Pylesville Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Pylesville

Outdoor spa tub
Restful and Quaint Cottage

Restful and Quaint Cottage

Conestoga
9.8 out of 10, Exceptional, (124)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveler
$236 nightly
The price is $260
Dec 3 - Dec 4
Total with taxes and fees
Restful and Quaint Cottage
Outdoor spa tub
Pennsy Ridge Hideaway: Relax in our centrally-located wooded retreat w/ hot tub

Pennsy Ridge Hideaway: Relax in our centrally-located wooded retreat w/ hot tub

Willow Street
10.0 out of 10, Exceptional, (208)
"A superb property - exceptionally clean and very well equipped with everything you could possibly need! The location was perfect for exploring the local area and further afield and the hot tub was an added bonus for relaxing in the evenings."
United Kingdom
Gillian P.
Pennsy Ridge Hideaway: Relax in our centrally-located wooded retreat w/ hot tub
1 bedroom, desk, iron/ironing board, free WiFi
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, (269)
"Very comfortable and cozy place that stay! "
United States
Terri H.
$256 nightly
The price is $283
Nov 30 - Dec 1
Total with taxes and fees
River Rock Room at Muse House: Secluded Luxury in horse country.
Fridge, microwave, oven, stovetop
Waters Edge

Waters Edge

Pequea
10.0 out of 10, Exceptional, (140)
"For the third year in a row we enjoyed our family time in this beautiful and spacious home. The pool and hot tub are always a big hit. We rented a kayak one day which was fun. Due to some downpours of rain before and during our stay, the ground was a bit soggier than previous years where our grandkids liked to explore along the river. "
United States
Joyce M.
Waters Edge
Terrace/patio
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB

LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB

Pequea
9.8 out of 10, Exceptional, (284)
"We loved the spacious rooms. We used the hot tub every night. The view from this property is so serene and relaxing. 100% recommend!"
United States
Carrie D.
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB
Outdoor dining
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

Drumore
10.0 out of 10, Exceptional, (261)
"Excellent property set out in the country. Second time we have stayed at this cottage and was amazing both times."
United States
Eric K.
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!
Dining
Historic Stone House on Beaver Creek

Historic Stone House on Beaver Creek

New Providence
10.0 out of 10, Exceptional, (48)
"Add a wonderful stay with my family."
United States
Sheryl P.
Historic Stone House on Beaver Creek
6 bedrooms, iron/ironing board, WiFi, bed sheets
Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!

Abingdon
8.0 out of 10, Very Good, (5)
"Quite lovely house with a gorgeous view over the water. It is definitely a good spot to stay with a large family or friends for a few days with plenty to do (relaxing on the dock, play games inside, not too far from Baltimore and other nice towns, etc). The host was great and very communicative as well.The only downsides were details around cleanliness and the check-out procedures. The house itself was overall fine, but there dishes left in the dishwasher that we had to put away, the bottom...
United States
Benjamin J.
$784 nightly
The price is $831
Nov 30 - Dec 1
Total with taxes and fees
Luxury Waterfront Home Built for Entertaining!
Fridge, microwave, oven, stovetop
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Havre de Grace
9.8 out of 10, Exceptional, (6)
"Beautiful home and property. The house was clean and welcoming and the pool was an absolute delight. Would definitely stay again! "
United States
Julia B.
$1,268 nightly
The price is $1,344
Nov 30 - Dec 1
Total with taxes and fees
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Smart TV, books
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
10.0 out of 10, Exceptional, (30)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
$199 nightly
The price is $210
Nov 30 - Dec 1
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior
A working horse farm in Southern Lanc Co., nestled in Amish country.

A working horse farm in Southern Lanc Co., nestled in Amish country.

2.0 star property
Holtwood
10.0 out of 10, Exceptional, (26)
"Whole place was top notch! "
United States
Kelly P.
A working horse farm in Southern Lanc Co., nestled in Amish country.
Fridge, microwave, oven, stovetop
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

Fawn Grove
9.6 out of 10, Exceptional, (12)
"Two night stay was very nice. Great living, kitchen and bedroom spaces. Very quiet area."
United States
Rene S.
$310 nightly
The price is $342
Nov 30 - Dec 1
Total with taxes and fees
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.
Exterior
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster

The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster

Conestoga
9.8 out of 10, Exceptional, (15)
"Very nice stay in this beautiful home and neighborhood. Peaceful and quiet with all everything we needed for our stay without being in the busy, downtown area. "
United States
L B.
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster
Private kitchen
Nature's Grove Cabin

Nature's Grove Cabin

Delta
10.0 out of 10, Exceptional, (5)
"Nice place. Peaceful. "
United States
Sherry S.
Nature's Grove Cabin
Beach
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

Pequea
10.0 out of 10, Exceptional, (251)
"loved the view and bald eagles"
United States
Jim E. S.
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
Property grounds
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, (11)
"Very clean, spacious, comfortable house. Would stay there again. Great communication with the hosts."
United States
Courtney W.
$201 nightly
The price is $213
Nov 30 - Dec 1
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior
The Quiet House on Main Street minutes from Everywhere

The Quiet House on Main Street minutes from Everywhere

2.0 star property
Shrewsbury
$252 nightly
The price is $278
Dec 28 - Dec 29
Total with taxes and fees
The Quiet House on Main Street minutes from Everywhere
Interior
Enola Trail Getaway *bikes*rural

Enola Trail Getaway *bikes*rural

Pequea
10.0 out of 10, Exceptional, (2)
"I had a great time and the place was very beautiful and peaceful "
United States
Brittany R.
$396 nightly
The price is $437
Nov 30 - Dec 1
Total with taxes and fees
Enola Trail Getaway *bikes*rural
Marina
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

Havre de Grace
9.6 out of 10, Exceptional, (34)
"This was our second stay and it was just as relaxing and peaceful as the first time. Highly recommend!"
United States
Kimberly D.
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Fridge, microwave, oven, stovetop
The River Shack *kayaks*hottub*fishing*quiet*family

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

Airville
9.0 out of 10, Wonderful, (4)
"Loved the rivershack! Great place with many extras. It doesn't get any better than paddling on the Susquehanna River!"
United States
Rob H.
$378 nightly
The price is $418
Nov 30 - Dec 1
Total with taxes and fees
The River Shack *kayaks*hottub*fishing*quiet*family
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

Red Roof Inn Perryville

Red Roof Inn Perryville

10/10 Excellent
"."
Jared 1-night trip
Posted 3 days ago
Red Roof Inn 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 $210 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?

Waters Edge: This vacation home rental outside of Pylesville is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games 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 Dam 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.