Cottage holiday rentals in Whitby

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Whitby

Guests agree: These cottages are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Cottage in Port Perry
New place to stay

Spacious Waterfront All-Season 4BR Home/Sunrm/Dock

Relax with family and friends at this beautiful, private, and sun-filled 4-bedroom, all-season cottage on Lake Scugog near Port Perry. Newly renovated and thoughtfully designed featuring a large sunroom, games room, firepit and private dock. Enjoy spectacular waterfront views, great fishing, and unforgettable sunsets from the sunroom or outdoor deck. Just 1 hour from Toronto. Fast Fibre Internet, central AC/heating, parking for 4 vehicles, and an EV charger outlet included. No parties or events!

Guest favourite
Two individuals are seen rowing in a small red boat on a clear, tranquil pond, surrounded by lush greenery and trees. The sun casts gentle reflections on the water, enhancing the serene atmosphere of the natural setting.
Cottage in Newcastle
4.96 out of 5 average rating, 56 reviews

Otters Cove Luxury Cottage

Otters Cove is a luxurious Bavarian styled 5bedroom cottage built on pristine 12acre property backing onto hundreds of acres of greenbelt forest trails with a springfed natural 1.5acre pond stocked with bass/trout. Over 900 ft of Graham Creek runs through the property which boasts of a seasonal Rainbow Trout/Salmon run. Enjoy Boating, Kayaking, Fishing, Hot tub, Archery, Volleyball, Basketball, wildlife sightings & much more, just an hour's drive from downtown Toronto with yearround road access.

Guest favourite
Aerial view of a spacious bungalow set in a large green landscape. The property is surrounded by trees and open fields, with a long driveway leading to the entrance. Nearby structures and a natural setting contribute to a serene atmosphere.
Cottage in Hampton
4.86 out of 5 average rating, 133 reviews

Serene 5-BR Bungalow, 3 Full + 2 Half Baths

Stay at our tranquil Bowmanville bungalow! Free parking, Wi-Fi, fire pit, BBQ. 5 bedrooms for 16 guests. 4000 sqft,3 full baths,2 half baths,kitchen,living room Ideal for family/friends Near Cedar Park Resort Note Beds for 16 guests Truck parked in front 5 extra folding beds available on request at no extra cost Maximum capacity: 20 guests Inform us in advance if bringing additional visitors or hosting an event. No underage/teen parties allowed. Violation may result in booking cancellation

Guest favourite
An aerial view showcases a stone cottage-style house with a green roof, surrounded by lush greenery and trees. A winding driveway leads to the property, where two vehicles are parked, set against an expansive green lawn.
Cottage in Goodwood
4.81 out of 5 average rating, 83 reviews

Family fun! Hot tub/snooker table/Movie Room!

Late check in Dec 30 or early Dec 31 available! Discounts for 3 or more nights. Our house is built like an old English-style stone house cottage and is approximately 1 hour from downtown Toronto. The house is great for special occasions and getting away from it all with a group of friends or family. We've included some fun extras such as a projection theater room, slate snooker table, cable TV, BBQ and an outdoor hot tub. We supply seasoned firewood for the indoor wood fireplace, so have fun.

Tall cedar trees create a serene setting, with sunlight filtering through the branches. The ground is covered in fallen leaves, and a glimpse of a modern country home is visible in the background among the vibrant greenery and autumn foliage.
Cottage in Blackstock
4.83 out of 5 average rating, 12 reviews

Country Home in a Forest 3 Bedrooms

Your Countryside Dream! This modern executive country home offers serenity and bliss. Surrounded by tall cedar trees, it is an ideal get-away from the busy city life. Perfect for families & couples looking for adventure and to explore the country. Close to local farms, wineries, ski resorts, conservation areas, and Canadian Tire Motorsport Park. Situated on the Oakridge's Moraine, near hidden valleys, hiking trails, hills and nearby small creeks & rivers. Easily accessible from the 407 & 401.

Top Guest favourite
Cottage in Bowmanville
5 out of 5 average rating, 19 reviews

East Beach Waterfront Cottage

Welcome to your lakeside escape on beautiful Lake Ontario; a cozy, stylish cottage retreat perfect for families, couples, or small groups. With stunning water views, private decks that lead right to your swimming area, and a hot tub overlooking the lake, this is the ultimate spot to unwind and recharge. Whether you’re here to relax, explore Bowmanville/Port Darlington, or enjoy evenings under the stars, this cottage is a perfect all-season getaway. Book your stay and wake up to the waves.

Guest favourite
A wooden dock extends over a serene pond, featuring two red Adirondack chairs positioned facing the water. Surrounding trees are visible in the background, reflecting gently on the calm surface of the pond under a clear blue sky.
Cottage in Uxbridge
4.79 out of 5 average rating, 102 reviews

Cozy Hobby Farm Cottage in Uxbridge

*4 SEASONS COTTAGE*Stunning cottage retreat at Uxbridge,where you can enjoy the perfect balance of tranquility and entertainment.Our 4-bedroom cottage sleeps up to 12 guests, it's the ideal location for families or groups of friends looking to unwind and make lasting memories. You can also take advantage of our BBQ space,you can grill up mouthwatering burgers and steaks while taking in the fresh country air.The barn is not part of the rental and there are no animals inside or in property.

Superhost
A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.
Cottage in Bowmanville
4.9 out of 5 average rating, 181 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!

Cottage in Blackstock
4.85 out of 5 average rating, 13 reviews

Country House On 100 Acres Of Land

Have you ever wanted the experience of living on a 100 acre well manicured farm? We are located on a very scenic and quite private street with a paved road. We are surrounded by other beautiful private farms. We are a hay farm so no animal noise just 100 acres beautiful fields and forest. Each property is boarded with tens of thousands of trees separating one farm from another. Close to Blue Heron casino, Lake Scugog. Just 55 min from downtown Toronto, 10 mins from the free 407 off ramp.

Guest favourite
A modern living area features a contemporary gray sofa positioned near large windows that offer scenic views of the water. A round glass coffee table sits on a textured rug, and colorful accent pillows enhance the seating area. Natural light fills the space.
Cottage in Bowmanville
4.75 out of 5 average rating, 20 reviews

Waterfront Oasis – All-Season Hot Tub!

Escape to our serene waterfront retreat just minutes from the city! This stunning 4-bedroom, 3-bathroom home offers breathtaking lake views, vibrant sunsets, and amazing amenities including kayaks, a fire pit, BBQ, and an all-season hot tub. Spend cozy evenings indoors with a movie, unwind on the private pebble beach, or explore the nearby Darlington conservation areas. Whether you’re seeking peace, adventure, or both, our lakeside haven is the perfect escape for unforgettable memories.

An aerial view captures a spacious manor surrounded by lush greenery, with a driveway leading to the entrance. A circular pond is positioned in the foreground, while an RV is parked beside the building, providing a glimpse of available outdoor space.
Cottage in Uxbridge
5 out of 5 average rating, 9 reviews

Priv Magical Forest Manor 30+Disco KTV Party Room

Privacy Manor, 15 Acres Forest Surrounded, over 30+ disco party room & KTV system, waterfall, fountain, outdoor kitchen, short-term stays, retreats and small events. 4000ft interlocking can set a outdoor event. Close golf course and ski resorts, at Uxbridge Perfect for families looking to make the most of the season or for companies wanting to host a corporate retreat. Our Magical Forest Manor is able to host up to guests inside the Cottage. Extremely private with an elevated view.

Superhost
Cottage in Clarington
New place to stay

Yozy Forest Micro-Wedding Venue/Event

A peaceful and unique private forest venue for intimate weddings, elopements, and photoshoots. Surrounded by tall trees, a quiet pond, and natural paths, our outdoor spaces offer a beautiful backdrop for your special moment. Choose from the bridge, pond edge, forest clearings, or garden areas for your ceremony. This listing is for the outdoor garden event space use only. Overnight stays are available in the Yozy cottage Retreat which is booked separately.

Popular amenities for Whitby cottage rentals

Quick stats about cottage rentals in Whitby

  • Nightly prices starting at

    Whitby holiday rentals start at $250 NZD per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Whitby rentals

  • 4.6 Average rating

    Whitby stays receive an average rating of 4.6 out of 5 from guests

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Durham
  5. Whitby
  6. Cottage rentals