House holiday rentals in Keswick

The living room features two spacious sofas adorned with soft throw pillows, complemented by glass coffee tables. A large piece of abstract artwork hangs above, while natural light filters through the large windows, enhancing the bright ambiance of the space.

4.9 out of 5 average rating, 109 reviews

Cozy main floor apartment with backyard in Barrie

Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

4.92 out of 5 average rating, 112 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

WELCOME TO OUR COZY ALL SEASONS COTTAGE! This private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathroom, large bright sunroom with sleeper sectional. Large newly renovated deck. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

4.91 out of 5 average rating, 150 reviews

A spacious living area features a comfortable sofa and a television on an entertainment unit. A dining table with chairs is positioned nearby. Large glass doors open to a fenced outdoor space with patio furniture, enhancing the bright and airy atmosphere.

Home in Orillia

Orillia TwnHse Oasis w King Bed

Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

4.98 out of 5 average rating, 396 reviews

A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.

Home in Vaughan

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

4.85 out of 5 average rating, 121 reviews

A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.

Home in Pickering

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

4.99 out of 5 average rating, 204 reviews

A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.

Home in Toronto

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

4.81 out of 5 average rating, 293 reviews

A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.

Home in Orillia

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

4.97 out of 5 average rating, 140 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

4.94 out of 5 average rating, 235 reviews

A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.

Home in Port Perry

Home away from home with a hot tub and pool

This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

A modern living area is highlighted by a comfortable blue sofa and a matching armchair. A round coffee table sits in the center, with a decorative plant nearby. Natural light streams through large windows, enhancing the spacious feel of the room.

4.94 out of 5 average rating, 108 reviews

Luxury Home Mins to Lake & Beach

Welcome to Your Modern Retreat minutes away from the Lake and Beach! Experience comfort and style in our newly built, beautifully furnished 3-bedroom house, perfect for families, groups, or business travellers. Located in the heart of Barrie, our home offers a serene escape with all the amenities you need for a memorable stay. 50 m to nearest bus stop 1.5 km to grocery stores and Bayfield Mall 3 km to Downtown 4 km to Centennial Beach and Park 6 km to Johnson's Beach

Superhost

A spacious wooden deck features a glass-top dining table surrounded by six chairs, set under a pergola. A gas barbecue is positioned nearby, with views of the lush greenery beyond the deck.

4.83 out of 5 average rating, 148 reviews

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

If you are looking to get away for fun with friends or family, Shopping, or planning a Ski trip, this house is exactly the spot for your Barrie trip! Perfect for a family vacay, ski trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

4.91 out of 5 average rating, 119 reviews

A stylish living area is highlighted by a comfortable gray sofa adorned with blue pillows. A flat-screen TV is mounted on the wall, facing a dark coffee table. Two blue armchairs add a pop of color, while soft curtains frame the window, allowing natural light to illuminate the space.

Home in Vaughan

Bright Cozy Guest Suit in Maple

Kick back and relax in this calm, stylish space. Clean and Bright studio apartment on ground level of detached home ( walk out basement).Close to Hwy 400, Wonderland, Longos, Vaughn Mill, Cortelluci Vaughan Hospital, restaurants within 5 min drive. Located in Maple ( Vaughan) ON. -20 min to the Toronto Pearson Airport -40 min from Downtown Toronto -5 min from Maple Go Train -10 min To Public Library, Recreation Centre, Goodlife Fitness and more

Popular amenities for house rentals in Keswick

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 40 reviews

A serene backyard view showcases a well-maintained lawn bordered by diverse greenery and a calm river. Several seating areas, including white chairs and a shaded gazebo, provide relaxation spots. A swimming pool is visible, reflecting the clear blue sky above, creating a peaceful outdoor setting.

Home in Holland Landing

Private river access with pool, canoes, kayak

4.85 out of 5 average rating, 110 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

4.91 out of 5 average rating, 124 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.88 out of 5 average rating, 32 reviews

A cozy living room area is depicted, featuring a light blue sofa adorned with decorative pillows. A wooden coffee table showcases a decorative tray and green candles. Lively plants are placed on surrounding shelves, and large windows provide natural light, offering a view of the outdoors.

Home in Newmarket

Cozy Heated Pool House in Newmarket

4.9 out of 5 average rating, 102 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Rouge

Ravine Paradise ! heated pool and hot tub!

4.86 out of 5 average rating, 65 reviews

An indoor heated pool area is featured, enclosed with high ceilings and large windows. Comfortable seating is arranged nearby, with a minimalist coffee table in the center. A garage-style door allows for an open transition to the outdoors, enhancing the spacious feel of the room.

Home in Beaverton

Luxury Family Home Indoor Pool Hot Tub Lake Access

Superhost

A modern kitchen area is presented with sleek white cabinetry and black appliances, complemented by a textured backsplash. A dining table with two black chairs sits invitingly, while greenery is introduced by a potted plant in the corner, enhancing the clean and contemporary design.

Home in Scarborough

4.94 out of 5 average rating, 124 reviews

Modern Custom Built Walkout to Marble Pool Game RM

4.89 out of 5 average rating, 95 reviews

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in Don Mills

Casa Meya – Toronto Poolhouse Villa

Weekly house rentals

5 out of 5 average rating, 6 reviews

Home in Sharon

Cottage vibes in Sharon’s Heart. A Spot to Relax!

4.94 out of 5 average rating, 33 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

4.91 out of 5 average rating, 64 reviews

A spacious bedroom is equipped with a double bed featuring a patterned quilt and decorative pillows in yellow and floral designs. Soft lighting is provided by two pendant lamps above the bed. Nightstands are positioned on either side, with a small plant and clock on one side.

Home in Bradford

BRAND NEW Guest 1 bedroom Retreat

4.98 out of 5 average rating, 49 reviews

A charming porch is framed by tall white columns, featuring decorative brackets. Lush hanging ferns add greenery to the space. Two benches are positioned along the porch, located on a blue-painted wooden floor, inviting relaxation in the sun.

Home in Uxbridge

The Uxbridge Inn

4.79 out of 5 average rating, 57 reviews

A charming brick house is surrounded by well-maintained gardens and lush green grass. The exterior features a inviting walkway and multiple windows. Mature trees provide shade, contributing to a serene outdoor environment. A small shed and fence are visible in the background.

Home in Gilford

Sunrise Villa on the Lake

4.96 out of 5 average rating, 85 reviews

A spacious dining area features a large wooden table surrounded by black chairs. A clock with a white face is mounted on the wall, and natural light fills the room through large windows. A view into the living area is visible in the background.

Home in Bond Head

3BR Spacious Home - KING BED

4.98 out of 5 average rating, 60 reviews

A spacious living area is presented with comfortable seating arrangements and modern decor. A pool table is positioned in the background, while large windows allow natural light to fill the space. A fireplace serves as a focal point, enhancing the welcoming environment of the room.

Home in Georgina

PoolTable 8MinsToLake PingPong Foosball King Beds

4.94 out of 5 average rating, 47 reviews

A well-equipped gym area is presented, featuring a variety of weightlifting equipment, including free weights and a multi-functional weight rack. A large flat-screen TV is mounted on the wall, and a cozy fireplace is visible, enhancing the space's warmth and functionality. Natural light streams through large windows.

Home in Newmarket

Basement apartment with fully loaded gym!

Private house rentals

5 out of 5 average rating, 23 reviews

A circular stone firepit is nestled within a patio area, surrounded by lush greenery. Rolling hills and dense trees create a serene natural backdrop, while an expansive lawn extends towards the horizon under a cloudy sky.

Home in Thornton

Scenic Retreat in Essa's 7 Acres of Natural Beauty

4.92 out of 5 average rating, 24 reviews

A serene lakeside view features a wooden dock extending into the water, with a pedal boat tied up. Adjoining the dock, a gathering of ducks floats near the shore, where red adirondack chairs are positioned in a grassy area, accented by potted flowers.

Home in Gilford

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

Superhost

Home in Newmarket

4.81 out of 5 average rating, 42 reviews

Freshly Renovated 1 bedroom | Cozy & Convenient

4.84 out of 5 average rating, 25 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!

5 out of 5 average rating, 31 reviews

Entire Luxury Townhouse | Barrie Hideaway

An open concept living space features a stylish kitchen island with bar seating, surrounded by tall windows allowing natural light. A dining area with a wooden table and colorful chairs is positioned adjacent to a cozy seating area, enhanced by decorative plants and artwork.

4.89 out of 5 average rating, 56 reviews

Stylish & Renovated 3bdr home in Barrie

5 out of 5 average rating, 40 reviews

An open-concept living area features a cozy grey sofa with a textured throw blanket. A stylish rug sits beneath, complementing hardwood flooring. The modern kitchen is visible in the background, equipped with stainless steel appliances and a dining table with chairs near large sliding doors leading to the patio.

Home in Innisfil

Simcoe Retreat