
Cottage holiday rentals in Oakwood
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Top-rated cottage rentals in Oakwood
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Lakefield Lakehouse /Hot Tub/ Sauna/ Games Garage
Unwind at this private, pet-friendly, all-season lakefront cottage with 4 bedrooms and 2 full bathrooms—ideal for families or small groups looking for a relaxing getaway. Just 5 mins from Lakefield’s shops, cafes, spas & a local chocolate factory. Thoughtfully designed & fully stocked for a cozy, carefree getaway. Sauna is wood burning to use start a fire in chamber and let burn for 30 minutes Hot Tub added May 2025 (up to 7 ppl) We only accept bookings from guests with positive Airbnb review

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.

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!

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage with loft is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Waterfront Cottage | Private Dock, Canoes & SUPs
Escape to total privacy on Buckhorn Lake, under 2 hours from the GTA. The Lazy Bear is a secluded, family-first retreat featuring 90ft of private shoreline with rare, shallow-step entry—perfect for kids. Relax in our bug-free sunroom, explore the lake with provided paddleboards and a 4-person canoe, or cozy up by the wood-burning fireplace. With central AC, high-speed Wi-Fi, and a 7-minute drive to groceries, it’s the perfect blend of rugged beauty and modern convenience.

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.

Bluestone
Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. Licence STRTT-2026-057

Kawartha Lakeside Haven
Located just an hour from the GTA on Pigeon Lake this cozy 4 season waterfront cottage is the perfect getaway for a family, couple or friends. This 2 bedroom (1 queen bed, 2 bunk beds) This property offers a place for relaxing, lazing around, swimming, fishing, snowmobiling, yard games or cozying up by a warm camp fire. Come enjoy what each of the four seasons has to offer in the kawartha lakes! Snowmobiling season is here!
Popular amenities for cottage rentals in Oakwood
Cottage rentals with a hot tub

CozyPeaceful LakeCottage HotTub Canada

Bianca Beach House - EV/Hot Tub/Firepit/Waterfront

Cottage in Gravenhurst

Cottage on the Rocks - with Hot Tub and Sauna!

Stunning Lakefront Cottage Hot Tub & Sauna

Majestic Lake Haven ~ Heated Pool~Hot Tub~ Fishing

Pineview Cottage - Yr Round Hot Tub & Pet Friendly

Lakeside Memories Await at Trenanthia's Woody
Pet-friendly cottage rentals

Peaceful waterfront escape overlooking lake Scugog

Kawartha Lakes Lakeside Cottage!

The Guesthouse on the North Shore Trail

Artist Cottage View of Lake Ontario

Waterfront Cottage - Fire Pit, Dock, 1Hr Toronto

Serene Lakeview Getaway with Sauna

*The Loon Street Lodge ! * A Couples Getaway !

Rose-Eh Chalet, Lakefront A-Frame Cottage
Private cottage rentals

Cozy Family Cottage w/2 Kayaks & Canoe in Kawartha

Cheerful 2-bdrm cottage 2 minute walk to the lake

Waterfront Cottage with Stunning Sunsets & Hot Tub

Beautiful Luxury Cottage in Kawartha Lake…

Lakefront Sauna Winter Escape

East Beach Waterfront Cottage

Salerno Hideaway

Idyllic 2BR lakeside cottage w beach, deck & dock
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




