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 favourite
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 favourite
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, 196 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

Top guest favourite
Yurt in Westport
4.91 out of 5 average rating, 106 reviews

Lily Pad Point

Escape to the point! Enjoy the 4 acre, entirely secluded stay in the depths of nature- a wildlife haven- in a large, lakefront, luxury yurt nestled in the woods. Located on a peninsula between two lakes, the large lake system offers endless hours of exploring with a paddle. The yurt is equipped with a full kitchen, wood stove, washroom, sleeping loft, separate bedroom, futon, laundry machine, and a hot tub! Completely unwind and listen to the owls every night, while cozying up by the fire.

Top guest favourite
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 favourite
Cabin in Lanark
5 out of 5 average rating, 129 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 favourite
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, 142 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.

Guest favourite
A bright interior space is featured, showcasing large windows that provide an unobstructed view of the snowy outdoors. A wooden ladder leads to a loft area, while a cozy chair is positioned near the glass doors, allowing natural light to fill the room.
Home in Lanark
4.87 out of 5 average rating, 216 reviews

Idyllic waterfront home sauna hot tub, hygge style

Located on a bend in the river you will feel surrounded by tranquil natural beauty. The entire front of the house is windows, looking out at the river and boasts a very well appointed kitchen, sauna and hot tub. This is a perfect getaway for up to 6 people. In the summer you can fish and swim right off the end of the dock on the property. In the winter go from the fire pit to the sauna to the hot tub and if you’re really brave, cold plunge in the river! A true spa-like feel.

Guest favourite
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, 278 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!

Top guest favourite
A cottage surrounded by lush greenery showcases a wooden deck and multiple large windows. A stone pathway leads up to the entrance, which is framed by natural stone and wood accents. A separate, smaller structure is visible to the left.
Cottage in South Frontenac
4.87 out of 5 average rating, 221 reviews

Cozy Waterfront Oasis

Escape to this chalet style, private three-bedroom cottage tucked into Buck Bay on the highly desirable Bob’s Lake. With no neighbours close by, you’ll enjoy peace, fresh air, and the quiet of the forest and water. Spend your days exploring, relaxing, and enjoying time together. Grill dinner on the large deck, listen to the sounds of the lake while sitting on the dock, and end the evening gathered under the stars around the spacious outdoor fire pit.

Guest favourite
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 favourite
Tiny homes in Perth
4.93 out of 5 average rating, 351 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!

Top guest favourite
Place to stay in Spencerville
5 out of 5 average rating, 122 reviews

Honeybee Haven - Dog Friendly, Free Parking

Escape to a cozy, dog friendly haven, perfect for embracing the magic of the spring 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.

Popular amenities for Portland vacation rentals

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