Book Holiday Homes in Philadelphia

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Featured Holiday Homes in Philadelphia

Newly Remodeled 3-bedroom house in Alexandria Bay - 5 minute walk to downtown

Newly Remodeled 3-bedroom house in Alexandria Bay - 5 minute walk to downtown

2 out of 5
Alexandria Bay
With a stay at this vacation home in Alexandria Bay, you'll be within a 10-minute walk of Lil' River Fudge Co / 5&10 Variety Store and Saint Lawrence River.
Newly Remodeled 3-bedroom house in Alexandria Bay - 5 minute walk to downtown
River's Getaway- an urban oasis!

River's Getaway- an urban oasis!

Watertown
With a stay at this vacation home in Watertown, you'll be within a 15-minute drive of Fort Drum and Black River.
River's Getaway- an urban oasis!
Walkable, modern, spacious village home, dockage, hot tub, fenced in yard.

Walkable, modern, spacious village home, dockage, hot tub, fenced in yard.

Clayton
When you stay at this vacation home in Clayton, you'll be on a river, just steps from Lake Ontario and 6 minutes by foot from Antique Boat Museum.
Walkable, modern, spacious village home, dockage, hot tub, fenced in yard.
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Saint Lawrence’s paradise

Saint Lawrence’s paradise

Redwood
With a stay at this vacation home in Redwood, you'll be within a 10-minute drive of Keewaydin State Park and Lil' River Fudge Co / 5&10 Variety Store.
Saint Lawrence’s paradise
Plenty of Parking for Boats!

Plenty of Parking for Boats!

Chaumont
With a stay at this vacation home in Chaumont, you'll be a 5-minute drive from Lake Ontario and 7 minutes from Black River.
Plenty of Parking for Boats!
The Ledges Resort and Marina, Lighthouse

The Ledges Resort and Marina, Lighthouse

Alexandria Bay
This vacation home is 10.9 mi (17.6 km) from Boldt Castle and 11.5 mi (18.5 km) from Lake Ontario.
The Ledges Resort and Marina, Lighthouse
Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY

Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY

2 out of 5
Clayton
With a stay at this vacation home in Clayton, you'll be a 3-minute walk from Lake Ontario and 7 minutes by foot from Antique Boat Museum.
Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY
Stylish and Comfortable Downtown Historical Home Two Blocks From the River

Stylish and Comfortable Downtown Historical Home Two Blocks From the River

2 out of 5
Clayton
With a stay at this vacation home, you'll be centrally located in Clayton, steps from Lake Ontario and Thousand Islands Museum.
Stylish and Comfortable Downtown Historical Home Two Blocks From the River
Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible

Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible

Clayton
With a stay at this vacation home in Clayton, you'll be a 5-minute walk from Lake Ontario and 7 minutes by foot from Thousand Islands Museum.
Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Philadelphia Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Philadelphia vacation homes are the perfect way for you to wing it.

Holiday houses in Philadelphia let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Philadelphia in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Philadelphia adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Philadelphia with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Philadelphia vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Philadelphia Holiday Homes essential information

Accommodation
147 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Newly Remodeled 3-bedroom house in Alexandria Bay - 5 minute walk to downtown, River's Getaway- an urban oasis!, Walkable, modern, spacious village home, dockage, hot tub, fenced in yard., Saint Lawrence’s paradise, Plenty of Parking for Boats!, The Ledges Resort and Marina, Lighthouse, Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY, Stylish and Comfortable Downtown Historical Home Two Blocks From the River, Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible

Top trending hotels in Philadelphia

Ramada by Wyndham Watertown/Thousand Islands NY

Ramada by Wyndham Watertown/Thousand Islands NY

2.5 out of 5
21000 NY State Rt 3, Watertown, NY
Fully refundableReserve now, pay when you stay
Located in Watertown, Ramada by Wyndham Watertown/Thousand Islands NY is in a rural location, within a 15-minute walk of Salmon Run Mall and Regal Salmon ...
Ramada by Wyndham Watertown/Thousand Islands NY
Capt.'s Inn & Suites

Capt.'s Inn & Suites

2 out of 5
116 Church Street, Alexandria Bay, NY
With a stay at Capt.'s Inn & Suites in Alexandria Bay, you'll be within a 15-minute walk of Lil' River Fudge Co / 5&10 Variety Store and Cornwall Brothers ...
Capt.'s Inn & Suites
Capt. Thomson's Resort

Capt. Thomson's Resort

3 out of 5
45 James Street, Alexandria Bay, NY
Located in Alexandria Bay, Capt. Thomson's Resort is on the Strip, within a 15-minute drive of Thousand Islands Winery and Thousand Islands Bridge.
Capt. Thomson's Resort
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1000 Islands Harbor Hotel

1000 Islands Harbor Hotel

3.5 out of 5
200 Riverside Drive, Clayton, NY
With a stay at 1000 Islands Harbor Hotel in Clayton, you'll be within a 5-minute drive of Antique Boat Museum and Clayton Marina.
1000 Islands Harbor Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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