
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.

Kabin Paudash Lake
Our Kabin is a newly renovated, all-season, boutique 4 bedroom cottage (approx. 1,500 sq ft) with many details and features that we are excited to share with you. Located at the water's edge, the Kabin has beautiful south-eastern exposure, overlooking Lake Paudash. Water can be accessed by the gently sloping sandy beachfront or from our brand new dock. Just over 2 hours away from Toronto, but the scenic Hwy 28 makes the time fly by. We just LOVE our place and are certain that you will too!

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.

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!

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!!

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

Waterfront cottage on quiet Spence lake

Cottage in Gravenhurst

Utopia villa and spa

Spacious family cottage 45 mins from GTA!

Luxury Lakehouse Hot Tub Private Beach Lake Simcoe

Pineview Cottage - Yr Round Hot Tub & Pet Friendly

House on the Hill, HotTub, Relaxation, Bike Trails
Pet-friendly cottage rentals

The Clubhouse

4 Season Lakefront Log Cabin (No Cleaning Fee)

1950's Romantic & Whimsical cottage on Gull River

The Guesthouse on the North Shore Trail

Artist Cottage View of Lake Ontario

*The Loon Street Lodge ! * A Couples Getaway !

Waterfront Cottage | Private Dock, Canoes & SUPs

Private Cottage Getaway on Chandos Lake
Private cottage rentals

Blue Heron Lakefront Cottage w/ Hot Tub

Lakefront Sauna Winter Escape

Kawartha Lakes Lakeside Cottage!

Salerno Hideaway

Idyllic 2BR lakeside cottage w beach, deck & dock

Waterfront Cottage - Fire Pit, Dock, 1Hr Toronto

Serene Lakeview Getaway with Sauna

Hills Haven - Luxury Riverfront Cottage
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
- Aga Khan Museum
- Fairview Mall
- Riverview Park and Zoo
- York University
- Regional Municipality of York
- Ste Anne's Spa
- Toronto PAN AM Sports Centre
- Taboo Muskoka Resort & Golf
- Durham College
- Burl's Creek Event Grounds
- Innisfil Beach Park
- Bass Lake Provincial Park
- Scarborough Town Center Station




