
Cottage holiday rentals in Oakwood
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Oakwood
Guests agree: these cottages are highly rated for location, cleanliness and more.

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 reviews

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.

LakeKabin: Private, 6BR, HotTub, Sauna, GameRoom
Welcome to 360 Peninsula Oasis! This spacious newly renovated 6 bedroom and 3.5 bathroom cottage is located between Minden and Haliburton in Kawartha Lakes region. It sits on a stunning peninsula with 360 view of Koshlong Lake and is surrounded by crown land, you'll have all the privacy and natural beauty you need. Spread out on 3.5 acres of land and 840 feet of shoreline, this oasis is the perfect escape for anyone. Only 2 hours from GTA! Question?! Just message us - we respond quickly :)

Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

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.

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!

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 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 Haliburton | Sauna + Kayaks + Dock | 3BR
Escape to our private lakefront cabin in Haliburton, just 10 minutes from town — featuring a 6-person sauna and a screened-in porch for year-round relaxation. Set on 100 ft of private lakefront, this cozy yet spacious cottage is perfect for couples, families, or friends looking to unwind in nature — whether you're swimming and paddling in summer, enjoying fall colours, or warming up in the sauna after a snowy day. Pricing includes HST. 2.5 hrs from GTA on Long / Miskwabi Lake

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!!

Private Lakefront Escape Hot Tub | Family Friendly
Escape to our private lakefront cottage on Lake Simcoe, perfect for families, friends, and large groups looking to relax by the water. With 6 bedrooms, 4 bathrooms, and space for up to 15–16 guests, there is plenty of room to enjoy time together while still having space to spread out. Enjoy your own private sandy beach, beautiful sunset views, hot tub, kayaks, paddle boards, BBQ, firepit, games room, and large dining area for everyone to gather.
Popular amenities for cottage rentals in Oakwood
Cottage rentals with a hot tub

CozyPeaceful LakeCottage HotTub Canada

Cozy Coe Lake Cottage | Hot Tub · Wood Fireplace

Highland Bliss Gorgeous Lakefront Cottage& 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

Forest Retreat: Couples Escape w Hot Tub Fireplace
Pet-friendly cottage rentals

Beautiful Luxury Cottage in Kawartha Lake…

Lake A-Frame w/ Sauna & Hot Tub >2hr frm TO

Four Seasons Lake Front Cottage

The Blue Heron Cottage

Private Peninsula Paudash Lake

Kawartha Lakes Lakeside Cottage!

Muskoka Cottage Getaway with Sauna

Lakefront Cottage + Boathouse & Sunsets
Private cottage rentals

4 Bdrm Beachfront Oasis-Sunsets!

Waterfront Cottage in Muskoka | SAUNA | Beach

160 Acre Lakefront Estate | Private Dock |Sleep 10

Stunning All Year Round Lake House retreat!

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

All Season Cozy Cottage Lake Simcoe Orillia

The Gingerbread House | Near Lake + Wedding Venues

Waterfront Cottage - Fire Pit, Dock, 1Hr Toronto
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
- Pittsburgh Holiday rentals
- Niagara Falls Holiday rentals
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- York University
- Scarborough Town Center
- Rouge National Urban Park
- Pigeon Lake
- Cobourg Beach
- Sheppard–Yonge Station
- Gull Lake
- Dagmar Ski Resort
- Fairview Mall
- Aga Khan Museum
- Taboo Muskoka Resort & Golf
- Toronto PAN AM Sports Centre
- Riverview Park and Zoo
- Burl's Creek Event Grounds
- Sheppard West Station
- Casino Rama Resort
- Scarborough Town Center Station
- Ste Anne's Spa
- Bluffer's Park Beach
- Balsam Lake Provincial Park




