Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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Top guest favorite

The open-concept living area showcases a spacious layout with a modern kitchen in the background. Light streams through large windows beneath a vaulted ceiling supported by angular beams. A dark sofa and two light chairs complement a patterned area rug, adding to the inviting atmosphere.

Place to stay in Perth

4.86 out of 5 average rating, 481 reviews

Artistic Loft in a Historic Gothic Stone Church

This private, bright, unique and spacious studio loft is custom designed and built into a 1900 historic Gothic Stone Church. Located just 10 minutes from downtown Perth or Smiths Falls, it is a perfect setting for authentic travelers and cultural explorers. Experience a beautiful region known for its lakes, rivers, parks & farms. Take art lessons, canoe, kayak, cross country ski, hike, bike or simply relax & take in panoramic views and experience the best of Lanark County's country way of life.

Top guest favorite

The custom-built chalet is surrounded by lush greenery, with a spacious wrap-around deck featuring outdoor seating and an umbrella. Large windows provide ample light, offering views into the natural landscape. The elevated structure is complemented by a gentle slope down to the surrounding wilderness.

Cottage in Westport

4.98 out of 5 average rating, 151 reviews

Longview: Hilltop Chalet, Stunning Forest Views

Enter Longview and discover endless forest views and an oasis on 88 private acres of wilderness parkland. A custom built chalet complete with all the amenities was designed with care and attention: Scandinavian box bed, rolltop cast iron tub, library loft, fireplace and a huge deck perched over the forest make Longview a truly unique experience and getaway. Ski, snowshoe, hike or spend time with the horses and never leave the property. Longview invites you to unwind and regenerate. Naturally.

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, 147 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, 141 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 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

4.91 out of 5 average rating, 22 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

An inviting outdoor fire pit area is surrounded by four Adirondack chairs, with a stone circular seating arrangement at its center. The guesthouse's wooden exterior is visible in the background, framed by lush greenery and a lawn, offering a peaceful and open atmosphere.

Guesthouse in Mallorytown

4.91 out of 5 average rating, 140 reviews

Adorable country guesthouse on Graham Lake

Enjoy the countryside on 15 acres of woods backing on to Graham Lake. Tucked away from the road, our guesthouse is family and pet friendly. The bathroom is newly renovated. Outdoors it boasts a lovely campfire area, a patio table and a large grass yard. Enjoy our gardens in the summer and our laying hens year-round. Take a 5 min stroll down a wooded path to the lakefront where you will find another campfire pit, a dock, a canoe and SUP to use and plenty of space for activities year-round.

Guest favorite

The interior space features warm wood paneling and an open layout. Two comfortable recliners are positioned on the floor, facing a wood stove. A dining area is visible in the background, with a wooden table and chairs. Bright natural light enters through large windows.

Home in Perth

5 out of 5 average rating, 6 reviews

Romantic and Cozy Winter Waterfront Wonderland

Relax with your special person, a few good friends or your family at this peaceful place to stay. You will love how quiet and serene the lake is. Only 20 minutes to Perth or Westport, 5 minutes to a new hiking trail and 15 minites to Foley Mountain conservation to name a few special places to enjoy nature. This cottage is on a private lake with no public access and is an absolute slice of heaven. Enjoy walks on the quiet road after a fresh snow fall or have a fire lakeside.

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, 379 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

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 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, 240 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.

Superhost

A charming cottage is elevated on a hillside, surrounded by tall trees. A spacious deck extends from the cottage, offering views of the natural surroundings. Large glass windows are visible, inviting sunlight into the interior.

Cabin in Perth

4.77 out of 5 average rating, 35 reviews

Lakefront Otty Lake Retreat

A Quiet waterfront cottage with large deck overlooking a beautiful lake. Perfect for boating, swimming, fishing, hiking, and communing with nature! A private place surrounded by forest and water, and abounding in wildlife of all kinds. If you or your guests/pets have difficulty with the wildlife (or insects) in the Canadian countryside, you may wish to consider a more suburban location.

Guest favorite

A spacious safari tent is situated on a large wooden deck surrounded by lush greenery. A cozy seating area with a table and chairs is available under an umbrella, along with an outdoor kitchen setup featuring a blue cooler. Natural stones and plants enhance the outdoor environment.

Tent in Westport

4.9 out of 5 average rating, 128 reviews

Otter Ridge Glamping over water

This safari tent is majestically perched on a huge deck overlooking a gorge with a small river flowing.You are surrounded by raw nature while comfortably snuggled into a little oasis of luxury. It is off-grid with a 12 volt power system and propane appliances. You have your own outdoor shower and outhouse. The town of Westport is 5 minutes away and Perth is 20. Pets are welcome.