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Pylesville Vacation Rentals

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Check prices for these dates

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

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)
"This is a gorgeous little place, very cozy. The host was exceptionally accommodating. I would definitely stay again."
United States
Andrew L.
$148 nightly
The price is $157
Nov 9 - Nov 10
Total with taxes and fees
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.
$404 nightly
The price is $446
Nov 9 - Nov 10
Total with taxes and fees
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.
$428 nightly
The price is $473
Oct 20 - Oct 21
Total with taxes and fees
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
$303 nightly
The price is $321
Oct 23 - Oct 24
Total with taxes and fees
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.
$200 nightly
The price is $211
Oct 18 - Oct 19
Total with taxes and fees
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.
$195 nightly
The price is $196
Oct 18 - Oct 19
Total with taxes and fees
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.
$220 nightly
The price is $233
Nov 9 - Nov 10
Total with taxes and fees
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.
$310 nightly
The price is $329
Oct 19 - Oct 20
Total with taxes and fees
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.
$334 nightly
The price is $337
Nov 10 - Nov 11
Total with taxes and fees
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.
$212 nightly
The price is $235
Oct 15 - Oct 16
Total with taxes and fees
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
$89 nightly
The price is $95
Oct 27 - Oct 28
Total with taxes and fees
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.
$256 nightly
The price is $283
Oct 15 - Oct 16
Total with taxes and fees
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.
$268 nightly
The price is $296
Oct 18 - Oct 19
Total with taxes and fees
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
$145 nightly
The price is $154
Nov 2 - Nov 3
Total with taxes and fees
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.
$425 nightly
The price is $469
Nov 3 - Nov 4
Total with taxes and fees
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.
$1,483 nightly
The price is $1,650
Oct 19 - Oct 20
Total with taxes and fees
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.
$358 nightly
The price is $379
Oct 15 - Oct 16
Total with taxes and fees
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.
$291 nightly
The price is $321
Oct 19 - Oct 20
Total with taxes and fees
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.
$320 nightly
The price is $353
Oct 18 - Oct 19
Total with taxes and fees
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
$528 nightly
The price is $583
Nov 13 - Nov 14
Total with taxes and fees
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 7 hours ago
Great Wolf Lodge Perryville

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Pylesville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $154 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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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.