Holiday houses in Portland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
The exterior of the cottage is viewed at sunset, with warm light spilling from the windows. The wooden deck leads to the lake, surrounded by tall trees. A serene lakeside scene is highlighted, showcasing the tranquil atmosphere of the private setting.
Cottage in Enterprise
4.86 out of 5 average rating, 138 reviews

DREAM Winter Getaway. Elegant + Spacious + SAUNA

Warm up in the sauna! Get cozy by the fireplace! Rekindle romance under the bright stars! Hang with friends by the lakeside fire fit! Hike with your dogs! This much-loved 4-season cottage on a quiet private lake is spacious and chic, with upscale furnishings, a fireplace, and NEW SAUNA! Spectacular views, sunsets and stargazing — it's the ultimate Canadian cottage experience. It's even BETTER in the fall and winter. Listen for ice freezing! It's an incredible experience. Easy to find w/GPS

Top Guest favourite
A modern living space is highlighted by a high ceiling with exposed beams. The room features a gray sofa, two vibrant yellow chairs, and a minimalist kitchen with sleek appliances. Large windows provide abundant natural light and stunning views of the surrounding landscape.
Cottage in Elgin
5 out of 5 average rating, 154 reviews

Gecieve Opinicon - A Modern Water's Edge Retreat

Escape to your own private sanctuary on beautiful Opinicon Lake. A refreshing and unique gem, this retreat has been meticulously crafted to encourage comfort & relaxation without any fuss – no roughing it here! Whether you choose to unplug & enjoy the serenity of lake life or stay connected online & power through work, you're covered. A few feet from the water's edge, panoramic views are spectacular. *NEWLY RENOVATED *PRIVATE *FAST WiFi *A/C *BOAT LAUNCH *HOT TUB *NO PARTIES * QUIET RETREAT

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, 164 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 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.
Cottage in Lyndhurst
4.94 out of 5 average rating, 221 reviews

Beautiful Lake Home in South Eastern Ontario

Our house is a wonderful place to enjoy being on a lake. You will be staying in our home where we live with our cat when we do not have airbnb guests. When we have guests, we live in a tiny house in the backyard and are available if needed. There is no landline but cell phone service is good. Internet is StarLink, which is usually fast. We are not a good fit for large groups who are noisy or families with very energetic children because we have close neighbours who enjoy peace and quiet.

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, 126 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, 164 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, 109 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
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, 453 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
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, 395 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.

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, 142 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.

Top Guest favourite
An A-frame cabin is set amidst dense trees in a natural forest. The structure features large glass doors that open onto a wooden deck, where two outdoor chairs are positioned. A metal chimney is visible on the roof, and warm light emanates from inside.
Tiny home in Perth
4.92 out of 5 average rating, 331 reviews

Off-grid A-frame cabin

Welcome to “The Hemlock” cabin 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 in a peaceful, private setting, relax and unwind by the fire! We look forward to having you! (:

Popular amenities for Portland holiday rentals