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Philadelphia Holiday Rentals

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Our top choices for Philadelphia holiday rentals

1. Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park
Wellesley Island
10.0 out of 10, Exceptional, (3 reviews)
"Quiet, clean and great location. Super family friendly."
United States
Chris W.
The price is NZ$1,091
includes taxes & fees
18 Aug - 19 Aug
Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

2. Peaceful Apartment In A Historic Home

Peaceful Apartment In A Historic Home
Watertown
10.0 out of 10, Exceptional, (48 reviews)
"We have a short stay and very walkable to downtown!"
United States
Harry
The price is NZ$405
includes taxes & fees
19 Aug - 20 Aug
Peaceful Apartment In A Historic Home

3. Adirondack/Oswegatchie Riverfront Cabin

Adirondack/Oswegatchie Riverfront Cabin
Harrisville
10.0 out of 10, Exceptional, (243 reviews)
"Great cabin, gorgeous views. Clean and very enjoyable stay! "
United States
Kayla W.
The price is NZ$704
includes taxes & fees
23 Aug - 24 Aug
Adirondack/Oswegatchie Riverfront Cabin

4. The Ledges Resort and Marina, Shipwatch

The Ledges Resort and Marina, Shipwatch
Alexandria Bay Downtown
9.8 out of 10, Exceptional, (21 reviews)
"Great stay"
United States
tracy w.
The price is NZ$760
includes taxes & fees
27 Aug - 28 Aug
The Ledges Resort and Marina, Shipwatch

5. The Crossmon House

The Crossmon House
Alexandria Bay Downtown
9.8 out of 10, Exceptional, (6 reviews)
"The home was excellent and a short walk from the downtown restaurants and bars. We enjoyed our time and would definitely visit the home again. "
United Kingdom
Blayne A.
The price is NZ$1,500
includes taxes & fees
19 Aug - 20 Aug
The Crossmon House

6. 1000 Islands Waterfront Cottage

1000 Islands Waterfront Cottage
Fishers Landing
10.0 out of 10, Exceptional, (5 reviews)
"Property is as described, a beautiful setting on the water. The neighborhood is also nice and quiet. Check-in and out is simple. "
United States
Michael R.
The price is NZ$639
includes taxes & fees
19 Aug - 20 Aug
1000 Islands Waterfront Cottage

7. Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,

Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,
Redwood
9.8 out of 10, Exceptional, (42 reviews)
"The property felt like home to us, and the service was always prompt."
United States
Jaconsti
The price is NZ$184
includes taxes & fees
15 Sept - 16 Sept
Private 5 rooms, one side of duplex, screened porch, yard space - boat parking,

8. River's Getaway- an urban oasis!

River's Getaway- an urban oasis!
Watertown
9.4 out of 10, Exceptional, (25 reviews)
"Great view and location"
United States
Alex T.
The price is NZ$438
includes taxes & fees
20 Aug - 21 Aug
River's Getaway- an urban oasis!

9. 27 James Street Loft #1

27 James Street Loft #1
Alexandria Bay Downtown
9.2 out of 10, Wonderful, (7 reviews)
"Everything newly remodeled, so everything new. Very clean. Enjoyed our stay. Even got to try out a record player like the old days."
United States
Colleen F.
The price is NZ$586
includes taxes & fees
7 Sept - 8 Sept
27 James Street Loft #1

10. The Ledges Resort and Marina, Loon Cottage

The Ledges Resort and Marina, Loon Cottage
Alexandria Bay Downtown
10.0 out of 10, Exceptional, (52 reviews)
"We enjoyed the property and all it had to offer. "
United States
Irene W.
The price is NZ$575
includes taxes & fees
19 Aug - 20 Aug
The Ledges Resort and Marina, Loon Cottage

11. Lower Apartment on Pine Street

Lower Apartment on Pine Street
Watertown
9.4 out of 10, Exceptional, (3 reviews)
"This apartment is simply delightful. Quiet neighborhood, close to many of Watertown’s cultural centers and sites, clean and comfy home, excellent communication with host."
United States
Linda
The price is NZ$343
includes taxes & fees
21 Aug - 22 Aug
Lower Apartment on Pine Street

12. The Ledges Resort and Marina, Finch

The Ledges Resort and Marina, Finch
Alexandria Bay Downtown
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful amazingly cared for peaceful river retreat."
United States
Eric M.
The price is NZ$575
includes taxes & fees
26 Aug - 27 Aug
The Ledges Resort and Marina, Finch

13. Cozy apartment in the heart of beautiful Copenhagen

Cozy apartment in the heart of beautiful Copenhagen
Copenhagen
6.0 out of 10, (2 reviews)
"Dangerous staircase to access rental. Not clean, bed looked like someone had slept in it."
United States
Janice C.
The price is NZ$479
includes taxes & fees
18 Aug - 19 Aug
Cozy apartment in the heart of beautiful Copenhagen

14. Summer Suite Houseboat

Summer Suite Houseboat
Alexandria Bay Downtown
10.0 out of 10, Exceptional, (3 reviews)
"We had a terrific time. Decor is a little outdated but very comfortable accommodation for 2. Great location for walking to restaurants and bars. Owners were very nice and great communicators."
United States
Eileen Patricia R.
The price is NZ$392
includes taxes & fees
19 Aug - 20 Aug
Summer Suite Houseboat

15. Magnificent 6-bedroom cottage on the water with spectacular views of the water

Magnificent 6-bedroom cottage on the water with spectacular views of the water
Wellesley Island
9.4 out of 10, Exceptional, (57 reviews)
"Amazing place great hosts!"
United States
kevin j.
The price is NZ$3,070
includes taxes & fees
5 Sept - 6 Sept
Magnificent 6-bedroom cottage on the water with spectacular views of the water

16. The Ledges Resort and Marina

The Ledges Resort and Marina
Alexandria Bay Downtown
9.4 out of 10, Exceptional, (40 reviews)
"The property is amazing, the house is beautiful, and the hosts communicated quickly. We plan on booking again."
United States
Amy S.
The price is NZ$1,172
includes taxes & fees
26 Aug - 27 Aug
The Ledges Resort and Marina

17. The Ledges Resort and Marina, Gatehouse 1

The Ledges Resort and Marina, Gatehouse 1
Alexandria Bay Downtown
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful location. Property manager was very helpful."
United States
Diane C.
The price is NZ$906
includes taxes & fees
24 Aug - 25 Aug
The Ledges Resort and Marina, Gatehouse 1

18. Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton

Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton
Clayton
9.6 out of 10, Exceptional, (5 reviews)
"We thoroughly enjoyed our stay! "
United States
Lynn H.
The price is NZ$793
includes taxes & fees
23 Aug - 24 Aug
Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton

19. Clayton Home - 4 bed/2 bath

Clayton Home - 4 bed/2 bath
Clayton
9.6 out of 10, Exceptional, (24 reviews)
"Our stay was amazing! The house was beautiful, clean and very roomy for all 8 of us. We will definitely be staying here again."
United States
Teri B.
The price is NZ$936
includes taxes & fees
18 Aug - 19 Aug
Clayton Home - 4 bed/2 bath

20. The Ledges Resort and Marina, Gatehouse 2

The Ledges Resort and Marina, Gatehouse 2
Alexandria Bay Downtown
9.4 out of 10, Exceptional, (10 reviews)
"The property was beautiful and well appointed. Would definitely stay again. "
United States
Keriann R.
The price is NZ$936
includes taxes & fees
23 Aug - 24 Aug
The Ledges Resort and Marina, Gatehouse 2
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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Top Philadelphia Hotel Reviews

Find out more about Philadelphia

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Philadelphia holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Philadelphia. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Philadelphia. Seeing all the best attractions is bound to make you fall in love with Philadelphia. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Philadelphia short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Philadelphia?

Yes, there are holiday rentals close to the most popular sights in Philadelphia, or you can select a more secluded option if you're looking for a relaxing stay. Philadelphia is known for its shopping and restaurants. Make sure you have time to check out the wineries and theatres during your trip.

What are some of the best holiday rentals that Philadelphia has to offer?

Super Clean, Pet Friendly Cottage! 3 Bedroom! NO EXTRA FEES!!: This holiday home rental outside of Philadelphia offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Philadelphia?

Enjoy the area's cultural attractions such as Indian River Theatre, or get outdoors into nature at a spot like Scenic View Park. In the wider area, you’ll find Otter Creek WInery and Fort Drum.

What’s a holiday rental in Philadelphia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Philadelphia. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.