House vacation rentals in Keswick, Georgina

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.

4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

Lovely, spacious house- 2 min walk to the beautiful & longest freshwater beach in the world. 20 min to Blue Mountain.Lots to do in the area during all seasons: various trails for hiking, biking, 500 Go-Karts & Wasaga Adventure Park, Skydiving & Boat Cruise Wasaga Beach Casino, etc. Adorable 3 Bedroom 2 Bathrooms cottage situated in a beautiful, quiet area perfect for families, friends and couples. This family friendly bungalow is thoughtfully designed for comfort and is packed with amenities

4.92 out of 5 average rating, 90 reviews

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.

Home in Barrie

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

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

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, 141 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. 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 (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

4.68 out of 5 average rating, 225 reviews

The exterior of the Scandinavian log cottage features a large front porch with a rail and steps leading to the front door. The distinctive red roof complements the natural wood finish, surrounded by lush green landscaping and trees in the background.

Home in Tiny

Private log cottage on 2 acres

Spectacular 4,500 sq ft Scandinavian scribed white pine log cottage on 2 acres lot, walking distance - 5 minutes to Georgian Bay (Balm Beach) white sand, short drive to shopping, ski hills and Golf Courses, Go-carts, mini golf; year-round vacation cottage. Sauna (extra $) For winter lovers, just imagine having a glass of wine in front of a wood fireplace when it is lots of snow outside....2 minutes away from an open skating rink. Pool Table, foosball table, pingpong table, Netflix, HD, Wi-fi.

An overhead view captures the vibrant beachfront area alongside a calm body of water. The two-story building showcases several balconies, each offering views of the surroundings. A dock is visible in the foreground, providing access to the water.

4.93 out of 5 average rating, 15 reviews

The Wasaga Beach House

Professionally designed, impeccably clean, and offers everything you need to complete your dream vacation. We are just stepping away from the desirable beach area 1, where you will find breathtaking views and the convenience of being in the heart of all the action. The Wasaga Beach House backs onto the Nottawasaga River and includes a private residence-only dock area that is the perfect spot to unwind, fish, and relaxes! Bring the whole family to this great place with lots of room for fun.

4.85 out of 5 average rating, 39 reviews

A bright living area features a large sliding glass door that opens to a picturesque view of the outdoor space and water. Comfortable gray couches are arranged around a circular coffee table, while sunlight streams into the room, highlighting the warm wooden floors.

Home in Richmond Hill

Awesome Lakefront House/5Bedrooms/Private Dock

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Air Mattress. 1 Family room & 1 Living room. Smart TV with movable set. All guests could have dinner together with Dining table & Island. 5 free parkings. Romantic Tub, Sauna Room are avalable. This exceptional cottage offers a luxury and comfort space. The stunning interior and meticulous attention to detail is accompanied by a spectacular view. The property offers great outdoor space & direct water access plus extended private dock.

4.75 out of 5 average rating, 65 reviews

The exterior of a cozy waterfront cottage is shown, surrounded by lush greenery. A shallow pond reflects the cottage and trees, while a wooden bridge crosses over the water. A spacious deck provides access to outdoor seating areas.

Home in Georgina

Melody’s Waterfront Cottage

Come and stay in my cozy waterfront cottage With a view so stunning, you won't believe your eyes It's a unique place, with a style all its own You'll feel right at home, in this log house Live your dream off Lake Simcoe, it's a rare find Boater's paradise, fisherman's delight, all in one Just 45 minutes from Toronto, you'll have so much fun With 2 bedrooms, and space for 4 , it's time to unwind you name it, we've got it all Lots of sunshine, and a fire pit to watch the sunset's thrill

A spacious living room is presented, featuring a large sectional sofa in a neutral tone adjacent to a contemporary entertainment unit. A modern area rug lies beneath, complementing the decor. A foosball table adds an element of fun, while artwork enhances the stylish ambiance.

4.93 out of 5 average rating, 29 reviews

Cozy Luxury Lake Retreat-Wasaga Beach+Slopes+Trail

Experience luxury at its peak in our exquisite house nestled beside ski slopes and hiking trails, surrounded by the beauty of nature. Enjoy direct access to thrilling outdoor adventures, from downhill skiing to scenic hikes. A tranquil lake adds serenity to your stay. Inside, lavish comfort awaits with chic decor, spacious rooms, and a cozy fireplace. Embrace the perfect blend of opulence and nature for an unforgettable retreat. Book now for the ultimate escape in every season.

4.77 out of 5 average rating, 43 reviews

The exterior of a semi-detached house is displayed, showcasing a blend of stone and siding. The two-and-a-half story structure features a covered front porch with multiple steps leading to the entrance. Symmetrical windows are present on the upper levels, with a grass lawn and street visible in the foreground.

Home in Ajax

HiddenGem: home away from home

This luxurious semi-detached With 2 en suite washroom house sounds like a wonderful place to stay! The convenient location near major highways and shopping plazas makes it ideal for guests looking to explore the area. The well-equipped interior with three luxurious bedrooms, smart TV, high-speed internet, and a full kitchen provides a comfortable and relaxing environment. The attached one-car garage accessible from inside the house adds a convenient touch for guests with vehicles.

4.97 out of 5 average rating, 107 reviews

The exterior of the upscale home showcases a spacious deck with two lounge chairs and subtle turquoise lighting. A well-maintained lawn surrounds the property. The design features large glass doors, providing views into the interior. A shaded area for outdoor seating is also visible.

Home in Barrie

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

5 out of 5 average rating, 7 reviews

A modern house showcases a combination of grey siding and stone accents, featuring large windows that offer ample natural light. The welcoming entrance is enhanced by warm lighting, while neatly trimmed landscaping lines the pathway leading to the front door.

Home in Barrie

Stunning home best location in Barrie

Bring the whole family to this luxury home with lots of room for fun. Lounge on the beach, swim in the lake or enjoy a walk/bike on the trail - all directly across the street! Minutes from downtown restaurants and shopping or RVH. Close to golf courses and an easy drive to area ski hills. Play board games in the bsmt rec room with its own tv or relax in front of the fire in the living room With a grocery store around the corner this truly is the best location in Barrie

A serene exterior of a spacious home is visible, framed by tall trees and a paved driveway. Soft sunset hues illuminate the sky, enhancing the peaceful atmosphere of the entryway and surroundings.