Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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Top guest favourite
The tiny house is shown nestled among trees, featuring warm wooden siding and large glass doors. A welcoming deck with wooden railings and steps leads to the entrance. The surrounding snowy landscape adds a contrast to the natural setting.
Tiny home in Lombardy
4.96 out of 5 average rating, 27 reviews

Off Grid Tiny House Near Rideau Ferry!

Escape to the Forest Hideaway, a charming off-grid tiny house with tiny wood stove, perfect for adventure! No need to disconnect - we’ve got WIFI! The loft offers a queen bed accessible by ladder, while the deck and nearby gazebo provide lovely spots to relax. Featuring a composting toilet and a “shower” area for sponge bathing. With provided water (no running water,) BBQ, a small cooler, and battery packs for cell and laptop (USB-C) charging, this tiny retreat offers you a cute forest getaway!

Guest favourite
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
4.97 out of 5 average rating, 154 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 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, 149 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, 148 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 Swim Spa hot tub is illuminated with soft blue lights, creating a serene atmosphere. It is positioned on a wooden deck with views of the modern lake house. Large bay windows reveal a softly lit interior, enhancing the tranquil evening setting.
Home in Portland
5 out of 5 average rating, 15 reviews

Waterfront Lake House

Take in the breath-taking views of Big Rideau Lake from this beautiful, four-acre lake house. The luxurious property is private, with no direct view of neighbours, and you can watch the sunset from any room or on the dock while enjoying the beautiful shorelines. Unwind and relax while taking in the sounds of nature while sitting in the Swim Spa hot tub or while walking in the woods. This year-round lake house is brand new and the perfect place for friends and families to make special memories.

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, 191 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 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, 7 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 favourite
An outdoor dining area is set with plates and glasses, accompanied by bottles of wine. Sunlight casts a warm glow over the scene, highlighting the view of the lake and surrounding reeds, while the wooden deck provides a spacious area for gatherings.
Guest suite in Addison
4.98 out of 5 average rating, 104 reviews

Lamb's Pond Retreat and Sauna

Enjoy a private retreat experience. Private entrance to bedroom suite/sitting area complete with spa-like bathroom. Entrance foyer provides basic meal prep area with small convection oven and one pot induction burner. Bedroom/sitting area includes bar fridge, microwave, kettle,coffee maker, teas and coffee. Shared chest freezer also available. BBQ and outdoor kitchen wash up area near accommodation. Conplime Access to 18 acres of private property which includes trails, lounging

Guest favourite
A rustic log cabin is set among greenery, featuring a sloped roof with metal panels and a welcoming front porch. Large windows provide natural light, while a gravel pathway leads to the entrance. Surrounding grass and dandelions complete the peaceful rural setting.
Cabin in Merrickville-Wolford
4.97 out of 5 average rating, 222 reviews

Cottontail Cabin with Hot Tub and wood fired Sauna

Cottontail Cabin, nestled on 22 acres of serene woods! This is the perfect retreat for those seeking a relaxing and rejuvenating getaway in the heart of nature. The cabin is fully equipped with all the amenities you need to make your stay comfortable and enjoyable. With 2 bedrooms and a pull out couch, the cabin can accommodate up to 6 guests. The cabin features infloor heating and a woodstove to keep you warm and cozy. We have a full-size hot tub and a wood fired sauna!

Guest favourite
A wooden dock extends over calm waters, leading to a small aluminum rowboat moored nearby. Surrounding trees offer natural shade, and the sky is partly cloudy with light reflections on the water's surface. A serene landscape invites moments of relaxation and connection with nature.
Home in South Frontenac
4.98 out of 5 average rating, 125 reviews

The Lakeview cottage

Our cottage is the perfect place to relax with family or a few friends, and enjoy the peace and quiet surrounded by beautiful scenery. It is very private and you will have the entire property and cottage to yourself. it’s the perfect peaceful hideaway. The cottage is warm and cozy with gorgeous views of cranberry lake Our place is Great for nature walks, biking, swimming and enjoying the outdoors. Also for fishing/ice fishing and snowmobiling trails are close by.

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, 381 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
The modern cabin is illuminated at dusk, showcasing its striking design with a sloped roof and large windows. Surrounded by trees, the structure features warm lighting that highlights its architectural details while seamlessly blending into the natural landscape.
Cabin in South Frontenac
4.96 out of 5 average rating, 157 reviews

Black Oak Lodge - Private Lake Views + Sauna

Situated on top of 100 foot tall granite escarpment, the Black Oak Lodge is a modern waterfront property, professionally designed to be more than the traditional cottage. Relax in complete privacy on your own 50 acre property surrounded by nature as you enjoy hotel-style amenities and Endy mattresses in every bedroom. The property has thousands of feet of private shore line on the deep, clean waters of Canoe Lake. Great for families and group trips.

Popular amenities for Portland holiday rentals