Pylesville Holiday Rentals

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Our top choices for Pylesville holiday rentals

10.0 out of 10, Exceptional, (2)
"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 AU$171
includes taxes & fees
19 Dec - 20 Dec
Restful Non-Shared Basement Suite In Harford MD
9.2 out of 10, Wonderful, (13)
"We had an excellent stay"
United States
Meagan
The price is AU$360
includes taxes & fees
22 Dec - 23 Dec
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

Holiday Home in Bel Air

Small House on Gentleman’s Farm
10.0 out of 10, Exceptional, (13)
"Great little getaway, very clean, and the bedding was so comfy! "
United States
Joan F.
The price is AU$518
includes taxes & fees
27 Dec - 28 Dec
Small House on Gentleman’s Farm
10.0 out of 10, Exceptional, (31)
"The River Cottage is very charming, cozy, and well-stocked with all the essentials. The host is quick to respond to inquiries. We had a wonderful and relaxing stay!"
United States
Xiaodong F.
The price is AU$315
includes taxes & fees
17 Dec - 18 Dec
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
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.
The price is AU$521
includes taxes & fees
17 Dec - 18 Dec
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is AU$352
includes taxes & fees
5 Jan - 6 Jan 2026
Quarry Landing - Center of Town & River View - 3 Bedroom
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.
The price is AU$625
includes taxes & fees
7 Jan - 8 Jan 2026
The River Shack *kayaks*hottub*fishing*quiet*family
10.0 out of 10, Exceptional, (21)
"It was absolutely beautiful! The house is close to everything but also tucked away. The hot tub is an extra bonus. The host was great with checking in and making sure we were comfortable for our stay. Will definitely be staying here again."
United States
Katelyn C.
The price is AU$575
includes taxes & fees
15 Jan - 16 Jan 2026
Winter Getaway|Hot tub|OUTDOOR SAUNA|Fireplace|Fire-pit|

Holiday Home in Pequea

Enola Trail Getaway *bikes*rural
10.0 out of 10, Exceptional, (2)
"I had a great time and the place was very beautiful and peaceful "
United States
Brittany R.
The price is AU$665
includes taxes & fees
5 Jan - 6 Jan 2026
Enola Trail Getaway *bikes*rural

Cottage in Conestoga

Restful and Quaint Cottage
9.8 out of 10, Exceptional, (126)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveller
The price is AU$526
includes taxes & fees
17 Dec - 18 Dec
Restful and Quaint Cottage
10.0 out of 10, Exceptional, (29)
"Perfect location for that town. "
United States
Hisham M.
The price is AU$389
includes taxes & fees
24 Dec - 25 Dec
Private 3 room Queen Suite w/Kitchenette
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
9.8 out of 10, Exceptional, (271)
"Very comfortable and cozy place that stay! "
United States
Terri H.
The price is AU$430
includes taxes & fees
17 Dec - 18 Dec
River Rock Room at Muse House: Secluded Luxury in horse country.
9.6 out of 10, Exceptional, (31)
"Clean quiet perfect place to stay…great coffee shop with fabulous breakfast menu and lunch"
United States
kim s.
The price is AU$551
includes taxes & fees
17 Dec - 18 Dec
Historic Stay Near Sight & Sound, Shopping & Cafe

Holiday Home in Bel Air

Hobbit House one of a kind home
10.0 out of 10, Exceptional, (8)
"We had a great stay! "
United States
Courtney H.
The price is AU$477
includes taxes & fees
15 Jan - 16 Jan 2026
Hobbit House one of a kind home

Holiday Home in New Providence

Historic Stone House on Beaver Creek
10.0 out of 10, Exceptional, (50)
"Add a wonderful stay with my family."
United States
Sheryl P.
The price is AU$516
includes taxes & fees
18 Dec - 19 Dec
Historic Stone House on Beaver Creek
9.8 out of 10, Exceptional, (51)
"Perfect for what we needed - a quiet place that had everything we needed for four adults and two littles under two years. The host was incredibly accommodating and communicative. Would definitely stay again. Thank you!!"
United States
Kailey A.
The price is AU$461
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Farm home near I83. Surrounded by private park and hiking trails, fire pit!

Holiday Home in Quarryville

The White Rambler : Charming
9.6 out of 10, Exceptional, (8)
"Excellent accomadations"
United States
Loreto C.
The price is AU$704
includes taxes & fees
17 Dec - 18 Dec
The White Rambler : Charming
The price is AU$328
includes taxes & fees
17 Dec - 18 Dec
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
8.8 out of 10, Excellent, (8)
"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.
The price is AU$1,265
includes taxes & fees
18 Dec - 19 Dec
Luxury Waterfront Home Built for Entertaining!
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

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 favourite 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 depend 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 AU$315 per night. Entering your travel dates in the search wizard might find you 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?

River Rock Room at Muse House: Secluded Luxury in horse country. : This holiday home rental outside of Pylesville is located in a rural location, and has a fireplace, a balcony and a BBQ 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 1 hot tub so that you can immerse yourself in your holiday.

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 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.