Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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Top guest favourite
Cottage in Perth
4.96 out of 5 average rating, 71 reviews

Gorgeous Island View Cottage near Perth Ontario

The perfect year-round getaway for friends & family, a romantic weekend, or simple peace & quiet. If your dates aren’t showing available send us a message, we might be able to make your dates work! This family friendly cottage has 3 bedrooms for up to 4 adults and 2 kids. Private, clean waterfront with a shallow entrance to the lake. Great swimming, awesome views! Located in a beautiful treed setting, large deck, heat/AC, wood stove, canoe, peddle boat, SUP, kayak, BBQ, TV. Pets upon approval.

Top guest favourite
A spacious outdoor deck features a round table with chairs beneath a large umbrella, overlooking the serene waters of Big Rideau Lake. Lush greenery surrounds the area, while the sunlight creates a bright and inviting atmosphere.
Home in Portland
5 out of 5 average rating, 17 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, 198 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
The exterior of the Sunset Lakehouse Retreat is visible, featuring a wooden deck with bright chairs and a barbecue grill. Lush greenery surrounds the property, with stone steps leading down to the lawn. A canoe can be seen on the deck, adding to the outdoor appeal.
Cottage in Perth
5 out of 5 average rating, 55 reviews

Sun-Soaked Lakeside Escape with Stunning Views

Come and unwind at the cheerful 3 bedroom Sunset Lakehouse Retreat located on desirable Otty Lake. Enjoy the peace and tranquility the Rideau Lakes has to offer, conveniently located less than 10 minutes from the pretty Town of Perth. Explore heritage Perth, Ontario. Dine, unwind, and participate in the celebration of festivals. From outdoor strolls through parks to local shops and distilleries, your year-round adventure awaits. Located 1 hour from Ottawa and only 3.5 hours from Toronto.

Top guest favourite
Dome in Westport
5 out of 5 average rating, 16 reviews

The Big Dipper - Geo-Desic Dome

Sleep amid the stars and the deer in the Big Dipper Geo-Desic off-grid dome. A perfect getaway for 2 (or on your own), you’ll sleep comfortably in a queen-size bed with all of the must-have amenities, including an in-unit compost toilet and a woodstove. Cook your meals over the fire or grill and bask in the sunsets from the wood-fired hot tub (seasonal) or cozy in the dome through the panoramic window. Enjoy some modern comforts while getting up close with nature so you can truly unwind.

Guest favourite
A charming cottage is nestled among the trees, featuring wooden decks and outdoor seating areas. The sunset reflects on the calm lake water, providing a serene view. Lush greenery surrounds the property, enhancing the natural setting.
Cottage in Tichborne
4.94 out of 5 average rating, 117 reviews

3 BR Lakefront Beach Retreat; Hot Tub, Fire Pits!

Relax with the whole family at this cozy lakefront property. Complete with your very own sandy beach, kayaks, hot tub, and multiple outdoor dining and fire pit options, this cottage nestled in the Canadian wilderness is a must-visit! Whether you're coming during the summer to enjoy swimming in the clear water at Bob's Lake or you're searching for a cozy winter escape, look no further. Close to the K&P trail system, hiking, snowmobiling, and water sports, adventure and relaxation await!

Guest favourite
Dome in Plainfield
4.81 out of 5 average rating, 192 reviews

From quiet rivers to starlit skies,

Experiencing forest bathing while you are also enjoying the comfort of our bubble, Escape the hustle of the modern lifestyle and re-balance your Self with the rythme of nature. Inside, there is a Queen-size bed and wood stove will keep you toasted. No running water; you will find an outhouse a few steps away from the dome. Cook outside on the BBQ, relax in the hamac and explore nature on our trail or in a kayaks or paddle board. A unique way to enhance your experience? Rent a sauna!

Top guest favourite
A charming cottage exterior is framed by lush greenery. A metal roof and blue wooden siding complement the three front windows and central door, while orange daylilies add a pop of color to the surrounding garden. The front porch features steps leading to the entrance.
Cottage in Leeds and the Thousand Islands
4.97 out of 5 average rating, 417 reviews

Lyncreek Cottage

Lyncreek Cottage is open year round. it sits on private property on Lyndhurst river in Lyndhurst, Ontario. Observe various types of waterfowl or enjoy the sound of our meandering river as it flows into Lyndhurst Lake. This is all part of the natural surroundings in your own private cottage. A great place to stay if you are travelling through the area or while enjoying all the area has to offer including excellent fishing, paddling and hiking area trails.

Guest favourite
A modern cottage exterior is framed by large floor-to-ceiling windows, offering views of the surrounding forest. The structure features a wooden deck and is set against a pathway lined with smooth stones, leading to a series of outdoor steps.
Cottage in North Frontenac
4.91 out of 5 average rating, 99 reviews

Bellevue

Floor-to-ceiling windows grace our cottage, seamlessly merging the interior with the wild outside. The surrounding forest and lake becomes a living mural, inviting nature into the heart of this cozy cottage overlooking a peaceful lake. At night, the windows transform into portals to a starlit canvas. Whether it's the Northern Lights or the local wildlife, this modern cottage ensures that every season and spectacle is a cherished part of your experience.

Guest favourite
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.

Guest favourite
A rustic cabin is positioned on a gentle rise, framed by lush greenery. Reflections of the structure and surrounding trees are visible in the calm water of the private canoe pond. Soft light emanates from the windows, hinting at a cozy interior atmosphere.
Home in Perth
4.88 out of 5 average rating, 25 reviews

Livnlife in nature’s paradise!

If you’re seeking privacy, a romantic escape, or quality time with family and friends, this nature lover’s paradise is for you. Take in unbelievable views overlooking your own private canoe pond and explore a secluded beaver dam hiking trail right on the property. Located just 15 minutes from downtown Heritage Perth, with Murphys Point Provincial Park only minutes away, this is the perfect blend of seclusion and convenience.

Top guest favourite
Tiny home in Perth
4.93 out of 5 average rating, 352 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!

Popular amenities for Portland holiday rentals

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