
Cottage vacation rentals in Oakwood
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Top-rated cottage rentals in Oakwood
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Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
4 Seasons: Heated+A|C! You and friends/family will enjoy easy access to everything Gravenhurst has to offer from our centrally located retreat cottage. Conveniently located on Pine Lake, you will have sun-filled water views throughout the cottage. We are located directly off the main highway, easy road access and parking. The lake is perfect for swimming and water sports. Get ready to sip your morning coffee on the back porch and watch the sun rise! A perfect spot for yoga and/or meditation.

Ostrander's 3 Bedroom Cottage on Rice Lake
Relax with family and friends. Kids & pets welcome! ➤ Private Waterfront and dock for fishing & boating ➤ Three private bedrooms sleep six comfortably. Plus a couch and cot available if needed! ➤ Fenced yard with dock, deck, patio & gas BBQ. ➤ Free WiFi with 55" Roku TV and DVD player. ➤ Free parking for up to 3 vehicles onsite. ➤ Free use of a canoe, 2 paddle boards and 2 kayaks with life jackets. ➤ Dishes, linens & bath towels included free. ➤ Eat in kitchen and bright comfortable family room.

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.

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.

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.

Private & Modern Muskoka Lakefront Cottage w/ WiFi
This ultra private and modernly designed Muskoka lakefront / beachfront cottage is perfectly situated at the corner of a beautiful lake, only a 1.5h drive from the GTA and 2hs from Toronto. It borders acres of pristine Crown pine forests, has a private beach, and a luxury new dock that extends from sandy shores. It has a massive new deck and large premium Weber BBQ. New leather couch. Swim, fish, canoe, kayak, sunbathe. Modern interior. High-speed WiFi. Trails. Superhost and guest favourite.

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.

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.

Muskoka Cottage Getaway with Sauna
Welcome to your Lakefront Muskoka oasis, where epic sunrises greet you each morning and a private sauna awaits your return after a day on the lake. Surrounded by nature, this cozy retreat offers the perfect blend of relaxation and adventure, making it an ideal getaway for couples and families. Enjoy our fully updated outdoor space with a brand new deck, fire pit space and cedar barrel sauna that offers views of the lake. Located only a short 1.5 hour drive from Toronto.

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

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
Popular amenities for Oakwood cottage rentals
Cottage rentals with a hot tub

Riverfront Cottage with HotTub

Lake Cabin: Private, 6BR, HotTub, Sauna, GameRoom

Utopia villa and spa

Lakefront Cottage - Pets Welcome, with Hot Tub

Driftwood Bay

Forest Retreat: Couples Escape w Hot Tub Fireplace

CARL in Muskoka: Waterfront Cottage with Hot Tub

The Oakdene Cottage
Pet-friendly cottage rentals

Serenity by the Lake: Lake Waterfront Cottage

Winter Escape Waterfront Cottage

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Beautiful Waterfront 5 Bedroom 4 Season

Cottage on the Rocks - with Hot Tub and Sauna!

Stunning Lakefront Cottage Hot Tub & Sauna

Secluded Cottage on a Private Lake

Waterfront Kawartha sunsets - year round!
Private cottage rentals

The Point at Six Mile Lake

Paradise by the river

Private Waterfront Cottage at Lake Simcoe

Lakefront Sauna Winter Escape

Kawartha Lakes Lakeside Cottage!

East Beach Waterfront Cottage

Rustic Lodge Cabin Retreat

Cottage on the Waterway *King Bed
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- York University
- Pigeon Lake
- Scarborough Town Center
- Rouge National Urban Park
- Cobourg Beach
- Dagmar Ski Resort
- Gull Lake
- Sheppard–Yonge Station
- Aga Khan Museum
- Fairview Mall
- Riverview Park and Zoo
- Toronto PAN AM Sports Centre
- Regional Municipality of York
- Ste Anne's Spa
- Sheppard West Station
- Taboo Muskoka Resort & Golf
- Durham College
- Burl's Creek Event Grounds
- Innisfil Beach Park
- Casino Rama Resort




