Book Holiday Homes in Philadelphia

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Featured Holiday Homes in Philadelphia

Pristine Downtown Clayton Village Home Just Steps Away From Everything!

Pristine Downtown Clayton Village Home Just Steps Away From Everything!

Clayton
A stay at this vacation home places you in the heart of Clayton, steps from Lake Ontario and Thousand Islands Museum.
Pristine Downtown Clayton Village Home Just Steps Away From Everything!
The Ledges Resort and Marina, Lighthouse

The Ledges Resort and Marina, Lighthouse

Alexandria Bay
This vacation home is 0.1 mi (0.1 km) from Saint Lawrence River and 0.3 mi (0.5 km) from Lil' River Fudge Co / 5&10 Variety Store.
The Ledges Resort and Marina, Lighthouse
Thousand Islands Home w/ views of Boldt Castle

Thousand Islands Home w/ views of Boldt Castle

Wellesley Island
With a stay at this vacation home in Wellesley Island, you'll be on a river, just a 1-minute walk from Saint Lawrence River and 11 minutes by foot from Mary ...
Thousand Islands Home w/ views of Boldt Castle
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Waterfront 5 Bedroom Grindstone Island Farmhouse

Waterfront 5 Bedroom Grindstone Island Farmhouse

Clayton
Located in Clayton, this vacation home is on the waterfront, within a 5-minute walk of Lake Ontario and Thousand Islands Museum.
Waterfront 5 Bedroom Grindstone Island Farmhouse
Comfy Two Bedroom Thousand Islands Getaway

Comfy Two Bedroom Thousand Islands Getaway

Clayton
When you stay at this vacation home in Clayton, you'll be on a river, within a 15-minute walk of Grass Point State Park and Lake Ontario.
Comfy Two Bedroom Thousand Islands Getaway
SPRING SPECIALS! Relaxing River Oasis & Dock

SPRING SPECIALS! Relaxing River Oasis & Dock

Wellesley Island
With a stay at this vacation home in Wellesley Island, you'll be on the waterfront, just a 1-minute walk from Saint Lawrence River and 7 minutes by foot from ...
SPRING SPECIALS! Relaxing River Oasis & Dock
Waterfront Cottage w/ Barrel sauna & Fishing Pier

Waterfront Cottage w/ Barrel sauna & Fishing Pier

Dexter
When you stay at this vacation home in Dexter, you'll be on the waterfront, within a 5-minute drive of Black River and Farmhouse Maple.
Waterfront Cottage w/ Barrel sauna & Fishing Pier
Family and Fishermen Welcome!

Family and Fishermen Welcome!

Chaumont
When you stay at this vacation home in Chaumont, you'll be within a 10-minute drive of Lake Ontario and Black River.
Family and Fishermen Welcome!
Charming Waterfront House with Detached Cabin

Charming Waterfront House with Detached Cabin

Clayton
Located in Clayton, this vacation home is within a 5-minute drive of Grass Point State Park and Lake Ontario.
Charming Waterfront House with Detached Cabin
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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
116 Holiday Homes
Lowest Price
AU$98
Highest Price
AU$203
Popular accommodation
Pristine Downtown Clayton Village Home Just Steps Away From Everything!, The Ledges Resort and Marina, Lighthouse, Thousand Islands Home w/ views of Boldt Castle, Waterfront 5 Bedroom Grindstone Island Farmhouse, Comfy Two Bedroom Thousand Islands Getaway, SPRING SPECIALS! Relaxing River Oasis & Dock, Waterfront Cottage w/ Barrel sauna & Fishing Pier, Family and Fishermen Welcome!, Charming Waterfront House with Detached Cabin

Top trending hotels in Philadelphia

Comfort Inn & Suites Watertown - 1000 Islands

Comfort Inn & Suites Watertown - 1000 Islands

2.5 out of 5
110 Commerce Park Drive, Watertown, NY
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 31 Dec to 1 Jan
AU$177
includes taxes & fees
31 Dec - 1 Jan 2025
In the heart of Watertown, Comfort Inn & Suites Watertown - 1000 Islands is within a 5-minute drive of Salmon Run Mall and Jefferson Community College.
Comfort Inn & Suites Watertown - 1000 Islands
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
The price is AU$163 per night from 29 Dec to 30 Dec
AU$163
includes taxes & fees
29 Dec - 30 Dec
Located in Watertown, Ramada by Wyndham Watertown/Thousand Islands NY is in a rural location, within a 5-minute drive of Salmon Run Mall and Kostyk Field.
Ramada by Wyndham Watertown/Thousand Islands NY
Holiday Inn Express Hotel & Suites Watertown-Thousand Island, an IHG Hotel

Holiday Inn Express Hotel & Suites Watertown-Thousand Island, an IHG Hotel

2.5 out of 5
1290 Arsenal St, Watertown, NY
Fully refundable
The price is AU$203 per night from 29 Dec to 30 Dec
AU$203
includes taxes & fees
29 Dec - 30 Dec
With a stay at Holiday Inn Express Hotel & Suites Watertown-Thousand Island, an IHG Hotel in Watertown, you'll be within a 15-minute drive of Fort Drum and Kostyk ...
Holiday Inn Express Hotel & Suites Watertown-Thousand Island, an IHG Hotel
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Quality Inn & Suites Watertown Fort Drum

Quality Inn & Suites Watertown Fort Drum

2.5 out of 5
8000 Virginia Smith Drive, Calcium, NY
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 29 Dec to 30 Dec
AU$98
includes taxes & fees
29 Dec - 30 Dec
Located in Calcium, Quality Inn & Suites Watertown Fort Drum is a 3-minute drive from Fort Drum and 7 minutes from Evans Mills Speedway.
Quality Inn & Suites Watertown Fort Drum
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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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^Subject to availability and chosen travel dates.