Pasadena vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Pasadena
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Home in Middle River
4.95 out of 5 average rating, 37 reviewsWaterfront Home with Private Beach, Stunning Views
We stayed in George’s home to celebrate our father’s 90th birthday and had a lovely time. All rooms were very clean, the beds were comfortable, and the kitchen was fully stocked. The view out back over the water, especially at sunrise, was beautiful. The neighborhood was quiet and safe. Excellent communication and support! Thank you, George!
Cottage in Edgewater
4.99 out of 5 average rating, 149 reviewsWaterfront Chesapeake Bay Sunrises w/Private Pier!
Comfortable and cozy cottage on the water. The back deck and enclosed porch was super nice and the view was amazing. Had it not been so cold during our stay we would have been outside more. Everything was as described and perfect for the two of us and my mom. The dock was easily accessible which was nice. Great stay and close to our Son we were there to visit.
Home in Deale
4.96 out of 5 average rating, 27 reviewsBeautiful Waterfront Escape w/ Gorgeous Views
We had a fantastic stay at this Airbnb! The space was clean, comfortable, and thoughtfully designed, making it perfect for families or a group of friends. The host was incredibly welcoming and responsive, ensuring that we had everything we needed for a relaxing visit. The location was convenient, and the amenities exceeded our expectations. It felt like a true home away from home! We would absolutely book again and highly recommend this place to anyone looking for a memorable and comfortable stay. Thank you for a wonderful experience!
Home in Rock Hall
5 out of 5 average rating, 83 reviewsIn Town, Rock Hall, Fenced-In Yard, 1 blk to Water
Jim has a great spot and was very communicative ahead of our trip. It was a great experience working with Jim, would recommend again.
Home in Stevensville
4.9 out of 5 average rating, 42 reviewsBeachside Dream
BK's home is a gorgeous winter getaway. The architecture is striking, and the wall of windows facing the water made us feel as if we were outdoors, even though we were cozied up on the couch. The area trails are pretty and dog friendly. We enjoyed a gorgeous waterfront sunset while sitting around the backyard fire pit. The house is clean and spacious, and the kitchen was well stocked with pots, pans, and other equipment. The wifi was strong and reliable, too. The beds are comfy and the showers work well. We would definitely return.
Cottage in Pasadena
4.97 out of 5 average rating, 172 reviewsFt. Smallwood Overlook. Waterfront with Kayaks!
The place is wonderful. We were down for Thanksgiving with my family and were travelling with our 2 dogs, Wally & Dolly. The location was perfect, close to Riviera Beach where our Family Thanksgiving Dinner was, very private, no noise or distractions for the dogs (that was great). The property was surrounded by water on three sides, great views! It is right next to Ft. Smallwood Park where we took the dogs for walks every day, they loved it. As for the house it was perfect for us, just about the size of our home, so that made it very comfortable for us. All one level, which made it great for us older people. It was furnished with very comfortable furniture. Lots of information about the local surroundings, things to do, and restaurants. Keith was wonderful to work with, very easy to communicate with which made the whole process very easy for us. We even had a conversation over the phone once we were in the house to make sure everything was to our liking, and we were happy !
Cottage in Saint Michaels
4.84 out of 5 average rating, 31 reviewsCottage #8 Herons Nest Lg 2 rooms Under Main House
It’s super cute, quaint and has such character. Something for the whole family we will be back.
Cottage in Pasadena
4.88 out of 5 average rating, 121 reviewsChesapeake Cottages- 2 Quaint Waterfront Retreats
A nice stay with family. If you know what to expect it’s a lovely stay. The cottages are small but the scenery is beautiful. A little run down but perfectly fine just for sleeping for a weekend. We did encounter a lot of flies but we were right on the water. Overall a good stay. Definitely visit Tuggies if you love a good dive bar!
Home in Annapolis
4.99 out of 5 average rating, 67 reviewsCaptain’s Retreat! Newly Renovated - Beach House!
It was a great place for our family Christmas get together. Check in was a bit combersome not being familiar with the Yale Access app but Dan was gracious and unlocked the door remotely. If the need would arise we would definitely stay here again.
Guesthouse in Arnold
4.88 out of 5 average rating, 16 reviewsAdorable 1 BR guest house with water views, deck
Clean and cute and just as described. Perfect for a long weekend away in Annapolis for the boat show!
Home in Annapolis
4.93 out of 5 average rating, 108 reviewsHistoric Downtown House with Off Street Parking
Christopher’s place in downtown Annapolis is perfectly located! There are so many great shops and restaurants in walking distance. The off street parking was so convenient. The house itself is so cozy with very comfortable beds and nice towels and linens. The decor is tastefully done and the kitchen was well equipped with everything we needed to cook Thanksgiving dinner. Our family, including our beloved Golden Retriever, had a great time! For others traveling with a dog, just know that the yard is not fully fenced… the walkway by the house is open to the street and the rear yard is connected to a shared parking area…so you will need to keep a close eye on your dog. Overall we were so happy with our stay and would love to stay again. Thanks, Christopher, for sharing your home in one of our favorite places to visit. We will be back!
Home in Alexandria
5 out of 5 average rating, 13 reviewsA Bold and Relaxing Old Town Xcape
I found the house charming & comfortable. The instructions that Uche provided were easy & he sent along more bits of things to know, just as I needed them. The communication was excellent. I look forward to coming back to this home, soon!
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pasadena vacation rentals
Other great vacation rentals in Pasadena
Home in Arlington
4.78 out of 5 average rating, 274 reviewsNewly renovated; mins to DC, airport, food, metro
I was a return customer, and will return again! Great hosts, great place to stay! We always enjoy our stay. Top notch!
Home in Edgewater
4.91 out of 5 average rating, 139 reviewsHouse in Edgewater Maryland
The place was exactly what we needed. Location was perfect to get to everything we needed and wanted to do. We were able to check in a little bit early, which was amazing and helpful. Would definitely stay again!
Home in Deale
4.87 out of 5 average rating, 94 reviewsChesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home
Our group had such a lovely time at Shawn's home! The space itself was spacious and absolutely beautiful, even in the dead of winter. There were plenty of spaces to gather or take time alone, which was really important for our group. The kitchen was well stocked, and we had an easy time cooking our meals. The bedrooms were all nice and comfortable, and reflected the listing. Shawn was perfectly communicative and made it easy to contact her when necessary. We can't wait to return!
Home in Pasadena
4.85 out of 5 average rating, 54 reviewsBeautiful New Home Near Beach and Patapsco River
House looks even better than the pictures. Very nice, very modern and all amenities were wonderful. I am looking to come back in the summer and enjoy the lovely pool area.
Apartment in Canton
5 out of 5 average rating, 27 reviewsPatterson Park Apt; Walk to Hopkins, Bars, Cafes
Very responsive host. Apartment in fabulous location. In wonderful historic Baltimore house and neighborhood. Minor glitches addressed immediately and easily by host. If you’re looking for something fun and interesting this is it.
Townhouse in Fells Point
4.96 out of 5 average rating, 134 reviewsArtsy, Historic Rowhouse with Striking Harbor Views
Baltimore! This is an excellent option for stays in the city. Walk the waterfront to Fells Point. Parking is free on Cambridge Street. The property is clean, spacious and has everything you need to make yourself feel at home.
Home in Arlington
4.97 out of 5 average rating, 92 reviewsEntire family size house steps to ANC & metro walk
Wonderful, huge house for my entire family for the holidays! Lots of bedrooms, bathrooms, and space to hangout. Great location, close to DC, shopping, groceries, coffee, parks, and more. Tyler is an attentive, thoughtful host. I would highly recommend!
Apartment in North Bethesda
4.67 out of 5 average rating, 64 reviewsLovely 1-Bedroom rental unit, with great view
This was our second time staying here and it’s great! Super clean and always a super easy stay and very great location
Quick stats about vacation rentals in Pasadena
Total rentals
30 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Pasadena?
Yes! Work meets play with ease at over 20 vacation rentals in Pasadena featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Pasadena?
Four-legged friends are welcome in Pasadena. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Pasadena?
Experience the best of Pasadena with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Pasadena?
Pasadena has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Pasadena have wireless internet?
Absolutely! We offer over 10 house rentals with wireless internet in Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pasadena have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Pasadena. Enjoy a tailored experience with all the comforts you desire.
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