Holiday rentals with outdoor seating in Ramara

4.85 out of 5 average rating, 287 reviews

A spacious living area features a comfortable brown sofa positioned near a glass coffee table. Natural light pours in through large windows with blinds, illuminating a dining area with seating for four. A modern kitchen is visible in the background, equipped with sleek appliances.

Guest suite in Moonstone

RELAX @ our HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

5 out of 5 average rating, 225 reviews

A cozy cottage displays vibrant blue siding with a cheerful yellow door. Two yellow chairs are positioned on the welcoming front porch, surrounded by a blanket of fresh snow. Trees provide a natural backdrop, while clouds float gently in the sky above.

Tiny home in Waubaushene

Saltbox by the Bay | Snowshoes/Ski/Snowboard/Vetta

DECEMBER AVAILS + Snowshoes + Skiing Welcome to Saltbox by the Bay, your 4-season escape. Perfect for couples, a small family/friends getaway or solo retreat. This vintage cottage is upcycled with luxe amenities. Made for slow living, play boardgames & classic albums & watch sunsets over the bay. Explore winter in cottage country: borrow our snowshoes for a trek, visit Quayle's Brewery, pamper yourself at Vetta Nordic Spa, ski/snowboard Mount St. Louis or head into town for dinner & bowling.

4.87 out of 5 average rating, 112 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, 151 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).

4.98 out of 5 average rating, 192 reviews

An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.

Home in Gravenhurst

Woodland Muskoka Tiny House

Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

5 out of 5 average rating, 232 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.

4.87 out of 5 average rating, 361 reviews

The exterior of the log cabin is showcased during twilight, highlighting a modern hot tub on a gravel patio. Warm lighting illuminates the structure, revealing the rustic wood texture and natural surroundings, creating a serene outdoor space perfect for relaxation.

Cabin in Reaboro

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

4.92 out of 5 average rating, 117 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.

4.99 out of 5 average rating, 415 reviews

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.

4.96 out of 5 average rating, 136 reviews

A relaxing outdoor space features a circular fire pit surrounded by four red Adirondack chairs. A stack of firewood sits nearby. Behind the seating area, a glimmering glass geodesic dome is surrounded by lush greenery and open sky.

Dome in Zephyr

Glass Dome - Sleep Under The Stars- Free Sundays

Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

4.92 out of 5 average rating, 268 reviews

The cozy living room features wooden walls and a gas stove. Natural light streams through large windows, illuminating a comfortable white sofa and a wooden coffee table. A textured rug lies beneath, complementing a minimalist aesthetic with a few decorative elements.

Cabin in Washago

Black River Haus - Scandi Riverfront Cabin Muskoka

Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandi-inspired renovated 1970s cabin offering 3 beds + 1 bath and 140 ft riverfront near Muskoka, Ontario (20 min to Gravenhurst & Orillia). The cabin has been renovated and designed with the surrounding nature in mind, featuring a rustic living room & fireplace, fully-equipped kitchen and an outdoor patio & firepit. The Black River is 30 km long and is perfect for kayaking, canoeing and exploring.

Cabin in Dysart and Others

An A-frame cabin is shown nestled in a snowy forest, featuring large windows that illuminate the interior. Wooden chairs are arranged in front of the cabin, resting atop the snow. The surrounding trees create a serene and tranquil setting.

5 out of 5 average rating, 113 reviews

Brand New A-Frame in Haliburton

Embrace the quiet of the woods and the charm of an A-frame cabin. Turn off the outside world and enjoy the beauty every season has to offer in this cozy cabin. Spend your days exploring trails winding through 50 acres of private woodland and your nights cozied up around an outdoor fire. Close to local shops and restaurants in Haliburton Village (10 min drive). Ideal for a couple retreat or a family escape. STR-24-00027

Popular amenities for outdoor seating rentals in Ramara

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.98 out of 5 average rating, 121 reviews

The exterior of the A-frame home is showcased, featuring a striking black facade and tall triangular roof. Large windows illuminate the interior, and a spacious wooden deck extends across the front, surrounded by lush greenery that encapsulates the natural setting.

Home in Georgian Bay

A-Frame in the Woods of GeorgianBay, Muskoka

4.95 out of 5 average rating, 107 reviews

A spacious backyard features a fire pit surrounded by four adirondack chairs. The cottage showcases large windows and a deck with outdoor dining furniture and an umbrella. Two kayaks are stored nearby, adding to the lakefront atmosphere.

Home in Little Britain

Cozy Lakeside Cottage on Lake Scugog

4.96 out of 5 average rating, 213 reviews

Home in Penetanguishene

Tiny House in Penetanguishene

4.92 out of 5 average rating, 131 reviews

A modern living area features a comfortable sectional sofa and a sleek coffee table, with a fireplace and TV mounted on the wall. A spacious bedroom showcases a king-sized bed and contemporary decor. A private indoor sauna adds a unique wellness element to the condo.

Home in Innisfil

Sauna*King Bed*Fireplace*SmartTV

4.94 out of 5 average rating, 108 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

Muskoka River Cabin

4.95 out of 5 average rating, 252 reviews

The kitchen features dark wooden cabinetry and a spacious island with seating. A full range of stainless steel appliances are visible, including a refrigerator and stove. Ambient lighting from pendant fixtures enhances the open layout, which combines dining and kitchen areas beneath a vaulted wooden ceiling.

Home in Port McNicoll

Spectacular Waterfront 3 Bedroom Home!

4.94 out of 5 average rating, 139 reviews

Home in Gravenhurst

Sawdust city haus

4.88 out of 5 average rating, 136 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

Apartment rentals with outdoor seating

4.99 out of 5 average rating, 198 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Flat in Newmarket

The Hilton BnB Adult Luxury Suite

4.9 out of 5 average rating, 121 reviews

A modern kitchen features natural wood cabinetry and a large marble countertop island with seating. Stainless steel appliances, including an electric stove and refrigerator, are visible. The space is well-lit with recessed lighting, and decorative plants add a touch of warmth.

Flat in Midland

Loft By The Bay

4.94 out of 5 average rating, 106 reviews

A modern living area features a comfortable gray sofa with decorative pillows, positioned near a glass-top coffee table on an ornate area rug. A wall-mounted TV is visible, along with a framed certificate and wall decor, enhancing the cozy ambiance.

Flat in Bracebridge

Muskoka Get Away-Romance & Adventure Awaits !!!

4.98 out of 5 average rating, 400 reviews

A hot tub is positioned on a wooden deck, surrounded by natural greenery. Nearby, a fire pit emits a warm glow, creating a cozy atmosphere. Soft outdoor lighting complements the setting, with views of the landscape visible in the background.

Flat in Bracebridge

The Muskoka River Chalet - The King's Den

4.86 out of 5 average rating, 117 reviews

A modern living area features a gray sectional sofa adorned with yellow cushions. A light wood coffee table is positioned in front. The kitchen bar area with high stools is visible, complemented by sleek cabinetry. Large glass doors provide access to the outdoor patio.

Flat in Innisfil

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath

4.83 out of 5 average rating, 103 reviews

The spacious living area features a comfortable couch and an additional patterned armchair. Two side tables with lamps are present, providing soft lighting. Large windows with sheer curtains allow natural light to fill the room, while a flat-screen TV is mounted on the wall.

Flat in Shanty Bay

Spacious Hideaway in Nature

4.9 out of 5 average rating, 114 reviews

A modern living space features a comfortable couch positioned in front of a wall-mounted television. A dining area with sleek white chairs is visible, along with a cozy bed beyond a sliding door. Natural light is softly illuminated by recessed lighting.

Flat in Barrie

The Chieftain Suite

4.94 out of 5 average rating, 131 reviews

A modern living space features large windows that provide ample natural light, showcasing a view of the outdoors. A round dining table is surrounded by four chairs, and a cozy seating area includes a sofa and accent pillows. Decorative wall art adds character to the room.

Flat in Innisfil

All-Season 2BR Escape at Friday Harbour Resort

Apartment rentals with outdoor seating

4.94 out of 5 average rating, 149 reviews

A modern living area is showcased, featuring a spacious lounge with a stylish sectional couch, accent chairs, and a flat-screen TV. A dining table with white chairs is positioned alongside a sleek kitchen island, illuminated by pendant lights, with natural light coming through large windows.

Apartment in Barrie

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

A modern living area features a light-colored sofa adorned with decorative pillows, positioned next to a wooden coffee table. A striped area rug lies beneath, while a kitchen island with bar stools and stainless steel appliances is visible in the background.

4.97 out of 5 average rating, 102 reviews

Cozy Stays – Your Fall Getaway at Friday Harbour

4.88 out of 5 average rating, 279 reviews

Aerial view of a charming multi-unit building surrounded by lush greenery. The structure features a combination of yellow and white exteriors, with distinct architectural details. A paved parking area is visible in the foreground, providing ample space for vehicles.

Apartment in Oro

Spacious 1-br w jacuzzi at Horseshoe Valley

An aerial view captures Friday Harbour Resort, highlighting its serene waterways and lush green landscapes. The sprawling development showcases a variety of buildings alongside the water, with a beach club pool visible in the foreground. The scene is framed by trees and the horizon over Lake Simcoe.

4.86 out of 5 average rating, 237 reviews

2BR Getaway at Friday Harbour All Season Resort

A cozy bedroom features a spacious bed with light-colored linens and two decorative pillows. Nightstands with lamps are positioned on either side, providing soft illumination. A framed artwork hangs on the wall above the bed, and large windows allow natural light to fill the space.

4.89 out of 5 average rating, 225 reviews

Beautifully Furnished New Condo at Friday Harbour

The living room features a comfortable sofa adorned with decorative pillows. A Smart TV is positioned on the wall opposite a glass dining table set for four. Natural light floods the space through large glass doors, offering views of the private patio.

4.91 out of 5 average rating, 153 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

A bright living area is showcased with a red sofa and a glass coffee table positioned on a patterned rug. Large glass doors open to a balcony. A colorful wall art piece features a scenic landscape, adding a vibrant touch to the space.

4.94 out of 5 average rating, 132 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

A modern living area is presented, featuring a pull-out couch draped with a light gray blanket. A glass-top coffee table is centered on a striped rug. Adjacent, a sleek entertainment unit is visible with a large television. Natural light is filtered through sheer curtains.