Holiday rentals in Winchester

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Top-rated holiday rentals in Winchester

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Superhost

Cottage in Brockville

4.86 out of 5 average rating, 146 reviews

Vacation on the banks of the St Lawrence River

Relax with the whole family at this peaceful place to stay. In close proximity to historic downtown Brockville (2.5km away). Soak up the views from our newly renovated waterfront cottage rentals. Watch the sunset from the backyard patio, spend the afternoon kayaking on the beautiful 1000's Island waters or fishing from the newly built 65ft dock. The water is clear and clean, perfect for swimming and water activities. Very clean shoreline (no weeds). It's a beautiful, peaceful and private place.

Guest favourite

Cottage in Gouverneur

4.94 out of 5 average rating, 49 reviews

Stunning Lake House Cabin & Private Dock!

Amazing property on Pleasant Lake in Northern NY! 25 minutes to CANADA, 30 minutes to the 1000 Islands, a little over an hour to the Adirondacks. Stay at arguably the nicest place on the lake! Spacious home at almost 3000 square feet with cathedral ceilings making it feel much bigger. Nine acres and a long driveway makes you feel secluded for your stay! Swim at the private boat dock, sleep in the top notch adjustable king bed, & when you wake, the coffee machine, lake views, and forest awaits!

Guest favourite

Cottage in Val-des-Monts

4.98 out of 5 average rating, 50 reviews

Lakeside Cottage w/ New Hot Tub and Stunning Views

Escape to this beautiful, spacious lakeside cottage that is the perfect retreat for relaxation and fun! Enjoy serene lake views from the deck or large dock where you can sunbathe, swim or enjoy one of the water toys for some lake adventures. Or unwind in the new hot tub as you soak in the tranquility of nature. This cottage is only 30 min from Ottawa and close to the Nordik Spa, cross country ski trails, downhills ski resorts, and ice caves. Stay with us for a truly unforgettable experience!

Superhost

Cottage in Westport

4.84 out of 5 average rating, 98 reviews

Waterfront Cottage Escape in Beautiful Westport ON

Enjoy a mini vacation or you can work from this lakefront property; it's a fantastic way to experience life on the water, while being within minutes of the village of Westport. This cozy cottage has incredible views of the Upper Rideau System, enjoy those romantic sunsets and early morning sunrises with your coffee! This cottage is geared towards families looking to relax, tranquil spot to unwind, with great hiking trails just 5 mins away and 20 mins to beautiful historic Perth and Kingston.

Guest favourite

Townhouse in Ottawa

4.92 out of 5 average rating, 37 reviews

Charming, Spacious Townhouse, Convenient Location

Featuring 2 large bedrooms with queen beds, an enormous bathroom on the top floor and a bonus room located on the ground floor with 2 futons/double beds. Large open concept main floor features a living room, dining area for 6, a powder room and a kitchen with everything you’ll need. Enjoy over 25k free movies and 5k TV series during your stay. BBQ on rear deck. Patio furniture May to October. Fantastic location, movie theatre, restaurants, NHL arena, downtown and much more in minutes!

Superhost

Cottage in Lanark Highlands

4.89 out of 5 average rating, 18 reviews

Stunning Lakeview Waterfront Cottage + Guest house

Escape to our peaceful cottages and enjoy stunning lake views from spacious balconies. Relax and unwind while witnessing breathtaking sunsets at the dock. Waterfront cottage sleep up to 4, and guest house sleep up to 6 guests, perfect for 2 families. We provide gas and charcoal BBQs for outdoor cooking, along with complimentary use of 2 kayaks and 2 SUPs. Fishing opportunities are plentiful on and off the dock. Stay connected with high-speed internet, perfect for streaming or remote work.

Guest favourite

Cottage in Grenville sur la rouge

4.92 out of 5 average rating, 110 reviews

LakeFront Casa

Enjoy a family getaway 1 h from Montreal and 1 h 20 min from Ottawa/Gatineau Direct access to the Grenville Lake -2 kayaks/ 1 canoe -Hot tub overlooking lake -Sauna -Fire Pit -Bbq -Tv highspeed internet 2 m Mini market and SAQ 9 m to Highland EchoSpa & restaurant 11 m to Carling Lake Golf Club 16 m to Propulsion Riviere Rouge rafting 22 m Tam Bao Son Monastery 28 m Monastery of Virgin Mary The Consolatory 40 min from Mont-Tremblant Lots of hiking and lake trails in surrounding area

Guest favourite

Cottage in Saint-André-Avellin

4.91 out of 5 average rating, 56 reviews

Le P'tit Avellin – Cozy Lakefront Cottage

Enjoy stunning sunsets and serenity in this quaint and cozy beachfront cottage located on the picturesque Lac Simonet in La Petite Nation. Access to your very own beach will make for a unique lakeside experience – ideal for swimming, water activities, fishing or simply enjoying a sunny respite by the water. The cottage comes with kayaks which are available for your pleasure and convenience in the summer months. Great escape for families, friends, or a romantic getaway. CITQ #310312

Top guest favourite

Home in Orléans

5 out of 5 average rating, 15 reviews

The Pizzicato: Comfort and Convenience

Welcome to The Pizzicato! Experience this newly built 3-bedroom home in Orleans, perfect for business or leisure. Meticulously furnished for your comfort, it’s conveniently located near groceries, shopping, and just 15 minutes from downtown with convenient access to public transportation. Nestled in a calm residential neighborhood, the home includes parking, a ping pong table, and workout equipment in the garage. Enjoy a peaceful and convenient stay at The Pizzicato!

Superhost

Cottage in Val-des-Monts

4.85 out of 5 average rating, 20 reviews

Sandy Beach Getaway

Getaway from the city to this beautiful cottage! Ideal for families with a sandy, shallow beach for kids to play all day long. Plenty of toys with 2 kayaks, paddle board for adventuring on the lake. Beautiful fire pit area with views of the lake and sunset. On the large deck there is multiple seating areas (lounge, dining) to enjoy your time with lake views. The family style living room won’t disappoint with TV streaming, games, fireplace, vaulted sealing and beams.

Guest favourite

Cottage in Val-des-Monts

4.94 out of 5 average rating, 121 reviews

Lakefront Cozy Cottage full of Natural Light

Escape to this cozy 3-bedroom cottage on Lac Dame, just 41 km (36 mins) from Parliament Hill. Enjoy 5-star hospitality, crystal-clear weed-free water on a quiet private lake, and all-day sun from the south-facing dock. Swim, paddleboard, kayak, fish, or BBQ by the water. After a midnight dip, warm up in the outdoor shower. Visit Wakefield for breakfast, fine dining, or a treat from the 117-year-old bakery. Your perfect summer escape awaits!

Guest favourite

Chalet in Val-des-Monts

4.89 out of 5 average rating, 75 reviews

The Vista - Magnificent Waterfront & Hot Tub

CITQ #: 310870 Escape to the glorious solitude of this wooded paradise, nestled in the trees with wonderful vistas of the lake. You and your family will enjoy evenings spent in the hot tub, in front of one of two indoor fireplaces, or seated around the bonfire making s'mores and memories. Our private sandy entry water access, dock and water sports equipment ensure you can make the most of your summer vacation swimming, boating and fishing.