Cottage vacation rentals in Whitby

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Top-rated cottage rentals in Whitby

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Top guest favorite

A private dock extends over the calm waters of Rice Lake, featuring two comfortable chairs positioned to enjoy scenic views under a bright blue sky with scattered clouds.

Cottage in Bailieboro

4.89 out of 5 average rating, 103 reviews

Majestic Lake Haven ~ Heated Pool~Hot Tub~Dock

As if emerging straight out of a fairy-tale fantasy, this 6-bed lakefront retreat exudes luxury and unmatched privacy like no other. Envision a place of solitude nestled on an enormous grassy lawn, with a heated swimming pool + bubbling hot tub, a private dock for spontaneous swims & fishing, plus a BBQ & fireplace for evenings under a starlit sky. The interior is just as awe inspiring, boasting a 1500 sq. ft. interior, complete with a 52" smart HDTV, mini golf & board games for all around fun!

Superhost

A spacious outdoor area is set along the pebbled beachfront, featuring a collection of Muskoka chairs arranged for relaxation. Large stones outline the beach, while a fire table and distant trees create a natural backdrop against the blue sky and lake.

Cottage in Bowmanville

4.83 out of 5 average rating, 155 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! This stunning 4-bed, 3-bath retreat is the perfect escape just outside the city. Enjoy unobstructed lake views, sunsets, kayaks, fire pit, BBQ, and a year-round hot tub. Relax indoors with a movie or on the private pebble beach. Explore nearby Darlington conservation areas for hiking and wildlife. Our home offers everything you need for the ultimate urban getaway. Whether you seek relaxation, adventure, or natural beauty, your perfect retreat awaits!

Superhost

A spacious living area features a wooden ceiling with skylights and large windows overlooking the woods. A red leather sectional sofa and a wooden coffee table are centered around a small wood stove, with two chairs positioned nearby. Indoor plants are present, adding a touch of greenery.

Cottage in Port Hope

4.71 out of 5 average rating, 52 reviews

Tranquil 3 bedroom cottage among woods & creek

Leave your stress behind as you retreat into this tranquil oasis and stroll the scenic 37 acres of private enchanted forest and flowing creek. Relax and wander the woods taking in the view from windows, chairs, logs . Be inspired as you explore the many lovely nooks and crannies. Just 75 minutes east of Toronto downtown, near to the Ganaraska forest, Brimacombe ski resort, Ganaraska tree top trekking, Rice lake, Cobourg beach, the heritage community of Port Hope with its water front trails

Superhost

A hot tub is situated on a patio, offering views of the lake and surrounded by natural beauty. Nearby, red patio chairs and a picnic table are positioned on a gravel area, creating a welcoming outdoor space for relaxation.

Cottage in Bowmanville

4.89 out of 5 average rating, 155 reviews

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

Superhost

A serene outdoor space is presented, featuring a grassy area with a circular stone patio. Two wooden adirondack chairs face a small fire pit, with a clear view of the tranquil lake beyond. Lush trees provide natural shade along the shoreline.

Cottage in Burt

4.88 out of 5 average rating, 147 reviews

*HOT TUB | Lake Front | Incredible Views

Welcome to The Sunflower Home! This tranquil home is located right on the lake. Just mins to Olcott Beach, Krull Park & many local wineries. Centrally located yet quietly tucked away, this home is perfect for anyone looking to relax. Enjoy the sunset as you wind down in the hot tub, sip your beverage of choice, fireside, overlooking the lake, or head inside and enjoy the view from every window. Go to sleep on the comfortable king bed & wake up to the serenity of Lake Ontario.

Superhost

An inviting outdoor firepit area is surrounded by six green Adirondack chairs, situated on a pebble-stone ring. Lush grass stretches to a tranquil lake, framed by trees and a wooden fence in the distance, creating a serene setting for relaxation.

Cottage in Lyndonville

4.8 out of 5 average rating, 92 reviews

Lakefront Cottage for 6 in Upper State NY

You won't want to leave once you arrive at our charming cottage home located lakeside in a small and friendly community of Lyndonville This newly renovated home is equipped with all of your favorite comforts such as strong wifi, new appliances, well-stocked kitchen, smart TV, central heating and AC. A big beautiful cared for grass lawn perfect for playing spots or games with your family or friends. Only a 30 minute drive from the Niagara Falls. Perfect for a relaxing stay.

Guest favorite

A charming blue cottage is set amidst a lush green lawn, bordered by a stone arrangement. An outdoor seating area with a picnic table is visible, along with a fire pit surrounded by logs. Nearby trees offer shade and natural beauty, with the waterfront visible in the background.

Cottage in Lyndonville

4.94 out of 5 average rating, 48 reviews

Cozy water front cottage

Relax with family or friends at this peaceful place to stay. Enjoy a 480sqf. Studio cottage on Lake Ontario. The cottage consists of an outdoor porch, a queen size bed, a pull-out sofa, a 40inch TV, dining area, full bathroom, and a full kitchen. Outdoors enjoy the view, a nice swim, have a fire, or use the grill. You can bring yard games to play in the yard, or there is a small natural boat ramp to put in your own kayaks, canoes, rowboat, small sized boats or jet skis.

Guest favorite

Two vibrant red Adirondack chairs are positioned on a wooden deck overlooking the lake. A decorative potted plant adds greenery to the scene. Calm waters stretch out to the horizon, with a few boats visible in the distance under a clear blue sky.

Cottage in Caesarea

5 out of 5 average rating, 15 reviews

Spectacular sunset views at cozy lakefront cottage

Escape to an exclusive retreat with stunning lakefront views, blending tranquility with adventure. Perfect for family vacations, romantic getaways, or creative retreats. This cottage offers kayaking, paddle boarding, swimming, evening fires and breathtaking sunsets. Explore historic downtown Port Perry and add some excitement at the Great Blue Heron Casino. Discover the perfect blend of serenity and adventure at this exclusive retreat. Your ideal getaway awaits!

Superhost

A grassy backyard area is framed by wooden fencing and shaded by mature trees. Multiple black Adirondack chairs surround a stone fire pit, providing a comfortable space for gatherings. Lake Wilcox is visible in the background, reflecting the blue sky and clouds.

Cottage in Richmond Hill

4.93 out of 5 average rating, 152 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Superhost

A serene view of a beach cottage is presented across the water. Brightly colored outdoor chairs are arranged on the lawn, set against the backdrop of a well-maintained garden and trees. The cottage features a flat roof and wide windows that invite natural light.

Cottage in Little Britain

4.84 out of 5 average rating, 31 reviews

Little B. Lake house (cottage)

Kick back and relax in this calm, stylish cottage on the beach. Fully renovated, spacious home, surrounded by trees, a unique location right on to Lake Scugog . Stress-free, peaceful and exclusive vacation spot. located at very quite area, a 20-minute drive from beautiful Lindsy downtown where you can find unique boutique and all amenities. 1 hour 20 minute from Toronto. A place to enjoy, Jacuzzi, fire pit, barbecue or your quite scape into nature.

Guest favorite

A charming bungalow is nestled among towering trees by the water's edge. The exterior features a light-colored facade with a welcoming porch, reflecting softly in the calm lake. A wooden dock extends into the water, providing easy access to the lake for guests.

Cottage in Innisfil

4.83 out of 5 average rating, 218 reviews

Private lakefront cozy 3B1B 1hr from the city

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Guest favorite

A vibrant row of cottage-style buildings in pastel colors is depicted, with a person in a pink dress walking along a wooden pathway. Decorative flowers hang from the blue and pink cottages, while a lighthouse stands in the background against a clear sky.

Cottage in Burt

4.81 out of 5 average rating, 341 reviews

Anchors Away Cottage with Hot tub!

Experience Niagara Falls USA and Lake Ontario like a local! You'll enjoy a restful sleep in our Anchors Away cottage right within walking distance of a public pebble beach. Our quaint cottage is just minutes from Olcott Beach, the Niagara Wine Trail, and world-famous fishing along Eighteenmile Creek and Burt Dam. Niagara Falls is about 30 miles away and the Buffalo metropolitan area is about 40 miles away.