Default HTG hotel image

Pylesville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Pylesville holiday 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.
The price is NZ$187
includes taxes & fees
1 Sept - 2 Sept
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.
The price is NZ$313
includes taxes & fees
29 Aug - 30 Aug
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.
The price is NZ$645
includes taxes & fees
22 Sept - 23 Sept
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.
The price is NZ$799
includes taxes & fees
3 Sept - 4 Sept
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.
The price is NZ$313
includes taxes & fees
6 Sept - 7 Sept
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.
The price is NZ$921
includes taxes & fees
8 Sept - 9 Sept
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.
The price is NZ$352
includes taxes & fees
30 Aug - 31 Aug
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.
The price is NZ$554
includes taxes & fees
30 Aug - 31 Aug
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)
"Nice place"
United States
christine
The price is NZ$188
includes taxes & fees
1 Sept - 2 Sept
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.
The price is NZ$479
includes taxes & fees
2 Sept - 3 Sept
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)
"Beautiful, rustic apartment on a farm was the perfect relaxing environment we needed for the weekend. Loved walking around the wooded grounds and meeting the farm animals. The apartment itself was spacious, clean, and comfortable. Will definitely try to cone back. "
United States
Jeff J.
The price is NZ$392
includes taxes & fees
9 Sept - 10 Sept
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.
The price is NZ$502
includes taxes & fees
1 Sept - 2 Sept
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
The price is NZ$544
includes taxes & fees
30 Aug - 31 Aug
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.
The price is NZ$756
includes taxes & fees
2 Sept - 3 Sept
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.
The price is NZ$607
includes taxes & fees
10 Sept - 11 Sept
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)
The price is NZ$312
includes taxes & fees
31 Aug - 1 Sept
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.
The price is NZ$632
includes taxes & fees
30 Aug - 31 Aug
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.
The price is NZ$409
includes taxes & fees
30 Aug - 31 Aug
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.
The price is NZ$464
includes taxes & fees
10 Sept - 11 Sept
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.
The price is NZ$765
includes taxes & fees
9 Sept - 10 Sept
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pylesville Hotel Reviews

Residence Inn by Marriott Baltimore Hunt Valley

Residence Inn by Marriott Baltimore Hunt Valley

10/10 Excellent
"Good location"
Donna 1-night trip
Posted 11 hours ago
Residence Inn by Marriott Baltimore Hunt Valley

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 favorite 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 depends 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 NZ$312 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 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?

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK : This holiday home rental outside of Pylesville is located on a lake, and has a balcony, a garden and a BBQ 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 holiday with amenities such as 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 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.