Book Holiday Homes in Philadelphia

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Featured Holiday Homes in Philadelphia

Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park.

Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park.

Philadelphia
With a stay at this vacation home in Philadelphia, you'll be within a 10-minute walk of Golden Moon Casino and Silverstar Hotel & Casino.
Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park.
Serene and Relaxing Atmosphere at The Legacy House

Serene and Relaxing Atmosphere at The Legacy House

Louisville
This vacation home is 4.4 mi (7.1 km) from Legion State Park and 6.5 mi (10.4 km) from Kentucky Center for the Performing Arts.
Serene and Relaxing Atmosphere at The Legacy House
Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park

Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park

Philadelphia
With a stay at this vacation home in Philadelphia, you'll be within a 10-minute walk of Golden Moon Casino and Silverstar Hotel & Casino.
Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park
Save an average of 15% on thousands of hotels when you're signed in
Lovely 4 bdr vacation living

Lovely 4 bdr vacation living

Lake
When you stay at this vacation home in Lake, you'll be 10 minutes by car from Bienville National Forest.
Lovely 4 bdr vacation living
Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park.

Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park.

Philadephia
With a stay at this vacation home in Philadelphia, you'll be within a 10-minute walk of Golden Moon Casino and Silverstar Hotel & Casino.
Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park.
Room 2 (sleeps 2) at Chipley's Squareview Inn

Room 2 (sleeps 2) at Chipley's Squareview Inn

Carthage
The price is AU$368 per night from 27 Dec to 28 Dec
AU$368
includes taxes & fees
27 Dec - 28 Dec
A stay at this vacation home places you in the heart of Carthage, steps from Leake County Courthouse and Carthage Historic Post Office.
Room 2 (sleeps 2) at Chipley's Squareview Inn
Room 7 (sleeps 2) at Chipley's Squareview Inn

Room 7 (sleeps 2) at Chipley's Squareview Inn

Carthage
The price is AU$365 per night from 24 Dec to 25 Dec
AU$365
includes taxes & fees
24 Dec - 25 Dec
A stay at this vacation home places you in the heart of Carthage, steps from Leake County Courthouse and Carthage Historic Post Office.
Room 7 (sleeps 2) at Chipley's Squareview Inn
Room 1 (sleeps 1) at Chipley's Squareview Inn

Room 1 (sleeps 1) at Chipley's Squareview Inn

Carthage
A stay at this vacation home places you in the heart of Carthage, steps from Leake County Courthouse and Carthage Historic Post Office.
Room 1 (sleeps 1) at Chipley's Squareview Inn
Room 5 (sleeps 2) at Chipley's Squareview Inn

Room 5 (sleeps 2) at Chipley's Squareview Inn

Carthage
The price is AU$326 per night from 24 Dec to 25 Dec
AU$326
includes taxes & fees
24 Dec - 25 Dec
A stay at this vacation home places you in the heart of Carthage, steps from Leake County Courthouse and Carthage Historic Post Office.
Room 5 (sleeps 2) at Chipley's Squareview Inn
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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
13 Holiday Homes
Lowest Price
AU$114
Highest Price
AU$368
Popular accommodation
Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park. , Serene and Relaxing Atmosphere at The Legacy House, Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park, Lovely 4 bdr vacation living, Tiny Homes for Rent, minutes to the Casino, Golf Course & Water Park., Room 2 (sleeps 2) at Chipley's Squareview Inn, Room 7 (sleeps 2) at Chipley's Squareview Inn, Room 1 (sleeps 1) at Chipley's Squareview Inn, Room 5 (sleeps 2) at Chipley's Squareview Inn

Top trending hotels in Philadelphia

Best Western Plus Philadelphia-Choctaw Hotel and Suites

Best Western Plus Philadelphia-Choctaw Hotel and Suites

2.5 out of 5
15211 Highway 16 W, Philadelphia, MS
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 1 Jan to 2 Jan
AU$204
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Philadelphia, Best Western Plus Philadelphia-Choctaw Hotel and Suites is in a rural location, within a 5-minute drive of Silver Star Casino and Pearl ...
Best Western Plus Philadelphia-Choctaw Hotel and Suites
Super Inn and Suites Philadelphia

Super Inn and Suites Philadelphia

2.5 out of 5
1526 Hwy 16 West, Philadelphia, MS
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 29 Dec to 30 Dec
AU$128
includes taxes & fees
29 Dec - 30 Dec
With a stay at Super Inn and Suites Philadelphia in Philadelphia, you'll be within a 5-minute drive of Silver Star Casino and Pearl River Resort.
Super Inn and Suites Philadelphia
Deluxe Inn And Suites

Deluxe Inn And Suites

2.5 out of 5
1004 Central Dr, Philadelphia, MS
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 24 Dec to 25 Dec
AU$114
includes taxes & fees
24 Dec - 25 Dec
Located in Philadelphia, Deluxe Inn And Suites is a 3-minute drive from Silver Star Casino and 5 minutes from Pearl River Resort.
Deluxe Inn And Suites
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Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2 out of 5
1530 Highway 16 W, Philadelphia, MS
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 24 Dec to 25 Dec
AU$127
includes taxes & fees
24 Dec - 25 Dec
Located in Philadelphia, Econo Lodge Inn & Suites is within a 5-minute drive of Silver Star Casino and Pearl River Resort.
Econo Lodge Inn & Suites
Don't see what you're looking for?
See all available properties in Philadelphia
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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.