
Vacation rentals in Pasadena
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Top-rated vacation rentals in Pasadena
Guests agree: these stays are highly rated for location, cleanliness, and more.

Old Bay Bungalow
This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Fall Waterfront retreat - fire pit, hot tub
Picture yourself waking up to stunning views of the waterfront and spacious yard while sipping a fresh warm coffee! Or enjoy a soak in the private hot tub while watching the sunset. For those sports fans we offer a 75" TV and pool table in the well-equipped game room. The outdoor area features a spacious dining setup, perfect for al fresco meals, and a fire pit for evenings of warmth and conversation. Whether you’re lounging by the water or entertaining, this property is the ultimate retreat!

Secluded acre near BWI and Baltimore
Secluded suburban acre 8 minutes from BWI Airport, 15 minutes from Baltimore's Inner Harbor and from Fort Meade, and 45 minutes from Washington DC. Private house attached to host house has 1220 square feet of cozy comfort--4 times the size of a hotel room! House includes 2 bedrooms (one queen, one double), 1.5 baths, living room, foyer, dining room, full kitchen, and washer/dryer. The one-acre lot has hundreds of trees and is great for pets. Level 2 charging station is good for all EVs.

Calico Cottage Guest House, king bed, free parking
Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Relaxing Waterfront Apartment!
Welcome to our Bayhouse StayApartment! Our waterfront getaway features a large dock where you can relax on Adirondack chairs and soak in the beautiful water views! Enjoy kayaking (we have 2 for your use) and feel free to bring your own non motor watercrafts. Roast marshmallows in the our Gazebo's fireplace Inside the apartment you will find a beautiful updated kitchen, comfortable living room, 2 bedrooms and a bonus loft area Full bathroom is upstairs, and downstairs has a half bath.

Waterfront Cheerful 5 home
Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 3 Bathroom .one bed on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .

Home away from home
This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Ft. Smallwood Overlook. Waterfront with Kayaks!
Delightful cottage at the confluence of Rock Creek, Patapsco River (Baltimore Inner Harbor) and the Chesapeake Bay. Adjoins Ft. Smallwood Park with its private coves and beaches. Secluded setting features water on 3 sides with beautiful relaxing views. Teeming with wildlife: ducks, geese, egrets, osprey, eagles, deer, foxes and other. Convenient to Annapolis, BWI Airport, Baltimore & Washington, D.C. Walk to the park. Cast a line, catch what you may! Total renovation 2018-2019.

Flohom 14 | Panoramic Chesapeake Bay Views
Discover Coastal Elegance at FLOHOM 14 | Soteria ✨ Welcome aboard FLOHOM 14—a contemporary, coastal-inspired luxury houseboat thoughtfully designed for two guests. This floating retreat creates a serene, inviting ambiance featuring bright, airy interiors, modern comforts, and a private rooftop deck. Docked along Pasadena’s picturesque shoreline, FLOHOM 14 offers panoramic 360° views of the Chesapeake Bay and easy access to charming local dining, attractions, and outdoor adventures.

Safe-Secured-Free Parking *Full Kitchen *Job 31:32
Charming One Bedroom apartment on the Lower Level in a serene setting just minutes from Downs Park, trail, and the scenic Baltimore & Annapolis. This spacious unit is designed for comfort and relaxation can accommodate up to 2 guests. This property is smoke-free and pet-free, ensuring a clean and tranquil environment for your stay. Perfect for couples, solo travelers, or anyone looking to unwind and reconnect with nature. Book now for a unique and memorable experience!

Sea Dreamer
Tranquil TIDAL, riverfront, split-level home. Rent the spacious lower level with 2 bedrooms, full custom kitchen, large living room (TVs, sleeper sofas, massage chair), dining/office space, and full bath with luxury shower. Includes soaps, towels, hairdryer. Kitchen equipped for cooking, includes full fridge. Patio with grill/fire-pit, lounging and kayaks. Convenient: 25 min to BWI, 45min to Annapolis, 60min to DC. Ideal for relaxing and exploring!

The Crab House - a Private, Waterfront Guest House
Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190
Popular amenities for Pasadena vacation rentals
Other great vacation rentals in Pasadena

Waterfront home with dock and kayaks

Waterfront 5 Bedroom Home Close to Annapolis

Private Suite • 10 mins to BWI, Fort Meade & Mall

♥︎Private Cozy Studio Apartment minutes From BWI♥︎

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Holiday Escape: Lake, Kayak & Walk to Merriweather

Home in Glen Burnie | Near Water | BWI 15 mins

Waterfront Poolside Escape
When is the best time to visit Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 CAD | $176 CAD | $219 CAD | $223 CAD | $236 CAD | $236 CAD | $225 CAD | $223 CAD | $195 CAD | $169 CAD | $190 CAD | $169 CAD |
| Avg. temp | 1 °C | 3 °C | 7 °C | 13 °C | 18 °C | 23 °C | 26 °C | 25 °C | 21 °C | 14 °C | 8 °C | 4 °C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Pasadena?
Yes! Work meets play with ease at over 50 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 30 vacation rentals for guests traveling with pets.
Where should I stay in Pasadena?
Make yourself at home in Pasadena by choosing from our most frequently booked neighborhoods. We have over 40 vacation rentals in Sunset Beach, and over 180 vacation rentals in Green Haven.
Are there Pasadena vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Pasadena, available on Airbnb. Make a splash and soak up the sun in style!
Do townhouse rentals in Pasadena have air conditioning?
Absolutely! We offer over 10 townhouse rentals with air conditioning in Pasadena. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pasadena have wifi?
Absolutely! We offer over 30 house rentals with wifi in Pasadena. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Pasadena?
Pasadena has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Pasadena?
Experience the best of Pasadena with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about vacation rentals in Pasadena

Total vacation rentals
Explore 70 vacation rentals in Pasadena

Nightly prices starting at
Pasadena vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 2,990 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Pasadena vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Pasadena rentals

4.8 Average rating
Pasadena stays are highly rated by guests—averaging 4.8 out of 5!
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