Holiday rentals in Winchester

Road trip Luxury Private Guest Suite off 416

Our super clean cozy private entrance guest suite just off the 416 in the quaint small town of Kemptville (20 min from Ottawa) can often host last minute bookings. The suite is separated from the rest of the house by a locked door and there are no shared spaces. The self contained suite has a queen-sized bed, 2 TVs, couch, chair, desk, mini-fridge, microwave, coffee-maker. On the main level of a bungalow. Not in a basement! 10 foot ceilings, tons of light! Must have car, no uber, no transit.

Open Concept 3 Bedroom Cottage on the Rideau

Enjoy a weekend getaway with the Rideau River located right in your backyard. Located on a quiet private road with a boat launch at the end of the street. Year round cottage with stunning sunrises. The Rideau River in this section is one of the widest sections and the longest sections of the World Heritage, Rideau Canal system. Equipped with a beautiful deck, outdoor seating area, BBQ, and fireplace. Dock your boat and enjoy. Don't have a boat? Check out Long Island Marina for boat rentals.

Trees, open spaces, and the milky way at night

8 min. from 401 & St Lawrence River, at Ingleside, pet friendly, secluded studio guesthouse, tranquil, safe location for those seeking a road break or destination traveler's seeking the St Lawrence and its environs. Sit by a fire, listen to wind and birds or watch the sky. $50 cleaning fee per pet through extra fee request if necessary before arrival. There is no reliable internet but good cell coverage available; the smart tv can tether to your own device and streaming service provider.

Alpaca Farm stay & Complimentary Alpaca Adventure

Relax in your own private luxury getaway in the heart of farm country . Enjoy a glass of wine and watch the alpacas grazing and playing in the fields. Enjoy the peaceful atmosphere of this Alpaca Farm and come experience alpacas, and alpaca trekking . For those that enjoy creating a fantastic meal, prepare and dine in our gourmet kitchen and settle in for a romantic evening in front of the glowing fireplace or spa soaker tub. Enjoy a restful sleep in our luxurious alpaca beds .

4 bedroom luxury home in the heart of Embrun

Relax with the whole family at this peaceful place to stay. Newly built home in a family oriented neighborhood. Comes with all appliances, stove, fridge, microwave, and laundry. Downtown Embrun is 5-7min drive bars, and a lot of restaurants in the shopping center and downtown ottawa is 25min. The Calypso water park is just 7 min drive with lots of attractions for extended stays, please reach out to me even if the dates are not available online as i may be able to make them available

1 Bedroom Furnished Guest House

Discover the perfect blend of comfort and convenience in our smoke-free guest house attached to our home. This furnished space features: - Free Parking - Internet Access - Cable TV: For your entertainment. - Washer/Dryer: In-unit laundry. - Complete Kitchen: fridge, stove, and microwave - Queen Size Bed - Private Entrance - Patio: Extend your living space outdoors with access from both the bedroom and living room. - Generac Generator: Peace of mind with a reliable backup power source

Rideau River Getaway Waterfront 30min to Ottawa

Welcome to the Rideau River Getaway! A serene 4-season retreat just 30 minutes from Ottawa. With breathtaking sunset views, a 70-foot dock, outdoor kitchen, and Starlink WiFi, it’s the perfect escape for families, couples, and friends. Enjoy kayaking, paddleboarding, fires by the water, and hikes right across the river. Inside, relax in a newly renovated home with luxurious touches, top-tier appliances, and space for up to 8 guests. Peaceful, private, and packed with charm.

Apartment with Big Lounge

Welcome to our stylish 1-bedroom apartment , featuring a spacious living room perfect for relaxation or entertaining. The open layout includes a cozy kitchenette equipped with all the essentials. A dedicated office desk is perfect for remote work or study. Located in a quiet neighborhood, this bright and modern space is ideal for couples, solo travelers, or business stays. Enjoy comfort and convenience while staying close to local attractions, restaurants, and sightseeing!

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

Welcome to The Lofty Nest! Located 30 minutes south of Ottawa (Canada's Capital City) in the intimate village of Winchester. This 2-bed Century home was gutted and lovingly restored, using reclaimed materials, sweat and love. Visiting for work, play or just the experience of living in a tiny house, the Lofty Nest will charm you with its 'Instaworthy' decor and hotel standards. Perfect for 1 or 2 guests; can accommodate up to 4. Check us out at theloftynest dot ca.

Kim's Country Retreat

Come and stay in this cozy cottage-like century home/apartment complete with pine wood flooring accented with country antique decor. Clean, bright and quiet. Perfect for travelers, long and short term temporary workers or students. 10 minutes south to Morrisburg amenities, and Hwy 401. 10 minutes north to Winchester amenities, and Hwy 43. Kemptville and 416 is only another 20 minutes. Easy commute to Ottawa, Brockville or Cornwall.

Honeybee Haven - Dog Friendly, Free Parking

Escape to a cozy, dog friendly haven, perfect for embracing the magic of the winter season. Nestled in a picturesque landscape, our property offers all the comforts you need for a memorable stay. Whether you’re here for adventure, romance or relaxation, Honeybee Haven is your ultimate winter getaway. Located minutes off of Hwy 401 and the US border crossing, an hour from both Kingston and Ottawa and two hours from Montreal.

Whispering Timber Suite

Enjoy the peaceful calm of being surrounded by nature in Whispering Timber suite. You'll have exclusive access to the in-law suite of our home, complete with a bedroom (queen size bed), a sofa bed, a full bathroom and a small kitchen. The suite is located at the back of the home with it's own exterior entrance. Extra towels, sheets and comforters are provided, along with dishes and cookware in case you want to make a meal.