Pleasant Hills Holiday Rentals

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Our top choices for Pleasant Hills holiday rentals

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)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is NZ$433
includes taxes & fees
11 Jan - 12 Jan 2026
Quarry Landing - Center of Town & River View - 3 Bedroom

Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
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 NZ$198
includes taxes & fees
24 Jan - 25 Jan 2026
Restful Non-Shared Basement Suite In Harford MD

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, (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 NZ$360
includes taxes & fees
6 Jan - 7 Jan 2026
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

5 Mi to Downtown Baltimore: Quiet Home w/ Porch
3.0 star property
Rosedale
9.0 out of 10, Wonderful, (2)
"It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty. "
United States
Cathy
The price is NZ$852
includes taxes & fees
4 Jan - 5 Jan 2026
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
The price is NZ$713
includes taxes & fees
30 Dec - 31 Dec
Grandma’s Cottage will wrap around you like a warm hug

Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (29)
"Perfect location for that town. "
United States
Hisham M.
The price is NZ$430
includes taxes & fees
25 Dec - 26 Dec
Private 3 room Queen Suite w/Kitchenette

* Private Suite Full of Style & Comfort *

* Private Suite Full of Style & Comfort *
Lutherville-Timonium
9.2 out of 10, Wonderful, (42)
"everything was perfect"
United States
Angela b.
The price is NZ$297
includes taxes & fees
4 Jan - 5 Jan 2026
* Private Suite Full of Style & Comfort *

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
The price is NZ$533
includes taxes & fees
6 Jan - 7 Jan 2026
Waterfront Retreat with Private Dock and Beach

Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit

Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Parkview/Woodbrook
10.0 out of 10, Exceptional, (1)
"This was a veryyyy comfortable VRBO . This was my first stay in Baltimore, and this stay has me on my way back soon. This can definitely be a place someone stays long term. Ed (host) has every recommendation you can think of (top tier) and if there’s a problem he’s on it QUICKLY. He has maintenance on call. The place is very clean and modern. You can cook, wash clothes, Netflix all day. The living room was my favorite part lol. It’s like tucked away. In the living room you have a view of the sun...
United States
Ticara J.
Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit

Hobbit House one of a kind home

Hobbit House one of a kind home
Bel Air
10.0 out of 10, Exceptional, (8)
"We had a great stay! "
United States
Courtney H.
The price is NZ$508
includes taxes & fees
20 Jan - 21 Jan 2026
Hobbit House one of a kind home

Charle's Village Cozy Studio,

Charle's Village Cozy Studio,
Barclay
8.8 out of 10, Excellent, (8)
"The place was wonderful! "
United States
Katherine S.
The price is NZ$295
includes taxes & fees
25 Dec - 26 Dec
Charle's Village Cozy Studio,

Spacious Private 2BR Suite in Abingdon with Separate Entrance

Spacious Private 2BR Suite in Abingdon with Separate Entrance
2.0 star property
Bel Air South
The price is NZ$222
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious Private 2BR Suite in Abingdon with Separate Entrance

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Aberdeen
The price is NZ$363
includes taxes & fees
25 Dec - 26 Dec
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Hudson house

Hudson house
3.5 star property
Canton
The price is NZ$568
includes taxes & fees
1 Jan - 2 Jan 2026
Hudson house

HUGE 2 Bedroom Apt FREE parking II Queen Bed

HUGE 2 Bedroom Apt FREE parking II Queen Bed
Midtown
8.4 out of 10, Very good, (5)
"It was a very nice place and easy access. "
United States
amanda m.
The price is NZ$488
includes taxes & fees
27 Dec - 28 Dec
HUGE 2 Bedroom Apt FREE parking II Queen Bed

Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
9.0 out of 10, Wonderful, (37)
"Well located but you need to walk stairs."
United States
jane g.
The price is NZ$424
includes taxes & fees
2 Jan - 3 Jan 2026
Sleek and Cozy Micro Fells Point Residence!

Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (200)
"Great place all around "
United States
Sophia F.
The price is NZ$336
includes taxes & fees
29 Dec - 30 Dec
Cozy Fells Point Gem / In The Heart of Fells Point

* Beautiful Oasis w/ No Detail Spared *

* Beautiful Oasis w/ No Detail Spared *
Lutherville-Timonium
9.8 out of 10, Exceptional, (46)
"Great property and value. Will be first choice on future stays in the area."
United States
Richard G.
The price is NZ$326
includes taxes & fees
11 Jan - 12 Jan 2026
* Beautiful Oasis w/ No Detail Spared *

Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (31)
"We had such a great stay at the property. Everything was clean and welcoming. It was the perfect little place/space for my wife my 3 yr old son and myself. The street parking in the area was also good. We were able to find a spot right around the corner. The location of the property in relation to a lot of the sites in Fells Point was perfect as well. Everything 5 stars we would definitely recommend and We would definitely book again! "
United States
Bryan S.
The price is NZ$420
includes taxes & fees
26 Dec - 27 Dec
Cozy Modern Micro Apt in the Heart of Fells Point!

1 Bedroom 1 Bathroom Apartment with Private Entrance & Guest Suite

1 Bedroom 1 Bathroom Apartment with Private Entrance & Guest Suite
Central Forest Park
7.4 out of 10, Good, (3)
"Great neighborhood "
United States
Roland W.
1 Bedroom 1 Bathroom Apartment with Private Entrance & Guest Suite
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 Pleasant Hills Hotel Reviews

Find out more about Pleasant Hills

Everything you need to know about Pleasant Hills 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 Pleasant Hills 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 Pleasant Hills holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Hills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Hills. 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 Pleasant Hills 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 Pleasant Hills holiday rentals we have selected for you start as low as NZ$199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Hills rentals

At Expedia, we put the best Pleasant Hills 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 Pleasant Hills 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 Pleasant Hills 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 Pleasant Hills. 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

Are there holiday rentals in Pleasant Hills?

Yes, there are holiday rentals close to the most popular sights in Pleasant Hills, 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 Pleasant Hills has to offer?

Rooftop Deck Escape! Free Parking!: This holiday home rental outside of Pleasant Hills is located in the city centre, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Pleasant Hills?

Explore the area and family-friendly sights such as Lacrosse Museum and National Hall of Fame, or get out into nature at a spot like Miami Beach. While here, Gunpowder Falls State Park and McCourtney's General Store Museum are other places worth a visit.

What are holiday rentals like in Pleasant Hills?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pleasant Hills. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.