Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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Guest favourite
A spacious outdoor dining area featuring a glass table surrounded by six chairs is set on a wooden deck. A large red umbrella provides shade, overlooking a tranquil lake with calm water and trees lining the shore.
Home in Perth
4.9 out of 5 average rating, 31 reviews

Peaceful Cozy Country Lakeside Oasis

Relax & play with the whole family at this peaceful place to stay. We are a family cottage with lots of Character! This is a gorgeous private lake. Water is wonderfully clean. Play in the sand or Dive right off the end of the dock and swim to the floating raft for some all day sun! Enjoy a fire in the evenings right at the waters edge. Screen room facing the water to avoid bugs. Visiting in the winter? enjoy the stunning walk along our quiet road, the snow is beautiful and cars are minimal.

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, 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
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.

Top guest favourite
Home in Maberly
5 out of 5 average rating, 11 reviews

The Maberly House & SAUNA

This unique home has a style all its own. It includes a new custom built sauna for two. If you’re looking to get away as a couple, a family or a group of 4 friends, this is your place to relax and unwind. Originally built as an old Ontario cottage, this house has been completely restored and updated with all modern amenities and a design that gives a nod to its unique history. If you enjoy kayaking, the Fall River Park is located across the road and it includes full dock access to the river.

Top guest favourite
Cabin in Lanark
5 out of 5 average rating, 62 reviews

White Pine Acres

Take it easy at this unique and tranquil getaway.A space to retreat and just be.  We have a new cedar cabin that could be right for you.  It is located on a pond on 50 acres.  There are groomed trails and many other hiking opportunities within a 10 minute drive.   The cabin full insulated with propane fireplace and stove.  for those beautiful evenings and a gas BBQ ready for use.  .Transportation of your belongings to cabin is possible Cover front deck and chairs CABIN IS OFF GRID (solar )

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
4.92 out of 5 average rating, 145 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 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.

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!

Top guest favourite
Cottage in Sydenham
5 out of 5 average rating, 89 reviews

Potts' Perch

Take it easy at this quiet and cheerful 2 bedroom cottage just 20 minutes north of Kingston, Ontario nestled in the Frontenac Arch. Enjoy the peace and quiet while overlooking Knowlton Lake on a private road surrounded by forest. Stunning view, beautiful sunsets, deep clean water front, great fishing, one canoe and two kayaks provided and a wood fired sauna are just a few of the reasons you'll love it here!

Top guest favourite
A serene view of Sand Lake is captured from behind a wooden railing. Trees frame the reflection of the afternoon sun on the calm water, creating a peaceful atmosphere in this natural setting.
Cabin in Elgin
4.88 out of 5 average rating, 102 reviews

Sand_piperlodge

Take a break and unwind at this peaceful cabin. Located on the quiet part of Sand Lake (Rideau system) Property has two bedrooms in the main cabin and a Bunkie for summer use for an additional cost. Beautiful views, with great fishing, swimming and hiking. Jump in a kayak and explore the lake. No wifi. Talk to each other! Play games! Reconnect! Leashed pets only! Outhouse for use on property.

Popular amenities for Portland holiday rentals

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