Holiday houses in Pittsburgh

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Top-rated holiday rentals in Pittsburgh

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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, 176 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
The cabin is situated on a gently sloping green lawn surrounded by trees. A spacious deck is visible, complemented by outdoor furniture. A landscaped area with stone walls and plants can be seen in the foreground, enhancing the natural setting.
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 231 reviews

Smugglers Getaway on the St. Lawrence River

Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

Top Guest favourite
An evening view of the cabin's entrance is lit by soft outdoor lighting. A welcoming porch features a wooden railing and decorative elements, while plants surround the steps. The structure has large glass windows, allowing a glimpse of the interior ambiance.
Farm stay in Newburgh
5 out of 5 average rating, 117 reviews

Escape Goat Hideaway at Barking Goat Farms

“Glamping” at its best. Come experience an off grid all season cabin, tucked away in a very private location at Barking Goat Farms, between Toronto and Ottawa. Enjoy your morning coffee on the lovely screened in porch and spend you evenings around the campfire star gazing amid the peaceful surroundings. Many local attractions to visit or just unplug and relax. Perfect for a couples romantic escape or a fun girls getaway. Enjoy a complimentary meet and greet with our goats and donkeys

Top Guest favourite
A comfortable living area features two brown armchairs and a spacious light-colored sectional. A mounted flat-screen television remains positioned above a wooden media console. A round mirror is displayed above a fireplace, contributing to the cozy ambiance of the space.
Home in Kingston
5 out of 5 average rating, 190 reviews

The Urban Cottage on Earl

The Urban Cottage on Earl is located in the heart of Kingston's historic Sydenham Ward and is within 2-3 blocks of KGH, Hotel Dieu, Queen's University, Lake Ontario and Kingston's vibrant downtown. Whether you are coming to Kingston for work or play, The Urban Cottage has all the conveniences of a downtown city home coupled with a relaxed cottage feel. After a long day, enjoy the fully enclosed, private backyard oasis complete with hot tub and water feature. LCRL20230000005

Superhost
A cottage is surrounded by lush green grass and colorful flowers. The building features a dark exterior with a light accent. A wooden seating area is positioned on a stone patio, offering a welcoming space to relax outdoors.
Cottage in Prince Edward, ON
4.8 out of 5 average rating, 101 reviews

Layla’s Hideaway

Whether you are sipping coffee on the dock, eating a meal out back, or paddling along the bay, you are going to love being here. Ideally located on a quiet Lane, our place is surrounded by nature and your very own private lake front. Come enjoy a family vacation or a friends gateway. The Bay of Quinte is famous for it's world class fishing. The county is home to over 40 wineries and many breweries. There is something for everyone in The Pec. STA #2024-0188 R1

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, 129 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
Apartment in Kingston
4.98 out of 5 average rating, 161 reviews

Spacious Downtown Loft

This spacious downtown 2 level loft is the perfect location to enjoy everything that Kingston has to offer. Walking distance to the Grand theatre, Slush Puppie Place, restaurants, universities, ferry, and Fort Henry. The perfect location for an evening or weekend getaway to explore Kingston, visit family or just unwind and relax. No parking available with the property (see more detail under Location - Getting Around) City of Kingston License #LCRL20220000211

Top Guest favourite
An elegant historic brick facade is presented, showcasing multiple gabled roofs and large arched windows. A detailed front porch with decorative woodwork invites entry, while a mix of mature trees and landscaping frames the exterior.
Guest suite in Kingston
4.98 out of 5 average rating, 167 reviews

Hotel Room Bela in downtown Kingston

A small and cozy hotel room accommodation with a private entrance to your own space and free parking for one vehicle until check out. You are steps away from the heart of downtown shopping at unique local stores, an array of restaurants, Queen's University and our 2 hospitals - Hotel Dieu and Kingston General Hospital. Our space is small at 16.3 m2/175 sq ft, but you will have everything you need for a comfortable stay. Licence: LCRL20230000508

Top Guest favourite
The exterior of a cabin is presented, showcasing wooden siding adorned with climbing greenery. Large windows allow natural light to enter, with flower boxes situated beneath them. The structure is framed by trees, creating a harmonious blend with the natural surroundings.
Cabin in Verona
4.97 out of 5 average rating, 120 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 modern open-concept living area features a comfortable grey sofa adjacent to a wall-mounted TV. A small dining table with two chairs offers seating near the kitchen, which is equipped with stainless steel appliances and bright white cabinetry. Natural light is provided by multiple windows.
Townhouse in Kingston
4.91 out of 5 average rating, 355 reviews

Downtown Haven: Roomy Home with Parking

This newly renovated home is located in downtown Kingston, minutes walking distance to major amenities such as the K-Rock Centre, waterfront, restaurants, bars, and shopping on Princess Street. The unit, which encompasses the entire first floor of a townhouse, consists of a large open concept living space along with one bedroom and a bathroom. Fully licensed for short term rentals with the City of Kingston - License #LCRL20230000420

Guest favourite
A charming waterfront home is nestled among vibrant greenery, with large trees providing shade. The building features a blend of traditional and modern designs. A wooden deck extends towards the water, accompanied by several outdoor chairs for relaxation.
Home in Cape Vincent
4.88 out of 5 average rating, 82 reviews

Charming and Historic Waterfront Escape in Town

Beautiful home on the St. Lawrence river with a sweeping backyard and stunning sunset views. Waterfront perfect for swimming, paddle boarding, and kayaking. Wonderful view from the kitchen and living room. Sleep in the fresh air with windows open and nod off to the sounds of the river. The center of town is a short walk away and the light house where lake and river meet is just 2 miles away.

Top Guest favourite
Tiny home in Perth
4.92 out of 5 average rating, 345 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 Pittsburgh holiday rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Frontenac County
  5. Pittsburgh