Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Guest favorite

Guesthouse in Newington

4.92 out of 5 average rating, 356 reviews

Trees, open spaces, and the milky way at night

8 min. from 401 & St Lawrence River, at Ingleside, pet friendly, secluded studio guesthouse, tranquil and safe location for those seeking a road break or destination traveler's seeking the St Lawrence and its environs. Sit by a fire, take a hammock ride, listen to wind and and birds or watch the sky. Multi day guest have free use of kayaks and equipment. $50 cleaning fee per pet through extra fee request if necessary before arrival. Multi day guests have free access to kayaks and carrier.

May 23 – 30

R1,319 ZAR per night

Guest favorite

Guesthouse in Chelsea

4.99 out of 5 average rating, 105 reviews

Le Bijou

Magical retreat in the heart of Old Chelsea Village. Calm, private, yet steps away from our fine restos. La Nordik Spa is an 8minute walk 3 minute drive . Gatineau Park literally next door for hiking, biking, snowshoeing, skiing (downhill and cross country), swimming, skating, canoeing, kayaking, paddleboarding or just wandering around in the glorious woods . Your view looks out over our historic graveyard, so yeah, the neighbours are quiet, and oh – did we mention the waterfall? CITQ # 309902

Dec 12 – 19

R2,442 ZAR per night

Guest favorite

Treehouse in Chesterville, Canada

4.93 out of 5 average rating, 244 reviews

Tiny House Off-Grid Cabin & Wood Burning Sauna

Get away from the hustle at our off-grid oasis. A unique structure with a living roof. Pick your own veggies in our seasonal garden and cook outdoors with our wood fire earth oven or use the grill over a camp fire! Includes all cooking tools needed for a good meal. Cozy up in the cabin with your favourite book, take a walk on the trails, or heat up in our wood burning sauna. Hot water and Shower are seasonally in service from May 10th through to October 1st (depending on freezing temperatures)

Apr 11 – 18

R2,845 ZAR per night

Guest favorite

Cabin in Rockland , Canada

4.91 out of 5 average rating, 112 reviews

The Nest - Nordic style tiny cabin

All booked up? Check out our other listings in the same area! Discover serenity in our 10x10 off grid wood cabin, nestled amidst the forest. Reconnect with the your partner cozying up by the fireplace or sip on coffee with a friend for a retreat. Savour the beauty from our hammock chairs on the porch or recline and relax on our loft net. Enjoy the glow of the campfire and wake up in our king size bed overlooking the trees. It's time to slow down and do less. Let moments become memories.

Oct 31 – Nov 7

R2,983 ZAR per night

Guest favorite

Cabin in Lanark, Canada

4.93 out of 5 average rating, 126 reviews

The Owl's Nest Cabin, a peaceful retreat

Welcome to The Owl's Nest, a woody pine cabin overlooking beautiful fields and forests. This completely private cabin offers a cozy, clean, open concept design with large bright windows designed to let the natural beauty of the land inside. Spend days unwinding at the cabin, walking our nature trail, or explore nearby attractions. Hike to the lookout at Blueberry Mountain, or visit local boutique shops, restaurants & beaches around historic Perth. Come Be in nature, explore & relax!

Jan 14 – 21

R1,511 ZAR per night

Guest favorite

Guesthouse in Perth, Canada

4.98 out of 5 average rating, 179 reviews

Lakefront Cozy Cabin, Perth, On

Come and enjoy sunsets, stargazing, wildlife and our beautiful lake! A private, picturesque getaway suitable for a couple or solo travellers. 20 min SW of Perth/Westport,50 min. to Kingston, 1 hr to Ottawa. Our cozy guest cabin offers you a place to relax, rejuvenate, and explore. We want your stay to be a special one so please read the complete listing details. We are located in a natural lakefront setting in cottage country, so you must be comfortable with wildlife.

Apr 16 – 23

R2,107 ZAR per night

Guest favorite

Home in Winchester

4.95 out of 5 average rating, 107 reviews

CUTE Tiny House + 2 BR + 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-bedroom 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.

Aug 8 – 15

R2,289 ZAR per night

Guest favorite

Cabin in Plantagenet

4.91 out of 5 average rating, 375 reviews

PERCHED CABIN at Mariposa Farm

The Perched cabin is one of our three cabins. We also have the Apple Tree and the Poplar cabin. This is glamping at its best. Window walls letting light into every side. A sleeping loft. Built with logs. Well equipped for cooking. Heated with woodstove - firewood included. In the middle of the forest. A lot of trails to enjoy. No neighbours. The perfect spot to unwind. We are farmers, a precise time of arrival is important. You are welcome to visit the farm.

Nov 7 – 14

R2,197 ZAR per night

Guest favorite

Cabin in Wakefield, Canada

4.93 out of 5 average rating, 631 reviews

The Wakefield Treehouse

We hope to fulfill your treehouse fantasy. The treehouse is a unique minimalist experience for those seeking quiet solitude in the Gatineau hills. Includes all the amenities of home to offer the most comfort in all seasons. Walking distance from Le Belvedere wedding reception centre. One of a kind hand hewn log treehouse is an inspiring and tranquil nature retreat. Establishment CITQ number: #295678

Sep 11 – 18

R2,685 ZAR per night

Guest favorite

Cottage in Saint-André-Avellin, Canada

4.92 out of 5 average rating, 161 reviews

Cheerful 1 bedroom cottage (GST & PST included)

Kick back and relax in this calm, stylish 700 square feet built in 2021, that can accommodate 4 people. Expansive lake view from deck and outdoor patio cozy chairs overlooking the lake. Everything you need to make yourself feel at home. GST and PST included in the price per night! Self check-in with keypad. Free cancellation if done 5 days before the arrival date. Committed to enhanced clean.

Nov 25 – Dec 2

R1,974 ZAR per night

Guest favorite

Tiny home in Perth, Canada

4.9 out of 5 average rating, 202 reviews

Off-grid A-frame cabin

Welcome to “The Hemlock” cabin A unique stay situated minutes from historic Perth, Ontario. The Hemlock sits on 160+ acres of private, natural forest. Enjoy 3 season lake access for kayaking, canoeing and year round trails for hiking, snow shoeing, exploring etc. Beautiful scenery in a peaceful, private setting, relax and unwind by the fire! We look forward to having you! (:

Dec 6 – 13

R1,747 ZAR per night

Guest favorite

Guest suite in Dunrobin

4.99 out of 5 average rating, 151 reviews

Tranquil Getaway on the Ottawa River

Welcome to River Edge. Our studio suite is sparkling clean, elegant and ready for you. Enjoy up close, the peaceful view of the Ottawa river and the Gatineau hills. Just 40 minutes from downtown Ottawa, our neighbourhood is one of the best kept country-living secrets of the NCR. River Edge is best suited to guests who prefer tranquility, peace and restful quiet.

Jan 22 – 29

R1,415 ZAR per night