Holiday rentals in Philadelphia

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Top-rated holiday rentals in Philadelphia

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

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Top guest favourite
An outdoor pool area is showcased, surrounded by well-maintained greenery and tall conifer trees. A sun deck with wooden steps leads to the pool's edge, which is framed by potted plants featuring vibrant flowers. Comfortable seating can be seen in the background.
Flat in Watertown
4.9 out of 5 average rating, 144 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

Guest favourite
The living area features two light-colored sofas arranged around a wooden coffee table. A ceiling fan hangs above, and large windows allow natural light to illuminate the space. The ceiling is finished in warm wood, complementing the neutral walls.
Home in Watertown
4.87 out of 5 average rating, 159 reviews

Cozy Cottage next to Thompson Park

Cozy Cottage located only 15 minutes away from Fort Drum! ONE block away from Thompson Park/Zoo and only a 10min drive to Watertown mall! Fishing boats fit in Driveway. Bed is Firm! For any tourist visiting any upstate New York attractions, or simply looking for home away from home, this is your place! Two camera are installed; One in front entrance and one in the back. If you decided to book please mention if you'll have guest visiting and how many vehicle's you'll have, two vehicles max!

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
4.96 out of 5 average rating, 192 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
A spacious interior of the tree house features wooden walls and a sloped glass roof, inviting natural light. A round table with two wooden chairs is set against a backdrop of large windows, providing a clear view of the surrounding greenery and the river.
Treehouse in Boonville
4.97 out of 5 average rating, 157 reviews

Amazing Tree House on Black River Near Old Forge

Perched in privacy on the Black River is a rustic Tree House designed for adults only who are looking to be off the grid and connect with Mother Nature. Glamping at its best! The very private Tree House is perched on a hill overlooking the peaceful river. The quaint treehouse has five sides of glass and screens to view the river. This is built around trees but you enter from ground level. A power pack is available to charge cell phones and make coffee. Relax by a campfire at river's edge.

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, 232 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
Guest house in Chaumont
4.99 out of 5 average rating, 127 reviews

Peaceful Getaway

Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

Guest favourite
Home in Adams Center
4.85 out of 5 average rating, 183 reviews

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

Top guest favourite
A well-maintained gravel driveway is flanked by evenly spaced trees, creating a natural canopy. Lush green grass lines both sides of the path, leading toward an open horizon. Soft clouds drift in the sky, adding to the peaceful countryside ambiance.
Home in Antwerp
5 out of 5 average rating, 46 reviews

Maple Lane Home

A four-bedroom farmhouse nestled in a serene country setting offers the perfect escape to reconnect with nature. You might catch sight of a flock of geese gracefully coming and going from the pond, or spot a heron quietly fishing in the creek. This home provides a tranquil retreat from the hustle and bustle of everyday living. Whether you’re dreaming of enjoying sunsets on the porch, or simply savoring the quiet, this peaceful farm could be your ideal sanctuary.

Superhost
A cozy living area features a dark sofa with decorative pillows, set against large windows dressed in light gray curtains. A ceiling fan hangs above the space, which includes an island countertop separating the living area from the kitchen appliances visible in the background.
Flat in Carthage
4.84 out of 5 average rating, 139 reviews

V's Victorian Manor B&B Carthage, NY

V's Victorian Manor B&B offers a private fully furnished one bedroom, one bath apartment on the second floor. Only 20 minutes from Watertown, Fort Drum, and Lowville, and approx. 10 minutes from Wheeler Sacks Airfield. Continental breakfast included, plus pancake mix, syrup, and a waffle iron. Towels and washcloths are available for use. *This is a pet friendly manor. Please use a leash at all times and clean up after your pet(s). Thank you.

Guest favourite
The single-story home is surrounded by lush green grass and neatly trimmed shrubs. The front porch, accented with stone, offers an inviting entryway. A two-car garage is visible on the left, while a large tree with autumn foliage adds color to the landscape.
Home in Philadelphia
4.89 out of 5 average rating, 115 reviews

Peaceful Countryside Retreat

Relax and enjoy incredible sunsets and bonfires with the whole family on acres of solitude and tranquility. This fully equipped home offers all modern comforts, providing the ideal retreat for endless relaxation. Nestled in the middle of the quiet countryside, this home is 15 minutes from Fort Drum; conveniently located within 20 minutes of the Thousand Island Region, Alex Bay, Clayton, and Watertown areas.

Top guest favourite
The living area features a cozy arrangement of a two-seat leather sofa and a recliner, complemented by a coffee table. Two lamps provide soft lighting, while gentle light enters through two windows adorned with sheer curtains. Wall art showcases floral designs.
Home in Calcium
4.9 out of 5 average rating, 355 reviews

Journey's Rest~1/2 mile from Ft. Drum's Main Gate.

Enjoy the comforts of home right outside Fort Drum's main gate. Visit with loved ones and cook meals. Right in the middle of shopping and restaurants. Park in the garage. Pack light and use the washer/dryer. Linens provided. Automated check-in. Professionally cleaned! Spacious, comfortable, and relaxing.

Guest favourite
Home in Henderson
4.98 out of 5 average rating, 165 reviews

Boutique Lakefront Cottage, Hot Tub, Sauna

Escape to a peaceful boutique retreat on the shores of Lake Ontario, designed for slow mornings, sunset soaks, and complete relaxation. Unwind in the year-round hot tub overlooking the water, recharge in the infrared sauna, kayak along the shoreline, or cozy up by the fireplace after a day on the lake.

Popular amenities for Philadelphia holiday rentals