
Cottage vacation rentals in Oakwood
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Top-rated cottage rentals in Oakwood
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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.

Luxury Lakefront Cottage | Hot Tub & Sunset Views
Private lakefront cottage on Lake Simcoe with hot tub, sunset views, and a rare shallow sandy-bottom waterfront — a unique feature that’s hard to find. Ideal for large family and group getaways near Toronto, just a short drive from Hwy 404. Enjoy swimming, kayaking, paddleboarding, BBQ, firepit, private dock, fishing, and lakeside fun. Spacious 6 bedrooms, 4 bathrooms, a chef’s kitchen, and open-concept living make it perfect for relaxing and gathering. Close to town, yet private and peaceful.

Little Blue Lakefront Cottage on Sturgeon Lake!!
Beautiful waterfront cottage on Sturgeon Lake. Super spacious feel w/ 2 BR to sleep up to 6. Gourmet kitchen w/ high end appl, large dining table sits 6. Relax & BBQ on comfortable deck w/ beautiful lake views and table to seat 6. Enjoy the fire-pit on the Muskoka Chairs. Important Note: Dock is usually ready for first week of May every year. Could be earlier depending on the weather. Also the City of Kawartha Lakes has a NO BONFIRE ban during April each year. So please do not do a BONFIRE.

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.

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Charming Waterfront Cottage - Muskoka - 4 seasons
Welcome to the Cottage on Reay Lake! This 4 season house is your perfect tranquil escape. Located in the Muskoka's, our waterfront home is only 2 hours away from the Greater Toronto Area. The cottage was built in 2009 and hosts open concept living with 3 bedrooms & 2 full bathrooms. Amenities Include, Starlink Wifi, Lakefront, Canoe, Paddle board, Kayak, Life jackets, BBQ, Firepit, Laundry, Mountain Biking, nearby Golf, & a Drive-in theatre. Reconnect with nature; relax and unwind…

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage 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.

Tranquil Minnicock Lake | Hot Tub & Lake Front
✨ Tranquil Minnicock Lake Escape ✨ Experience the "wow" factor 15 mins from Haliburton! 🌲 This luxury retreat features a clean, shallow shoreline perfect for swimming. 🏊♂️ The Highlights: Wellness: Private Hot Tub & peaceful Creek sounds Water: Kayaks, Pedal Boat & Life Jackets included Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: Full Linens, Towels & Coffee Station ☕ 📡 Essentials: Wi-Fi, Washer/Dryer, TV & Sleds 🛷 STR License: STR25-00047

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!!

Rowan Cottage Co. on Oak Lake
Nestled among the trees, you’ll find Rowan Cottage Co. on Oak Lake—just 2 hours from the GTA and 3 hours from Ottawa. This newly renovated, design-forward cottage is thoughtfully curated and surrounded by nature, with modern amenities that make it feel like home. The interior, decks, and dock all enjoy southeastern exposure, filling the space with natural light and offering beautiful views across 125 feet of lake frontage on a semi-private lake.

Luxury Four-Season Riverside Cabin
Four-season cottage, on the Irondale River. Enjoy luxuries such as heated bathroom floors, soaker tub, modern kitchen, washer/dryer. The high ceilings and windows allow nature in. Step out to paradise, relax by the campfire, paddle or swim the river. Three bedrooms: King, queen, double, plus 2 Bean Bag chairs that convert into mattresses. Perfect for families or romantic getaways. Comfortably sleeps 6 guests. NEW- STARLINK INTERNET!!

Lake Cabin: Private, 6BR, HotTub, Sauna, GameRoom
Welcome to 360 Peninsula Oasis 840 feet of private shoreline. 360° lake views from every room. No neighbours — just crown land, open water, and your group. This is the cottage people talk about for years. Nestled on a stunning peninsula on Koshlong Lake in the Haliburton area, this fully renovated 6-bedroom, 3.5-bathroom retreat sits on 3.5 private acres surrounded by crown land on all sides. Only 3 hours from the GTA.
Popular amenities for Oakwood cottage rentals
Cottage rentals with a hot tub

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

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

Riverfront Cottage with HotTub

Jeffrey Lake Cabin | Lakefront · Hot Tub

South Bay Waterfront - Pet Friendly, With hot tub

Utopia villa and spa

Stunning Lakefront Cottage Hot Tub & Sauna

Deers Haven Cottage in Haliburton 4bedrm 3bathrm
Pet-friendly cottage rentals

Kawartha Lakeside Haven

160-Acre Private Lakezone|Fishing&Outdoor Paradise

Cameron Lake Waterfront Cottage | Kawartha Lakes

Birdsall Cottage Retreat w/ Pool, Deck, BBQ, Canoe

The Blue Heron Cottage

Kawartha Lakes Lakeside Cottage!

Sandy Beach, Glass Sauna, Cedar Tub |Dolce Muskoka

Private Island Getaway | Pet Friendly
Private cottage rentals

The Point at Six Mile Lake

Cozy Family Cottage w/2 Kayaks & Canoe in Kawartha

Waterfront Cottage in Muskoka | SAUNA | Beach

Waterfront Cottage on Canal Lake (Kawartha's)

Stunning All Year Round Lake House retreat!

Lakefront cottage with golf area BBQ pool table

All Season Cozy Cottage Lake Simcoe Orillia

Stunning Sunset Lakehouse | Dual WiFi/BBQ/Family
Destinations to explore
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Island of Montreal Vacation rentals
- Capital District, New York Vacation rentals
- Northeast Ohio Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- York University
- Lakeridge Ski Resort
- Sheppard–Yonge Station
- Cobourg Beach
- Pigeon Lake
- Gull Lake
- Dagmar Ski Resort
- Fairview Mall
- Toronto PAN AM Sports Centre
- Burl's Creek Event Grounds
- Aga Khan Museum
- Vaughan Mills
- Casino Rama Resort
- Bluffer's Park Beach
- Centennial Beach
- Kawartha Highlands Provincial Park
- Woodbine Station
- Canadian Tire Motorsport Park
- Bass Lake Provincial Park
- Ste Anne's Spa
- Balsam Lake Provincial Park





