Holiday rentals with a kayak in Tiny

A furnished outdoor deck is surrounded by trees, featuring a cozy seating arrangement with grey cushions. A gas fire pit sits in the center, accompanied by a wine bottle and glasses. An umbrella provides shade, and a TV is mounted on the wall.

4.97 out of 5 average rating, 104 reviews

Tiny Oasis: Family Beach Cottage *HOT TUB & SAUNA*

GREAT location, just steps from beautiful sandy beaches. It's an ideal spot to vacation with a few couples or families- sleeps up to 16 people with over 3000 sq. feet of indoor space. We are right around the corner from Blue Water Dunes beach (Less than 2 min walk) You will LOVE the sunsets! Warm up in our new sauna and hot tub! *Beaches *Wifi *Fire pit *2 Decks *Pool Table *Basketball Net *Tennis Courts *Trails *2 Fireplaces *90 Minutes from Toronto *3 ski hills close-by *Snowmobiling trails

Outdoor spacesValueHiking

4.93 out of 5 average rating, 107 reviews

A modern lake house exterior features a spacious deck with four red chairs facing the water. Lush green grass and well-maintained flower beds surround the wooden deck. Large windows allow ample natural light into the interior, enhancing the connection with the outdoor environment.

Cottage in Port Mcnicoll

Georgian Bay Waterfront Cottage HotTub King Bed

Escape to this exceptional modern Lake house on Georgian Bay shores. Enjoy Incredible sunsets and views while you unwind in the hot tub or around the fire. Use the Kayaks to explore the Georgian Bay shores. This home can accommodate up to 4 adult guests (one additional child) Our quite property is best suited for 1 to 2 couples or a family of 5 or less and is fully equipped so you can relax on your next summer or winter getaway. Add the waterfront Bunkie to your summer stay (see additional fee)

ValueLocationAmenities

5.0 out of 5 average rating, 230 reviews

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

Apartment in Innisfil

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

LocationValueAmenities

4.95 out of 5 average rating, 179 reviews

A spacious hot tub overlooks the Severn River, surrounded by greenery. Chairs are positioned nearby on the grassy lawn, providing a relaxing space to enjoy the water views and sunshine. The calming river scene features boats gently cruising by, enhancing the outdoor experience.

Cottage in Severn Bridge

CARL in Muskoka: Waterfront Cottage with Hot Tub

Enjoy your own piece of Muskoka in this beautiful waterfront cottage! Only 90 minutes from Toronto nestled away on a private road along the Severn River sits CARL. Not a man... but a way of life. The Cottage and River Life! CARL is your retreat from the city, perfect for getting out in nature and experiencing everything life on the water has to offer. Whether you enjoy swimming, kayaking, great fishing or just relaxing on the dock or in the hot tub taking in the views... we've got you covered.

ValueOutdoor spacesHot tub

4.85 out of 5 average rating, 190 reviews

The cottage is situated on a well-maintained lawn, framed by trees, with a spacious deck accessible via a stone pathway. Colorful kayaks and a paddle boat are visible by the water, and the sky displays a warm sunset with varying shades of orange and purple.

Cottage in Waubaushene

Waterfront Paradise on the Georgian Bay

This beautiful cottage of 2950sqft faces a breathtaking view of the Georgian Bay with over 105ft of lakefront. During the summer, this cottage is perfect for ATV and bike trails, wateractivities and fishing. The cottage includes kayaks and a paddle board for the guests to enjoy. During the winter, the cottage is ideal for ice fishing and is only a 13 minute drive to Mount St. Louis skiing. Under 10 minute driving distance to beaches, Tim Horton’s, LCBO, gas station, ice cream parlour and more.

Outdoor spacesValueAmenities

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

4.96 out of 5 average rating, 177 reviews

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

LocationOutdoor spacesHospitality

4.96 out of 5 average rating, 138 reviews

Cottage in Georgina

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!

LocationOutdoor spacesBathroom

4.98 out of 5 average rating, 153 reviews

A tranquil lakeside view displays a spacious cottage with large windows, reflecting on the calm water. Surrounding trees and a clear blue sky add to the serene atmosphere, inviting relaxation and enjoyment of the natural beauty.

Cottage in Georgian Bay

Muskoka Stunning Cottage On Little Lake

Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

ValueLocationTV

4.91 out of 5 average rating, 301 reviews

Cottage in Georgina

Lakefront | Hot Tub, Private Dock & Sandy Beach

Luxury lakefront cottage on Lake Simcoe with a rare shallow sandy-bottom shoreline, private dock, and hot tub—perfect for swimming and family fun. Enjoy breathtaking sunsets, kayaking, paddleboarding, fishing, BBQs, and a fire pit. Ideal for family vacations, holiday getaways, and group retreats near Toronto, minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and an open-concept living area. Private, peaceful, and perfect for unforgettable memories year-round.

ValueLocationSkiing

Superhost

The cottage is nestled among tall trees, surrounded by lush greenery and vibrant flowers. Soft lighting from the windows casts a warm glow, emphasizing the inviting atmosphere. Stone pathways and landscaping create a harmonious blend with the natural setting.

4.84 out of 5 average rating, 163 reviews

The Bay View Cottage w/hot tub

Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 8 adult.

LocationOutdoor spacesCondition

5.0 out of 5 average rating, 283 reviews

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

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.

Outdoor spacesLocationQuiet

A stone patio leads to a sandy beach, featuring a seating area with red chairs overlooking Georgian Bay. The calm water is visible in the background, framed by trees and large rocks, with yellow kayaks positioned along the shore.

4.96 out of 5 average rating, 112 reviews

Beautiful Beachfront Cottage.

Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.

LocationOutdoor spacesAccuracy

Popular amenities for kayak rentals in Tiny

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.95 out of 5 average rating, 136 reviews

The custom-built A Frame cabin is set amidst lush greenery, featuring a striking black exterior and a distinctive peaked roof. A spacious deck extends at the front, furnished with seating, and surrounded by nature for a serene environment.

Home in Bracebridge

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

Outdoor spacesValueSkiing

4.98 out of 5 average rating, 116 reviews

An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.

Home in Meaford

Birdsong, the perfect Blue Mountains getaway

LocationOutdoor spacesNearby

4.92 out of 5 average rating, 249 reviews

The calm water reflects an array of trees along the shoreline, showcasing a blend of green and vibrant autumn foliage. The sky above features soft clouds, enhancing the tranquil atmosphere of the river setting.

Home in Bracebridge

The Muskoka River Homestead

LocationOutdoor spacesPool

Superhost

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

Ski, Swim, Soak, Boat & Golf

Outdoor spacesLocationCondition

4.85 out of 5 average rating, 110 reviews

4.89 out of 5 average rating, 159 reviews

A spacious living area features large windows that provide ample natural light and views of the surrounding trees and water. A comfortable sectional sofa, a stylish leather couch, and a glass coffee table are arranged around a cozy wood stove, creating a welcoming atmosphere.

Home in Port Carling

Waterfront Boutique Cottage Getaway

Outdoor spacesValueBathroom

4.94 out of 5 average rating, 109 reviews

A well-maintained front yard features lush green grass, framed by trees. The entrance of the home is highlighted by a gray facade and a distinctive yellow accent above the doorway. Well-kept shrubs are positioned on either side of the path leading to the entrance.

Home in Wasaga Beach

2 minute walk to the beach / games room

Outdoor spacesValueGetting around

4.96 out of 5 average rating, 110 reviews

Home in Seguin

Lakefront Cottage | 22 Private Acres | Hot Tub

Outdoor spacesLocationHiking

4.88 out of 5 average rating, 60 reviews

A common pool area is surrounded by trees and features a light blue pool with a concrete deck. Lounge chairs are arranged nearby, offering a relaxing space for guests. Fencing provides privacy while adding to the tranquil environment.

Home in Tiny

Sunset Beach House with POOL

LocationOutdoor spacesNearby

Cottage rentals with a kayak

4.99 out of 5 average rating, 181 reviews

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

Tiny Luxury Cottage with Hot Tub

Outdoor spacesValueBathroom

Cottage in Victoria Harbour

The exterior of the cottage showcases a charming two-story structure with a covered porch. Warm lighting illuminates the entrance, while a wooden staircase leads to the front door. Lush greenery and a stack of logs add a natural touch to the inviting atmosphere.

Forest Oasis in Tay w/Large Jacuzzi Hottub

Outdoor spacesLocationCleanliness

4.88 out of 5 average rating, 107 reviews

4.85 out of 5 average rating, 195 reviews

An aerial view of a cozy cabin nestled among tall trees, showcasing a wooden staircase leading to the waterfront. The deck is visible, with outdoor furniture set against a backdrop of lush greenery, while a peaceful shoreline is seen below.

Cottage in Bracebridge

Muskoka Waterfront Cabin w/ pool table&Falls view

Outdoor spacesValueLayout

4.79 out of 5 average rating, 113 reviews

A serene waterfront area features a wooden dock with ample seating and a designated space for watercraft. Nearby, kayaks, a paddle boat, and a colorful inflatable banana boat are arranged on the shore, with lush greenery and calm water surrounding the space.

Cottage in Port Carling

Muskoka Luxury Cottage.Hot Tub/Outdoor Steam Sauna

Outdoor spacesValueAmenities

4.9 out of 5 average rating, 211 reviews

Cottage in Georgina

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

ValueLocationCleanliness

4.99 out of 5 average rating, 153 reviews

A wooden dock extends over calm waters, featuring four Adirondack chairs in red and yellow. The serene lake reflects the surrounding trees and sky, with a light morning mist gently hovering above the water's surface.

Cottage in Port Carling

Gorgeous Muskoka Getaway on stunning private lake

Outdoor spacesLocationFamily

4.98 out of 5 average rating, 126 reviews

Cottage in Gravenhurst

Where Lake Days Last Longer | Sauna + Beach

ValueOutdoor spacesSleep quality

4.95 out of 5 average rating, 139 reviews

A spacious cottage is set against a lush green backdrop, featuring a distinct barrel sauna nearby. A manicured lawn hosts a small putting green with flags, alongside several lounge chairs. The architecture blends modern and natural elements, creating an inviting outdoor environment.

Cottage in Washago

Waterfront Cottage sauna/golf/kayaks/beach/games

LocationValueAir conditioning

Cabin rentals with a kayak

4.8 out of 5 average rating, 129 reviews

A serene lakeside property is depicted, featuring a dark blue exterior and a welcoming wooden staircase leading to the entrance. Lush greenery surrounds the home, and a calm body of water reflects the clear sky in the background.

Cabin in Gravenhurst

Sparrow Sunset Retreat Lakefront• Hot Tub • Dock

Outdoor spacesValueLayout

Superhost

Cabin in Washago

Black River Haus - Scandi Riverfront Cabin Muskoka

ValueLocationBathroom

4.89 out of 5 average rating, 312 reviews

4.84 out of 5 average rating, 100 reviews

Cabin in Huntsville

Waterfront A-frame Retreat with Sauna & Hot tub

LocationOutdoor spacesCondition

4.84 out of 5 average rating, 113 reviews

A custom-built home is set amidst trees, featuring a mix of stone and siding exterior. The entryway is accented by a covered porch with white railings. A spacious driveway leads to the two-car garage, bordered by autumn leaves scattered on the ground.

Cabin in Orillia

Beautiful Vacation Home with a Large Backyard.

ValueLocationHospitality

4.96 out of 5 average rating, 128 reviews

The log cabin is surrounded by vibrant autumn foliage, with a large front deck and stairs leading to the entrance. The natural wood exterior is complemented by a gabled roof. Softly illuminated lanterns are positioned by the door, enhancing the inviting appearance.

Cabin in Flesherton

MapleHaven Cabin @ Lake Eugenia

LocationOutdoor spacesQuiet

Cabin in Nestleton Station

A lakefront cottage is set on a grassy area beside the water, featuring a wooden dock extending toward the lake. The exterior shows a welcoming porch and surrounding trees provide shade. Stone borders accentuate the shoreline, creating a natural beach-like atmosphere.

Cozy, Quirky and Modern Lakefront Cottage

Outdoor spacesLocationCleanliness

4.91 out of 5 average rating, 221 reviews

4.89 out of 5 average rating, 352 reviews

A queen-sized bed is surrounded by a delicate canopy, with colorful patterned pillows adding a touch of charm. Soft morning light filters through two windows, illuminating the wooden floor and a bedside table with a lamp and small plant. A leafy plant hangs near the window.

Cabin in Gravenhurst

Forest Cabin 90 steps to the beach

LocationOutdoor spacesGetting around