it is. The beds were comfortable; fresh and dining areas were well-appointed. We were five adults and had more than enough space to spread out and enjoy. One minor drawback was the unreliable internet—it needed frequent resets and wasn’t great for streaming or remote work. Our host, Mandy, was excellent: friendly, quick to respond, and incredibly helpful throughout our stay. If you plan to cook, bring all ingredients. The KEURIG coffee maker was fun to use and there were a few K cup pods for us when we arrived. We had a fabulous time and would return in a heartbeat.
Guest favorite
A kitchen area is visible through an open window, featuring green tile accents and modern appliances. Bar stools with a striped design are positioned in front of the counter. Natural light illuminates the space, complemented by decorative elements like a potted plant and a woven wall hanging.
Cottage in Little Britain
4.9 out of 5 average rating, 21 reviews

Cozy All-Season Lakeside Cottage with Sauna

ShimailRating, 5 stars1 week ago
The cottage was clean, well-stocked, and thoughtfully designed to provide everything we needed for a comfortable stay. The host was friendly and attentive, ensuring we had all the information and support we needed throughout our stay. If you’re looking for a tranquil retreat to recharge and reconnect with nature, this lakeside cottage is the perfect choice.
Superhost
A cozy living area features large windows allowing natural light to fill the space. A beige armchair with an orange throw pillow is positioned next to a circular red ottoman. Decorative branches are displayed in a blue vase on a table, with wooden paneling enhancing the rustic feel.
Cottage in Innisfil
4.86 out of 5 average rating, 70 reviews

Rustic Waterfront Cottage - Perfect for WFH

PooyaRating, 5 stars9 months ago
We had a wonderful experience with this Ahh’s Cottage! They were incredibly kind, responsive, and always positive throughout our stay. The place was spacious, extremely clean and very comfortable, easily accommodating our group of 10. The instructions provided were clear and made our stay hassle-free. Highly recommend staying here!

Quick stats about cottage rentals in Keswick, Georgina

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$2,092 GYD before taxes and fees

  • Total number of reviews

    620 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Georgina
  5. Keswick
  6. Cottage rentals