
Cottage holiday 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 the panoramic views of Lower Buckhorn Lake with the whole family! Relax perched 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 & sunset views & 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.

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

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!

Relax at The Rock: Muskoka Waterfront Cottage
Enjoy fishing, swimming and paddling 22km of the green and black rivers. Paddleboat, canoe, 2 kayaks, and a SUP provided. Take the short 5 minute stroll into town for ice cream or fresh baked treats. Lay out on the elevated deck or in the screened in porch with a good book. End your evening at the riverfront firepit. Nearby day adventures include hiking, golfing, parks, beaches, breweries, casino rama, and downhill skiing at Mount St Louis Moonstone and Horseshoe Valley (30 minute drive).

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.

Highlands Lakefront | Sauna | Woodstove | 3BR
Lakefront, A-frame, 4 season cottage in the Haliburton Highlands with convenient access to Haliburton. Indoors ➤ Floor to ceiling windows (20ft+) ➤ 3BR - 1 King, 2 Queens ➤ Fireplace - wood provided ➤ Fully stocked kitchen ➤ Linens provided ➤ Reliable internet Outdoors ➤ Screened-in lake view porch ➤ Sauna seats 6 ➤ Bonfire pit - firewood provided ➤ Weber BBQ ➤ Great swimming & fishing from our 40ft dock Our pricing includes HST. 2.5 hrs from GTA on Long / Miskwabi Lake

Hideaway: Upscale Victorian Coach House
🏆 Featured by Explore Ontario as a Top 10 Stay in 2022 | Described by Narcity Canada as “Like Living in the Holiday” Follow us @coachhouse_cobourg ✨ Your Charming Countryside Retreat Awaits 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.

Ke's Rustic Retreat in Kawartha Lakes
WELCOME TO KE’S PLACE! This 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, updated bathroom, 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.

Cottage on Lake Simcoe Amazing lake Views
Lakefront 3-bedroom cottage on Lake Simcoe – perfect for families! . Please note You can see the lake from living room. Features a fully equipped kitchen and two 3-piece washrooms .Enjoy stunning lake views, BBQ, fishing, and crystal-clear shallow water safe for swimming (weather permitting). Apple picking in Fall and icing fishing in winter! Water access and beach area are shared with a few friendly neighbors. Fast starlink internet! Owner Allergic issue ,so please NO PET allowed.

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

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets
Welcome to Kabin Tapoke – a signature retreat by Wild Kabin Co. A beautiful newly built waterfront cottage located in Minden Hills, Ontario. The 4 bedroom, 2 bathroom cottage is positioned high in the trees and has incredible views of Moore Lake, situated on 1.13 acres and 255ft of shoreline. This gorgeous private forest setting, only 2 hours from the GTA is perfect for a family getaway! STR24-00016
Popular amenities for cottage rentals in Oakwood
Cottage rentals with a hot tub

Riverfront Cottage with HotTub

Charming A Frame Waterfront Cottage

Cozy Coe Lake Cottage | Hot Tub · Wood Fireplace

Highland Bliss Gorgeous Lakefront Cottage& Hot Tub

South Bay Waterfront Getaway

Lake Cabin: Private, 6BR, Hot Tub, Sauna, Game Room

Stunning Lakefront Cottage Hot Tub & Sauna

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

Private 40 Acre Cottage with Hot Tub

1950's Romantic & Whimsical cottage on Gull River

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Modern 4 season lakefront cottage| fishing retreat

Melody's Oasis Waterfront 3 bdrm, 2 bthrm

Rowan Cottage Co. on Oak Lake

Fall Escape 3BR Cottage with Fire Pit & Lake Views

Balsam Brilliance, Modern Lake Home.
Private cottage rentals

Waterfront Cottage in Muskoka | SAUNA | Beach

Modern Luxury Cabin on the Lake

Luxury lakefront cottage escape

Cozy Cottage 1HR From Toronto – Hot Tub & BBQ

Private Waterfront Cottage at Lake Simcoe

Tranquil Private Lakefront Cottage Haven

Lakefront Cottage Weeklong Stay Over Xmas or NYE

*The Loon Street Lodge ! * A Lakefront Cottage !
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Mount Pocono Holiday rentals
- Niagara Falls Holiday rentals
- Capital District, New York Holiday rentals
- Pittsburgh Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Detroit Holiday rentals
- Toronto Zoo
- Rouge National Urban Park
- Horseshoe Resort
- Snow Valley Ski Resort
- Cobourg Beach
- Cedar Park Resort
- Gull Lake
- Angus Glen Golf Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Bay Resort
- Pinestone Resort Golf Course
- Riverview Park and Zoo
- Aga Khan Museum
- Dagmar Ski Resort
- Barrie Country Club
- Rosedale Golf Club
- Earl Bales Park
- Granite Golf Club
- Hawk Ridge Golf & Country Club
- Black Diamond Golf Club
- Cedar Brae Golf Club