Pasadena holiday rentals

We found 990 holiday rentals — enter your dates for availability
Discover a selection of 24 homes and other holiday rentals in Pasadena that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as cable TV and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Pasadena

Showing deals for:18 Dec - 25 Dec

Kitchen
Kitchen
Kitchen
Kitchen
Exceptional
(31 reviews)

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Stevensville

12% off
AU$2,936
for 7 nights, 1 room
AU$419 per night
includes taxes & fees
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
SuperMoon rising behind the house with moon beams on the bay
Interior
Outdoor dining
Dining
Exceptional
(47 reviews)

Sunset Lodge on the Bay

Rock Hall

9% off
AU$11,311
for 7 nights, 1 home
AU$1,616 per night
includes taxes & fees
Sunset Lodge on the Bay
Interior
Private kitchen
Outdoor dining
Room
Exceptional
(21 reviews)

Captain's Retreat! Newly Renovated - few steps from the beach!

Annapolis

16% off
AU$7,755
for 7 nights, 1 home
AU$1,108 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
Lawn for yard games along the waterfront, or simply relax in the shade
Enjoy screened in porch with dining table and sitting area
Sitting area overlooking Burley Creek
West-facing screened porch with bar area and café lights for night ambience
Exceptional
(62 reviews)

Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis

Annapolis

8% off
AU$7,204
for 7 nights, 1 home
AU$1,029 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Kitchen - Granite Island
Terrace/patio
Great Room
Exterior
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
AU$14,295
for 7 nights, 1 home
AU$2,042 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Dinning area
Kitchen
Upper level master bedroom
Kitchen
Exceptional
(16 reviews)

House near Patapsco River 2700 square feet

Pasadena

8% off
AU$8,831
for 7 nights, 1 home
AU$1,262 per night
includes taxes & fees
House near Patapsco River 2700 square feet
Kitchen
Porch Dining Table
Exterior Rear of House and Dock
Swimming Pool
Exceptional
(35 reviews)

Waterfront Home near Annapolis, MD

Galesville

8% off
AU$18,934
for 7 nights, 1 home
AU$2,705 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
Interior
Interior
Private kitchen
Exterior
Exceptional
(14 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
AU$5,953
for 7 nights, 1 home
AU$850 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Dining
Exterior
3rd floor suite; queen and 2 twins; en-suite bath, sitting area, deck access.
Interior
Exceptional
(5 reviews)

Grand home located right on Main St, walk to Chesapeake Bay & great restaurants

Rock Hall

8% off
AU$7,878
for 7 nights, 1 home
AU$1,125 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Dining
Exterior
Outdoor spa tub
Living area
Exceptional
(6 reviews)

Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games

Bowie

8% off
AU$11,161
for 7 nights, 1 home
AU$1,594 per night
includes taxes & fees
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
Living area
Private kitchen
Exterior
Dining
Excellent
(11 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
AU$5,053
for 7 nights, 1 home
AU$722 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Marina
Terrace/patio
upstairs bedroom w/ King size bed and space for queen air mattress
outdoor space
Exceptional
(94 reviews)

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena

8% off
AU$5,296
for 7 nights, 1 home
AU$757 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
dining area
Outdoor dining
Property grounds
kitchen
Exceptional
(39 reviews)

This is truly a Baydream!

Rock Hall

8% off
AU$2,924
for 7 nights, 1 home
AU$418 per night
includes taxes & fees
This is truly a Baydream!
Separate entryway with electronic keypad.
Quiet, tree-filled neighborhood. The apartment is above the garage.
Local artwork is displayed and for sale, if you wish to take a memory home.
Room
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

7% off
AU$2,472
for 7 nights, 1 apartment
AU$353 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
Private kitchen
Terrace/patio
Living area
Dining
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

9% off
AU$3,195
for 7 nights, 1 home
AU$456 per night
includes taxes & fees
Charming 3BDR Bungalow Near Annapolis​
Interior
New Kitchen 2022
Dining room
Exterior
Exceptional
(65 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
AU$5,129
for 7 nights, 1 home
AU$733 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Room
Private kitchen
Interior
Living area
Exceptional
(13 reviews)

The General's House-Spacious Home w/Pool & Hot Tub

Annapolis

7% off
AU$12,165
for 7 nights, 1 home
AU$1,738 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Room
Exterior
Living area
Private kitchen
Exceptional
(24 reviews)

In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!

Rock Hall

8% off
AU$2,468
for 7 nights, 1 home
AU$353 per night
includes taxes & fees
In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
Private kitchen
Living area
Interior
Exterior
Exceptional
(51 reviews)

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stevensville

8% off
AU$9,026
for 7 nights, 1 home
AU$1,289 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
House front
Front gardens
Interior
Private kitchen
Exceptional
(63 reviews)

Beautiful Retreat Located in Rock Hall - walk to everything!

Rock Hall

13% off
AU$3,210
for 7 nights, 1 home
AU$459 per night
includes taxes & fees
Beautiful Retreat Located in Rock Hall - walk to everything!
Screen porch for relaxing, eating, watching the water, working on a laptop
Pool
Exterior
Dining
Exceptional
(58 reviews)

Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!

Annapolis

16% off
AU$4,741
for 7 nights, 1 home
AU$677 per night
includes taxes & fees
Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!
Living area
Living area
Living area
Interior
Exceptional
(11 reviews)

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!

Riva

8% off
AU$5,768
for 7 nights, 1 home
AU$824 per night
includes taxes & fees
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Exterior
Exterior
Interior
Room
Exceptional
(68 reviews)

Brand New Cottage Steps from the Beach!

Rock Hall

8% off
AU$2,674
for 7 nights, 1 home
AU$382 per night
includes taxes & fees
Brand New Cottage Steps from the Beach!
Private kitchen
Property grounds
Water view from the kitchen
Dining
Exceptional
(35 reviews)

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis

8% off
AU$6,973
for 7 nights, 1 home
AU$996 per night
includes taxes & fees
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

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Choose a holiday rental for your Pasadena getaway

Learn about the unique charm of Pasadena with a stay in a holiday home rental. This city has something for everyone. Baltimore Inner Harbor Marina and M&T Bank Stadium are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Pasadena

Do you want to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Pasadena a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Maryland Renaissance Festival (9.8 mi / 15.8 km)
  • National Aquarium in Baltimore (10.8 mi / 17.3 km)
  • Maryland Zoo (14 mi / 22.6 km)
  • Laurel Park (15.4 mi / 24.8 km)
  • Renditions Golf Club (17.1 mi / 27.4 km)
  • Queenstown Harbor Golf (22.8 mi / 36.7 km)

Exploring the natural landscape of Pasadena

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Pasadena. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Fort Smallwood Park (2.7 mi / 4.3 km)
  • BWI Trail (9.6 mi / 15.5 km)
  • Canton Waterfront Park (9.8 mi / 15.8 km)
  • Federal Hill Park (10.4 mi / 16.8 km)
  • Patterson Park (10.7 mi / 17.2 km)
  • Sandy Point Beach (11.9 mi / 19.2 km)

Transport options to and around Pasadena

Fly into Baltimore Washington International Airport (BWI), the closest airport, located 7.1 mi (11.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Fort Meade, MD (FME-Tipton), which is 11.8 mi (18.9 km) away.

Frequently asked questions

What is the best area to stay in Pasadena when booking a holiday rental?
When considering a holiday rental in Pasadena, Maryland, a popular area to stay is near the waterfront along the Patapsco River. This picturesque location offers a serene atmosphere and easy access to outdoor activities, making it an ideal choice for families and nature enthusiasts alike.In this area, you'll find a variety of properties ranging from charming cottages to modern homes, suiting different preferences and budgets. One of the top attractions nearby is the beautiful Sandy Point State Park, which features lovely beaches, hiking trails, and picnic areas, superb for a day of relaxation or adventure. Additionally, the local community offers delightful dining options and quaint shops, ensuring you have everything you need within reach.Another appealing neighbourhood is the vicinity of Broadneck Park, where you can enjoy recreational facilities and scenic walking paths. This area is also conveniently located for exploring nearby Annapolis, with its rich history and vibrant waterfront, making it a fantastic base for your holiday in Pasadena.
Where are the best areas for renting a beach house in Pasadena?
For renting a beach house in Pasadena, Maryland, consider the charming waterfront neighbourhoods along the Chesapeake Bay. Areas such as the Broadneck Peninsula provide access to beautiful sandy shores and scenic views, making it an ideal location for beach rentals. Properties here often feature amenities such as private docks, spacious decks for outdoor dining, and well-equipped kitchens, great for families looking to enjoy a relaxing seaside holiday.Additionally, the nearby Sandy Point State Park is a fantastic spot for outdoor enthusiasts, offering sandy beaches and picnic areas. Rentals in this vicinity may include features like outdoor grills, ample parking for watercraft, and proximity to nature trails for hiking and biking. The local area also boasts quaint shops and eateries, adding convenience for visitors.For those seeking a more tranquil experience, the area around the Magothy River offers a selection of waterfront homes with serene views and private access to the water. Many of these properties include amenities such as fire pits, kayaks, or paddleboards, allowing for a fun-filled beach getaway.
Are there any houseboat rentals in Pasadena?
In Pasadena, Maryland, several houseboat rentals provide a unique and appealing way to experience this charming area. These rentals are typically located along the waterfront, offering beautiful views and a tranquil atmosphere. Travellers can expect amenities such as comfortable sleeping quarters, fully equipped kitchens for meal preparation, and outdoor decks great for enjoying the scenery or entertaining guests. The houseboats often feature modern furnishings and facilities to ensure a pleasant stay.
What is the most popular type of holiday rental accomodation in Pasadena?
In Pasadena, holiday houses are the most popular type of holiday rental, with around 64 available throughout the area. These homes typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for comfort and convenience. Many also feature outdoor spaces such as gardens or patios, superb for enjoying the pleasant Maryland weather. Additionally, there are about 24 cottages available, providing a charming and quaint alternative for those seeking a cozier stay. For those preferring a more urban experience, around 12 apartments are also on offer, often located near local amenities. Lastly, there are several houseboats available, providing a unique waterfront experience for travellers looking to enjoy the scenic surroundings.
Are there any family house rentals in Pasadena?
In Pasadena, Maryland, there are family-friendly house rentals available, with around 20 options throughout the area. This charming locale offers a mix of suburban comfort and proximity to various attractions. Many homes feature spacious living areas, fully equipped kitchens, and outdoor spaces ideal for family gatherings and playtime. Amenities such as Wi-Fi and air conditioning are commonly found, ensuring a pleasant stay for visitors.Families can enjoy nearby points of interest like the scenic Broadneck Park, which boasts playgrounds and sports facilities, superb for active days outdoors. Additionally, the area's close proximity to the Chesapeake Bay allows for various water activities, enriching the family experience.
Can I rent a holiday home with a pool or hot tub in Pasadena?
In Pasadena, Maryland, there are several holiday homes available for rent that feature pools or hot tubs, making it a delightful option for travellers seeking relaxation and leisure. The area offers a charming suburban atmosphere, with properties often located near the scenic waterfront of the Chesapeake Bay.Many of these rentals come equipped with private pools, inviting hot tubs, and outdoor entertaining spaces, ideal for families or groups looking to unwind after a day of exploration. Expect amenities such as fully equipped kitchens, spacious living areas, and sometimes additional features like barbecue grills and lush gardens.
Are there pet-friendly house rentals in Pasadena?
In Pasadena, Maryland, there are several pet-friendly house rentals available, offering a range of amenities to make your stay comfortable. Many of these properties come equipped with spacious backyards, allowing pets to roam freely, as well as features like fully equipped kitchens and outdoor spaces for relaxation.The neighbourhood is conveniently located near several parks that are ideal for pet owners, including the scenic Broadneck Park, which offers walking trails and open areas for dogs to play. Additionally, nearby Sandy Point State Park provides expansive natural spaces, beaches, and picnic areas where pets are welcome, making it a great spot for outdoor activities.
Are there any remote work holiday rentals in Pasadena?
In Pasadena, Maryland, there are numerous remote work holiday rentals available, with around 104 options to choose from. This charming area offers a variety of properties conducive to a productive work environment. Many rentals feature dedicated desk spaces, laptop workstations, and complimentary Wi-Fi, ensuring that guests can stay connected during their stay.The neighbourhood is conveniently located near local parks and waterfront areas, providing opportunities for breaks and outdoor activities. Additionally, guests can enjoy amenities such as fully equipped kitchens, spacious living areas, and comfortable bedrooms, making it easy to balance work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Pasadena?
In Pasadena, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals. Many properties also feature decks or patios, providing outdoor spaces for relaxation or entertaining. A coffee and tea maker is commonly available, ensuring guests can enjoy their morning beverages with ease. Onsite parking is another sought-after amenity, making it convenient for those travelling by car. Additionally, some rentals may include a blender, great for making smoothies or other refreshments during a stay.
When is the best time to visit Pasadena for a holiday rental?
The peak season for holiday rentals in Pasadena falls between May and July, with June being the most popular month for visitors. This vibrant period attracts travellers, who are drawn to the area's beautiful parks and outdoor activities. With pleasant temperatures averaging around 20 to 30 degrees Celsius, it's an ideal time to enjoy leisurely strolls along the waterfront or partake in local festivals and events that showcase the community's charm.June not only brings lively summer vibes but also a host of opportunities for sightseeing, including visits to the nearby Chesapeake Bay and historical sites that tell the story of the region. Expect a bustling atmosphere as many families take advantage of the warm weather and extended daylight for outdoor adventures.For those looking to save a little on accommodation, November is a wonderful alternative. During this quieter month, you can appreciate the local scenery without the crowds, and enjoy the crisp, cool air that makes for comfortable outdoor exploration. It's a chance to experience Pasadena's unique character at a more leisurely pace.Ultimately, the best time to visit Pasadena hinges on your preferences: whether you're eager to immerse yourself in the lively summer festivities or prefer the tranquillity of the autumn months.
What are the top attractions in Pasadena?
In Pasadena, Maryland, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The Broadneck Park is a popular destination, offering expansive green spaces, walking trails, and sports facilities, making it ideal for families and outdoor enthusiasts. Nearby, the scenic Chesapeake Bay provides opportunities for boating, fishing, and enjoying waterfront views, with several parks along the bay enhancing the experience.For those interested in local history, the Pasadena area is close to the historic district of Annapolis, where visitors can explore charming streets, the Maryland State House, and the U.S. Naval Academy. The B&A Trail is another highlight, superb for walking, cycling, or jogging, as it stretches through wooded areas and offers a peaceful escape from urban life.
Are all fees included in the Pasadena holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Pasadena holiday homes with parking?
Stayz offers a wide selection of holiday homes in Pasadena with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Pasadena holiday homes?
You can find great discounts on holiday homes in Pasadena on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Pasadena holiday home booking on Stayz?
To find Pasadena holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Pasadena?
A long-stay holiday home in Pasadena is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Pasadena holiday home?
Book your Pasadena holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Pasadena?
Prices for holiday homes in Pasadena vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Pasadena to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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