Holiday houses in Portland

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Top-rated holiday rentals in Portland

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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
4.97 out of 5 average rating, 160 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 favourite
A charming A-frame cottage is set among lush greenery, featuring a wooden front deck equipped with seating. The exterior displays blue siding and light-colored accents, framed by tall trees. Stacked logs provide a decorative element along the foundation. A clear blue sky is visible above.
Cabin in Leeds and the Thousand Islands
4.9 out of 5 average rating, 124 reviews

A-frame Cottage Lakeside, Charleston lake

Welcome to Minnow Cottage, the perfect place to enjoy the lake and nature, spend quality time with loved ones, and relax and recharge! Imagine peaceful mornings on the deck with coffee serenaded by the lake's loons. Swim in one of the clearest lakes in Ontario. Explore the lake on our kayaks, paddleboards and canoe. Bring your fishing gear for some excellent fishing. Savour cozy evenings around the firepit, creating lasting memories under starlit skies. Your lakeside getaway awaits!

Top Guest favourite
A modern tiny house exterior features a wooden deck with two chairs and a staircase leading to the entrance. String lights hang overhead, and a small potted tree adds a touch of greenery. A gravel path surrounds the house, enhancing the outdoor space.
Tiny home in Lanark
4.98 out of 5 average rating, 160 reviews

Highland House

Step into rural life at Highland House, a charming tiny home perched high on 5 acres in the Lanark Highlands. Perfect for guests looking to unwind in nature, starry skies by the fire, & those incredible sunsets. During the summer months enjoy the farm-fresh experience with hand picked vegetables from the garden and eggs straight from the coop. Home to a friendly pig, chickens, & three fluffy sheep. Experience tiny living in a big way for time with family & friends or a romantic getaway!

Top Guest favourite
Cabin in Lanark
5 out of 5 average rating, 105 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.

Top Guest favourite
A two-story historical house combines brick and modern design elements. Large windows provide natural light, and a landscaped garden features colorful flowers in front. The gravel driveway leads to the entrance, while greenery surrounds the property, creating a rural ambiance.
Farm stay in Perth
4.99 out of 5 average rating, 231 reviews

Motherwell House-entire house-countryside stay

Welcome to the historical Perth area. We hope you will enjoy your stay at our rural setting, close to amenities but surrounded by the sounds of the countryside. Our house has all the comforts of home with beautiful open vistas visible out each window. This property was deeded to the Motherwell family following the War of 1812, staying in their family name 100 years. The interior of the house is fully renovated with some exterior projects ongoing. HST included in our pricing.

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
4.95 out of 5 average rating, 117 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
The exterior of a heritage property is displayed, featuring a white wooden facade with greenery surrounding the building. A small porch is visible, adorned with plants, and a fire hydrant stands in the foreground. The street sign indicates a neighborhood setting.
Apartment in Perth
4.91 out of 5 average rating, 451 reviews

"Quinn’s Guesthouse" Private 2 Bedroom apartment

This is a totally private, self contained apartment with full kitchen. The house is a heritage property in historic Perth, Ontario. It's location is steps from the downtown area and the beautiful Stewart Park. The kitchen is brand new as are the 2 queen size beds. The apartment is air conditioned, has wifi and cable tv with (Netflix etc). You will have the entire upstairs apartment with private entrance. Indoor parking for one vehicle is included. Very cozy and quiet.

Top Guest favourite
The cabin is positioned on a raised deck with an angled roof, surrounded by dense greenery and rocky terrain. Outdoor furniture is visible on the deck, and a set of stairs leads down to the natural landscape below.
Cabin in Elgin
4.89 out of 5 average rating, 101 reviews

Sand_piperlodge

No running water after Nov. 15 for the winter. Bring reusable cups, plates and cutlery for easy clean ups. 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 or canoe. No wifi. Talk to each other! Leashed pets only! Outhouse for use on property.

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, 394 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 spacious living area features a large sectional sofa with colorful accent pillows. Light wood beams and logs create a rustic ambiance. A coffee table sits atop a patterned area rug, while a foosball table is positioned nearby, beside a set of wooden stairs leading to the upper level.
Place to stay in Perth
4.9 out of 5 average rating, 118 reviews

Rideau Retreat

Located on the Big Rideau Lake. Right on the water. Relax on the dock with your morning coffee. This Log Home will give you and your family an experience of a life time. You can relax outside by the fire pit, sing songs, roast marshmallows. The Log Home has everything you need for your stay! There is so much to do with you and your loved ones. Take a kayak ride from out dock feel energized or use Rideau Retreat as a Bridal Suite.

Top Guest favourite
A single-story cottage is surrounded by lush green trees and a manicured lawn. The exterior features a light gray siding with large windows, and a welcoming porch. A red umbrella provides shade over a seating area, creating an inviting outdoor space.
Guesthouse in Elgin
4.88 out of 5 average rating, 244 reviews

Chaffey's Lock Canal-View Cottage

Nesled among the white pines, this cozy 3 bdrm cottage is just steps from the UNESCO World Heritage Rideau Canal. Excellent swimming, fishing, paddling, cycling and hiking. A 2-3 min walk to the water and to the general store, Brown's Marina, Lockmaster Museum, the Cataraqui Trail, Dorothy's Lodge and the Opinicon Resort. Your host also operates Rideau Tours and offers bike, kayak, canoe and stand-up paddleboard rentals onsite.

Top Guest favourite
A quaint cottage is surrounded by a blanket of fresh snow, showcasing a vibrant blue exterior and green accents. The steep roof is dusted with snow, while snow-laden trees create a serene winter landscape. A welcoming atmosphere is evoked by the inviting entrance.
Cabin in Westport
4.95 out of 5 average rating, 140 reviews

Winter Playground with Sauna*

Nestled in the forests of the UNESCO Frontenac Arch Biosphere you will find our charming and rustic guest cottage. Unplug, relax and enjoy a true connection with nature. Located steps from the cottage, is a wood fired dry Finnish Sauna* A nature lover's property to snowshoe, ski ,explore or spend time with our magical three grey horses. It's the perfect place to getaway and unwind. Naturally.

Popular amenities for Portland holiday rentals