Family-friendly holiday rentals in Lake of Bays

4.95 out of 5 average rating, 128 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.

FamilyKitchenCleanliness

4.99 out of 5 average rating, 188 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

KitchenIndoor spacesView

4.97 out of 5 average rating, 181 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

KitchenIndoor spacesQuiet

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, 163 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

FamilyIndoor spacesPets

4.96 out of 5 average rating, 136 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!

FamilyIndoor spacesCleanliness

4.97 out of 5 average rating, 105 reviews

A tranquil lake scene features a sandy beach leading to calm waters, reflecting the hues of sunset. A wooden dock extends into the water, while a large floating mat is anchored nearby. Lush greenery outlines the peaceful shoreline, enhancing the serene atmosphere.

Cottage in Kearney

Tranquil, 10 Acre Private, Waterfront, Getaway!

Spectacular 3,200 sq ft all season cottage with something for the entire family. The cottage is located at the end of private road in the town of Kearney, “Ontario’s Biggest Little Town.” Over 700 feet of private waterfront with a sandy beach for children, a dock for fishing, kayak or canoe around peaceful Fisher lake, spend time inside in our game room or relax in our barrel sauna. Our cottage is a great option for family reunions, corporate events or vacations with friends & family!

Indoor spacesKitchenBathroom

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.

4.91 out of 5 average rating, 101 reviews

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

FamilyKitchenLaundry

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, 122 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"

Indoor spacesKitchenValue

4.99 out of 5 average rating, 143 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!

FamilyKitchenBathroom

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, 236 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!

KitchenFamilyPets

4.97 out of 5 average rating, 263 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.

FamilyIndoor spacesPets

4.88 out of 5 average rating, 217 reviews

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! 🌲

FamilyKitchenPool

Popular amenities for Lake of Bays family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 144 reviews

A modern cabin is nestled among tall trees, showcasing large floor-to-ceiling windows that invite natural light. A spacious covered porch, framed by lush greenery, features outdoor seating. The grassy area surrounding the cabin adds to the serene atmosphere of the wooded retreat.

Home in Eagle Lake

HyggeHaus—sleek snuggly secluded apres-ski cabin

FamilyIndoor spacesWalkability

A modern bungalow is framed by trees under a vibrant sunset sky. Outdoor seating, including Muskoka chairs, surrounds a firepit, while a putting green is positioned in the foreground, featuring multiple holes for practice.

5.0 out of 5 average rating, 179 reviews

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

KitchenIndoor spacesLocation

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

KitchenFamilyCleanliness

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, 153 reviews

Muskoka Forest Chalet with a Private Indoor Pool

Indoor spacesFamilyDecor

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, 330 reviews

Dock | Modern Muskoka Waterfront

FamilyIndoor spacesDecor

5.0 out of 5 average rating, 134 reviews

Cabin in Sprucedale

Black Fox Cabin with Private Nordic Spa

FamilyIndoor spacesWi-Fi

4.99 out of 5 average rating, 159 reviews

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

Indoor spacesKitchenHospitality

4.96 out of 5 average rating, 114 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

FamilyKitchenHot tub

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 138 reviews

Dog friendly Muskoka. Fun from forest to river.

KitchenFamilyOutdoor spaces

4.93 out of 5 average rating, 243 reviews

A serene lake view is presented from the shore, featuring a wooden dock extending over calm waters. Two boats are anchored nearby, while the surrounding trees offer shade. Sunlight reflects on the water's surface, creating a shimmering effect across the lake.

Cottage in Bracebridge

Charming cottage on Lake Muskoka

FamilyKitchenParks

4.85 out of 5 average rating, 113 reviews

Cottage in Lake of Bays

Muskoka Sand Beach Cottage 3BR & Sunsets

KitchenIndoor spacesBeach

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, 110 reviews

Designer Waterfront Retreat l Dock Kayaks Firepit

Indoor spacesKitchenTV

4.96 out of 5 average rating, 106 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

KitchenIndoor spacesOutdoor spaces

4.79 out of 5 average rating, 112 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

KitchenFamilyHeating

4.96 out of 5 average rating, 177 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

FamilyKitchenHospitality

A spacious outdoor fire pit area features black Adirondack chairs arranged around a central fire pit, with flames flickering gently. The modern two-story building is visible in the background, adorned with large windows that reflect the warm evening sky filled with hues of orange and purple.

4.98 out of 5 average rating, 61 reviews

The Algonquin Lakehouse w Hot Tub, Games, Fire Pit

KitchenIndoor spacesCleanliness

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 178 reviews

A serene balcony overlooks a sparkling lake, surrounded by lush greenery and distant rolling hills. A single adirondack chair is positioned on the wooden deck, inviting relaxation and enjoyment of the peaceful view.

Condo in Huntsville

Your Home Away from Home in Beautiful Huntsville!

Indoor spacesFamilyCheckout

5.0 out of 5 average rating, 159 reviews

Chalet in Huntsville

Lake & Ski Side Muskoka Retreat Hidden Valley

KitchenIndoor spacesHot tub

4.98 out of 5 average rating, 158 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

KitchenIndoor spacesLocation

Superhost

A bright living area features a comfortable gray sectional sofa with yellow accent pillows. A round coffee table sits in front, while large windows allow natural light to fill the space. A ceiling fan hangs overhead, and a piece of wall art adds a touch of color.

Condo in Huntsville

4.86 out of 5 average rating, 137 reviews

Huntsville Lakeside Ski Chalet

Indoor spacesKitchenParks

4.97 out of 5 average rating, 308 reviews

Dome in MONT

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

KitchenFamilyLayout

4.98 out of 5 average rating, 125 reviews

Cottage in Sprucedale

Hot tub! Fall colours! Rare Sum wknd available

FamilyIndoor spacesTV

4.88 out of 5 average rating, 200 reviews

Two red Adirondack chairs are positioned on a grassy area, facing a calm lake. A sandy beach and dock are visible in the background, with trees lining the shore. The scene is bathed in natural light under a clear blue sky.

Townhouse in Huntsville

Truly Amazing Muskoka Chalet - Beach & Ski hill

Indoor spacesKitchenCheck-in