Holiday rentals with a kayak in Lake of Bays

4.97 out of 5 average rating, 176 reviews

An aerial view captures a lakeside cottage surrounded by lush greenery, showcasing a red-roofed home and a wooden dock extending into the calm waters. The tranquil setting is complemented by a stone pathway leading from the cottage to the water's edge.

Cottage in Dwight

Muskoka Maple Cottage, Lake of Bays, Dwight ON

Year round Cottage - breathtaking view. Located on private road, 275' lakefront on Lake of Bays . In the summer enjoy our private 40' dock, canoe, kayak, paddle boards, paddle boat or bring your boat. Close to Algonquin Park, Arrowhead Park, Deerhurst all with year round activities. Numerous golf courses, fishing, Snowmobile trails, Skiing. Beautiful Muskoka fall colours. Shopping and Dining in Dwight, Dorset, Huntsville. Lookout Tower Dorset, Muskoka Heritage Place, Algonquin Theatre and more

4.97 out of 5 average rating, 219 reviews

An A-Frame TreeHouse is nestled among the trees, featuring a wooden deck that leads to a cozy hot tub illuminated with tranquil blue light. Warm light spills from the windows, creating a welcoming ambiance as it contrasts with the natural surroundings.

Treehouse in Huntsville

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!

5 out of 5 average rating, 133 reviews

Muskoka Lake Hideaway + HOT TUB/Bonfires/4-Seasons

*MARCH AVAILS* +Summer Dates Welcome to Muskoka Lake Hideaway, a 4-season cottage for couples, a family getaway or small group of friends. Start vacation with a soak in the gazebo-covered hot tub to lake & forest views - rain, snow or shine. Roast marshmallows over a bonfire. Cozy up to the gas fire with a book or board game & watch the seasons change over the lake. For outdoor adventures, explore Arrowhead & Limberlost or visit charming Huntsville for restaurants, breweries & local amenities

4.98 out of 5 average rating, 149 reviews

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

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

4.99 out of 5 average rating, 155 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 with loft 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.

5 out of 5 average rating, 255 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.

4.92 out of 5 average rating, 101 reviews

The exterior of a charming cottage showcases an inviting design with large windows. Surrounding gardens include lush greenery and autumn-hued foliage. A gravel path leads to the tranquil waterfront, with seating areas positioned to enjoy lake views.

Cottage in Baysville

Designer Waterfront Retreat l Dock Kayaks Firepit

Escape to a serene retreat nestled in the picturesque Canadian Shield. This unique, renovated 1950s 3-bedroom cottage offers constant breathtaking lake views. With thoughtfully curated decor, modern amenities for remote work, a fully-equipped kitchen, and atmospheric fireplaces, this waterfront gem on 1.6 acres provides a sophisticated family haven. Enjoy the private dock and stunning shoreline, creating cherished memories in this cozy, tasteful hideaway. [License Number STR-2026-48]

A spacious living room features a stone fireplace and large glass doors that open to a deck. Two modern armchairs frame a tufted coffee table, with a plush sofa adorned with soft throws, creating an inviting atmosphere for relaxation.

4.86 out of 5 average rating, 115 reviews

Stunning Muskoka Lakehouse minutes to Huntsville

Stunning south facing home on Fairy lake with wide long views. All day sun from early morning until late in the evening. Beautiful Dock perfect for swimming, Gorgeous lake and tree vistas. The living room has a walk out deck, enjoy high ceilings and gas fireplace, walk around the corner to the media room with a wood burning fireplace + fabulous Muskoka room. Minutes to ski hills, Grandview walking trails, walk to town, 5 mins to the Hospital. NOT A PARTY HOME. QUIET ZONES IN EFFECT.

4.99 out of 5 average rating, 105 reviews

Huntsville Lakefront Luxury Cottage Retreat

***4 season, snow plowed road, and easy to access! *** Spectacular 4,000 sqft lakefront cottage on a private estate in beautiful Huntsville. The home has panoramic views of the lake. The great room boasts 22' high cathedral ceilings and a cozy gas fireplace. Enjoy a gorgeous fully stocked gourmet kitchen and a large dining room perfect for entertaining. This cottage is minutes to Algonquin park trails, Deerhurst Golf Course, Hidden Valley Ski club. STR License# "STR-2025-191"

4.92 out of 5 average rating, 349 reviews

The cozy cottage features a welcoming porch with white railings, surrounded by vibrant autumn foliage. The exterior showcases gray siding, with a prominent sign displaying 'Hudson.' A few pumpkins and decorative flowers are placed near the entrance, adding seasonal charm.

Cottage in Bracebridge

The Hudson - Riverside Cabin, Bracebridge

Nestled in the pines on the Muskoka River is this cozy one-bedroom cottage, ideal for a couple’s retreat. The Hudson offers the best of all worlds: it is relaxing, tranquil, and private, but you’re only a 10-minute drive from the Town of Bracebridge with unique shops, restaurants, groceries, and breweries, not to mention numerous tourist attractions. Marked trails are direct across the river. For more photos and information visit us on IG (at) thehudson.riversidecabin

4.97 out of 5 average rating, 322 reviews

An outdoor seating area features several dark wooden Adirondack chairs arranged in a circle around a stone fire pit. Soft glow from string lights adds warmth to the scene, while the modern cottage is visible in the background, nestled among tall trees.

Home in Huntsville

Wolegib Muskoka | Hot Tub | Beach | Swimming

Welcome to our private, modern Scandinavian-style cottage, set on 3 acres of pristine land with conservation property across the water, ensuring ultimate privacy and tranquility. The cottage boasts floor-to-ceiling windows that invite natural light and offer stunning views of the Muskoka River and surrounding nature. Just 40 steps from the front door, you'll find a private beach and dock, offering calm, clear waters perfect for swimming—ideal for families with children.

The exterior of the timberframe cottage showcases a blend of stone and wood materials. Large windows allow natural light to flood the interiors, while a spacious deck extends across the main floor. Lush greenery and trees complement the inviting structure.

4.92 out of 5 average rating, 225 reviews

Luxury Waterfront Cottage in Muskoka

Welcome to the Timberframe! A family owned cottage since 1938 (newly rebuilt in 2016). Now in its third generation we have loved welcoming new guests to experience a little luxury in the Muskokas. Located on a private secure lane for peace and quiet yet close to town for all the amenities, Algonquin park, arrowhead skating trail, hidden valley ski resort and epic golf just around the corner. Sarah and James would love to host you and are here if you need anything!

Popular amenities for kayak rentals in Lake of Bays

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.92 out of 5 average rating, 26 reviews

A cozy cottage surrounded by tall trees is situated at the water's edge, with a spacious wooden dock extending into the lake. Natural light highlights the welcoming facade of the cottage, blending harmoniously with the tranquil outdoor setting.

Home in Dwight

Waterfront, Four Season Cottage in the Woods, WiFi

5 out of 5 average rating, 3 reviews

Home in Baysville

Bay Dreamer

4.84 out of 5 average rating, 122 reviews

Home in Bancroft

Gorgeous Lakefront All-Season Home

Home in Algonquin Highlands

4.96 out of 5 average rating, 28 reviews

Algonquin Waterfront/Winter Paradise With Sunsets

4.91 out of 5 average rating, 235 reviews

A two-story home is nestled among lush greenery, showcasing a well-maintained exterior. A spacious lawn is framed by trees, and a picnic table can be seen in the foreground. Bright clouds float in a predominantly blue sky, adding to the serene outdoor setting.

Home in Bracebridge

The Muskoka River Homestead

4.89 out of 5 average rating, 123 reviews

A serene lakeside deck features wooden planks and blue lounge chairs, providing a comfortable space for relaxation. A long dock extends over the calm water, surrounded by greenery, offering an ideal spot for swimming and enjoying the natural scenery.

Home in Eagle Lake

Lively Lakehouse with hot tub

4.95 out of 5 average rating, 267 reviews

The kitchen features dark wooden cabinetry and a spacious island with seating. A full range of stainless steel appliances are visible, including a refrigerator and stove. Ambient lighting from pendant fixtures enhances the open layout, which combines dining and kitchen areas beneath a vaulted wooden ceiling.

Home in Port McNicoll

Spectacular Waterfront 3 Bedroom Home!

4.78 out of 5 average rating, 102 reviews

Home in Gravenhurst

Waterfront Cottage in Gravenhurst, Muskoka

Cottage rentals with a kayak

4.97 out of 5 average rating, 244 reviews

A serene waterfront view is presented from a deck, showcasing calm water surrounded by lush green trees. Comfortable seating arrangements are visible, creating a perfect spot for relaxation while enjoying the natural landscape.

Cottage in Torrance

Beautiful Nine Mile Lake

4.97 out of 5 average rating, 207 reviews

An A-frame cabin is nestled among lush greenery, illuminated softly by outdoor lighting. The large windows reflect warmth and offer a glimpse of the cozy interior. Stone steps lead up to the entrance, surrounded by trees and natural foliage.

Cottage in Haliburton

Lakefront Haliburton | Sauna + Kayaks + Dock | 3BR

Cottage in Algonquin Highlands

The exterior of the cabin showcases a dark wood facade nestled among tall trees. A well-maintained path leads to a welcoming entrance with a staircase. Decorative stone landscaping surrounds the cabin, creating a natural aesthetic that blends with the forest setting.

4.99 out of 5 average rating, 108 reviews

Wren Lake House - Treetop Cabin

4.96 out of 5 average rating, 176 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 on Brandy Lake

4.91 out of 5 average rating, 158 reviews

A modern cottage is nestled among tall trees, featuring warm wood siding and large windows. An expansive wooden deck offers seating and access to a grill. Soft lighting from string lights creates a cozy ambiance in the outdoor space.

Cottage in Muskoka

The Rock Pine- Hot tub, Private dock, Muskoka

A view from the deck reveals a spacious yard framed by trees, with vibrant autumn foliage. The lawn stretches towards the tranquil waterfront, where the lake reflects the soft colors of the sky. Leaves cover the deck, adding to the picturesque outdoor scene.

4.88 out of 5 average rating, 132 reviews

Peaceful Waters Cottage

4.9 out of 5 average rating, 107 reviews

A wooden dock extends over a sandy shoreline, with a gentle gradient into clear water. Muskoka chairs in red are positioned on the dock, surrounded by tall trees and grassy areas. The cottage is visible in the background, providing a harmonious blend with nature.

Cottage in Emsdale

Muskoka 4 Season Cottage~Arrowhead~No weeds

4.99 out of 5 average rating, 137 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

Cabin rentals with a kayak

4.9 out of 5 average rating, 105 reviews

The exterior of a modern cottage is shown, featuring a large porch with steps leading up to the entrance. Several windows allow natural light to enter, while the surrounding area is filled with green grass and scattered logs. Trees frame the property, creating a secluded atmosphere.

Cabin in Parry Sound

Luxury Cottage in South Parry Sound

4.89 out of 5 average rating, 361 reviews

A sturdy wooden dock extends over shallow, clear water, featuring two Adirondack chairs placed for lakeside relaxation. Lush greenery surrounds the dock, while the cabin is partially visible in the background, set against a backdrop of tall trees.

Cabin in Huntsville

Lakeside Romantic Cabin, Sunset views

4.96 out of 5 average rating, 118 reviews

A rustic cabin is nestled among tall trees, with warm lights glowing from its windows. The image captures a wooden boardwalk leading toward a firepit surrounded by four chairs, with smoke gently rising in the serene forest setting.

Cabin in Parry Sound

Bardo Cabins - Pine Cabin

4.82 out of 5 average rating, 100 reviews

A rustic cottage is presented with a wooden deck featuring eight brightly colored adirondack chairs. Access to the cottage is through a set of steps, and large windows provide views into the interior. Lush greenery surrounds the cottage, offering a natural setting.

Cabin in Burk's Falls

cottage with large wrap around deck.

4.83 out of 5 average rating, 659 reviews

A wooden dock extends over the calm waters of the lake, featuring lounge chairs positioned for relaxation. The horizon displays a subtle sunset glow, with trees lining the shore in the background, enhancing the serene lakeside experience.

Cabin in Haliburton

Retreat style cottage + wood fired sauna

Cabin in Lake Saint Peter

A serene lakeside view showcases a vibrant rainbow arching over lush green hills and calm waters. The sandy beach leads to the water, while a small fire pit with stones is situated in the foreground, inviting future gatherings under the expansive sky.

4.95 out of 5 average rating, 111 reviews

West Pines Cabin #1

4.86 out of 5 average rating, 37 reviews

The log cabin exterior presents a blend of traditional craftsmanship and natural surroundings. Sunlight filters through the trees, highlighting the thick logs and stone path. A seating area and BBQ grill can be seen on the porch, inviting outdoor relaxation amidst the lush greenery.

Cabin in Baysville

Log Cabin in the Woods (STR-2025-195)