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, 547 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.

Oct 3 – 10

G$19,711 GYD per night

Guest favorite

Guest suite in Arnold

4.96 out of 5 average rating, 563 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 6 – 13

G$23,401 GYD per night

Guest favorite

Home in Glen Burnie

4.97 out of 5 average rating, 394 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.

Oct 1 – 8

G$28,230 GYD per night

Guest favorite

Cottage in Annapolis

4.94 out of 5 average rating, 312 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!

Sep 13 – 20

G$31,566 GYD per night

Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 205 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.

Dec 23 – 30

G$20,456 GYD per night

Guest favorite

Cottage in Glen Burnie

4.92 out of 5 average rating, 140 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.

Jan 23 – 30

G$16,772 GYD 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.

Apr 21 – 28

G$64,579 GYD per night

Guest favorite

Home in Annapolis

4.99 out of 5 average rating, 197 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.

Nov 13 – 20

G$30,050 GYD per night

Guest favorite

Apartment in Glen Burnie

4.85 out of 5 average rating, 318 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

Nov 28 – Dec 5

G$16,895 GYD per night

Guest favorite

Apartment in Crownsville

4.98 out of 5 average rating, 163 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.

Aug 16 – 23

G$26,403 GYD per night

Superhost

Cottage in Pasadena

4.87 out of 5 average rating, 104 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront property. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for serene getaways and family gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings to magical sunsets on the 60-foot pier, this setting will quickly become a family favorite. This area is great for fishing, kayaking and paddle boarding!

Aug 20 – 27

G$98,449 GYD per night

Guest favorite

Guest suite in Glen Burnie

4.8 out of 5 average rating, 306 reviews

Private Basement Apartment Near BWI & Baltimore

**This is a basement apartment located under a shared family home, which has occupants and pets in the upper level. There is a secured door between the homes levels and an exterior private entrance into the unit. Conveniently located close to BWI airport (10 mins), Baltimore Inner Harbor (20 mins), Annapolis (20 mins) and DC (45 mins). Located about a 1/2 mile from the light rail, bus route, restaurants, malls and entertainment. Uber and Lyft are also available in our area.

Jun 23 – 28

G$8,524 GYD 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

The Y in Pasadena3 locals recommend

Other great vacation rentals in Pasadena

Guest favorite

Guesthouse in Riva

4.99 out of 5 average rating, 273 reviews

The Riva House

Oct 18 – 25

G$31,008 GYD per night

Guest favorite

Home in Riviera Beach

4.94 out of 5 average rating, 105 reviews

NEW 5 Bedroom Home with Pier by Water

Feb 5 – 12

G$78,275 GYD per night

Guest favorite

Apartment in Essex

4.97 out of 5 average rating, 223 reviews

A place unique on sue creek

Oct 25 – Nov 1

G$18,861 GYD per night

Guest favorite

Home in Annapolis

4.96 out of 5 average rating, 108 reviews

Historic Downtown in-law suite

Mar 20 – 27

G$25,381 GYD per night

Guest favorite

Guesthouse in Annapolis

4.97 out of 5 average rating, 155 reviews

Lil’ House - A Serene Tiny Home Experience

Aug 3 – 10

G$29,130 GYD per night

Guest favorite

Farm stay in Essex

4.95 out of 5 average rating, 139 reviews

Private wing at historic water view Walnut Grove

Sep 14 – 21

G$23,452 GYD per night

Guest favorite

Guest suite in Arnold

4.94 out of 5 average rating, 114 reviews

Coastal Comfort Suite Near Annapolis, Hottub, EV

Sep 11 – 18

G$36,162 GYD per night

Guest favorite

Cabin in Gambrills

4.89 out of 5 average rating, 139 reviews

Relaxing Cabin Get Away Near Annapolis & DC

Aug 10 – 17

G$31,086 GYD per night

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Other great vacation rentals in Pasadena

Guest favorite

Guest suite in Severna Park

4.96 out of 5 average rating, 26 reviews

Waterfront Apt Near Annapolis -Boat Slip available

Jun 25 – Jul 2

G$25,785 GYD per night

Guest favorite

Home in Riviera Beach

5.0 out of 5 average rating, 20 reviews

Cheerful 2 Home

Jan 22 – 29

G$24,794 GYD per night

Guest favorite

Apartment in Severna Park

5.0 out of 5 average rating, 27 reviews

Welcome to Anchors Aweigh!

Nov 28 – Dec 5

G$32,618 GYD per night

Superhost

Apartment in Pasadena

5.0 out of 5 average rating, 4 reviews

Relaxing Waterfront Apartment!

Dec 6 – 13

G$65,902 GYD per night

Guest favorite

Home in Arnold

5.0 out of 5 average rating, 36 reviews

Private Studio Getaway Near Annapolis

Apr 18 – 25

G$26,915 GYD per night

Guest favorite

Home in Glen Burnie

5.0 out of 5 average rating, 26 reviews

Glen Burnie Escape

Oct 7 – 14

G$28,619 GYD per night

Guest favorite

Home in Arnold

4.94 out of 5 average rating, 17 reviews

Private Arnold basement apt- Close to The Point!

Jul 21 – 28

G$23,983 GYD per night

Guest favorite

Cottage in Pasadena

5.0 out of 5 average rating, 18 reviews

House w/Water Views of Rock Creek 2BA 2BA Cottage

Mar 3 – 10

G$59,063 GYD per night

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Quick stats about vacation rentals in Pasadena

Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
G$8,360 GYD before taxes and fees

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 $40 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.

Pasadena vacation rentals

Top-rated vacation rentals in Pasadena

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Pasadena vacation rentals

Stay near Pasadena's top sights

Other great vacation rentals in Pasadena

Guesthouse in Riva

Home in Riviera Beach

Apartment in Essex

Home in Annapolis

Guesthouse in Annapolis

Farm stay in Essex

Guest suite in Arnold

Cabin in Gambrills

Other great vacation rentals in Pasadena

Guest suite in Severna Park

Home in Riviera Beach

Apartment in Severna Park

Apartment in Pasadena

Home in Arnold

Home in Glen Burnie

Home in Arnold

Cottage in Pasadena

Quick stats about vacation rentals in Pasadena

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Pasadena?

Are there pet-friendly vacation rentals in Pasadena?

How much does it cost to stay in house rentals in Pasadena?

Are there family-friendly house rentals in Pasadena?

Do house rentals in Pasadena have wireless internet?

Do house rentals in Pasadena have air conditioning?

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