
Cottage holiday rentals in Oakwood
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Top-rated cottage rentals in Oakwood
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Ke's Rustic Retreat in Kawartha Lakes
WELCOME TO KE’S PLACE! This ALL SEASONS rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, two large decks, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

Panoramic Lake Views Inside & Out, Cozy & Relaxing
Enjoy panoramic views of Lower Buckhorn Lake with the family! Relax perched in the hot tub atop the rocks of the Canadian Shield, nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunsets & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

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.

Forest Retreat: Couples Escape w Hot Tub Fireplace
Slow mornings. Forest surround. Soak under the stars. Described by Narcity Canada as “Like Living in the Holiday” Praised as a couple's getaway, near Ste. Anne's Spa. Follow us @coachhouse_cobourg Step into a 150-year-old coach house nestled on a stunning 5-acre Victorian estate. This beautifully restored guest house combines historic charm with modern comforts, offering a private hot tub, a cozy fireplace, and a serene escape minutes from Cobourg’s vibrant downtown and pristine beaches.

Brookside on Balsam. Rest.Relax.Restore.
Clean, modern, open concept, vaulted ceilings, chef's kitchen views. 2 bedrooms with additional sleeping space on lower level. 2 separate bathrooms include soaker style tub and walk in tiled shower. Nature abounds! A charming brook, lakeside views, swimming, BBQ, outdoor dining, firepit** fire ban for April** year-round hot tub. Bicycles, kayaks and snow shoes are yours depending on the season. Short walk to Balsam Lake Provincial Park. Minutes to village shopping. Consistent Super Host!

Granny's Cottage
Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Lakefront Cottage Getaway | Hot Tub · Dog Friendly
Relax and unwind at South Lake! Located less than 10 minutes away from the town of Minden, you'll love swimming off the 500 sq ft dock, exploring by canoe and kayak, all the best lawn games, stunning sunsets from the new fire pit, and a sky full of constellations. Perfect for families or friends to enjoy all of the comforts of a modern cottage without missing rustic charm. Cozy up by the propane fireplace and play board games or watch movies. High-speed internet is remote work-friendly!

Cozy Coe Lake Cottage | Hot Tub · Wood Fireplace
The perfect romantic getaway or cozy hang with friends/family. From the Superhosts who brought you Jeffrey Lake Cabin comes "Coe Lake Cottage", a spacious, cozy feel with plenty of room to enjoy with family, friends or a stunning romantic getaway with a loved one. Easy year-round access, EV charging, lightning fast Starlink wifi, a beautiful hot tub, two fire pits, a hammock, an incredible deck for entertaining & more. This place has it all. @hilltophideawaysco on Insta

Cabin on the Creek (4 season)
Escape the hustle and bustle to this cozy log cottage on a quiet creek, short trip from the city only 1.5hrs away from Toronto. The property gets disinfected after each stay! Four spacious bedrooms! Backyard which includes a large deck also has a private dock to relax on or to take the canoe out on the creek. The creek opens up to Sturgeon Lake! Also, a boat launch just 7 houses down at the entry of the street! 15 minutes from Lindsay and 12 minutes from Bobcaygeon

Year-Round Relaxation, a Modern Riverfront Cottage
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.

Secluded Cottage on a Private Lake
2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.
Popular amenities for Oakwood cottage rentals
Cottage rentals with a hot tub

Lakeside Memories Await at Trenanthia's Cahoots

CozyPeaceful LakeCottage HotTub Canada

Charlie the Cottage | Hot Tub | Trail | Hike/Run

Utopia villa and spa

Spacious Cottage Escape with Lakeside Hot Tub

Lakefront Cottage - Pets Welcome, with Hot Tub

Peaceful Muskoka Riverfront Retreat hot tub/Games

Pineview Cottage - Yr Round Hot Tub & Pet Friendly
Pet-friendly cottage rentals

3 Bedroom Waterfront Cottage Kawartha Lakes

Kawartha Lakes Lakeside Cottage!

Waterfront Cottage - Fire Pit, Dock, 1Hr Toronto

Winterized Lakefront Cottage on Chandos Lake

Modern Four-Season Waterfront Cottage Retreat

4BR Waterfront Retreat w/Barrel Sauna & Firepit

Luxury Four-Season Riverside Cabin

Waterfront Cottage sauna/golf/kayaks/beach/games
Private cottage rentals

Cozy Family Cottage w/2 Kayaks & Canoe in Kawartha

Cheerful 2-bdrm cottage 2 minute walk to the lake

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

Lakefront Sauna Winter Escape

Peaceful waterfront escape overlooking lake Scugog

Salerno Hideaway

Idyllic 2BR lakeside cottage w beach, deck & dock

Booking Fall, Winter, Spring. the winter beach!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- Pigeon Lake
- Rouge National Urban Park
- Scarborough Town Center
- Cobourg Beach
- Dagmar Ski Resort
- Gull Lake
- Sheppard–Yonge Station
- Riverview Park and Zoo
- Aga Khan Museum
- Fairview Mall
- York University
- Ste Anne's Spa
- Toronto PAN AM Sports Centre
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Durham College
- Bass Lake Provincial Park
- Scarborough Town Center Station
- Centennial College
- Canadian Tire Motorsport Park




