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Pylesville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Pylesville vacation rentals

A covered patio area with stone flooring, wooden beams, and a fire pit.

1. Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
9.8 out of 10, Exceptional, (6 reviews)
"Check in was quick and easy, property was exactly as I thought it would be and amenities were great."
United States
Joseph N.
$107 nightly
The price is $113
Aug 31 - Sep 1
Total with taxes and fees
Restful Non-Shared Basement Suite In Harford MD
A house with a curved roof, a garden with various plants and flowers, and a red garage.

2. 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)
"very clean and cozy host was very nice . They had everything we needed for our stay. Very convenient to all local activities. Would stay there agin when in area."
United States
Jacquelyn O.
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.

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, (3 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.
$369 nightly
The price is $407
Sep 15 - Sep 16
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.

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

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.6 out of 10, Exceptional, (10 reviews)
"This property was great, everything you could need was provided. We really enjoyed our stay"
United States
Barb R.
$403 nightly
The price is $445
Sep 2 - Sep 3
Total with taxes and fees
The River Shack *kayaks*hottub*fishing*quiet*family

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, (2 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.
$189 nightly
The price is $190
Aug 30 - Aug 31
Total with taxes and fees
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
A bedroom with a sliding glass door, a bed with white bedding, and a nightstand.

6. Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.

Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
Airville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful peaceful spot."
United States
Emily L.
$519 nightly
The price is $573
Sep 3 - Sep 4
Total with taxes and fees
Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

7. 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, (51 reviews)
"Very unique property, with lots of history. We enjoyed our short stay."
United States
Terry R S.
$201 nightly
The price is $213
Aug 30 - Aug 31
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table with chairs.

8. Working horse farm retreat! Convenient to wedding venue!

Working horse farm retreat! Convenient to wedding venue!
White Hall
9.8 out of 10, Exceptional, (56 reviews)
"Very spacious apartment. Immaculate."
United States
Susan G.
$295 nightly
The price is $340
Aug 30 - Aug 31
Total with taxes and fees
Working horse farm retreat! Convenient to wedding venue!
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.

9. 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)
$105 nightly
The price is $111
Sep 29 - Sep 30
Total with taxes and fees
Charming 2-bedroom house in Aberdeen with WiFi and AC
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)
"The Port Deposit area is a favorite "mini-vacation" location with great bars/restaurants and beautiful walks. We've stayed at this property a number of times and we've found the rooms to be perfect for our needs. "
United States
Lance W.
$275 nightly
The price is $292
Sep 1 - Sep 2
Total with taxes and fees
Private 3 room Queen Suite w/Kitchenette
A rustic dining area with a wooden table and chairs, a patterned rug, and exposed wooden beams.

11. 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, (27 reviews)
"Relaxing place to stay! Winery was great, had fun!"
United States
Anonymous traveler
$215 nightly
The price is $238
Aug 31 - Sep 1
Total with taxes and fees
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
A kitchen with white cabinets, a wooden countertop, a sink, a stove, and shelves with dishes.

12. 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, (15 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
$271 nightly
The price is $287
Sep 1 - Sep 2
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
A kitchen with a black backsplash, white countertops, a black faucet, and a window with greenery above the sink.

13. The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature

The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature
Conestoga
10.0 out of 10, Exceptional, (4 reviews)
"Secluded getaway with historic history. Definitely great for those who love the outdoors. Several cool hikes nearby. "
United States
George
$302 nightly
The price is $334
Aug 30 - Aug 31
Total with taxes and fees
The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature
A covered deck with a grill and picnic table, a red door, and a view of trees.

14. 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.
$407 nightly
The price is $450
Sep 2 - Sep 3
Total with taxes and fees
Enola Trail Getaway *bikes*rural
A fireplace with a fire, a television mounted above it, and a potted plant to the right.

15. 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, (20 reviews)
"It was very clean and very fun staying there"
United States
Henry g.
$337 nightly
The price is $372
Sep 10 - Sep 11
Total with taxes and fees
The Conestoga Cottage | Hot Tub, Rustic Charm, Near Downtown Lancaster
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

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

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
9.8 out of 10, Exceptional, (6 reviews)
$178 nightly
The price is $189
Aug 31 - Sep 1
Total with taxes and fees
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
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.
$361 nightly
The price is $383
Aug 30 - Aug 31
Total with taxes and fees
Abingdon Haven Hideaway
A bar area with a long counter, stools, and a dog.

18. 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, (21 reviews)
"Laura was very welcoming and we loved the loft! Such a charming place for a quiet get away!"
United States
Dominic L.
$223 nightly
The price is $247
Aug 30 - Aug 31
Total with taxes and fees
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.

19. 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, (300 reviews)
"Amazing place to stay. Our hosts thought of everything. "
United States
Robert S.
$256 nightly
The price is $283
Sep 10 - Sep 11
Total with taxes and fees
River Rock Room at Muse House: Secluded Luxury in horse country.
A modern kitchen with white cabinetry, a wooden island, and black chairs.

20. 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, (28 reviews)
"Place was super cute and owner was very responsive "
United States
Dawn A.
$440 nightly
The price is $463
Sep 9 - Sep 10
Total with taxes and fees
Winter Getaway|Hot tub|OUTDOOR SAUNA|Fireplace|Fire-pit|
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

Candlewood Suites Aberdeen-Bel Air by IHG

Candlewood Suites Aberdeen-Bel Air by IHG

8/10 Good
"All was well"
Stephanie 1-night trip
Posted 10 hours ago
Candlewood Suites Aberdeen-Bel Air by IHG

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 $189 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.

Explore a world of travel with Expedia

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?

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK : This vacation home rental outside of Pylesville is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Harford Community College 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.