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Pylesville Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Pylesville holiday rentals

A house with a curved roof, a garden with various plants and flowers, and a red garage.

1. Cozy 1-bedroom bungalow in quaint Darlington with AC

Cozy 1-bedroom bungalow in quaint Darlington with AC
Darlington
10.0 out of 10, Exceptional, (11 reviews)
"This is a gorgeous little place, very cozy. The host was exceptionally accommodating. I would definitely stay again."
United States
Andrew L.
The price is AU$228
includes taxes & fees
9 Nov - 10 Nov
Cozy 1-bedroom bungalow in quaint Darlington with AC
A wooden cabin with a circular entrance, a fire pit, and a stone pathway leading to it.

2. Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy

Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
Delta
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and well taken care of cabin. It was the perfect getaway. Peaceful, quiet, and relaxing, just the sounds of nature."
United States
sean z.
The price is AU$627
includes taxes & fees
9 Nov - 10 Nov
Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
A wooden cabin with a fire pit in the center, surrounded by Adirondack chairs.

3. The River Shack *kayaks*hottub*fishing*quiet*family

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.8 out of 10, Exceptional, (13 reviews)
"This property was great, everything you could need was provided. We really enjoyed our stay"
United States
Barb R.
The price is AU$666
includes taxes & fees
20 Oct - 21 Oct
The River Shack *kayaks*hottub*fishing*quiet*family
A bedroom with a bed, a nightstand, a TV, and a ceiling fan.

4. 2/1 Apt with more amenities than a hotel - Free Parking

2/1 Apt with more amenities than a hotel - Free Parking
Bel Air
The price is AU$445
includes taxes & fees
23 Oct - 24 Oct
2/1 Apt with more amenities than a hotel - Free Parking
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

5. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (57 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is AU$305
includes taxes & fees
19 Oct - 20 Oct
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Outdoor dining

6. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
Port Deposit
10.0 out of 10, Exceptional, (3 reviews)
"Renee & Pat were excellent hosts and we will definitely try to book again when in the area. Everything was as advertised and much more. Being pet friendly was a plus. We enjoyed two restaurants in the area while there, Lee's Landing and Old South Smokehouse, highly recommend!"
United States
Don S.
The price is AU$283
includes taxes & fees
25 Oct - 26 Oct
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
A kitchen with white cabinets, a wooden countertop, a built-in oven, and a window.

7. Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (17 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
Quarry Landing - Center of Town & River View - 3 Bedroom
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

8. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"This is a very nice apt. The owner was very receptive to any questions we had, even allowed an early checkin."
United States
Kathleen B.
The price is AU$472
includes taxes & fees
21 Oct - 22 Oct
Private 3 room Queen Suite w/Kitchenette
A single-story white house with a red door, a front porch, and a brick pathway leading to the entrance.

9. Watch Deer from a Farm Cottage

Watch Deer from a Farm Cottage
Bel Air
10.0 out of 10, Exceptional, (7 reviews)
"Pet friendly."
United States
Claudia L.
The price is AU$472
includes taxes & fees
10 Nov - 11 Nov
Watch Deer from a Farm Cottage
A rustic dining area with a wooden table and chairs, a patterned rug, and exposed wooden beams.

10. Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (29 reviews)
"What a great stay and a beautiful farm. We really enjoyed visiting the animals and hiking to the vinery."
United States
Anastasia T.
The price is AU$341
includes taxes & fees
15 Oct - 16 Oct
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
A living room with teal walls, a black sofa, a patterned rug, a flat-screen TV on a wooden stand, and a painting on the wall.

11. Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.6 out of 10, Good, (19 reviews)
"Nice place"
United States
christine
The price is AU$140
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom house in Aberdeen with WiFi and AC
A spacious bedroom with a four-poster bed, a sitting area with a chair and a small table, and large windows with blinds.

12. River Rock Room at Muse House: Secluded Luxury in horse country.

River Rock Room at Muse House: Secluded Luxury in horse country.
Willow Street
9.8 out of 10, Exceptional, (305 reviews)
"The property was amazing! The host was outstanding in helping us and communicating. I would highly recommend this property as a great escape and a very peaceful place to stay."
United States
Chad C.
The price is AU$396
includes taxes & fees
15 Oct - 16 Oct
River Rock Room at Muse House: Secluded Luxury in horse country.
An outdoor patio area with a covered seating arrangement, string lights, and a wooden fence in the background.

13. 2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA

2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA
Quarryville
10.0 out of 10, Exceptional, (104 reviews)
"Beautiful property...a true home away from home. "
United States
Marilyn B.
The price is AU$413
includes taxes & fees
18 Oct - 19 Oct
2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

14. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (11 reviews)
"The host was incredibly friendly and communicative. The place was a lot bigger than I expected, and it was beautiful to sit out by the fire pit and look at the river nearby. And, she left us snacks and smores for the stay! A nice quiet spot to spend a night."
United States
Matthew
The price is AU$223
includes taxes & fees
2 Nov - 3 Nov
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
A covered deck with a grill and picnic table, a red door, and a view of trees.

15. Enola Trail Getaway *bikes*rural

Enola Trail Getaway *bikes*rural
Pequea
10.0 out of 10, Exceptional, (6 reviews)
"This was a wonderful stay, huge yard, beautiful. Calm and quiet had everything we needed for 3 families "
United States
Ryan B.
The price is AU$659
includes taxes & fees
3 Nov - 4 Nov
Enola Trail Getaway *bikes*rural
A wooden deck with a stone wall, a covered grill, and a view of a lake.

16. Waterfront Retreat w/ Hot Tub, Games & Views

Waterfront Retreat w/ Hot Tub, Games & Views
Whiteford
9.8 out of 10, Exceptional, (30 reviews)
"We like the property, it's location, and views.."
United States
Nazia M.
The price is AU$2,247
includes taxes & fees
19 Oct - 20 Oct
Waterfront Retreat w/ Hot Tub, Games & Views
A narrow hallway with a kitchen area on one side, featuring a microwave, oven, and cabinets. There are three black bar stools along the hallway, and a potted plant on the counter.

17. Abingdon Haven Hideaway

Abingdon Haven Hideaway
Abingdon
7.0 out of 10, Good, (2 reviews)
"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."
United States
Pam L.
The price is AU$533
includes taxes & fees
15 Oct - 16 Oct
Abingdon Haven Hideaway
A two-story house with a balcony, a front door, and a small porch area.

18. The Quiet House on Main Street minutes from Everywhere

The Quiet House on Main Street minutes from Everywhere
Shrewsbury
9.8 out of 10, Exceptional, (14 reviews)
"Owner was excellent"
United States
Clint R.
The price is AU$451
includes taxes & fees
19 Oct - 20 Oct
The Quiet House on Main Street minutes from Everywhere
A dining area with a wooden table and chairs, a chandelier, and sheer curtains.

19. 4-bedroom house in amazing Lancaster County in quaint village of Conestoga.

4-bedroom house in amazing Lancaster County in quaint village of Conestoga.
Conestoga
8.6 out of 10, Excellent, (8 reviews)
"Great place to stay for our family!"
United States
Joseph F.
The price is AU$490
includes taxes & fees
18 Oct - 19 Oct
4-bedroom house in amazing Lancaster County in quaint village of Conestoga.
Cozy living room with a blue sectional sofa, neutral decor, and wall art

20. Lady Grey Cottage | Hot Tub, Fireplace, King Bed, Countryside Escape

Lady Grey Cottage | Hot Tub, Fireplace, King Bed, Countryside Escape
Conestoga
8.4 out of 10, Very good, (7 reviews)
"Very beautiful property very clean. Great hosts ! Will definitely stay again"
United States
Charles
The price is AU$816
includes taxes & fees
13 Nov - 14 Nov
Lady Grey Cottage | Hot Tub, Fireplace, King Bed, Countryside Escape
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 Pylesville Hotel Reviews

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

10/10 Excellent
"Just come and relax"
Bernada 2-night trip
Posted 13 hours ago
Great Wolf Lodge Perryville

Find out more about Pylesville

Everything you need to know about Pylesville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pylesville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pylesville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pylesville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pylesville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pylesville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pylesville holiday rentals we have selected for you start as low as AU$223 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pylesville rentals

At Expedia, we put the best Pylesville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pylesville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pylesville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pylesville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Pylesville?

Yes, there are holiday rentals close to the most popular sights in Pylesville, or you can select a more secluded option if you're looking for a relaxing stay.

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

River Rock Room at Muse House: Secluded Luxury in horse country. : This holiday home rental outside of Pylesville is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and an oven. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Pylesville?

Explore the area and family-friendly sights such as Guppy Gulch Quarry, or get out into nature at a spot like Ladew Topiary Gardens. Rocks State Park and Holtwood Hydroelectric Plant are a couple of places you'll find in the wider area.

What are holiday rentals like in Pylesville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pylesville. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.