House vacation rentals in Keswick, Georgina

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Top-rated house rentals in Keswick, Georgina

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

4.88 out of 5 average rating, 105 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

Guest favorite

A spacious living area features large windows allowing natural light to fill the space. A red sofa is positioned next to a coffee table, and a small dining table with white chairs is visible. The hardwood floor is complemented by a patterned rug.

Home in Aurora

4.89 out of 5 average rating, 127 reviews

Cozy 3 Bedroom 2 Floors House in Aurora

Welcome to the beautifully renovated 2 story sweet home in central Aurora! 3 comfortable beds (1 king, 2 queen), full modern kitchen, brand new laundry tower, 2.5 bathrooms, 2 parking space (2 small cars). Surrounding by a lot of shopping centers, restaurants and parks. Easy access to Highway 404 and city centers. Perfect for all travelers so call a sweet home away from home. Book it now and start a sweet trip right way! A quiet client lives in separate entrance basement. no sharing at all.

Top guest favorite

The living and dining area features a modern table set for four, surrounded by tasteful decor. A sectional sofa provides comfortable seating, complemented by a wall-mounted television. Soft lighting enhances the welcoming atmosphere, with decorative plants adding a natural touch to the space.

Home in Stouffville

4.96 out of 5 average rating, 112 reviews

Home in the Heart of Stouffville

Whatever the purpose of your visit, you can call this lovely place home during your stay. This newly renovated unit is situated walking distance to Main St. Stouffville. Walking distance to public transit, coffee shops/Shops & Restaurants. Go Station: 5 min Downtown Toronto: 40 min Lake ridge ski resort: 25 min Pearson Airport: 45 min Stouffville Hospital: 11 min 404/407: 13 min (Metro/Walmart/Longos/Nofrills): 7 min This home also includes high speed internet & cable w/sports channels.

Top guest favorite

A modern kitchen area is presented with white cabinets and stainless steel appliances. A glass dining table, set with blue dishware and decorative candles, sits centrally, surrounded by sleek grey chairs. Soft lighting creates an inviting space for meals and gatherings.

Home in Oak Ridges

4.96 out of 5 average rating, 107 reviews

Place You Want To Stay at With Tons of Options ! !

Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

Guest favorite

A circular patio is arranged with colorful Adirondack chairs in blue and red, surrounding a fire pit. In the background, a wooden dock extends into the lake, with additional seating visible. The sky above is dotted with fluffy clouds, creating a serene lakeside setting.

Home in Georgina

4.91 out of 5 average rating, 275 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

Escape to this stunning vacation home, Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy S/W views with breathtaking sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay. Search "Beach House-S/W Exposure " for more info on both of our properties!...

Top guest favorite

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Top guest favorite

Home in Downtown Toronto

4.99 out of 5 average rating, 218 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Guest favorite

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

4.96 out of 5 average rating, 26 reviews

PoolTable 8MinsToLake PingPong Foosball King Beds

Welcome to Simcoe Sanctuary, a stunning 7-bedroom, 5.5-bath retreat just 8 minutes from the shores of Lake Simcoe. Perfect for families and groups, this modern getaway offers sleek design, spacious living areas, and endless entertainment, including a ping pong table, pool table, and foosball table. Whether you’re exploring the lake, relaxing in style, or enjoying game nights, Simcoe Sanctuary delivers the ultimate escape with a perfect balance of comfort, fun, and convenience.

Superhost

An inviting outdoor pool is surrounded by a wooden deck, offering views of the lush green landscape. A tranquil pond is visible in the distance, accompanied by a charming boathouse and mature trees, enhancing the serene atmosphere of the retreat.

Home in Keswick South

4.76 out of 5 average rating, 33 reviews

Beautiful Waterfront Cottage with Pool&HomeTheater

🌲Lake Simcoe Getaway Escape to our rustic-chic Lake Simcoe retreat—perfect for families and friends! Enjoy a private swimming pool, sunny backyard with BBQ, cozy pool table, and a premium home theater for unforgettable movie nights. Just minutes from the lake, this farmhouse-style cottage blends relaxation and fun. Whether you're exploring scenic trails or relaxing by the pool, it's the perfect spot to unwind and create lasting memories. Book your getaway today! 🌞🌲

Guest favorite

The living area features a grey couch adorned with assorted cushions and a vibrant throw blanket. A coffee table is centrally positioned, holding decorative items and a floral centerpiece. Natural light filters through large windows, highlighting the artwork on the walls and the soft rug beneath.

Home in Holland Landing

4.9 out of 5 average rating, 21 reviews

Bright & Clean One Bdrm Aprt

Enjoy a stylish experience at this beautiful one bedroom apartment with all the amenities you need ! Located in beautiful Holland landing Neighbourhood, minutes from upper Canada Mall,Costco, Cineplex movie Theatre, 4004 and 400, Go Train and Southlake Hospital. Feel cozy on the couch or in the bed with Smart TV or access to a Fully equipped kitchen with all the tools necessary for you needs. Backyard access with a patio furniture the summer to enjoy outside!

Top guest favorite

A living space features a light-colored sofa with orange accent pillows, positioned beside a subtle stone fireplace. A coffee table is centered on a light area rug. Natural light enters through large windows, illuminating the room, while a dining area with wooden chairs and potted plants is visible.

Home in Newmarket

5 out of 5 average rating, 6 reviews

Urban Oasis Guest house

Your family will be close to everything when you stay at this centrally located place! 🏠 - 13 minutes walk from Newmarket bus terminal 🚶‍♀️ - 11 minutes walk to Upper Canada Mall 🛍️ - 4 minutes drive to grocery and Shoppers Drug Mart 🛒 - 8 minutes drive from South Lake Hospital 🏥 - 9 minutes drive to Fairy lake and downtown Newmarket 🌳 - Close to all grocery stores and different restaurants 🍕 - Easy access to highway 404 and highway 400 🛣️

Guest favorite

A modern kitchen is presented with sleek cabinetry in light and dark tones. Stainless steel appliances, including an oven and refrigerator, are visible. A large island with bar seating for two is positioned near expansive windows, allowing ample natural light to enhance the space.

Home in Richmond Hill

4.92 out of 5 average rating, 152 reviews

Studio House with Entrance, Kitchen, Parking

Newly painted luxury Studio house, Located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with one queen bed, sofa bed, smart TV, Bell 1.5G speed internet, private kitchen - Fridge, Washer, Dryer, Stove, Oven, Range Hood, Micro oven, and full bathroom with free Parking.