Cottage vacation rentals in Tiny

The exterior of a modern cottage is framed by tall trees and colorful foliage. A spacious deck wraps around the cottage, providing outdoor seating options. The gravel pathway leads to the entrance, surrounded by natural landscaping and decorative stones.

4.97 out of 5 average rating, 133 reviews

Fall Escape - dazzling colours & stunning beach

Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

FamilyLocationPool

4.96 out of 5 average rating, 105 reviews

A covered patio area features a hot tub alongside a glass-topped table with comfortable seating. The peaceful lakeside view showcases expansive green space and a row of chairs positioned along the shore, framed by trees lining the property.

Cottage in Georgina

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

ValueFamilyAccuracy

4.94 out of 5 average rating, 302 reviews

A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.

Cottage in Wasaga Beach

Charming riverside cottage, B&B license

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

ValueLocationWifi

Superhost

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

4.84 out of 5 average rating, 191 reviews

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.

ValueFamilyGrill

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, 182 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.

LocationFamilyAir conditioning

4.96 out of 5 average rating, 143 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!

FamilyLocationTV

4.98 out of 5 average rating, 156 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.

ValueLocationBackyard

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, 164 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 adults.

LocationValueComfort

4.99 out of 5 average rating, 183 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

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.

ValueLocationHiking

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.

4.97 out of 5 average rating, 115 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.

ValueLocationIndoor spaces

A warm living area features a stone fireplace as the focal point, with a cozy fire burning inside. Comfortable leather seating is arranged around a rustic wooden coffee table, complemented by small decorative items and soft textiles, while glass doors lead to another space.

4.93 out of 5 average rating, 363 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. Licence STRTT-2026-057

FamilyValueBackyard

4.85 out of 5 average rating, 297 reviews

Cottage in Lafontaine

Cozy Beach Cottage with Pool | Georgian Bay

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

FamilyLocationSkiing

Popular amenities for Tiny cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.96 out of 5 average rating, 134 reviews

A unique wooden sauna, shaped like a barrel, is placed on a grassy area by the lake. Above, a clear night sky is filled with bright stars, providing a serene backdrop. Nearby, lounge chairs are arranged on the lawn, with trees lining the water’s edge.

Cottage in Coldwater

Cottage on the Rocks - with Hot Tub and Sauna!

ValueFamilySkiing

4.91 out of 5 average rating, 291 reviews

Cottage in Innisfil

Utopia villa and spa

FamilyLocationSleep quality

4.87 out of 5 average rating, 222 reviews

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

Stunning Lakefront Cottage Hot Tub & Sauna

ValueLocationWalkability

4.86 out of 5 average rating, 558 reviews

A charming cottage is seen surrounded by trees, with a large deck above. A fire pit is centrally located in the grassy yard, circled by several wooden chairs. A kayak rests nearby, hinting at outdoor activities, while the serene natural setting offers a peaceful retreat.

Cottage in Waubaushene

Charlie the Cottage | Hot Tub | Trail | Hike/Run

ValueLocationWifi

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

LocationValueCondition

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.

4.88 out of 5 average rating, 107 reviews

Forest Oasis in Tay w/Large Jacuzzi Hottub

LocationValueWalkability

4.91 out of 5 average rating, 377 reviews

Cottage in Bracebridge

The Hudson - Riverside Cabin, Bracebridge

ValueLocationHeating

Superhost

The exterior of the cottage displays a modern architectural design with large floor-to-ceiling windows, allowing for ample natural light. A spacious wooden deck surrounds the front, featuring lush greenery and vibrant flowers, creating an inviting atmosphere for relaxation.

Cottage in Innisfil

4.87 out of 5 average rating, 372 reviews

Crystal Beach Cottage & Spa

ValueFamilyCondition

Pet-friendly cottage rentals

4.95 out of 5 average rating, 189 reviews

A calm lake setting is depicted, featuring a wooden dock extending into the water. Several ducks swim leisurely near the dock, with lush greenery lining the opposite shore. Fluffy clouds drift across a blue sky, reflecting on the tranquil surface of the water.

Cottage in Gravenhurst

Relaxing lakehouse + pool table & private docks

ValueFamilyBeach

4.82 out of 5 average rating, 200 reviews

A serene lakeside scene is captured at sunset, with vibrant hues of pink and purple reflecting on calm waters. Silhouetted trees line the shore, and subtle rock formations add depth to the landscape.

Cottage in Waubaushene

The Cottage on Coldwater; where bay & trail meet.

ValueFamilyHospitality

4.92 out of 5 average rating, 209 reviews

The exterior of the house displays a stone facade, framed by trees and greenery. A large deck extends from the structure, featuring outdoor seating and a BBQ setup. Nearby, a driveway accommodates several vehicles, with spacious lawn surrounding the property.

Cottage in Georgina

Pearl by Lake Simcoe - with sauna and steam room

FamilyValueIndoor spaces

4.95 out of 5 average rating, 195 reviews

A wooden deck overlooks Brandy Lake, featuring a circular table surrounded by five red chairs. A dog stands on the deck, while a wooden dock extends into the calm water. Nearby, bright kayaks rest on the rocky shore, framed by natural foliage.

Cottage in Port Carling

Cider Haus | Lakefront Sauna & Fenced Yard

ValueFamilyPool

4.93 out of 5 average rating, 178 reviews

Cottage in Gravenhurst

Marrakahshe Retreat | Luxury Sauna, Beach & Yurt

ValueLocationCheck-in

4.97 out of 5 average rating, 175 reviews

A cozy living area features two armchairs and a comfortable sofa, arranged around a central coffee table. Large windows allow natural light to illuminate the space, showcasing views of the surrounding woods. A television and a stylish lamp enhance the room's functionality.

Cottage in Washago

Relax at The Rock: Muskoka Waterfront Cottage

LocationFamilyParks

5.0 out of 5 average rating, 181 reviews

An inviting outdoor space features a hot tub and a unique sauna, surrounded by neatly arranged stone pathways. The backyard includes Muskoka chairs around a firepit, with lush greenery and trees creating a natural backdrop. A covered patio area extends the living space outdoors.

Cottage in Huntsville

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

ValueLocationAccuracy

4.94 out of 5 average rating, 145 reviews

A wooden dock extends over calm waters, framed by lush forests and rocky shores. Two adirondack chairs face the sunset, inviting a moment of connection. Vibrant hues of orange and purple fill the sky, reflecting gently on the water's surface.

Cottage in Gravenhurst

Private & Modern Muskoka Lakefront Cottage w/ WiFi

FamilyLocationWifi

Private cottage rentals

4.95 out of 5 average rating, 165 reviews

An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.

Cottage in Mono

Hockley Riverside Cottage • Loft and Bunkie

FamilyLocationNearby

A spacious common area features a large, light-colored sectional sofa arranged around a warm fireplace built into a stone wall. Large glass doors provide access to a serene outdoor space, while natural light enhances the wood-beamed ceiling. Decorative elements include woven wall art and a wooden side table.

5.0 out of 5 average rating, 18 reviews

The Beach House, Georgian Bay, Beach View w/ Sauna

FamilyWalkabilitySleep quality

A sandy dune is shown, with tufts of grass growing from its surface. The dune rises against a backdrop of scattered clouds and a clear blue sky, representing the natural landscape near the beach.

4.94 out of 5 average rating, 84 reviews

The Beach House

FamilyLocationSleep quality

The newly renovated cottage is surrounded by snow, featuring a welcoming front porch with white railing. Snow-covered steps lead up to the porch, framed by evergreen shrubs on either side. The sky displays vibrant hues of pink and blue at dusk.

4.89 out of 5 average rating, 57 reviews

Cozy Cottage w/ Hot Tub/GameRoom near Beach/Skiing

LocationValueView

A cozy open-concept living area features warm wooden accents and a welcoming sign. The kitchen is equipped with modern appliances, and a dining space is set with a round table and chairs. Natural light streams through the window, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 59 reviews

Sandy's Tiki Hut ~ Beach Days & Sunset Trails

FamilyLocationQuiet

A sandy beach stretches along the shoreline, with gentle waves lapping at the edges. Sunbathers and families enjoy the warm weather under colorful umbrellas. In the distance, a sailboat glides across the water, framed by lush greenery lining the beach.

4.97 out of 5 average rating, 31 reviews

2 Bdrm Cabin - Balm Beach Views!

LocationFamilyIndoor spaces

4.99 out of 5 average rating, 90 reviews

A serene outdoor space is featured, illuminated by soft lights under a night sky. A patio area hosts a seating arrangement, surrounded by lush greenery and a fire pit. The water is visible in the background, enhancing the tranquil setting.

Cottage in Beaverton

Private Waterfront Cottage at Lake Simcoe

ValueLocationBackyard

An aerial view showcases a modern home surrounded by lush greenery, featuring a spacious lawn and soft landscaping. The design includes a covered front patio and large windows, inviting natural light into the living spaces. A barrel sauna is positioned to the side.