Pasadena holiday homes

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

Exterior
Kitchen
Kitchen
Kitchen
Exceptional
(31 reviews)

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

Stevensville

12% off
NZ$3,651
for 7 nights, 1 room
NZ$522 per night
includes taxes & fees
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Outdoor dining
Interior
Interior
Dining
Exceptional
(47 reviews)

Sunset Lodge on the Bay

Rock Hall

9% off
NZ$14,074
for 7 nights, 1 home
NZ$2,011 per night
includes taxes & fees
Sunset Lodge on the Bay
Living area
Terrace/patio
Room
Exterior detail
Exceptional
(5 reviews)

Spacious 4BR Home w/waterviews! Recently updated, game room, roof top deck.

Stevensville

16% off
NZ$8,679
for 7 nights, 1 home
NZ$1,240 per night
includes taxes & fees
Spacious 4BR Home w/waterviews! Recently updated, game room, roof top deck.
Room
Private kitchen
Outdoor dining
Interior
Exceptional
(21 reviews)

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

Annapolis

16% off
NZ$9,579
for 7 nights, 1 home
NZ$1,368 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
West-facing screened porch with bar area and café lights for night ambience
Enjoy screened in porch with dining table and sitting area
Beautiful waterfront home on Burley Creek with private pier
Lawn for yard games along the waterfront, or simply relax in the shade
Exceptional
(62 reviews)

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

Annapolis

8% off
NZ$9,075
for 7 nights, 1 home
NZ$1,296 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Exterior
Terrace/patio
The Green Bedroom View
Kitchen - Granite Island
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
NZ$17,799
for 7 nights, 1 home
NZ$2,543 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Exterior Rear of House and Dock
Porch Dining Table
Upstairs Hall
Swimming Pool
Exceptional
(35 reviews)

Waterfront Home near Annapolis, MD

Galesville

8% off
NZ$23,711
for 7 nights, 1 home
NZ$3,387 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
Private kitchen
Interior
Exterior
Exterior
Exceptional
(15 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
NZ$7,531
for 7 nights, 1 home
NZ$1,076 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
3rd floor suite; queen and 2 twins; en-suite bath, sitting area, deck access.
Exterior
Dining
Interior
Exceptional
(5 reviews)

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

Rock Hall

8% off
NZ$9,991
for 7 nights, 1 home
NZ$1,427 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Living area
Exterior
Dining
Pool
Exceptional
(6 reviews)

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

Bowie

8% off
NZ$14,167
for 7 nights, 1 home
NZ$2,024 per night
includes taxes & fees
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
upstairs bedroom w/ King size bed and space for queen air mattress
Terrace/patio
Living room with wood fireplace and second TV with basic channels
Marina
Exceptional
(94 reviews)

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

Pasadena

8% off
NZ$6,715
for 7 nights, 1 home
NZ$959 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Dining
Private kitchen
Living area
Exterior
Excellent
(11 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
NZ$6,363
for 7 nights, 1 home
NZ$909 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Living area
Terrace/patio
Dining
Private kitchen
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

9% off
NZ$4,001
for 7 nights, 1 home
NZ$572 per night
includes taxes & fees
Charming 3BDR Bungalow Near Annapolis​
Separate entryway with electronic keypad.
Quiet, tree-filled neighborhood. The apartment is above the garage.
Room
Local artwork is displayed and for sale, if you wish to take a memory home.
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

8% off
NZ$3,027
for 7 nights, 1 apartment
NZ$432 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
kitchen
Outdoor dining
Property grounds
Marina
Exceptional
(39 reviews)

This is truly a Baydream!

Rock Hall

8% off
NZ$3,632
for 7 nights, 1 home
NZ$519 per night
includes taxes & fees
This is truly a Baydream!
Interior
New Kitchen 2022
Dining room
Property grounds
Exceptional
(66 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
NZ$6,498
for 7 nights, 1 home
NZ$928 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Private kitchen
Exterior
Room
Living area
Exceptional
(25 reviews)

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

Rock Hall

8% off
NZ$3,065
for 7 nights, 1 home
NZ$438 per night
includes taxes & fees
In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
Exterior
Living area
Dining
Interior
Exceptional
(51 reviews)

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

Stevensville

8% off
NZ$11,456
for 7 nights, 1 home
NZ$1,637 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Room
Private kitchen
Living area
Living area
Exceptional
(14 reviews)

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

Annapolis

7% off
NZ$15,162
for 7 nights, 1 home
NZ$2,166 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Interior
Front gardens
Property grounds
House front
Exceptional
(63 reviews)

Beautiful Retreat Located in Rock Hall - walk to everything!

Rock Hall

13% off
NZ$3,885
for 7 nights, 1 home
NZ$555 per night
includes taxes & fees
Beautiful Retreat Located in Rock Hall - walk to everything!
Water view from the kitchen
Property grounds
Interior
Private kitchen
Exceptional
(36 reviews)

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis

8% off
NZ$8,594
for 7 nights, 1 home
NZ$1,228 per night
includes taxes & fees
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Exterior
Pool
Dining
Living area
Exceptional
(59 reviews)

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

Annapolis

15% off
NZ$6,052
for 7 nights, 1 home
NZ$865 per night
includes taxes & fees
Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!
Living area
Private kitchen
Dining
Exterior detail
Exceptional
(13 reviews)

Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access

Riva

20% off
NZ$5,030
for 7 nights, 1 home
NZ$719 per night
includes taxes & fees
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Exterior
Exterior
Room
Interior
Exceptional
(68 reviews)

Brand New Cottage Steps from the Beach!

Rock Hall

8% off
NZ$3,322
for 7 nights, 1 home
NZ$475 per night
includes taxes & fees
Brand New Cottage Steps from the Beach!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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 Bookabach.
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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Pasadena holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Pasadena to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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