Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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

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Top guest favourite
Tiny home in Perth
5 out of 5 average rating, 146 reviews

Care-free Glamping - intimate cabin in the forest

Cabin with camping sites & firepit included! Our 10x10' cabin is nestled a 1/2 km into the forest on 260 beautiful acres. Experience off-grid life with just enough amenities to be comfortable. Grill food at the fire pit, hike, or cozy up to the woodstove and watch the wildlife wander by. A booking is for the whole location, and you decide who gets the cabin (sleeps 2) and who brings the tents. A 2nd 'bunk' cabin, for an additional fee, is always available for your extra guests. Ask us about it!

Top guest favourite
Loft in Perth
5 out of 5 average rating, 15 reviews

Pike Lake Studio Loft

The Autumn colours of Lanark County are spectacular at this time of year. Sheltered by trees and with direct access to water, this hidden gem can be found on a quiet side road between Perth and Westport, in close proximity to Ottawa and Kingston. Guests will have access to a wide range of outdoor activities but may also enjoy exploring experiences specific to the area . See "Elizabeth's Guestbook". Come and enjoy all the comforts of home without the pressures and responsibilities of daily life.

Guest favourite
Tent in Lanark
4.94 out of 5 average rating, 191 reviews

La Isla-Safari tent on an island with a hot tub!

This little gem of a spot is on a secluded island in the middle of the Mississippi River. The sound of the rapids will lull you to sleep in your magical tent perched right over the water! With all of the modern conveniences including hot water, outdoor shower, bar fridge, wifi and well appointed outdoor kitchen. This year we are building a treehouse on the island so although we will ensure no construction takes place during your stay, there will be construction materials around on the island

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, 16 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.

Top guest favourite
Cottage in Hammond
4.96 out of 5 average rating, 197 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
Dome in Westport
5 out of 5 average rating, 15 reviews

The Big Dipper - Geo-Desic Dome

Sleep amid the stars and the deer in the Big Dipper Geo-Desic off-grid dome. A perfect getaway for 2 (or on your own), you’ll sleep comfortably in a queen-size bed with all of the must-have amenities, including an in-unit compost toilet and a woodstove. Cook your meals over the fire or grill and bask in the sunsets from the wood-fired hot tub (seasonal) or cozy in the dome through the panoramic window. Enjoy some modern comforts while getting up close with nature so you can truly unwind.

Guest favourite
A wooden deck extends over calm water, surrounded by trees. Several lounge chairs are placed near the edge, offering a serene view of the lake. The grassy area leads to the deck, creating a natural transition to the water's edge.
Cottage in Perth
4.78 out of 5 average rating, 59 reviews

Gordon's Cottage Oasis

Located on the quiet and calm Bass Bay on the Rideau, this quaint cottage is sure to charm. Newly renovated with new windows and siding and a brand new addition, you will feel it home in this modernized cottage. The master bedroom boasts a beautiful view of the lake that will leave you refreshed and energized each morning. The large spacious deck has lots of seating and a comfortable lounge for enjoying the lakefront. The waterfront is 6-8ft deep off the dock, perfect for diving and swimming.

Guest favourite
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 favourite
Home in Perth
4.88 out of 5 average rating, 25 reviews

Livnlife in nature’s paradise!

If you’re seeking privacy, a romantic escape, or quality time with family and friends, this nature lover’s paradise is for you. Take in unbelievable views overlooking your own private canoe pond and explore a secluded beaver dam hiking trail right on the property. Located just 15 minutes from downtown Heritage Perth, with Murphys Point Provincial Park only minutes away, this is the perfect blend of seclusion and convenience.

Top guest favourite
Tiny home in Perth
4.93 out of 5 average rating, 352 reviews

Off-grid A-frame cabin, come relax in the forest!

Welcome to “The Hemlock” cabin One of two unique cabins on the property. 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 and wildlife in a peaceful, private setting, relax and unwind by the fire! We look forward to having you!

Top guest favourite
An inviting exterior view of the property features a wooden deck adorned with soft lighting. A covered seating area includes a small table and chairs, enhancing the outdoor space. Lush greenery surrounds the home, creating a tranquil setting for relaxation.
Place to stay in Spencerville
5 out of 5 average rating, 123 reviews

Honeybee Haven - Dog Friendly, Free Parking

Escape to a cozy, dog friendly haven, perfect for embracing the magic of the spring season. Nestled in a picturesque landscape, our property offers all the comforts you need for a memorable stay. Whether you’re here for adventure, romance or relaxation, Honeybee Haven is your ultimate getaway. Located minutes off of Hwy 401 and the US border crossing, an hour from both Kingston and Ottawa and two hours from Montreal.

Top guest favourite
A wood-fired sauna features a rounded interior lined with smooth wooden panels. A centered stone heater radiates warmth, with wooden benches extending along both sides. Large windows offer views of the surrounding trees and lake, creating a serene atmosphere.
Cottage in Sydenham
5 out of 5 average rating, 88 reviews

Potts' Perch

Take it easy at this quiet and cheerful 2 bedroom cottage just 20 minutes north of Kingston, Ontario nestled in the Frontenac Arch. Enjoy the peace and quiet while overlooking Knowlton Lake on a private road surrounded by forest. Stunning view, beautiful sunsets, deep clean water front, great fishing, one canoe and two kayaks provided and a wood fired sauna are just a few of the reasons you'll love it here!

Popular amenities for Portland holiday rentals

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  4. Leeds and Grenville
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