Cottage holiday rentals in Lake Simcoe

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Top-rated cottage rentals in Lake Simcoe

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Guest favourite
Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.
Cottage in Innisfil
4.89 out of 5 average rating, 211 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

ValueLocationHiking

Guest favourite
Cottage in Georgina
4.9 out of 5 average rating, 201 reviews

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

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

ValueFamilySleep quality

Guest favourite
Cottage in Innisfil
4.91 out of 5 average rating, 274 reviews

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

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Guest favourite
Cottage in Innisfil
4.85 out of 5 average rating, 255 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

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Guest favourite
Cottage in Brechin
4.92 out of 5 average rating, 183 reviews

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 place to bring together family and friends, where laughter fills the home and nature surrounds you. Enjoy kayaking, fishing, and time on the water from your private dock just across the quiet road, then wake up to beautiful Lake Simcoe sunrises. Explore scenic trails, fire up the BBQ, paddle around the lake, and create heartwarming memories that will last a lifetime. Book your special getaway today!

LocationFamilyParking

Guest favourite
Cottage in Georgina
4.95 out of 5 average rating, 131 reviews

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!

LocationFamilyWalkability

Guest favourite
A wooden dock extends over the calm water, adorned with two red Adirondack chairs facing the lake. A grassy area is visible with seating and a tree providing shade. The cottage can be seen in the background under a clear blue sky, enhancing the outdoor setting.
Cottage in Kawartha Lakes
4.86 out of 5 average rating, 135 reviews

Little Blue Lakefront Cottage on Sturgeon Lake!!

Beautiful waterfront cottage on Sturgeon Lake. Super spacious feel w/ 2 BR to sleep up to 5.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.

LocationValueKitchen

Top Guest favourite
A modern cottage is set against a backdrop of tall trees, featuring a large wraparound deck illuminated by warm lights. A fire pit sits on a granite outcrop, surrounded by outdoor chairs. The peaceful evening sky casts a calm ambiance over the scene.
Cottage in Bracebridge
4.99 out of 5 average rating, 171 reviews

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.

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Guest favourite
Cottage in Highlands East
4.91 out of 5 average rating, 355 reviews

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

FamilyValueNearby

Top Guest favourite
The living area features a plush blue sofa paired with a modern coffee table, creating a comfortable seating arrangement. Large windows offer views of the lake, allowing natural light to fill the space. Simple decor elements enhance the inviting environment.
Cottage in Sebright
4.94 out of 5 average rating, 114 reviews

Private Lakefront Cottage | Fishing, Canoe & Sauna

Wake up to sparkling Lake Dalrymple views at our private lakefront cottage, just 1.5 hours from Toronto ☀️🌊 Swim, canoe, fish from the dock, BBQ, or relax by the water. After a lake day, enjoy the outdoor barrel sauna 🧖‍♂️ or gather by the lakeside firepit 🔥 for sunsets, s’mores, and stargazing ✨ Inside features AC, a full kitchen, Netflix, games, record player, and stunning lake views. Perfect for couples & families seeking a fun, relaxing summer escape.

ValueFamilyCheck-in

Top Guest favourite
Cottage in Georgina
4.91 out of 5 average rating, 296 reviews

Lakefront Cottage | Sandy Shore, Hot Tub & Dock

Luxury lakefront cottage on beautiful Lake Simcoe with a rare shallow sandy-bottom waterfront, perfect for swimming and families. Relax in the hot tub and enjoy spectacular sunset views from the private dock. Ideal for family vacations and group getaways near Toronto, minutes from Hwy 404. Enjoy kayaking, paddleboarding, fishing, BBQ, a fire pit, 6 bedrooms, 4 bathrooms, a chef's kitchen, and bright open-concept living. Peaceful, private, and close to town.

FamilyValueBeach

Guest favourite
A private deck is showcased, featuring two black chairs facing a serene lake view. Lush green trees and foliage surround the area, enhancing the peaceful atmosphere. The calm water reflects the blue sky, creating an inviting spot for relaxation.
Cottage in Caesarea
4.97 out of 5 average rating, 110 reviews

Lakeside Cottage Getaway South Shore Lake Scugog

WELCOME TO YOUR LAKESIDE GETWAY! This ALL SEASONS rustic, private lakefront cottage (south shore of Lake Scugog) has 2 bedrooms, 2 queen sized beds, large bright living/dining room, pullout couch, newly renovated kitchen and bathroom, private dock, indoor fireplace/outdoor fire pit and a loft space. 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.

LocationFamilyKitchen

Popular amenities for Lake Simcoe cottage rentals

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