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.

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

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

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

4.96 out of 5 average rating, 137 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!

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

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.

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

4.91 out of 5 average rating, 105 reviews

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"

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!

4.94 out of 5 average rating, 157 reviews

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.

Cottage in Baysville

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

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.

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! 🌲

4.86 out of 5 average rating, 220 reviews

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

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

4.97 out of 5 average rating, 149 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

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.

5.0 out of 5 average rating, 182 reviews

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

4.97 out of 5 average rating, 237 reviews

Treehouse in Huntsville

Magical TreeHouse I Hot Tub, Fireplace, Pets OK

4.84 out of 5 average rating, 102 reviews

Cabin in Huntsville

Waterfront A-frame Retreat with Sauna & Hot tub

5.0 out of 5 average rating, 137 reviews

Cabin in Sprucedale

Black Fox Cabin with Private Nordic Spa

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

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

Family- and pet-friendly home rentals

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

4.94 out of 5 average rating, 140 reviews

Dog friendly Muskoka. Fun from forest to river.

4.88 out of 5 average rating, 167 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

4.86 out of 5 average rating, 118 reviews

Cottage in Lake of Bays

Muskoka Sand Beach Cottage 3BR & Sunsets

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

4.95 out of 5 average rating, 276 reviews

4.96 out of 5 average rating, 137 reviews

Tiny home in Huntsville

Heron cabin; cozy cottage on the Oxtongue River

5.0 out of 5 average rating, 105 reviews

Cabin in Eagle Lake

Modern Cabin in the Woods + Sauna Retreat

4.93 out of 5 average rating, 247 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

Family-friendly home rentals with a pool

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

5.0 out of 5 average rating, 160 reviews

Chalet in Huntsville

Lake & Ski Side Muskoka Retreat Hidden Valley

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

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

4.98 out of 5 average rating, 126 reviews

Cottage in Sprucedale

Hot tub! Fall colours! Thanksgiving! Private!

4.97 out of 5 average rating, 313 reviews

Dome in MONT

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

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

Huntsville Lakeside Ski Chalet

4.86 out of 5 average rating, 140 reviews