Cottage vacation rentals in Keswick, Georgina

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Top-rated cottage rentals in Keswick, Georgina

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Superhost

A sandy shoreline extends toward clear, calm waters of Georgian Bay, with gentle waves lapping at the beach. Two wooden lounge chairs are positioned on the sand, inviting relaxation. Rocks are scattered near the water's edge, and the horizon stretches far into the distance.

Cottage in Tiny

4.78 out of 5 average rating, 178 reviews

Lakefront Private Beach, Waterfront Family GBay

Our property is a PRIVATE LAKEFRONT WATERFRONT on Georgian Bay. The beach and swim bay is for your exclusive use! NOT shared with others! Our private bay is part of thousands of square miles of open freshwater, twenty steps across our private lawn is over 100 feet of private sandy shoreline for your family's exclusive use! The PRIVATE BEACH is great for swimming snorkelling and the water is ultra clean and clear! A waterfront property stay means you're at the beach all the time! STRTT-2022-041

Superhost

Cottage in Kawartha Lakes

4.88 out of 5 average rating, 122 reviews

Year-Round Luxury in a Modern Riverfront Cottage

*Friday-Friday July and August! Welcome to Somerville Lodge, a thoughtfully designed cottage with all the modern amenities you need to make the most of your relaxing getaway In Kawartha Lakes, under 2.5 hours from Toronto, our cottage sits on an acre of land along 350ft of the Burnt River, perfect for swimming, kayaking and paddle boarding. A large deck has space for lounging, or relax in the hot tub. The large living room, dining room and kitchen give plenty of space for any family or group.

Guest favorite

A wooden deck overlooks tranquil waters, featuring two red Adirondack chairs facing the lake. The beautifully colored sky at sunset casts a serene ambiance, surrounded by lush greenery and trees providing a natural frame.

Cottage in Brechin

4.92 out of 5 average rating, 159 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

Superhost

A scenic view of the lake is visible from a wooden deck, featuring large planters with colorful flowers on either side. Several Muskoka chairs are arranged on the grassy area leading to the water, where a dock is visible in the distance.

Cottage in Brechin

4.85 out of 5 average rating, 108 reviews

Lakefront Cottage with Gorgeous Sunset Views

Cozy cottage with gorgeous views right on the lake. Perfect lake for water play, great fishing right off the dock, plenty of nature trails and boat launch nearby. Enjoy your evenings as you take in the sunset around 1 of 2 firepits, whether you choose to have a fire right at the water's edge or up top. There is also a boathouse you can relax on top of under the shade of the trees. Enjoy eating outside on the oversized deck as you take in the views of the lake. Lots of outdoor space to play.

Guest favorite

A spacious outdoor deck is surrounded by lush greenery, providing a serene atmosphere. Comfortable seating arrangements, including a dining set, invite al fresco meals and gatherings. The natural light filters through the trees, enhancing the tranquil outdoor experience.

Cottage in Innisfil

4.95 out of 5 average rating, 102 reviews

Innisfil retreat: Hot Tub, Sauna, Game room

Welcome to our serene Lakeside Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and hot tub, perfect for unwinding after a day of adventure. Entertain with family and friends in our game room, which includes a pool table, air hockey table, and dartboard. The large outdoor deck is ideal for BBQs, complemented by a cozy fire pit for evening relaxation. The house offers five beautifully appointed bedrooms, ensuring comfort for everyone. Water softener.

Guest favorite

A rustic kitchen space features a wooden counter with twin sinks. Stone walls provide a natural texture, while wooden cabinets above hold various bottles. Sunlight filters through a nearby window, illuminating the earthy tones of the cabinetry and decor.

Cottage in Victoria Harbour

4.81 out of 5 average rating, 190 reviews

Serenity, Simplicity and Stone

This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

Guest favorite

An expansive wooden deck provides a peaceful setting by the water, featuring lounge chairs with navy and white cushions. A gazebo offers shade, while string lights create a warm ambiance for evening relaxation. Lush greenery frames the view of the riverside landscape.

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, B&B license

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Superhost

An aerial view highlights a modern cottage complex set against a snowy landscape. The main building features large glass windows, while several smaller structures and outdoor pools are scattered throughout. The surrounding forest and hills create a serene backdrop.

Cottage in Waubaushene

4.84 out of 5 average rating, 152 reviews

Georgian Bay with Hot Tub & Sauna, on Tay Trail !

Eagle Point cottage is our modern-chic cottage backing onto the Tay Trail and Georgian Bay. It’s a 12 minute drive to Mount St. Louis Ski Resort and a 5 minute walk to the beach. You can walk, run, in-line skate or cycle the beautiful 18.5 km Tay Trail right from our backyard during the summer or snowshoe and x-country ski during the winter. Enjoy and relax in the quiet & peaceful fenced in private yard with the use of a natural gas BBQ, hot tub, sauna or enjoy an evening fire.

Top guest favorite

Cottage in Kawartha Lakes

4.9 out of 5 average rating, 117 reviews

1950's Romantic & Whimsical cottage on Gull River

My whimsical & quaint cottage is 5klm from town which hosts a Foodland, LCBO, Pub, ice cream window and Home Hardware. Balsam Lake Provincial Park and Indian Point Provincial Park are close as well. I love my cottage because of the gardens, the chandeliers, the purple doors and the glorious clean river! The cottage itself is 900sq.ft. of cuteness & the property is 100 x200sqft. Canoeing, kayaking, bbqing, swimming, snorkeling and river floating are daily activities.

Guest favorite

Cottage in Orillia

4.94 out of 5 average rating, 114 reviews

Spacious Cottage Escape with Lakeside Hot Tub

Escape from the usual! Bring your crew to our spacious 5 bdrm, 2 washroom, Lake Front cottage and RELAX. Enjoy the warmth of the fireplace and the beautiful view from the sunroom. Soak in the hot tub and watch the sunset. Proximity to Orillia's shops and restaurants. Casino Rama is 2km away for a completely different kind of fun. Two adult Kayaks available in spring and fall. Hot tub and bbq year round.

Superhost

A sandy beach stretches along the shoreline, bordered by gentle waves. A clear blue sky overhead complements the peaceful water, while a boat is visible in the distance. A few beachgoers are seated on the shore, surrounded by lush greenery in the background.

Cottage in Tiny

4.81 out of 5 average rating, 154 reviews

Tiny Beach Cottage

Beautiful, newly-renovated 3 bedroom cottage. All of the modern comforts of a home while maintaining the cottage feel you expect when trying to escape the busy city life. Situated on a "no exit" road resulting in a peaceful and quite area. Cottage has a central air conditioning and furnace ideal for all seasons. Featuring two large decks, perfect for outdoor dining or relaxing. Licence STRTT-2025-103

Guest favorite

A tranquil sandy beach extends to the calm waters of Georgian Bay, reflecting the clear blue sky. A fire pit is visible among stone seating, with some rocks scattered along the shoreline. The peaceful scenery invites relaxation and enjoyment of the natural surroundings.

Cottage in Lafontaine

4.83 out of 5 average rating, 241 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.