Pleasant Hills Vacation Rentals

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Our top choices for Pleasant Hills vacation rentals

9.8 out of 10, Exceptional, (200)
"Great place all around "
United States
Sophia F.
The price is ¥8,676
¥30,974 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Fells Point Gem / In The Heart of Fells Point
9.6 out of 10, Exceptional, (93)
"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities. Highly recommend!"
United States
Edward J.
The price is ¥9,307
¥31,703 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hidden Fells Point Gem / Private Courtyard Patio

Apartment in Downtown Baltimore

Convention Center corporate apartments
4.0 star property
The price is ¥16,804
¥41,710 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Convention Center corporate apartments
10.0 out of 10, Exceptional, (4)
"House was in great condition, clean, and host was easily accessible. "
United States
Christopher L.
The price is ¥13,756
¥42,855 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Perfect 4 Holidays: Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walkscore 92
10.0 out of 10, Exceptional, (29)
"Perfect location for that town. "
United States
Hisham M.
The price is ¥21,966
¥40,414 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Private 3 room Queen Suite w/Kitchenette

Vacation 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 ¥20,310
¥50,661 total
includes taxes & fees
Dec 28 - Dec 29
Small House on Gentleman’s Farm
9.8 out of 10, Exceptional, (12)
"Room was excellent no complaints. Will book again in the future. "
United States
Stephfone
The price is ¥11,358
¥31,339 total
includes taxes & fees
Dec 30 - Dec 31
1Bed/Bath Apt in Baltimore 5 min to hospitals, coffee shops, Inner Harbor &more
2.0 star property
7.0 out of 10, Good, (2)
"Perfect away from home mini vacation "
United States
Crystal W.
The price is ¥8,834
¥26,601 total
includes taxes & fees
Dec 28 - Dec 29
Historic Charm W/ Modern Patio Escape
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 ¥27,536
¥33,013 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
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 ¥27,458
¥47,532 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (36)
"It was a clean and comfortable stay in a great location and it had all the amenities you need."
United States
Emily W.
The price is ¥8,802
¥31,303 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming Federal Hill! One Bedroom With Vibes
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is ¥23,347
¥36,453 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Quarry Landing - Center of Town & River View - 3 Bedroom

Apartment in Hollins Market

Entire House 1BD King Bed near Downtown
3.0 star property
7.0 out of 10, Good, (7)
"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
The price is ¥12,877
¥18,264 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Entire House 1BD King Bed near Downtown
The price is ¥10,727
¥33,109 total
includes taxes & fees
Dec 24 - Dec 25
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Apartment in Barclay

Charle's Village Cozy Studio,
8.8 out of 10, Excellent, (8)
"The place was wonderful! "
United States
Katherine S.
The price is ¥12,462
¥26,966 total
includes taxes & fees
Dec 29 - Dec 30
Charle's Village Cozy Studio,

Apartment in Lutherville-Timonium

* Private Suite Full of Style & Comfort *
9.2 out of 10, Wonderful, (42)
"everything was perfect"
United States
Angela b.
The price is ¥13,337
¥27,183 total
includes taxes & fees
Jan 5 - Jan 6, 2026
* Private Suite Full of Style & Comfort *
2.0 star property
The price is ¥12,999
¥20,467 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spacious Private 2BR Suite in Abingdon with Separate Entrance

Vacation Home in Upper Fells Point

Discover Charm City from a Cozy Retreat
9.0 out of 10, Wonderful, (12)
"Loved thank this wonderful place allowed dogs! The neighborhood is very dog-friendly, and the place was very clean. Highly recommend! "
United States
Virginia K.
The price is ¥15,775
¥51,016 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Discover Charm City from a Cozy Retreat
3.0 star property
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 ¥24,947
¥78,138 total
includes taxes & fees
Jan 5 - Jan 6, 2026
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Apartment in Barclay

Charm's City Studio 24
2.0 star property
The price is ¥11,232
¥25,545 total
includes taxes & fees
Dec 28 - Dec 29
Charm's City Studio 24
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

Search for holiday rentals in Pleasant Hills on Expedia! You can easily find your home rentals, villas, holiday apartments in Pleasant Hills using one of the methods below:

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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 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 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.