Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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Top guest favorite

A charming houseboat is illuminated softly at night, featuring large windows that reveal a cozy interior. The surrounding trees create a natural privacy barrier, while a wooden walkway leads to the entrance. The starry sky adds a touch of magic to the scene.

Houseboat in Yarker

5 out of 5 average rating, 211 reviews

4 season cabin in the woods -A romantic Riverboat!

You won’t forget this memorable experience! A 1974 River Boat has been lovingly transformed in to a whimsical all season cabin. Come for the fantasy then bask in the comfort and romance of it. Luxurious amenities include everything but the kitchen sink..literally! A perk to no running water is that I do your dishes at my place while you relax! The houseboat is tucked in to the trees and just across the road from a lakefront park. Plus...a Playshed full of seasonal outdoor equipment is included!

Top guest favorite

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, 145 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 favorite

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, 132 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 favorite

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

4.94 out of 5 average rating, 17 reviews

Livnlife in nature’s paradise!

If you’re looking for privacy, romantic getaway or quality time with your family and friends, then this 100 acre nature’s paradise is for you. Unbelievable views of your own private 4 acre canoe pond and your own hiking trail system with lookout points plus a beaver dam. This location you’re surrounded by a variety of lakes: Long Lake, Rideau Lakes, Otty Lake which all have public boat launches. Only 15 minutes to downtown Heritage Perth and Murphy’s Point Provincial Park is only minutes away!

Guest favorite

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

4.89 out of 5 average rating, 111 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 favorite

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

4.93 out of 5 average rating, 215 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 sometimes slow. It is 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.

Top guest favorite

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, 371 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 favorite

A rustic blue cottage is framed by colorful autumn foliage, showcasing warm shades of orange and yellow. A tree with lush green leaves is visible in the foreground, while the charming A-frame structure features a metal roof and decorative elements enhancing its inviting appearance.

Cabin in Westport

4.93 out of 5 average rating, 381 reviews

Le Temps Perdu:Cozy Cabin 88 Acre Wilderness Park

Nestled in the gardens of Le Temps Perdu, away from the major city centers (the stars will amaze), you will find our charming, rustic guest cottage. Unplug, relax and enjoy a true connection with nature. Hike the well maintained trails of the 88 acres of parkland. Spend cozy evenings by the fire. Free Wi-Fi for remote work. Long stay discounts. A nature lover's paradise to explore and enjoy. Pets welcome. The perfect place to getaway and unwind. Naturally.

Top guest favorite

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, 28 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 favorite

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

4.89 out of 5 average rating, 111 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 favorite

A charming cottage exterior features large glass sliding doors and a well-maintained deck, adorned with red chairs and vibrant flower beds. Lush green grass surrounds the cottage, which is framed by tall evergreen trees, creating a serene outdoor setting.

Cottage in Portland

4.99 out of 5 average rating, 91 reviews

Beautiful Waterfront Cottage on the Big Rideau

Enjoy your getaway on the prestigious Big Rideau Lake, the largest lake in the Rideau Canal System, a UNESCO designated site. We are located in Portland On. We are walking distance to Len’s Cove Marina. This is very convenient to rent a boat, launch your own in the public boat launch or go for lunch or dinner at their licensed Galley Restaurant. Our cottage has heat and air conditioning. We can communicate in French and English.

Guest favorite

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, 235 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.