Pleasant Hills Vacation Rentals

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Our top choices for Pleasant Hills vacation rentals

Interior
Convention Center corporate apartments

Convention Center corporate apartments

Convention Center corporate apartments
4.0 star property
Downtown Baltimore
$226 nightly
The price is $266
Dec 16 - Dec 17
Total with taxes and fees
Convention Center corporate apartments
Printers
Hudson house

Hudson house

Hudson house
3.5 star property
Canton
$283 nightly
The price is $333
Dec 16 - Dec 17
Total with taxes and fees
Hudson house
Exclusive Apartment | Living area | 70-inch TV with digital channels
Distinguished Apartment Rooftop Deck

Distinguished Apartment Rooftop Deck

Distinguished Apartment Rooftop Deck
3.5 star property
Downtown Baltimore
10.0 out of 10, Exceptional, (14)
"Best location ever, wonderful facilities and amenities."
United States
Thaddeus
Distinguished Apartment Rooftop Deck
Apartment | Private kitchen | Toaster
Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.2 out of 10, Good, (5)
"I had a great stay at this place. The house was clean and had all amenities described, such as kitchen, laundry machine, TV, and free parking. Check-in was smooth with the door entry codes. Exploring Baltimore was easy because the downtown was like 10 mins walking distance and public transportation options were nearby. Well spent dollars. "
United States
Nathan
$102 nightly
The price is $119
Dec 16 - Dec 17
Total with taxes and fees
Entire House 1BD King Bed near Downtown
Smart TV, stereo
Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.4 out of 10, Very Good, (36)
"It was very nice"
United States
Cher P.
$237 nightly
The price is $273
Dec 16 - Dec 17
Total with taxes and fees
Rooftop Deck Escape! Free Parking!
Exterior
Entire Unit-5min to M&TBank Camden Yards

Entire Unit-5min to M&TBank Camden Yards

Entire Unit-5min to M&TBank Camden Yards
3.0 star property
Hollins Market
4.0 out of 10, (1)
"Not enough characters to submitt what I really wanna say. But will not refer to any1. ONLY GOOD THING IS THAT IT WAS CLOSE TO WERE WE ACTUALLY NEEDED TO BE"
United States
Shanna
$354 nightly
The price is $416
Dec 16 - Dec 17
Total with taxes and fees
Entire Unit-5min to M&TBank Camden Yards
Dining
3-bedroom townhome in superb Baltimore with AC

3-bedroom townhome in superb Baltimore with AC

3-bedroom townhome in superb Baltimore with AC
2.0 star property
Shipley Hill
7.0 out of 10, Good, (2)
"The host was not attentive at all. I couldn’t access the unit for about 4 hours after my check in time because the lock box was hard to get into. The host wanted me to drive to some unknown neighborhood to pick up a spare key. The furniture had stains on it. The walls had holes in them. The back yard was a disaster. The ceilings had water damage to them. The heat didn’t work and we didn’t have access to the WiFi so we couldn’t watch tv. I reached out to the host several times about all my...
United States
Michelle S.
3-bedroom townhome in superb Baltimore with AC
Basic Apartment, Balcony, City View | Terrace/patio
1-BD Home near Stadiums Free Parking

1-BD Home near Stadiums Free Parking

1-BD Home near Stadiums Free Parking
3.0 star property
Pigtown
8.0 out of 10, Very Good, (6)
"Very convenient downtown location, OK-safe area, walkable to restaurants and bars. Easy and unrestricted street parking spots nearby. Nicely decorated inside, air conditioning and hot water working well, comfy bed, TV with streaming services, tidy bedroom and clean bathroom. Overall very satisfied, especially with the affordable price. "
United States
Nathan
$121 nightly
The price is $142
Dec 17 - Dec 18
Total with taxes and fees
1-BD Home near Stadiums Free Parking
Terrace/patio
Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore
Hollins Market
8.2 out of 10, Very Good, (11)
"Had a great stay. We loved Britani."
United States
Janet P.
$407 nightly
The price is $470
Dec 16 - Dec 17
Total with taxes and fees
Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore
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.

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.
$197 nightly
The price is $208
Dec 16 - Dec 17
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Fridge, microwave, oven, stovetop
Entire House by the Fells Point, JHU.

Entire House by the Fells Point, JHU.

Entire House by the Fells Point, JHU.
Upper Fells Point
9.4 out of 10, Exceptional, (31)
"Great spot so we could be close to our daughter. Comfortable and well stocked. "
United States
Elizabeth B.
$266 nightly
The price is $307
Jan 4 - Jan 5, 2026
Total with taxes and fees
Entire House by the Fells Point, JHU.
Private kitchen
Charming 1-bedroom apartment with AC, fitness room in wonderful Baltimore

Charming 1-bedroom apartment with AC, fitness room in wonderful Baltimore

Charming 1-bedroom apartment with AC, fitness room in wonderful Baltimore
Downtown Baltimore
5.0 out of 10, (2)
"This did NOT seem like a legit Vrbo host. We had booked this a couple weeks out , traveling from out of state. We did not receive check in instructions until i had called the host at 2:30 when check in was at 3:00 . The "host" seemed as thought they had forgotten about our reservation, seemingly scrambling to send instructions. Upon check in we were able to get inside though there was no electricity at all in the apartment, but the building did have electricity. When we contacted the host to...
United States
Zachary K.
$238 nightly
The price is $275
Dec 16 - Dec 17
Total with taxes and fees
Charming 1-bedroom apartment with AC, fitness room in wonderful Baltimore
Exterior
Downtown Loft - Close to Topgolf, Horseshoe Casino, UM Baltimore

Downtown Loft - Close to Topgolf, Horseshoe Casino, UM Baltimore

Downtown Loft - Close to Topgolf, Horseshoe Casino, UM Baltimore
3.0 star property
Hollins Market
8.0 out of 10, Very Good, (4)
"The property was clean and comfortable. The area is quiet with street parking and accessible to food and shopping options. The property host was easy to deal with and very accommodating. I highly recommend!"
United States
Kettrele
Downtown Loft - Close to Topgolf, Horseshoe Casino, UM Baltimore
Microwave, oven, stovetop, dishwasher
Living in Luxury ..... Where Sophistication meets Elegance

Living in Luxury ..... Where Sophistication meets Elegance

Living in Luxury ..... Where Sophistication meets Elegance
2.0 star property
Oliver
4.8 out of 10, (3)
"Nice on the inside, a responsive host, and a quick Uber to the ball fields and the arena. The neighborhood isn't the best and I wouldn't stay there again. "
United States
Harrison W.
$465 nightly
The price is $537
Dec 24 - Dec 25
Total with taxes and fees
Living in Luxury ..... Where Sophistication meets Elegance
Interior
Peaceful retreat in west Baltimore

Peaceful retreat in west Baltimore

Peaceful retreat in west Baltimore
2.0 star property
Northwest Community
2.0 out of 10, (1)
"The host did not know we had booked the rental, he was over 2 hours late to check in which affected our plans. When he finally came with the linens for the place, he only provided 1 pillow (for 2 adults) and 2 small throw blankets not big enough for an adult when it was below 40 degrees at night. "
United States
Joshua W.
$131 nightly
The price is $151
Dec 16 - Dec 17
Total with taxes and fees
Peaceful retreat in west Baltimore
Fridge, microwave, oven, stovetop
Cozy Modern Micro Apt in the Heart of Fells Point!

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.
$210 nightly
The price is $242
Dec 16 - Dec 17
Total with taxes and fees
Cozy Modern Micro Apt in the Heart of Fells Point!
Private kitchen
Top floor palace #3

Top floor palace #3

Top floor palace #3
Reservoir Hill
$244 nightly
The price is $282
Dec 16 - Dec 17
Total with taxes and fees
Top floor palace #3
Property grounds
Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Baltimore
10.0 out of 10, Exceptional, (11)
"Everything was wonderful - the boat was just as described, even wit a few extra touches that meant a lot - snacks, water bottles, shampoo/conditioner, plenty of hangers, and the SUPER clean, just to name a few! We would love to stay again! Thank you so much!"
United States
Maggie P.
$481 nightly
The price is $559
Dec 16 - Dec 17
Total with taxes and fees
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Lobby
Fantastic 2 bedrooms apt. Harbor

Fantastic 2 bedrooms apt. Harbor

Fantastic 2 bedrooms apt. Harbor
4.0 star property
Downtown Baltimore
3.2 out of 10, (7)
"We never got the lockbox code and was left standing at 1am after a late flight in! Never Again!!"
United States
Ricky
Fantastic 2 bedrooms apt. Harbor
Fridge, microwave, oven, stovetop
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker
2.0 star property
Berea
9.6 out of 10, Exceptional, (5)
"Everything was great, easy check in and simple and clean space!!! Amazing thank you"
United States
michael t.
$206 nightly
The price is $238
Dec 19 - Dec 20
Total with taxes and fees
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker
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

Lord Baltimore Hotel

Lord Baltimore Hotel

10/10 Excellent
"Beautiful hotel, nice staff, clean room, comfy bed, perfectly located"
Thomas 1-night trip
Posted 1 day ago
Lord Baltimore Hotel

Find out more about Pleasant Hills

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

Pleasant Hills vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pleasant Hills 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 $119 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 Pleasant Hills rentals

At Expedia, we put the best Pleasant Hills 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 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 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 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Pleasant Hills?

Yes, we offer vacation rentals close to top sights in Pleasant Hills, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Pleasant Hills has to offer?

Rooftop Deck Escape! Free Parking!: This vacation home rental near Pleasant Hills is located in the city center and has a balcony, a selection of games, and a barbecue grill 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 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 Natural History Society of Maryland Museum, 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 vacation rentals like in Pleasant Hills?

Vacation rentals are private properties where you can stay for a long or short time in Pleasant Hills. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.