Vacation rentals with a kayak in Lake of Bays

4.97 out of 5 average rating, 182 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

LocationValueCheckout

4.97 out of 5 average rating, 237 reviews

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!

Outdoor spacesValueView

4.98 out of 5 average rating, 166 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

Outdoor spacesValueCondition

4.97 out of 5 average rating, 115 reviews

The cottage features a large façade with numerous windows, surrounded by tall trees. A sandy beach leads to a private dock, where bright red adirondack chairs are positioned for relaxation. The flag flies near the water's edge, adding a touch of color to the serene lakeside view.

Cottage in Sprucedale

Waterfront Cottage, Private Sandy Beach & Hot Tub

A stunning four season lake side cottage retreat located just outside of Huntsville, ON on Lake Mirage. Five bedrooms over three stories offers privacy & space to allow all guests the opportunity to relax and enjoy. A beautiful private sandy beach leading to a stunning dock invites you to enjoy the great outdoors or explore many activities at Arrowhead Park near by. An exceptional four season cottage that is large enough to host large families or groups of friends that can't be missed.

LocationOutdoor spacesComfort

Cabin in Algonquin Highlands

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.

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

Outdoor spacesLocationPool

4.91 out of 5 average rating, 104 reviews

4.93 out of 5 average rating, 111 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]

Outdoor spacesValueComfort

A wooden dock extends into the tranquil water, featuring two red chairs positioned invitingly at the edge. Lush greenery surrounds the dock, leading to a cottage in the background framed by tall trees and blue sky.

4.98 out of 5 average rating, 126 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"

Outdoor spacesLocationGetting around

4.99 out of 5 average rating, 146 reviews

Escape to Falconview, Huntsville-Muskoka

Enjoy a piece of Muskoka in this beautiful waterfront cottage! This six bedroom home is only minutes away from historic downtown Huntsville, as well as many grocery stores and restaurants! Located on the Vernon Narrows, close to the mouth of Lake Vernon-Also, with boat access to Lakes Mary, Fairy and Peninsula, and a boat launch only a short ride away, it’s sure to impress! If you’re looking for a place to explore or just a spot to sit back and relax, we’ve got you covered!

ValueLocationHospitality

Superhost

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.

4.91 out of 5 average rating, 237 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!

ValueOutdoor spacesGetting around

4.97 out of 5 average rating, 264 reviews

The cottage features a contemporary design with large glass windows, reflecting autumn foliage and the serene lake surrounding it. A deck offers outdoor seating with steps leading down to a small dock where canoes are moored, nestled among lush trees.

Treehouse in Utterson

The Water’s Edge * * Unique Muskoka Treehouse * *

CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

ValueLocationIndoor spaces

Superhost

Home in Dysart et al

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! 🌲

LocationValueAmenities

4.86 out of 5 average rating, 220 reviews

4.97 out of 5 average rating, 347 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 | Private Nordic Spa + Beach

Welcome to our private, modern Scandinavian-style cottage on 3 acres with conservation land across the water for ultimate privacy and tranquility. Floor-to-ceiling windows fill the space with natural light and showcase stunning views of the Muskoka River. Enjoy your private Nordic spa with a sauna, hot tub, and cold plunge. Just 40 steps from the front door, a private beach and dock offer calm, clear water perfect for swimming.

LocationValueKitchen

Popular amenities for Lake of Bays kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Algonquin Highlands

Stunning Lakefront Retreat: Sauna, Hot Tub, EV Chg

Outdoor spacesLocationGrill

4.91 out of 5 average rating, 257 reviews

4.95 out of 5 average rating, 140 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

LocationValuePool

4.94 out of 5 average rating, 215 reviews

A spacious cottage is surrounded by lush greenery, showcasing a wooden deck with patio furniture and umbrellas. The structure features a variety of seating areas, complemented by blooming flowers and trees, providing a serene outdoor setting under a partly cloudy sky.

Home in Huntsville

Beech Cottage - Peninsula Lake 6 Bedrooms

LocationOutdoor spacesParks

Home in Monteagle, Ontario.

A spacious bedroom features a large bed with soft bedding and decorative pillows. A colorful floral artwork adorns the wall above the bed, while large windows provide a serene view of the snowy landscape outside.

Rose Door Cottage

Outdoor spacesValueWifi

4.96 out of 5 average rating, 192 reviews

4.92 out of 5 average rating, 185 reviews

A spacious living area showcases a modern, cream-colored sectional sofa adorned with decorative pillows and throws. A glass coffee table sits at the center, holding a vase of fresh flowers and a bowl of fruit. Light wood flooring and a colorful area rug complement the inviting space.

Home in Sundridge

Luxury Cottage on Private Beach / Waterfront

Outdoor spacesValueGrill

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 spacesValuePool

4.92 out of 5 average rating, 252 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

Outdoor spacesValueAmenities

4.96 out of 5 average rating, 113 reviews

A charming cottage exterior is framed by stacked logs in the foreground, showcasing a welcoming entrance with a unique wooden overhang. Above, a clear blue sky and tall trees enhance the natural setting, creating a serene atmosphere.

Home in Katrine

The Hilltop Hideout - Unwind In Style

ValueOutdoor spacesGrill

Cottage rentals with a kayak

4.99 out of 5 average rating, 162 reviews

Muskoka Lake Hideaway+ HOT TUB, Bonfires, 4-Season

ValueLocationTV

4.93 out of 5 average rating, 332 reviews

A cozy living area features a sleek Norwegian gas fireplace, modern furniture, and large windows allowing natural light to fill the space. A wood beam ceiling enhances the room's height, while a vibrant piece of artwork adds a pop of color to the wall.

Cottage in Baysville

Dock | Modern Muskoka Waterfront

Outdoor spacesLocationCondition

Cottage in Hailburton, ON

A spacious living and dining area is characterized by large, floor-to-ceiling windows that provide views of the surrounding trees and snow. Comfortable seating is arranged near a woodstove, enhancing the room's natural wooden accents and cozy ambiance.

Lakefront Haliburton | Sauna | Woodstove | 3BR

LocationValueAmenities

4.96 out of 5 average rating, 224 reviews

4.99 out of 5 average rating, 135 reviews

The cottage is perched high among trees, illuminated by warm lights at twilight. A waterfront deck is visible below, extending over Moore Lake, with soft reflections on the water. The moon casts a gentle glow over the serene landscape.

Cottage in Minden

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets

LocationOutdoor spacesDecor

4.93 out of 5 average rating, 161 reviews

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

Beautiful Waterfront Cottage on Kennisis Lake

LocationOutdoor spacesLaundry

4.86 out of 5 average rating, 118 reviews

Cottage in Lake of Bays

Muskoka Sand Beach Cottage 3BR & Sunsets

ValueLocationCondition

Superhost

4.94 out of 5 average rating, 103 reviews

[Goldenwood] Luxury 5 BR Winter Retreat, Fireplace

Outdoor spacesLocationKitchen

4.99 out of 5 average rating, 184 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 spacesLocationIndoor spaces

Cabin rentals with a kayak

5.0 out of 5 average rating, 289 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

LocationOutdoor spacesIndoor spaces

4.88 out of 5 average rating, 166 reviews

A wooden dock juts out over the calm water, featuring three red Muskoka chairs arranged for relaxation. Lush green trees and clear blue skies reflect on the lake's surface, creating a serene and inviting outdoor space. Potted plants add touches of greenery.

Cabin in Huntsville

Waterfront, Fire Pit, Kayaks, Close to Arrowhead

ValueOutdoor spacesCheck-in

4.99 out of 5 average rating, 138 reviews

A wooden dock extends into the lake, featuring three comfortable adirondack chairs facing the water. The cottage, surrounded by trees, glows warmly in the evening light, with a spacious deck and lush greenery enhancing the peaceful lakeside setting.

Cabin in Haliburton

LakeKabin: Lakefront, Sauna, HotTub, Arcade, Kayak

LocationOutdoor spacesCleanliness

4.96 out of 5 average rating, 108 reviews

An aerial view captures a serene cabin nestled in a lush forest by a calm body of water. A wooden dock extends into the lake, providing access to kayaks and a peaceful atmosphere. Surrounding greenery and misty skies enhance the tranquil setting.

Cabin in Emsdale

Monett Bay on Bay Lake

LocationValueAmenities

4.96 out of 5 average rating, 139 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

ValueLocationAmenities

4.99 out of 5 average rating, 177 reviews

A serene view of a calm lake reflecting vibrant autumn foliage from surrounding trees. A wooden dock extends into the water, with a canoe and a small boat visible at its edge. The sky is overcast, adding a soft light to the scene.

Cabin in Bancroft

Serenity Now | Private Waterfront Cabin

Outdoor spacesLocationWalkability

4.86 out of 5 average rating, 113 reviews

A comfortable seating area is highlighted by a tan leather couch adorned with textured pillows in red and black hues. A rustic wooden coffee table rests on a patterned rug, with framed photographs adorning the dark walls. Large windows provide a view of the outdoors.

Cabin in Harcourt

The Thunderbird Cabin

Outdoor spacesLocationCleanliness