Vacation rentals in Chesterville

The River Retreat on the Rideau

Discover the charm of The River Retreat on the Rideau River, just outside of the quaint town of Manotick, Ontario and 30 minutes from downtown Ottawa, the Capital of Canada. It is the perfect blend of organic design, modern features and breathtaking views. Enjoy the beautiful and colourful sunsets at this unique waterfront property. This vacation home has everything you need and more for an incredible getaway with a group of friends, family gatherings, a business trip or corporate retreats.

Value · Location · Grill

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.

Value · Family · Checkout

Cute loft on a hobby farm w sauna and Hottub

Take a break and relax on a friendly hobby farm with a private entrance. We love to meet people from all around and want you to have a wonderful stay. You’ll be staying in a stylish loft above the garage. Cozy, beautiful space with electric fireplace, modern bathroom, big bright window overlooking the fields, and comfortable living space. On the property, you can visit with mini horses, donkeys, chickens and more. If you are needing rest, we have a wood fired sauna and Hottub to enjoy.

Family · Location · Outdoor spaces

2 Bedroom Vintage Suite (mid-term available)

The 2 bedroom apartment is located on the 2nd floor and can accommodate 4 guests. The suite is in the Mechanic Block and dates back to 1874. The apartment was restored while keeping the historical integrity in check. With vintage sink, clawfoot tub and 7' interior walls (not reaching ceiling as shown on photos) There is private parking and separate entrance. You get the entire apartment. The main level of this historical commercial building is operated by the building owner.

Family · Value · Comfort

Le Riverain

Welcome to our waterfront cottage nestled in a quiet area of Wakefield on a 2 acre property. The two level 1,800sf cottage has been carefully designed to integrate with nature with large floor-to-ceiling windows throughout. Come relax and recharge in nature. Plenty of activities to do: swim from the dock, canoe/kayak, fish, bike, golf, ski, explore the Gatineau Park, the Nordik Spa, etc. (CITQ#304057. We pay all Sales and Income taxes to the Provincial / Fed governments)

Family · Value · Quiet

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.

Value · Location · Solo travel

StoneCropAcres Winery and Vineyard Guest Home

Our home is located at our StoneCropAcres Winery and Vineyard. Please check the Winery's website stonecropacres for Winery hours of operation. Our Guest Home is a country style, spacious, bright and clean home with wonderful views of the rural surroundings including our vineyard, farm fields, and the apple farm just around the corner. Both the Guest Home and the Winery are wheelchair accessible and there is an electric medical bed available for use.

Value · Family · Amenities

Bright Modern Apartment Backing onto Golf Course

Bright, modern lower-level apartment with stunning golf course views. Perfect for couples or remote workers, this private suite offers peace, luxury, and comfort with large windows, natural light, in-floor heating, AC, advanced air filtration, and pure remineralized water. Features include a modern open layout, dedicated desk, ample parking, and thoughtful design—your ideal retreat to relax, recharge, or work in quiet comfort near Winchester.

Family · Location · Decor

Cozy Waterfront Getaway

Tiny Guest Home on the St. Lawrence River Built 6 Years Ago Offers: ⚜ Separate Private Parking, Fenced Yard ⚜ Large Patio with BBQ ⚜ Firepit (Firewood Supplied) ⚜ Stairs Down to Private Overwater Deck with Swim Ladder. Luxury Living In 525 sq ft With In-Floor Heat, A/C Throughout & Gas Fireplace. Short Stroll to Cornwall's #1 Restaurant "Sheep's Head Bistro" and Glen Walter Park with 2 km+ of Scenic Paths & Bike Path.

Location · Family · Decor

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.

Family · Location · Layout

Honeybee Haven - Dog Friendly, Free Parking

Escape to a cozy, dog friendly haven, perfect for embracing the magic of the summer 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 getaway. Located minutes off of Hwy 401 and the US border crossing, an hour from both Kingston and Ottawa and two hours from Montreal.

Value · Location · Backyard

Cozy 3 bedroom home with backyard oasis.

Welcome to our bright, cozy home in Kemptville! It’s a comfortable place to relax, reconnect, and enjoy time with family and friends. Conveniently located just 40 minutes south of Ottawa and minutes from downtown Kemptville, you’ll be close to local shops, restaurants, cafés, and the waterfront. IMPORTANT: The hot tub is NOT available for use in July or August.

Family · Location · Indoor spaces