Holiday rentals with a kayak in Ramara

4.92 out of 5 average rating, 172 reviews

Cottage in Brechin

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

4.87 out of 5 average rating, 110 reviews

A stone fire pit is surrounded by blue and gray chairs on a grassy area. A gazebo is located nearby on a wooden deck, with logs neatly stacked beside it. The waterfront offers expansive views of the lake, framed by trees.

Cottage in Brechin

3 Bedroom Waterfront Cottage Kawartha Lakes

A/C now! Only 1.5 hours outside the GTA. Come enjoy our family cottage year round. Massive waterfront deck. Your own personal 40 ft dock. Outdoor firepit. Large waterfront lot with lots of privacy! Casino Rama 20 minutes away. Visit Orillia (25 minute drive). Outstanding fishing all year long (Bass, Pike, Pickerel, Crappie and the occasional muskie). Golf in the summer and ice fish in the winter. B104 trail system for ATVS and sleds. Endless outdoor activities to enjoy. Breathtaking sunsets.

4.99 out of 5 average rating, 145 reviews

A cozy living area features two armchairs and a comfortable sofa, arranged around a central coffee table. Large windows allow natural light to illuminate the space, showcasing views of the surrounding woods. A television and a stylish lamp enhance the room's functionality.

Cottage in Washago

Relax at The Rock: Muskoka Waterfront Cottage

Enjoy fishing, swimming and paddling 22km of the green and black rivers. Paddleboat, canoe, 2 kayaks, and a SUP provided. Take the short 5 minute stroll into town for ice cream or fresh baked treats. Lay out on the elevated deck or in the screened in porch with a good book. End your evening at the riverfront firepit. Nearby day adventures include hiking, golfing, parks, beaches, breweries, casino rama, and downhill skiing at Mount St Louis Moonstone and Horseshoe Valley (30 minute drive).

4.99 out of 5 average rating, 172 reviews

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

Condo in Innisfil

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Home in Nestleton Station

4.99 out of 5 average rating, 144 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

4.99 out of 5 average rating, 139 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.

4.96 out of 5 average rating, 194 reviews

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.

Cottage in Haliburton

Highlands Lakefront | Sauna | Woodstove | 3BR

Lakefront, A-frame, 4 season cottage in the Haliburton Highlands with convenient access to Haliburton. Indoors ➤ Floor to ceiling windows (20ft+) ➤ 3BR - 1 King, 2 Queens ➤ Fireplace - wood provided ➤ Fully stocked kitchen ➤ Linens provided ➤ Reliable internet Outdoors ➤ Screened-in lake view porch ➤ Sauna seats 6 ➤ Bonfire pit - firewood provided ➤ Weber BBQ ➤ Great swimming & fishing from our 40ft dock Our pricing includes HST. 2.5 hrs from GTA on Long / Miskwabi Lake

5 out of 5 average rating, 213 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, 112 reviews

The living room features wooden walls and beams with ample natural light from a large window. A grand piano is positioned next to a cozy armchair, complemented by a clock above a stone fireplace. A colorful rug adds a touch of warmth to the space.

Cottage in Brechin

Cottage on Lake Simcoe Amazing lake Views

Lakefront 3-bedroom cottage on Lake Simcoe – perfect for families! . Please note You can see the lake from living room. Features a fully equipped kitchen and two 3-piece washrooms .Enjoy stunning lake views, BBQ, fishing, and crystal-clear shallow water safe for swimming (weather permitting). Apple picking in Fall and icing fishing in winter! Water access and beach area are shared with a few friendly neighbors. Fast starlink internet! Owner Allergic issue ,so please NO PET allowed.

4.95 out of 5 average rating, 111 reviews

A spacious cottage is set against a lush green backdrop, featuring a distinct barrel sauna nearby. A manicured lawn hosts a small putting green with flags, alongside several lounge chairs. The architecture blends modern and natural elements, creating an inviting outdoor environment.

Cottage in Washago

Waterfront Cottage sauna/golf/kayaks/beach/games

Welcome to Hally’s Cove Riverside Retreat! A fully loaded 4-season escape on the Trent Severn River! Dock your boat with shore power ⚓, lounge in the over-the-water hammock 🌅, relax in the panoramic sauna 🧖‍♀️, or play in the games room 🕹️ (ping pong, basketball, air hockey plus lots more). Enjoy the 4-hole putting green ⛳, 6 kayaks 🛶, lily pad and custom landscaped Muskoka rock fire pit 🔥. Summer Bonus - Mosquito-sprayed for extra comfort! IG to see more photos: @hallys_cove

4.78 out of 5 average rating, 202 reviews

A spacious outdoor area features a picnic table and fire pit, surrounded by lush green grass and trees. The serene view extends to the canal, with glimpses of nearby cottages, creating a peaceful setting ideal for outdoor relaxation.

Cabin in Severn Bridge

Moon River Place Unit 4A

A modest riverfront cottage with a full kitchen and bathroom, three bedrooms that sleeps six; 1 queen, 1 double and a bunk. 20 mins from Orillia, and 15 mins from Gravenhurst. Situated on a lively canal connecting Sparrow lake and lake Couchiching with private access. Perfect for families or small groups looking to enjoy some time away from the noise of the city. Please read the listing details, if you miss important information, please do not make a complaint about it later.

4.99 out of 5 average rating, 401 reviews

An inviting yurt entrance features a vibrant orange door, adorned with intricate designs. Soft, warm light glows from inside, illuminating the cozy sleeping area. Natural wooden steps lead up to the yurt, surrounded by mature trees and outdoor seating.

Yurt in Irondale

Tall Pines Nature Retreats ~ L’Orange

Reconnect with nature at Tall Pines Nature Retreats, where a luxurious hand-painted yurt with an indoor soaker tub offers comfort and calm in a forest sanctuary on a boutique horticultural farm. Stargaze by the fire, unwind beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.

Popular amenities for Ramara kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.92 out of 5 average rating, 25 reviews

The image captures a private lakeside setting during sunrise. Adirondack chairs surround a fire bowl on a circular stone area. A private dock extends into the calm lake, reflecting the soft hues of morning light. Lush greenery frames the scene, enhancing the tranquility.

Home in Kawartha Lakes

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

4.96 out of 5 average rating, 102 reviews

A spacious deck features a large table surrounded by chairs and an orange umbrella providing shade. The deck overlooks the lake, with green grass and trees in the background. Lounge chairs are positioned along the shoreline, inviting relaxation by the water.

Home in Little Britain

Cozy Lakeside Cottage on Lake Scugog

4.89 out of 5 average rating, 132 reviews

A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.

Home in Wasaga Beach

2min walk to the beach & 20 min drive to Blue Mnt

4.92 out of 5 average rating, 84 reviews

A spacious private room is visible, featuring a comfortable couch and a wooden coffee table on a soft area rug. A double bed is positioned along one wall, with natural light streaming in through patio doors that open to the outside deck.

Home in Washago

Waterfront Muskoka guest suite near Casino Rama

4.81 out of 5 average rating, 16 reviews

An outdoor firepit is surrounded by stone, with flames flickering invitingly. Adjacent, a wooden Adirondack chair faces a serene lake, reflecting warm sunset hues. A charming playhouse stands nearby, nestled among mature trees, creating a peaceful lakeside setting.

Home in Orillia

Couchiching Lake Retreat - Sauna! Near Downtown!

4.87 out of 5 average rating, 102 reviews

An outdoor fire pit is surrounded by several Adirondack chairs, set on a grassy area with trees in the background. The flickering flames from the fire pit create a cozy ambiance as dusk settles, ideal for evening gatherings.

Home in Bobcaygeon

Beautiful Quiet Escape to Bobcaygeon, Kawarthas

4.8 out of 5 average rating, 15 reviews

The cottage exterior is illuminated at dusk, showcasing its modern design. Large windows reveal the open-concept interior, while a spacious deck offers seating options. The surrounding landscape features a manicured lawn and trees in the background, enhancing the serene lakeside setting.

Home in Orillia

[Casa Luna]Chic Lakehouse| BBQ|HotTub|LakeViews

4.92 out of 5 average rating, 38 reviews

A charming home is nestled among greenery, featuring a wooden deck that welcomes guests. Vibrant flowers are placed near the entrance, and a large rock adds a natural element to the landscape. Lush trees provide shade, enhancing the serene outdoor setting.

Home in Washago

Paul’s Falls

Cottages with a kayak

4.94 out of 5 average rating, 306 reviews

A cedar log cottage is surrounded by lush greenery, featuring a spacious deck adorned with outdoor furniture. The cottage showcases large windows that invite natural light, while vibrant flower beds add a splash of colour to the inviting landscape.

Cottage in Kinmount

Secluded Cottage on a Private Lake

4.85 out of 5 average rating, 122 reviews

The exterior of the Lake House is surrounded by lush trees, with a wide wooden dock extending into the calm waters. A patio area features multiple red Muskoka chairs, inviting relaxation by the water's edge. Soft evening light hints at the cozy ambiance of the home.

Cottage in Orillia

FRIEND LAKE HOUSE

4.91 out of 5 average rating, 216 reviews

A circular seating area is formed by four yellow Adirondack chairs positioned around a stone fire pit. In the background, a sandy beach leads to a wooden dock extending into the calm waters of Balsam Lake, with additional seating visible at the end of the dock.

Cottage in Kirkfield

Balsam Lake fully renovated 4BR 2BA modern cottage

4.99 out of 5 average rating, 136 reviews

Cottage in Trent Lakes

Panoramic Lake Views Inside & Out, Cozy & Relaxing

4.84 out of 5 average rating, 240 reviews

Cottage in Innisfil

3BR on Lake Simcoe | Gorgeous Views 1hr From City

4.99 out of 5 average rating, 130 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

4.92 out of 5 average rating, 122 reviews

A snow-covered landscape features a view of a frozen lake surrounded by tall, snow-laden trees. A path leads through the white terrain, with a fire pit area marked by stones visible in the foreground. Sunlight casts a warm glow over the serene scene.

Cottage in Haliburton

Cozy "Brownie House" with a Million Dollar view

4.92 out of 5 average rating, 132 reviews

An expansive Muskoka room features a light wooden ceiling and large windows that allow for ample natural light. A dining table with several chairs is set alongside a cozy lounging area, which includes a sectional sofa and a coffee table. A gas grill is visible in the corner.

Cottage in Gravenhurst

A-Framed style on Muskoka Beach

Cabin rentals with a kayak

4.88 out of 5 average rating, 50 reviews

A serene waterfront view features a sandy beach area with calm waters, a wooden dock extending into the lake, and kayaks resting nearby. Lush greenery surrounds the cabin, enhancing the natural scenery and providing a peaceful setting for relaxation.

Cabin in Severn Bridge

Oak Cabin on Sparrow Lake

5 out of 5 average rating, 19 reviews

A modern boathouse features a gray exterior with large windows and a wooden deck leading to the entrance. A concrete walkway approaches the water, where a long dock provides access for swimming. Two Adirondack chairs are positioned nearby on the water's edge.

Cabin in Kirkfield

Newly Renovated boathouse on Balsalm Lake

4.92 out of 5 average rating, 65 reviews

A stylish living area features a tufted gray sofa adorned with decorative pillows. A round marble-top coffee table is centered on a textured rug. Recessed lighting illuminates the space, highlighting the dark wood ceiling and modern chandelier, while a mirror reflects the room's design.

Cabin in Norland

Vintage Hollywood Cabin: Hot Tub/ BBQ/Sauna/ Beach

5 out of 5 average rating, 25 reviews

A cozy cottage is set among the trees, accessed by a gravel pathway. In front, four red Adirondack chairs are arranged around a fire pit, providing a welcoming gathering space. The cottage features large windows and a small porch with steps leading up to it.

Cabin in Sebright

90 Min to GTA Waterfront Cottage in Kawartha Lakes

4.82 out of 5 average rating, 636 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

4.93 out of 5 average rating, 112 reviews

A modern cabin exterior is shown, featuring dark siding and a spacious wooden deck overlooking the lake. Outdoor seating is arranged on the deck, surrounded by lush greenery. The tranquil waters of Sandy Lake are visible just beyond the cabin's edge.

Cabin in Buckhorn

The Beautiful Sandy Lake Cabin (as seen on HGTV)

4.98 out of 5 average rating, 57 reviews

A wooden dock extends over the calm water, featuring two red Adirondack chairs positioned to enjoy the serene landscape. Autumn foliage surrounds the bank, reflecting vibrant colors in the tranquil river, while scattered leaves adorn the dock's surface.

Cabin in Bracebridge

Misty River Cabin Private Waterfront Pet-Friendly!