Pasadena vacation rentals

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Top-rated vacation rentals in Pasadena

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Pasadena

4.99 out of 5 average rating, 550 reviews

Sea Dreamer aka Phenomenal Hospitality

Stunning sunrises free in a tranquil, riverfront, apartment with front entrance. Split foyer home, I am upstairs, you are downstairs. 2 separate bedrooms, one overlooking the river. Living room includes dining area, office space, comfy seating, and a massage chair!. Full bath, best showerhead, soaps, shampoos, and towels. Pull out sofa bed for larger parties. Kitchenette has everything necessary to cook with. BWI 20 min, 40 Annapolis, 60 to DC. Patio, fire pit, grill, deck and beach walks.

Apr 10 – 17

ﺩ.ﺇ346 per night

Guest favorite

Guest suite in Arnold

4.96 out of 5 average rating, 569 reviews

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!

Jul 18 – 25

ﺩ.ﺇ411 per night

Guest favorite

Home in Glen Burnie

4.97 out of 5 average rating, 399 reviews

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.

Sep 9 – 16

ﺩ.ﺇ586 per night

Guest favorite

Cottage in Annapolis

4.94 out of 5 average rating, 316 reviews

Wright’s Cottage, Pets Welcome!

We offer a very tiny, mostly original, cottage built in the 1940’s. Located in the community of Bon Haven, large properties and big trees gives one a cozy, country feel, yet so close to bustling Annapolis! There is RV/EV hookup, an outdoor woodstove, and a propane grill for your use. The yard in the back of the cottage is fully fenced so your dog, cat, or maybe, pig or rabbit 🤔can freely play. Everything is very laid back at Wright’s cottage. Come stay and take the time to enjoy being you!

Oct 6 – 13

ﺩ.ﺇ550 per night

Guest favorite

Guesthouse in Annapolis

4.91 out of 5 average rating, 82 reviews

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.

Mar 24 – 31

ﺩ.ﺇ360 per night

Guest favorite

Cottage in Glen Burnie

4.92 out of 5 average rating, 143 reviews

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.

Aug 8 – 15

ﺩ.ﺇ295 per night

Guest favorite

Cottage in Pasadena

4.97 out of 5 average rating, 158 reviews

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.

Jul 3 – 10

ﺩ.ﺇ1,135 per night

Guest favorite

Guesthouse in Annapolis

4.97 out of 5 average rating, 157 reviews

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

Nov 16 – 23

ﺩ.ﺇ513 per night

Guest favorite

Home in Annapolis

4.99 out of 5 average rating, 199 reviews

Cape St Claire waterfront getaway

This is a private over the garage apartment located in Cape St Claire, about 5 miles from downtown Annapolis, 2 miles to the Bay Bridge. Private entrance, on site parking, 1- 2 guests. We encourage our guests to enjoy the large back yard patio with magnificent views of the Magothy River and Chesapeake Bay ! Approximately 30 miles to Washington, and Baltimore. 30 minutes to BWI airport. TV and internet. A community beaches just a short walk away. ADULTS ONLY, NO SMOKING, NO PETS.

Jul 9 – 16

ﺩ.ﺇ528 per night

Guest favorite

Apartment in Glen Burnie

4.85 out of 5 average rating, 326 reviews

Quiet One Bdr Apt at BWI Airport

Traveling Nurses and Professionals Welcome! 1 Bedroom Basement suite with private entrance - 12 min. to UM Baltimore Washington Hospital -15 min to Ft. Meade - Great for military - 6 min. drive to BWI Airport terminal -10 min. drive to Casino Live - Driveway parking for 2 vehicles or RV -Wifi/Smart TV with Netflix & YT -10 min drive to Downtown Baltimore -Fully equipped kitchen - Full bathroom w/Soap/Shampoo -Late checkout available with fee -20 miles to Annapolis, Md NO CATS

Oct 28 – Nov 4

ﺩ.ﺇ292 per night

Guest favorite

Home in Riviera Beach

4.94 out of 5 average rating, 107 reviews

NEW 5 Bedroom Home with Pier by Water

Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, and BUSINESS travelers’. Create memories and beautiful experiences while enjoying the beautiful 4 BR 3 Bath home—one bed on the first floor and four beds on the second. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles unites state Naval academy and 40 miles to the DC capital.

Jan 20 – 27

ﺩ.ﺇ1,473 per night

Guest favorite

Apartment in Crownsville

4.98 out of 5 average rating, 166 reviews

“River Sweet" Private Apartment

River Sweet has everything you need for a fun and relaxing getaway. Cozy and clean, River Sweet provides all the comforts of home, including your own driveway and entrance. You'll delight in privacy while enjoying a safe, waterfront neighborhood. A local mini mart and restaurant are close by. And, you are centrally located between Annapolis, Baltimore and Washington for fun excursions! Please let us know if you need a long-term stay. We would be happy to accommodate you.

Oct 21 – 28

ﺩ.ﺇ341 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Pasadena vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Pasadena's top sights

Walmart Supercenter5 locals recommend

Double T Diner20 locals recommend

Harris Teeter4 locals recommend

Kinder Farm Park13 locals recommend

Anne Arundel Seafood9 locals recommend

Baltimore-Annapolis Trail Park6 locals recommend

Other great vacation rentals in Pasadena

Guest favorite

Home in Glen Burnie

4.95 out of 5 average rating, 124 reviews

Cozy Home with Relaxing Views - 10 mins. to BWI

Aug 31 – Sep 7

ﺩ.ﺇ585 per night

Guest favorite

Cabin in Gambrills

4.89 out of 5 average rating, 141 reviews

Relaxing Cabin Get Away Near Annapolis & DC

Aug 10 – 17

ﺩ.ﺇ546 per night

Guest favorite

Guesthouse in Annapolis

4.97 out of 5 average rating, 197 reviews

RECENTLY RENOVATED Cottage Near Downtown Annapolis

Sep 20 – 27

ﺩ.ﺇ460 per night

Guest favorite

Farm stay in Essex

4.95 out of 5 average rating, 142 reviews

Private wing at historic water view Walnut Grove

Jul 9 – 16

ﺩ.ﺇ412 per night

Guest favorite