Pasadena Holiday Rentals

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Holiday Rentals in Pasadena

WhyHotel by Placemakr Columbia

4.0 star property
9.0 out of 10, Wonderful, (611)
"This place is absolutely amazing! When I looked out my window in my room, I could see the swimming pool. It gives off this resort vibe. My only complaint is that the bed was a little too firm for my liking."
The price is AU$212
includes taxes & fees
31 Jan - 1 Feb
WhyHotel by Placemakr Columbia

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

9.6 out of 10, Exceptional, (21)
"Couldn't ask for a better location for walking to The Bank. Parking pass good on game days. Had no problem parking right out front. Excellent communication with host and house was very nicely appointed! Stairs wider and safer than most in Pigtown"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (23)
"Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (206)
"Great property and location to everything is ideal. Would definitely book this place again. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Rooftop Deck Escape! Free Parking!

9.0 out of 10, Wonderful, (24)
"We had a great time, plenty of space for family of 8 with close distance to the aquarium. "
Rooftop Deck Escape! Free Parking!

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

10.0 out of 10, Exceptional, (207)
"Great views and location. Well furnished and very comfortable. We will definitely be staying here again. "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (50)
"This home is a wonderful place to stay. We enjoyed so much about it: the fully-equipped kitchen with spices and every appliance you might need, bathrooms with rain showers/good water pressure, decks for outdoor lounging, plenty of space and nice furnishings in the living room, and a quiet neighborhood that isn't too far away from the downtown area. We would love to come back again!"
Charming Annapolis WaterVIEW Home

Pool and Bay Views on wrap around deck in Kent Island

9.6 out of 10, Exceptional, (24)
"We loved everything about the Kent Island House! Would book again in a hot minute"
Pool and Bay Views on wrap around deck in Kent Island

Luxe Houseboat: Breathtaking Skyline 360 Views

10.0 out of 10, Exceptional, (12)
"Gorgeous floating home - wonderful windows to appreciate the fabulous water views Excellent rooftop space - comfy bed and sleep sofa - beautifully appointed kitchen and bathroom "
The price is AU$1,087
includes taxes & fees
10 Feb - 11 Feb
Luxe Houseboat: Breathtaking Skyline 360 Views

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

10.0 out of 10, Exceptional, (24)
"Very nice house to stay for the holiday. Perfect layout. Great communication with the owners. View gorgeous. "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (77)
"Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available."
Amazing views, short walks to great dining!

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

10.0 out of 10, Exceptional, (46)
"We had a wonderful time. The home is absolutely fabulous! We are already talking about when we can return. Peaceful and restorative, just what we needed. "
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (33)
"Clean, Spacious, and exactly as advertised! "
The price is AU$424
includes taxes & fees
26 Jan - 27 Jan
Relax on Kent Island in 3 Bedroom Home w/Waterview

Recently Renovated Annapolis Home - Conveniently Located

10.0 out of 10, Exceptional, (57)
"Great location! Beautifully furnished! I stayed here for a month and loved it. The property manager is awesome. Responds to requests within minutes. Book it you won’t be disappointed!"
Recently Renovated Annapolis Home - Conveniently Located

Downtown Loft & Close to EVERYTHING!

6.0 out of 10, (2)
"There was so much that was wrong with our stay. First, it was not the apt as shown in the pictures. The lighting was dreary —only one overhead light in the bedroom and living room. The front door didn’t lock and the rugs on the stairs and in the living room were disgustingly dirty. The walls were dingy and showed signs of being painted over in spots in a haphazard way. there were picture frames on the walls with no pictures and broken glass. There was a grimy feel to the whole place except the...
The price is AU$425
includes taxes & fees
19 Jan - 20 Jan
Downtown Loft & Close to EVERYTHING!

2-story, riverfront home with private dock, inviting deck & dog-friendly yard

9.4 out of 10, Exceptional, (13)
"We appreciate the hospitality and responsiveness of our gracious host. We would stay again and look forward to our next visit. Recommend staying to all looking for a tranquil getaway in the Annapolis area."
2-story, riverfront home with private dock, inviting deck & dog-friendly yard

Cozy Modern Micro Apt in the Heart of Fells Point!

9.4 out of 10, Exceptional, (18)
"At first site I was Leary but a neighborhood garage owner befriended us and made sure we were safe by even setting up cones in the street to secure a parking space. The host Mr. Smith was very kind and patient and provided all the info we needed. The apartment was clean and had all the amenities we required. It was a challenge with the winding staircase for 3 senior ladies but we got along fine climbing them several times a day. I loved the historical feel of the brick and staircase.. Mr. Smith...
The price is AU$425
includes taxes & fees
22 Jan - 23 Jan
Cozy Modern Micro Apt in the Heart of Fells Point!

'At Fells Point' CitySide - 'Tons better than a hotel!'

9.8 out of 10, Exceptional, (182)
"Apartment was well appointed, we found everything we needed for a great stay. The place was super clean, check-in and check-out were simple and the location was perfect!"
The price is AU$331
includes taxes & fees
11 Feb - 12 Feb
'At Fells Point' CitySide - 'Tons better than a hotel!'

421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!

10.0 out of 10, Exceptional, (104)
"Liz was great from the jump. Gave clear directions for check in/out. Place was super cute and super convenient to downtown Annapolis!"
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10.0 out of 10, Exceptional, (32)
"Beautiful home, beautiful property! My family meets up annually and the house fit us perfectly. Plenty of room to spread out and congregate together. The home also provides so much to do with all the amenities! Thanks for the memories "
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
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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Other types of properties in Pasadena you may be interested in

Renaissance Baltimore Harborplace Hotel

4.0 star property
8.6 out of 10, Excellent, (2161)
"According to my itenerary checkout was 12:00 pm. They locked me out at 11:00. They let me get my bags thereafter."
The price is AU$240
includes taxes & fees
2 Feb - 3 Feb
Renaissance Baltimore Harborplace Hotel

Crowne Plaza College Park - Washington DC, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1193)
"Excellent stay"
The price is AU$158
includes taxes & fees
24 Jan - 25 Jan
Crowne Plaza College Park - Washington DC, an IHG Hotel

Hyatt Place Baltimore Inner Harbor

3.5 star property
8.2 out of 10, Very good, (1839)
"Modern, clean, and affordable, the best option in its price class. "
The price is AU$186
includes taxes & fees
18 Feb - 19 Feb
Hyatt Place Baltimore Inner Harbor
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.

Frequently asked questions

Can I find holiday rentals in Pasadena?

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

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino: This holiday home rental outside of Pasadena has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Pasadena?

Expedia has 22 holiday rentals for your stay in Pasadena.

What’s there to see and do in Pasadena?

Fort Smallwood Park and Downs Park Dog Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Patapsco River and Compass Pointe Golf Courses are other places worth a visit.

What’s a holiday rental in Pasadena like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pasadena. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.