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Vacation rentals in Portland

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Top-rated vacation rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The Swim Spa hot tub is illuminated with soft blue lights, creating a serene atmosphere. It is positioned on a wooden deck with views of the modern lake house. Large bay windows reveal a softly lit interior, enhancing the tranquil evening setting.
Home in Portland
5 out of 5 average rating, 16 reviews

Waterfront Lake House

Take in the breath-taking views of Big Rideau Lake from this beautiful, four-acre lake house. The luxurious property is private, with no direct view of neighbours, and you can watch the sunset from any room or on the dock while enjoying the beautiful shorelines. Unwind and relax while taking in the sounds of nature while sitting in the Swim Spa hot tub or while walking in the woods. This year-round lake house is brand new and the perfect place for friends and families to make special memories.

Top guest favorite
A master bedroom features a queen-size bed with a textured white coverlet. Large windows and sliding glass doors allow for natural light and offer views of the waterfront. A small table is positioned near the window for additional functionality.
Cottage in Hammond
4.96 out of 5 average rating, 192 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

Guest favorite
The cabin is situated on a gently sloping green lawn surrounded by trees. A spacious deck is visible, complemented by outdoor furniture. A landscaped area with stone walls and plants can be seen in the foreground, enhancing the natural setting.
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 232 reviews

Smugglers Getaway on the St. Lawrence River

Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

Top guest favorite
The exterior of a two-story cottage is shown, featuring a spacious deck with chairs and a table. Large windows allow natural light to fill the interior spaces. The surrounding area is green with trees providing shade, creating a serene lakeside environment.
Home in Lyndhurst
4.94 out of 5 average rating, 222 reviews

Wonderful Canadian Lake House

Imagine vacationing on a beautiful lake with everything you need to enjoy time on the water – kayaks, canoes, paddle boards, pedal boat and rowboat. . Inside is a fully equipped kitchen, very comfortable beds, central air-conditioning, walk-in shower and soaker tub. We have an entire house R/O system, so all the water from every tap is perfect. DO NOT BRING BOTTLED WATER. To swim you must paddle out to a raft. There is a small sandy beach with a wading area for the little children.

Top guest favorite
Cabin in Lanark
5 out of 5 average rating, 127 reviews

Waterfront Cabin | Cozy Treehouse + Hot Tub

Welcome to The Cabin Treehouse at Closs Crossing! Escape to a private waterfront retreat on the beautiful Clyde River. This unique stay pairs a cozy two-bedroom cabin with a dreamy treehouse, set on a quiet peninsula surrounded by water on three sides. Sip your morning coffee under the pergola as birds sing, paddle upriver by kayak, or unwind on the dock. End the day by the campfire or relax under the stars in the hot tub. The perfect blend of comfort, nature and tranquility awaits.

Guest favorite
A white geodome is situated on a raised wooden deck, surrounded by lush green grass and trees near the water's edge. The calm surface of Varty Lake reflects the vibrant blue sky and the natural scenery.
Dome in Yarker
4.93 out of 5 average rating, 137 reviews

Sky Geo Dome on the Lake

Our beautiful geodome offers a unique glamping experience with breathtaking lake views. Perfect for romantic getaways, celebrations or family vacations. Enjoy stunning sunrises, stargaze, roast marshmallows by firepit, BBQ, play air hockey/pool/axe throwing, enjoy a night sky projector -indulge in peace & serenity. Varty Lake is ideal for fishing, kayaking & canoeing. Just 15 min from amenities & 30 min from alpaca farms, wineries, 1000 Islands, & stargazing in Stone Mills.

Top guest favorite
A private hot tub is positioned on a wooden deck, bordered by lush greenery. The cabin's large windows provide views of the surrounding nature, enhancing the tranquil ambiance. The hot tub cover lies to the side, showcasing the inviting water within.
Cabin in South Frontenac
5 out of 5 average rating, 104 reviews

Our Lakeside Getaway

Enjoy the beauty of South Frontenac from the quiet comfort + modern luxury of our lakeside cabin. Located in Eastern Ontario’s cottage country, our cabin is nestled on a small, peaceful lake 15 minutes west of Westport, Ontario. This space is ideal for 1-2 adults. This newly renovated cabin sits on a shared 3-acre property with our family’s lake house. This home-away-from-home has been in our family for 17 years + we’re thrilled to share a piece of our paradise with you.

Guest favorite
A rustic log cabin is set among greenery, featuring a sloped roof with metal panels and a welcoming front porch. Large windows provide natural light, while a gravel pathway leads to the entrance. Surrounding grass and dandelions complete the peaceful rural setting.
Cabin in Merrickville-Wolford
4.95 out of 5 average rating, 275 reviews

Cottontail Cabin with Hot Tub and wood fired Sauna

Cottontail Cabin, nestled on 22 acres of serene woods! This is the perfect retreat for those seeking a relaxing and rejuvenating getaway in the heart of nature. The cabin is fully equipped with all the amenities you need to make your stay comfortable and enjoyable. With 2 bedrooms and a pull out couch, the cabin can accommodate up to 6 guests. The cabin features infloor heating and a woodstove to keep you warm and cozy. We have a full-size hot tub and a wood fired sauna!

Guest favorite
An aerial view captures a well-maintained pool surrounded by a spacious patio and lounge chairs. Lush greenery and trees frame the inviting landscape, while the heritage home stands gracefully in the background, highlighted by a soft sunset sky.
Home in Portland
5 out of 5 average rating, 32 reviews

The Sheldon Manor & Vineyard

The Sheldon Manor, a slice of Canadian history, is a heritage home built in 1865 with sandstone quarried from the land. The home exudes timeless elegance with its sandstone exterior, wraparound porch and stately sitting rooms. The property boasts modern comforts including a hot tub, heated pool, fire pit and vineyard. Rich in history, the manor offers serenity on its sprawling 4.5 acre lot, beckoning guests to explore its enchanting charm.

Top guest favorite
A charming cottage exterior features large glass sliding doors and a well-maintained deck, adorned with red chairs and vibrant flower beds. Lush green grass surrounds the cottage, which is framed by tall evergreen trees, creating a serene outdoor setting.
Cottage in Portland
4.99 out of 5 average rating, 97 reviews

Beautiful Waterfront Cottage on the Big Rideau

Enjoy your getaway on the prestigious Big Rideau Lake, the largest lake in the Rideau Canal System, a UNESCO designated site. We are located in Portland On. We are walking distance to Len’s Cove Marina. This is very convenient to rent a boat, launch your own in the public boat launch or go for lunch or dinner at their licensed Galley Restaurant. Our cottage has heat and air conditioning. We can communicate in French and English.

Top guest favorite
Tiny home in Perth
4.93 out of 5 average rating, 348 reviews

Off-grid A-frame cabin, come relax in the forest!

Welcome to “The Hemlock” cabin One of two unique cabins on the property. 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 & canoe. Year round trails for hiking, snow shoeing, exploring etc. Beautiful scenery and wildlife in a peaceful, private setting, relax and unwind by the fire! We look forward to having you!

Guest favorite
A wooden deck features two blue chairs and a small table with colorful glasses overlooking a calm lake. Lush green trees line the shore, reflecting softly on the water's surface under a serene sky, creating a peaceful outdoor space.
Cottage in Perth
5 out of 5 average rating, 11 reviews

Bass Bay Cottage

Welcome to Bass Bay Cottage, a peaceful, pet-friendly getaway on Big Rideau Lake. This cozy 2-bedroom, 1-bath cottage with a bonus bunkie sits just steps from the water. A screened-in room offers bug-free evenings for relaxing, games, or reading. Enjoy calm mornings, sunny afternoons on the lake, and quiet evenings. Perfect for families or couples looking to unwind. A serene retreat in a quiet bay.

Popular amenities for Portland vacation rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Leeds and Grenville
  5. Portland