Holiday houses in Portland

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Top-rated holiday rentals in Portland

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Top Guest favourite
The front exterior of the retreat showcases a modern design nestled just feet from the water's edge. Large windows provide stunning views of the lake while a patio area features seating for relaxation. Surrounding greenery adds to the private atmosphere.
Cottage in Elgin
5 out of 5 average rating, 156 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 spacious outdoor seating area is arranged with a large sectional sofa and two armchairs, all featuring navy cushions. A low coffee table is placed at the center on a stone patio, surrounded by a wooden fence and trees providing shade.
Home in Kingston
4.98 out of 5 average rating, 154 reviews

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Top Guest favourite
Cottage in Hammond
4.96 out of 5 average rating, 171 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
4.89 out of 5 average rating, 129 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 screened-in porch features a cozy seating arrangement with soft gray cushions on wicker chairs. A round glass table is positioned nearby, and ambient lighting is strung along the wooden beams. The view beyond overlooks green fields and trees, inviting relaxation in nature.
Cabin in Lanark
4.92 out of 5 average rating, 196 reviews

The Owl's Nest Cabin, a peaceful retreat

Welcome to The Owl's Nest, a woody pine cabin overlooking beautiful fields and forests. This completely private cabin offers a cozy, clean, open concept design with large bright windows designed to let the natural beauty of the land inside. Spend days unwinding at the cabin, walking our nature trail, or explore nearby attractions. Hike to the lookout at Blueberry Mountain, or visit local boutique shops, restaurants & beaches around historic Perth. Come Be in nature, explore & relax!

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, 458 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, 403 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 well-lit deck is featured, showcasing a hot tub surrounded by snow. Soft lighting enhances the wooden exterior of the cabin, while large windows offer a view inside. Snow blankets the ground, creating a serene winter scene inviting relaxation.
Cabin in Verona
4.97 out of 5 average rating, 113 reviews

Place: Bright and Cozy Woodland Retreat

Custom-built year-round retreat in the Frontenac Arch, nestled in the woods—private, quiet, and steps to the lake for canoeing or SUP adventures. Relax on the deck under the stars or soak in the hot tub after a day of adventure. Enjoy vaulted ceilings, soaring windows, a wood stove, outdoor fire pit, custom kitchen, heated floors, rain shower, clawfoot tub, and a bright open layout. 25 mins to Frontenac Provincial Park and 40 mins to Kingston.

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
The exterior of a charming cottage is presented, featuring a shingled facade and distinctive gabled roof. The structure is surrounded by greenery, with a wooden fence in the foreground, displaying a vintage bicycle resting against it. Steps lead up to a deck at the side.
Loft in Lanark
4.99 out of 5 average rating, 197 reviews

Cozy Waterfront Loft | Hot Tub + Forest Views

Welcome to The Loft at Closs Crossing! A cozy, open concept space where you can relax, unwind and reconnect with nature. Enjoy your morning coffee on the deck, listening to the birds. Spend the afternoon on your private waterfront dock, reading a book or kayak up river and float back down. In the evening, roast marshmallows on the campfire or take a relaxing soak in the hot tub. Your cottage country escape awaits you!

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, 151 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
Tiny home in Perth
4.92 out of 5 average rating, 340 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

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