Holiday rentals in Dorset

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Top-rated holiday rentals in Dorset

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious cabin features a large deck with a screened-in porch, surrounded by lush greenery. A sandy area with six red Adirondack chairs is positioned in front of the structure, complemented by stone steps leading to the entrance. Natural stone and landscaping enhance the outdoor space.
Cottage in Dwight
4.94 out of 5 average rating, 127 reviews

Muskoka Majesty The Sugarbush Cottage

Muskoka Majesty on Lake of Bays is situated on 2.2 Acers, and 170 feet of undisturbed, pristine, private waterfront. It is located 25min from Huntsville, Algonquin Park, and Hidden Valley Ski Resort. You can Hike, Bike, Swim, Boat, ​Golf, Fish, ATV, Snowmobile, Ski, and so much more. Enjoy the sights and attractions that this area has to offer. Visit the quaint towns​, shops and local artists, and artisans. Above all, take time to relax, enjoy each others company, and build beautiful memories.

Guest favourite
Treehouse in Huntsville
4.97 out of 5 average rating, 235 reviews

Magical TreeHouse I Hot Tub, Fireplace, Pets OK

Escape to our one-of-a-kind A-Frame TreeHouse, tucked among snowy Muskoka trees near Huntsville, ON. Slow down, cozy up, and enjoy winter’s beauty. Spend evenings by the fireplace, soak under the stars in the hot tub, or head out for adventure— skiing, snowshoeing, skating, and hiking are all close by. Highlights - Hot tub & fireplace - Snowshoes provided - Sweeping snowy forest views - Free Ontario Parks pass - 10-min walk to ski hill & lake 📷 See more @door25stays for photos & inspiration!

Superhost
A spacious living area is surrounded by tall windows that offer a view of the outside trees. Wooden beams accent the ceiling, while natural light brightens the space. A comfortable sofa and chairs are arranged around a coffee table, with a dining table positioned nearby.
Cottage in Algonquin Highlands
4.85 out of 5 average rating, 68 reviews

Muskoka Lakefront A-Frame Cottage

Enjoy a unique, fun filled experience at our kAwAy-Frame on Kawagama Lake with your family and friends. This cottage is secluded and private with modern finishes. Our little slice of heaven is right on the water and offers Wi Fi, Apple TV, 2 new Stand-Up Paddle Boards/ Kayaks, a canoe, floaties right on a sunny dock with all-day sun exposure. The cottage includes a BBQ, full kitchen, 3 queen beds, a sauna and a bathroom. Relish in the sounds of nature under the stars by the fire pit at night

Top guest favourite
A spacious wooden dock extends over calm waters, featuring multiple adirondack chairs arranged for relaxation. A large umbrella provides shade, while gentle waves reflect the greenery of surrounding trees. Steps lead into the water, offering access for swimming or fishing activities.
Cottage in Baysville
4.98 out of 5 average rating, 163 reviews

Tranquil Muskoka lakehouse with new hot tub

Welcome to your private retreat with new hot tub on tranquil Longline Lake. The perfect blend of modern convenience and nostalgic Muskoka cottage character. This cottage is renovated throughout and features a new rustic yet modern kitchen and main floor three piece bathroom. With over 1600 square foot of living space and two full bathrooms, this cottage is ideally suited to accommodate multiple families with kids. -Unlimited high speed internet -Large, screened in Muskoka Room -Expansive dock

Top guest favourite
A warm wooden exterior of the cottage is complemented by large windows. A spacious wooden deck is equipped with a dining table and chairs, surrounded by greenery. Sunlight filters through the trees, creating a peaceful atmosphere.
Home in Baysville
4.95 out of 5 average rating, 94 reviews

Lily's Lake House - Luxury Muskoka Cottage

Welcome to Lily's Lake House! Positioned high in the trees, Lily's Lake House is a luxurious lakefront retreat nestled in the heart of the beautiful Muskoka region. With its stunning views of Lake of Bays and surrounding forests, this 3 bedroom, 2 bathroom cottage offers a true escape from the hustle and bustle of everyday life. Only 2.5 hours from the GTA, nearby to Baysville, Huntsville and Bracebridge, the conveniences of the city are still within reach. The perfect getaway any time of year!

Top guest favourite
An aerial view captures the cottage nestled among vibrant green and autumn-colored trees along a serene lake. A spacious dock extends into the water, with a small boat nearby. Natural rock formations border the shoreline, enhancing the lakeside setting.
Cabin in Algonquin Highlands
4.91 out of 5 average rating, 101 reviews

Classic Canadian Cottage with Million Dollar View

Lakefront cottage with epic southern facing view! Road plowed right to the cottage during winter months. Snow still tires highly recommended. Quick ride to snow mobile and ATV trails from the cottage. 5 minute ride down McClintock. Cottage is a two storey two bedroom two full bath with two pull out sofa beds. Wood burning stove Equipped with multiple fridges for all your food and drinks. High speed Starlink internet. Free EV charging using the on-site level 2 car charger

Top guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5.0 out of 5 average rating, 283 reviews

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Guest favourite
Cottage in Algonquin Highlands
5.0 out of 5 average rating, 22 reviews

Waterfront Sand Beach Canoes Kayaks Dog OK Firepit

Winter fun is on now. OFSC snowmobilers welcome. Welcome FIFA 2026 Guests! 2.5 hours from Toronto. Cedar Cove Cottage on Lake of Bays w SouthWest exposure. - 4 bedrooms, 5 beds - Private beach, dock - Clear swimming - Natural lighting - Firepit - Fireplace - Canoes / Kayaks - Boat launch 200 feet away - Screen gazebo w cushioned seating - Smart TV, WiFi - Laundry *For winter stays please bring your snow tires / 4WD. LGBTQ2S - positive space. STR Licence #259-2024

Guest favourite
A wooden sign displaying 'WINDWARD' hangs from a rustic ceiling. The background features lush greenery, surrounded by trees, conveying a natural setting. The sign's clear lettering ensures easy visibility for guests upon arrival.
Flat in Algonquin Highlands
4.87 out of 5 average rating, 193 reviews

Windfall Apartment

A beautiful apartment with contemporary finish, 300 metres from downtown Dorset, Windfall sits on a wooded property. A perfect place for 1-2 people, this smoke-free apartment has a kitchen, bathroom, private deck and free parking. Windfall is a 370 sq. ft. studio apartment that is attached to Maple House, a larger occupied guest house with its own, separate entrance. Windfall apartment enjoys a Super Host rating from Air bnb. No smoking, or vaping permitted.

Superhost
An outdoor deck features red chairs arranged around a propane fire pit table, surrounded by trees. In the background, a calm lake reflects the greenery while a floating dock extends into the water, providing a scenic spot for relaxation.
Cottage in Dorset
4.93 out of 5 average rating, 160 reviews

Beautiful Waterfront Cottage on Kennisis Lake

A truly stunning waterfront cottage on Kennisis Lake located in the Algonquin Highlands in the heart of Haliburton. Spectacular views of the region's most desirable Kennisis Lake, with 115ft of shoreline within gorgeous natural surroundings, combined with beautiful accommodation. It is the perfect couples retreat or family vacation destination! If you are looking for privacy and relaxation, look no further! Excitement and adventure are just moments away!

Guest favourite
A secluded treehouse is nestled among tall trees, showcasing a modern design featuring large windows and a sloped roof. The structure is elevated, supported by solid timber, and surrounded by fallen leaves, highlighting the natural beauty of the forested setting.
Treehouse in Dorset
4.96 out of 5 average rating, 323 reviews

Raven's Roost- private luxury treehouse with sauna

Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.

Guest favourite
Home in Dysart et al
4.88 out of 5 average rating, 217 reviews

Kennisis Lake Luxury | Lakefront Retreat & Hot Tub

Escape to modern luxury on Kennisis Lake! 🌊 Enjoy a private water front with rare shallow entry. Unwind in the premium 7x7’ hot tub under the stars. ✨ The designer interior features a chef's kitchen w/ dishwasher, AC, full laundry, and High-Speed Wi-Fi—perfect for remote work. 🚣 Included: 3 kayaks, Gas BBQ, and lakeside fire pit. Easy year-round access on paved roads. A high-end retreat for families/couples. Book your 2026 summer getaway now! 🌲

Popular amenities for Dorset holiday rentals