Best Vacation Homes in Pasadena
Apartment
10.0(169 Reviews)
2 Bedrooms
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
View
Kitchen
R3,006/Night
7 Nights - R21,045
Villa
9.7(4 Reviews)
4 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Balcony/Terrace
Parking
Air Conditioner
Internet
R16,562/Night
7 Nights - R115,935
Cottage
1 Bedroom
1 Bath
Oceanfront- Fireplace/Heating
Ocean View- View
R7,647/Night
7 Nights - R53,526
Cottage
10.0(85 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,667/Night
7 Nights - R25,675
House
9.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
322.92 ft²
- Oceanfront
- Fireplace/Heating
Pool- Ocean View
R2,093/Night
7 Nights - R14,651
Cottage
10.0(34 Reviews)
2 Bedrooms
2 Baths
4 Guests
1198 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
R4,769/Night
7 Nights - R33,388
Cottage
10.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
994 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R5,076/Night
7 Nights - R35,530
House
9.6(4 Reviews)
1 Bedroom
1 Bath
2 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R2,505/Night
7 Nights - R17,534
Pasadena Luxury Rentals
House
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
R21,337/Night
7 Nights - R149,356
House
9.8(35 Reviews)
4 Bedrooms
3 Baths
12 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R17,332/Night
7 Nights - R121,324
New
House
4 Bedrooms
4 Baths
14 Guests
Private Pool
Hot Tub- Fireplace/Heating
- Pool
R17,302/Night
7 Nights - R121,110
House
10.0(17 Reviews)
6 Bedrooms
5 Baths
14 Guests
3800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R16,662/Night
7 Nights - R116,627
House
10.0(15 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
R14,646/Night
7 Nights - R102,521
R13,266/Night
7 Nights - R92,863
House
5 Bedrooms
2 Baths
9 Guests
3433.69 ft²
- Hot Tub
- Fireplace/Heating
- View
- Air Conditioner
R13,035/Night
7 Nights - R91,248
House
9.8(17 Reviews)
4 Bedrooms
2 Baths
11 Guests
3450 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R12,545/Night
7 Nights - R87,821
Pasadena Pet Friendly Vacation Rentals
House
10.0(31 Reviews)
3 Bedrooms
2 Baths
9 Guests
1727 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R6,402/Night
7 Nights - R44,808
House
8.6(7 Reviews)
3 Bedrooms
2 Baths
9 Guests
1722.23 ft²
- Hot Tub
Spa- Fireplace/Heating
- Pet Friendly
R7,729/Night
7 Nights - R54,103
House
10.0(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,613/Night
7 Nights - R53,296
New
House
4 Bedrooms
3 Baths
14 Guests
- Hot Tub
- Fireplace/Heating
- View
Breakfast
R10,249/Night
7 Nights - R71,736
House
10.0(10 Reviews)
4 Bedrooms
2 Baths
6 Guests
2754 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,377/Night
7 Nights - R23,632
House
10.0(8 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
R5,298/Night
7 Nights - R37,079
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1912 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R10,337/Night
7 Nights - R72,363
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
R12,051/Night
7 Nights - R84,360
Pasadena Large Vacation Homes
House
10.0(26 Reviews)
4 Bedrooms
2 Baths
11 Guests
2000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R7,341/Night
7 Nights - R51,384
House
10.0(4 Reviews)
5 Bedrooms
2 Baths
12 Guests
2000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R9,007/Night
7 Nights - R63,052
House
10.0(1 Review)
5 Bedrooms
2 Baths
9 Guests
3434 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,111/Night
7 Nights - R70,781
House
9.8(71 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
R10,615/Night
7 Nights - R74,307
Cottage
9.6(22 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
R10,878/Night
7 Nights - R76,137
House
10.0(14 Reviews)
4 Bedrooms
3 Baths
12 Guests
2000 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R6,733/Night
7 Nights - R47,132
House
10.0(5 Reviews)
6 Bedrooms
4 Baths
20 Guests
5000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R15,339/Night
7 Nights - R107,382
House
10.0(5 Reviews)
5 Bedrooms
3 Baths
11 Guests
1510 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,004/Night
7 Nights - R42,023
Why Choose Rent By Owner for your Pasadena Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Pasadena
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the area's pleasant climate and seasonal events make certain periods more ideal for a memorable getaway.
Peak Season Highlights
Late Spring to Early Summer (May to June)
This is the most popular time to visit, as the weather warms up and outdoor activities become more enjoyable. You’ll likely encounter a lively atmosphere in the area, making it ideal for travelers seeking vibrant local events.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Early Fall (September to October)
During this period, the region experiences pleasant weather and fewer crowds, providing a perfect setting for exploring the area’s scenic beauty. It’s a favored season for visitors looking for comfortable temperatures and serene surroundings.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F
Off-Season Highlights
Winter (December to February)
The colder months bring a quieter ambiance to the area, making it suitable for travelers who prefer a peaceful retreat or indoor attractions. Budget-conscious visitors can find attractive deals during this season.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
Early Spring (March to April)
Before the busy summer season kicks off, this time offers cooler weather with fewer tourists. It’s an excellent opportunity to enjoy the region’s natural beauty at a more relaxed pace and secure favorable rental rates.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F
Weekly Weather Forecast for Pasadena
How to Book Your Pasadena Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Pasadena
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a patio or deck perfect for relaxing and entertaining.
- Take advantage of a lush garden or landscaped yard to immerse yourself in the natural surroundings.
- Make use of outdoor dining areas for meals al fresco with family or friends.
- Utilize a barbecue grill to prepare delicious grilled dishes during your stay.
- Relax on a spacious porch or veranda that offers scenic views of the area.
- Access nearby parks or walking trails for outdoor activities and exploration.
- Benefit from an outdoor pool or hot tub available at select properties for ultimate comfort and leisure.
Top Attractions Around Pasadena
What attractions are nearby?
Here, you can enjoy a variety of outdoor activities and scenic spots that highlight the natural beauty unique to this region, making it an ideal destination for those seeking relaxation and adventure alike.
Family Activities
- Argosy Cruises at Baltimore Inner Harbor: Enjoy a family-friendly boat tour that offers scenic views of the harbor, perfect for exploring the region’s maritime charm.
- Hoffman Park: Spend quality outdoor time with your loved ones at this spacious park featuring walking trails, picnic areas, and playgrounds amidst natural surroundings.
- Baltimore Museum of Industry: Discover interactive exhibits and hands-on activities that make learning about local industry both fun and educational for kids and adults alike.
- South Point Loop Trail: Embark on an easy nature walk along this trail, offering picturesque views of the water and opportunities for wildlife spotting during your stay.
Adult Activities
- Exploring the Chesapeake Bay Maritime Museum: Immerse yourself in maritime history and enjoy scenic views at this renowned museum, a must-visit for those staying in the area.
- Boating and Water Activities: Take advantage of the region’s waterways by renting a boat or joining a water tour, offering a relaxing way to experience the natural beauty of Pasadena.
- Golfing at local courses: Spend your day on well-maintained golf courses nearby, perfect for both casual players and avid golfers seeking a leisurely round.
- Dining along the waterfront: Indulge in fresh seafood and regional cuisine at waterfront restaurants, providing an authentic taste of the local culinary scene.
Other Places to Stay in Pasadena, MD
Gibson Island
Dog Beach
Green Haven
Compass Pointe Golf Courses
Fort Smallwood Park
Jacobsville
Riviera Beach
Lake Shore
Pasadena Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region's renowned seafood and waterfront eateries to enjoy authentic local flavors during your stay.
- Plan Outdoor Activities: Make the most of the area's scenic parks and waterways for kayaking, fishing, or relaxing outdoors amidst the natural beauty.
- Visit Nearby Attractions: Discover nearby historic sites and cultural spots that showcase the rich heritage of this destination.
- Choose a Well-Located Vacation Rental: Select a rental property close to key points of interest to maximize your leisure time and convenience here.
Transportation Options
- Public Transit (MTA Maryland): You can rely on the local public transportation system for convenient travel around the area and connections to nearby cities.
- Car Rentals: Renting a vehicle offers flexibility for exploring this scenic region at your own pace, with several rental agencies available nearby.
- Taxi and Rideshare Services: Taxis and rideshare providers like Uber and Lyft are readily accessible for quick and hassle-free transportation within here and its surroundings.
- Biking and Walking Options: The area's walkable streets and bike-friendly paths make it easy to navigate locally while enjoying the surroundings at a relaxed pace.
Local Customs Options
- Coffeehouse Culture: Locals in Pasadena cherish their morning coffee routines, often visiting cozy cafes that serve locally roasted blends, offering a warm welcome to visitors seeking authentic regional hospitality.
- Waterfront Traditions: The community has a deep connection to its proximity to the Chesapeake Bay, celebrating boat parades and seafood festivals that highlight the maritime heritage of the area.
- Family-Centered Events: Families here participate enthusiastically in annual events such as local sports tournaments and outdoor markets, reflecting the region's friendly and inclusive spirit.
- Historic Preservation: Respect for the area's history is evident through preservation efforts of historic sites and buildings, allowing visitors to experience the rich legacy of this destination firsthand.
Frequently Asked Questions About Pasadena?
1. What are the top vacation rentals in Pasadena?
There are a lot of options in Pasadena. If you plan on staying in the Pasadena area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pasadena:
- Waterfront Apartment with Fantastic Views
- Truly Waterfront Cottage
- Pasadena, MD close to Annapolis/WDC/Baltimore
- Pet Friendly Water View Cottage
- Idyllic Pasadena Retreat with Garden + Hot Tub!
- BWI, Annapolis, DC, Baltimore, USNA family-sized house with a game room and deck
- Sprawling Luxury Home on a Private Cul De Sac with Gaming Sports Bar, Big Yard Mins to Annapolis
- Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
- Rock Creek Cottage, Waterfront, Serene Views
- Brand-new Modern Pasadena Home
2. Which vacation homes in Pasadena are best for families?
If you are looking for a family-friendly vacation home in Pasadena, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pasadena:
3. How many Rentbyowner vacation rentals are available in Pasadena?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 71 in the Pasadena area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pasadena.
4. What is the cancellation policy for vacation rentals in Pasadena, Maryland?
Cancellation policies vary depending on the listing you choose. To find the specific policy, please review the details on the property’s page or contact the host directly for clarification.
5. How do I confirm the availability of a vacation rental in this Maryland region?
Availability is shown directly on the listing; however, it’s recommended to reach out to the owner for real-time confirmation and any potential upcoming reservations.
6. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning, service charges, or taxes are typically outlined in the property details. For exact amounts, review the listing or inquire with the owner before completing your reservation.
7. Can I request special amenities or accommodations at a vacation rental nearby?
Many property owners are willing to accommodate special requests. Contact the host through the booking platform to discuss your needs prior to booking.
8. What should I know about check-in and check-out times for vacation rentals in the area?
Check-in and check-out times are specified on each listing. It’s best to confirm these times with the host to ensure a smooth arrival and departure.
Pasadena Top Rated Vacation Rentals
House
8.6(11 Reviews)
1 Bedroom
1 Bath
3 Guests
320 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R3,775/Night
7 Nights - R26,434
House
10.0(3 Reviews)
6 Bedrooms
4 Baths
20 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
R17,106/Night
7 Nights - R119,742
House
9.8(6 Reviews)
4 Bedrooms
4 Baths
14 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R14,996/Night
7 Nights - R104,976
House
7.0(2 Reviews)
1 Bedroom
1 Bath
7 Guests
1920 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,782/Night
7 Nights - R19,479
House
6.0(2 Reviews)
4 Bedrooms
4 Baths
10 Guests
5694 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R12,807/Night
7 Nights - R89,650
Apartment
1 Bedroom
1 Bath
1 Guest
800 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,604/Night
7 Nights - R18,227
