Family-friendly holiday rentals in Lake of Bays

4.95 out of 5 average rating, 130 reviews

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

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.

FamilyIndoor spacesBeach

4.99 out of 5 average rating, 190 reviews

A spacious dining area is highlighted by a long table surrounded by dark chairs. Overhead, various pendant lights provide soft illumination. A modern staircase is visible in the background, and a cozy seating area with a fireplace is located to the right, creating an inviting atmosphere.

Chalet in Huntsville

Ski & Golf Retreat• Home Cinema• HotTub SpaBoy

Stunning Retreat for Families & Mature Couples. facing the Deerhurst Golf Course, only 2km from Hidden Valley Ski & Snowboard Area. Surrounded by biking/walking/snowshoe trails, ski slopes, golf courses, Arrowhead & Algonquin Parks, for all year-round activities. Designer's top of the line amenities, 9-person 63 jets holistic hot tub, 135” projection screen movie theatre, private sandy area facing the golf course pond (no access to water). Rain or shine, the perfect escape!Maximum 8 adults+kids

FamilyIndoor spacesLaundry

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.

4.98 out of 5 average rating, 167 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

KitchenIndoor spacesQuiet

4.99 out of 5 average rating, 145 reviews

A large lakeside deck is visible with colorful seating and umbrellas, offering a vibrant outdoor space. The cottage, surrounded by trees, features multiple windows and a porch. The calm, clear waters of the lake reflect the lush greenery, creating a serene and inviting setting.

Cottage in Dwight

Watersedge Lakehouse

Year-round Hot Tub! Watersedge Lakehouse sits a mere 15 feet back from the clear waters of Lake of Bays! Choice of 8 beds!Huge dock! Snowmobile (trail goes thru our Bay)& Boat rentals closeby (Lake of Bays Marina).We are close to Dwight,Dorset, Huntsville.There are snowshoe, X country ski trails 2 km away; Horse-drawn Sleigh rides,ice skating trail and tubing(Arrowhead Provincial Park);Algonquin Park hiking (Gate15min); Deerhurst Resort with rock climbing wall,many other Huntsville activities

KitchenFamilyLayout

4.96 out of 5 average rating, 138 reviews

Home in Huntsville

Luxury Muskoka Retreat Hot Tub Firepit • Sleeps 10

Wake up surrounded by towering pines and fresh Muskoka air at Mystic Woods Muskoka, a luxury 5-bedroom chalet in Huntsville, Ontario, Canada. Spend your days paddleboarding on Fairy Lake, golfing nearby championship courses, hiking Arrowhead Provincial Park, or exploring Algonquin before returning home to soak in your private 8-person hot tub beneath the stars. Perfect for families, couples, groups, retreats, and digital nomads seeking the ultimate Muskoka escape. ✨ Book your stay today!

KitchenIndoor spacesCheck-in

5.0 out of 5 average rating, 290 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.

Indoor spacesFamilyComfort

4.99 out of 5 average rating, 147 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!

KitchenIndoor spacesParking

An indoor heated pool is featured, surrounded by wooden paneling and large windows that provide natural light. A comfortable seating area is positioned nearby, along with exercise equipment visible in the background. The clean water reflects the light, enhancing the serene ambiance.

4.94 out of 5 average rating, 157 reviews

Muskoka Forest Chalet with a Private Indoor Pool

Welcome to the beautiful Muskoka Forest Chalet. Equipped with a private indoor pool, wood burning fireplace, home gym, fully stocked kitchen, theatre room, new modern furnishings and much more. Escape the city life with a one-of-a-kind recently upgraded cottage. Whether you are coming with family or friends, our cottage provides a fun and relaxing experience for every guest. Enjoy activities nearby including ice fishing, hiking, snowmobile trails or shopping and dining

KitchenIndoor spacesSleep quality

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!

Indoor spacesKitchenSleep quality

4.97 out of 5 average rating, 265 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.

Indoor spacesFamilyWi-Fi

Superhost

Home in Dysart et al

Kennisis Lake Getaway | Lakefront & 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! 🌲

KitchenFamilyTV

4.86 out of 5 average rating, 221 reviews

4.96 out of 5 average rating, 332 reviews

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

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.

KitchenIndoor spacesLayout

Popular amenities for Lake of Bays family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

FamilyIndoor spacesEV charging

4.97 out of 5 average rating, 238 reviews

Treehouse in Huntsville

Magical TreeHouse I Hot Tub, Fireplace, Pets OK

KitchenIndoor spacesValue

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.

4.93 out of 5 average rating, 333 reviews

Dock | Modern Muskoka Waterfront

Indoor spacesFamilyCleanliness

4.84 out of 5 average rating, 103 reviews

Cabin in Huntsville

Waterfront A-frame Retreat with Sauna & Hot tub

KitchenFamilyLaundry

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

FamilyIndoor spacesCondition

Home in Algonquin Highlands

Stunning Lakefront Retreat: Sauna, Hot Tub, EV Chg

FamilyKitchenBackyard

4.91 out of 5 average rating, 257 reviews

Cottage in Highlands East

An aerial view of the cottage nestled among tall green trees along the shoreline, with a private dock extending into the calm lake. A single kayak is visible on the water, highlighting the serene natural surroundings.

Lake Cabin: Private, 6BR, HotTub, Sauna, GameRoom

Indoor spacesFamilyCheckout

4.97 out of 5 average rating, 229 reviews

5.0 out of 5 average rating, 138 reviews

Cabin in Sprucedale

Black Fox Cabin with Private Nordic Spa

Indoor spacesKitchenLocation

Family- and pet-friendly home rentals

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.

4.93 out of 5 average rating, 111 reviews

Designer Waterfront Retreat l Dock Kayaks Firepit

Indoor spacesKitchenNearby

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

FamilyIndoor spacesHospitality

4.91 out of 5 average rating, 105 reviews

4.79 out of 5 average rating, 115 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

KitchenFamilyHospitality

4.94 out of 5 average rating, 140 reviews

Dog friendly Muskoka. Fun from forest to river.

KitchenFamilyAmenities

4.96 out of 5 average rating, 139 reviews

Tiny home in Huntsville

Heron cabin; cozy cottage on the Oxtongue River

Indoor spacesFamilyDecor

5.0 out of 5 average rating, 105 reviews

Cabin in Eagle Lake

Modern Cabin in the Woods + Sauna Retreat

FamilyKitchenOutdoor spaces

Luxe

A welcoming living space features a warm wooden ceiling and large glass windows, inviting natural light. A modern fireplace offers warmth, while sleek furniture, including a leather sofa and wooden chairs, creates a cozy atmosphere. A circular coffee table is placed at the center.

Home in Kawartha Lakes

nortehaus - Nordic and Japanese inspired escape

KitchenFamilyCleanliness

4.95 out of 5 average rating, 276 reviews

4.96 out of 5 average rating, 111 reviews

A cottage exterior is illuminated by warm string lights at dusk. The structure features a peaked roof and large windows, showcasing a welcoming glow from within. A spacious deck with seating overlooks a grassy area, creating an inviting space for relaxation.

Cottage in Dysart et al

Cheerful 3 bedroom cottage with fireplace.

KitchenIndoor spacesValue

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 161 reviews

Chalet in Huntsville

Lake & Ski Side Muskoka Retreat Hidden Valley

KitchenFamilyWalkability

4.96 out of 5 average rating, 182 reviews

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.

Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

FamilyKitchenOutdoor spaces

4.98 out of 5 average rating, 161 reviews

An aerial view captures the charming cottage nestled among lush greenery. The property is surrounded by trees, with a glimpse of the clear water lake visible in the background, creating a tranquil natural setting.

Cottage in Tory Hill

Highland Bliss Gorgeous Lakefront Cottage& Hot Tub

Indoor spacesKitchenAccuracy

4.97 out of 5 average rating, 315 reviews

Dome in MONT

Natural Spa: Dome, pool, hot tub, sauna & trails

KitchenIndoor spacesBarbecue

4.98 out of 5 average rating, 158 reviews

A spacious sitting area features a dark sectional sofa and a black armchair, complemented by a rustic wooden coffee table. Large windows provide generous natural light and a view of the lake and surrounding trees. A door leads to the balcony for outdoor relaxation.

Townhouse in Huntsville

Lakehill Haven in Hidden Valley Slope and Lakeside

KitchenFamilyBathroom

4.95 out of 5 average rating, 127 reviews

Cottage in Sprucedale

Hot tub! Fall colours! Thanksgiving! Private!

KitchenFamilyBathroom

The exterior of the rustic cottage showcases a blend of wood siding and large windows, surrounded by lush greenery and colorful flower beds. A spacious gravel driveway leads to the entrance, which features a red door and modern garage. Natural light highlights the inviting façade.