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Holiday houses in Portland

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Top-rated holiday 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 spacious wooden deck extends from the home, featuring a table and chairs for outdoor seating. Lush greenery frames the view of the shimmering blue Saint Lawrence River, with soft waves visible in the distance under a clear blue sky.
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, 15 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
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 238 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.

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, 116 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!

Top Guest favourite
Cabin in Lanark
5 out of 5 average rating, 132 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, 144 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 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, 280 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 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