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Pylesville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pylesville vacation 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)
"Excellent host, property, and experience. We enjoyed our stay, and we will be back."
United States
Kevin A.
The price is CA $171
CA $211 total
includes taxes & fees
Nov 17 - Nov 18
Cozy 1-bedroom bungalow in quaint Darlington with AC
A wooden cabin with a fire pit in the center, surrounded by Adirondack chairs.

2. 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 CA $205
CA $612 total
includes taxes & fees
Nov 2 - Nov 3
The River Shack *kayaks*hottub*fishing*quiet*family
A wooden cabin with a circular entrance, a fire pit, and a stone pathway leading to it.

3. 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, (5 reviews)
"We had a perfect weekend at this little cabin get-away! The listing pictures portrayed the site perfectly. Well before check-in, the D-Lux team was in touch to make sure we had check-in codes and to answer any questions if we would have had them. Upon arrival the place was spotless and very inviting. It was adequately stocked with necessities and even had a few extra touches that we appreciated. The hammock, hottub, and sauna were clean and perfect and helped us have a truly relaxing weekend....
United States
Megan K.
The price is CA $332
CA $684 total
includes taxes & fees
Nov 5 - Nov 6
Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

4. 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, (58 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is CA $246
CA $293 total
includes taxes & fees
Oct 29 - Oct 30
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

5. 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 CA $240
CA $272 total
includes taxes & fees
Nov 2 - Nov 3
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
A single-story white house with a front porch, a mailbox, and a number '715' on the door.

6. 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 CA $197
CA $470 total
includes taxes & fees
Oct 29 - Oct 30
Watch Deer from a Farm Cottage
Living area

7. HOMEtel - 2bd1ba Apt for less than 2 Hilton rooms

HOMEtel - 2bd1ba Apt for less than 2 Hilton rooms
Bel Air
The price is CA $309
CA $365 total
includes taxes & fees
Nov 7 - Nov 8
HOMEtel - 2bd1ba Apt for less than 2 Hilton rooms
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.

8. 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 CA $95
CA $130 total
includes taxes & fees
Nov 2 - Nov 3
Charming 2-bedroom house in Aberdeen with WiFi and AC
An outdoor patio area with a covered seating arrangement, string lights, and a wooden fence in the background.

9. 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 CA $202
CA $415 total
includes taxes & fees
Nov 1 - Nov 2
2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

10. 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 CA $245
CA $468 total
includes taxes & fees
Oct 31 - Nov 1
Private 3 room Queen Suite w/Kitchenette
A kitchen with white cabinets, a wooden countertop, a built-in oven, and a window.

11. 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, (18 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $207
CA $328 total
includes taxes & fees
Nov 9 - Nov 10
Quarry Landing - Center of Town & River View - 3 Bedroom
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

12. 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)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is CA $175
CA $215 total
includes taxes & fees
Nov 2 - Nov 3
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.

13. Enola Trail Getaway *bikes*rural

Enola Trail Getaway *bikes*rural
Pequea
10.0 out of 10, Exceptional, (7 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 CA $234
CA $647 total
includes taxes & fees
Nov 2 - Nov 3
Enola Trail Getaway *bikes*rural
A wooden deck with a stone wall, a covered grill, and a view of a lake.

14. 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 CA $1,328
CA $2,312 total
includes taxes & fees
Nov 2 - Nov 3
Waterfront Retreat w/ Hot Tub, Games & Views
A bar area with a long counter, stools, and a dog.

15. Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (25 reviews)
"Great rustic setting for a perfect weekend getaway!"
United States
Emily D.
The price is CA $197
CA $341 total
includes taxes & fees
Nov 1 - Nov 2
Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses
A spacious bedroom with a four-poster bed, a sitting area with a chair and a small table, and large windows with blinds.

16. 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, (308 reviews)
"Very fully equipped rental- very spacious and quiet."
United States
Greg P.
The price is CA $314
CA $396 total
includes taxes & fees
Nov 2 - Nov 3
River Rock Room at Muse House: Secluded Luxury in horse country.
A two-story house with a balcony, a front door, and a small porch area.

17. 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, (16 reviews)
"Owner was excellent"
United States
Clint R.
The price is CA $284
CA $456 total
includes taxes & fees
Nov 10 - Nov 11
The Quiet House on Main Street minutes from Everywhere
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.

18. 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 CA $164
CA $539 total
includes taxes & fees
Nov 1 - Nov 2
Abingdon Haven Hideaway
A modern kitchen with white cabinetry, a wooden island, and black chairs.

19. Winter Getaway|Hot tub|OUTDOOR SAUNA|Fireplace|Fire-pit|

Winter Getaway|Hot tub|OUTDOOR SAUNA|Fireplace|Fire-pit|
Willow Street
10.0 out of 10, Exceptional, (29 reviews)
"Place was super cute and owner was very responsive "
United States
Dawn A.
The price is CA $319
CA $634 total
includes taxes & fees
Nov 9 - Nov 10
Winter Getaway|Hot tub|OUTDOOR SAUNA|Fireplace|Fire-pit|
A dining room with a large table, wooden chairs, a chandelier, and large windows with blinds.

20. The Manor Cottage at Harford Hill

The Manor Cottage at Harford Hill
Fallston
The price is CA $5,045
CA $6,307 total
includes taxes & fees
Oct 29 - Oct 30
The Manor Cottage at Harford Hill
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

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

10/10 Excellent
"Room was nice and clean…and the beds are very comfortable Complimentary Free breakfast was great Staff was professional and welcoming… Even called to my room after we checked in just to make sure the room was satisfactory"
Brenda 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Find out more about Pylesville

Everything you need to know about Pylesville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pylesville vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pylesville vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pylesville vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pylesville vacation rentals we have selected for you start as low as CA $215 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pylesville rentals

At Expedia, we put the best Pylesville vacation 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 vacation.

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 vacation rental in Pylesville?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Pylesville, or you can go with a secluded option if you're looking for a relaxing stay.

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

River Rock Room at Muse House: Secluded Luxury in horse country. : This vacation home rental outside of Pylesville is located in a rural location and has a fireplace, a balcony, and a barbecue grill 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 a hot tub so you can immerse yourself in your vacation.

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 larger area.

What are vacation rentals like in Pylesville?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Pylesville. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.