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Pasadena, MD vacation rentals
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Best Vacation rentals and Airbnb offers in Pasadena, MD

Top-Rated Vacation Rentals near the City Center in Pasadena, MD

These downtown Pasadena, MD vacation rentals put you near top restaurants, sights, and transit. Enjoy the heart of the city action.

Waterfront 5 Bedroom Home Close To Annapolis - Pasadena, MD
10 54 reviews

Waterfront 5 Bedroom Home Close To Annapolis

apartment, Severna Park
This waterfront house is located in Severna Park, a short drive from downtown Annapolis, the Naval Academy, and BWI Airport. The home has received excellent ratings for its location, cleanliness, and overall experience.
This 5-bedroom house can accommodate up to 10 guests. The home features a private pier, a spacious garden, a fully equipped kitchen, and air conditioning. Guests can enjoy kayaking, canoeing, and stand-up paddleboarding on the Magothy River.
Lovely Waterfront Home With A View - Pasadena, MD
9.9 44 reviews

Lovely Waterfront Home With A View

apartment, Severna Park
This waterfront home is located in a quiet wooded setting overlooking the Magothy River in Severna Park, just a short drive from Annapolis, Baltimore, and Washington D.C. The property has received excellent ratings for user experience, location, and cleanliness.
This five-bedroom, three-bathroom rental comfortably accommodates up to 10 guests. Enjoy stunning river views from virtually every room, explore the river with kayaks and fishing tackle, relax on the screened-in porch, or gather around the stone fireplace in the spacious living area.
12 M To Naval Academy | Waterfront Paradise - Pasadena, MD
9.9 181 reviews

12 M To Naval Academy | Waterfront Paradise

apartment, Riviera Beach
This waterfront rental is located just 20 minutes from BWI Airport, 15 miles from Baltimore, and a 7-mile commute to the University of Maryland, making it a convenient base for exploring the area. It has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom apartment comfortably accommodates up to six guests and features a spacious indoor/outdoor patio with stunning waterfront views. Enjoy the convenience of a fully equipped kitchen, on-site washer and dryer, and the unique opportunity to catch Maryland Blue Crabs right from the property.
The Hideaway Spot | Waterfront Retreat @ Long Cove - Pasadena, MD
9.6 88 reviews

The Hideaway Spot | Waterfront Retreat @ Long Cove

cabin, Riviera Beach
This Riviera Beach waterfront cottage boasts stunning Long Cove views and a private dock perfect for fishing and crabbing, located minutes from a marina and waterfront restaurant.
The 2-bedroom, 2-bathroom home features an open-plan design, a fully equipped kitchen, multiple outdoor spaces including a deck and patio, and kayak access (Memorial Day to Labor Day); it comfortably sleeps four guests.

Best Pasadena, MD vacation rentals with air conditioning

Waterfront Escape W/ Private Pier  Minutes To Bwi - Pasadena, MD
10 4 reviews

Waterfront Escape W/ Private Pier Minutes To Bwi

apartment, Glen Burnie
This intimate waterfront retreat in Glen Burnie's Point Pleasant neighborhood offers a private pier and on-site boat ramp, located under 15 miles from BWI Airport and Baltimore attractions such as the Inner Harbor.
This 2-bedroom, 1-bathroom condo accommodates up to 4 guests and features a full kitchen, fast Wi-Fi, two smart TVs, a fire pit, and a wood burner, with the bay window providing water views perfect for sunset enjoyment.
Cozy 1st Floor King George One Bedroom Apartment Right Across From Usna - Pasadena, MD
9.8 36 reviews

Cozy 1st Floor King George One Bedroom Apartment Right Across From Usna

apartment, Annapolis
This apartment is located in Annapolis' Historic District, just a short walk from the U.S. Naval Academy and other historical landmarks like the John Smith House. It has received excellent user ratings.
This one-bedroom rental comfortably sleeps up to four guests and features a full kitchen, a terrace, a garden, and parking. You'll also have access to modern amenities like free Wi-Fi, a washer and dryer, and a sofa bed.
Ft. Smallwood Overlook.  Waterfront With Kayaks! - Pasadena, MD
9.9 193 reviews

Ft. Smallwood Overlook. Waterfront With Kayaks!

apartment, Riviera Beach
This Riviera Beach waterfront cottage boasts a unique location at the confluence of Rock Creek, the Patapsco River, and the Chesapeake Bay, a short 5-minute walk from Fort Smallwood Park.
This fully renovated two-bedroom, two-bathroom house sleeps four, offering a private 100-foot fishing pier, water toys, and easy access to kayaking and paddleboarding in a nearby cove, plus amenities including a dishwasher, air conditioning, and internet.
Bring A Boat! Waterfront Home-w/basement Apt+dock! - Pasadena, MD
9.7 99 reviews

Bring A Boat! Waterfront Home-w/basement Apt+dock!

apartment, Arnold
This Arnold, Maryland basement apartment is a short walk from a community beach and boat launch, and a 10-15 minute drive from Annapolis and the US Naval Academy.
The fully renovated studio offers a queen and double bed, sleeps four, includes a kitchenette, full bath, private patio with grill, private dock for boats up to 30 feet, and is near Sandy Point State Park.

Frequently Asked Questions about vacation rentals in Pasadena, MD

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Guest-Favorite Vacation Rentals with a Terrace in Pasadena, MD

Enjoy a Pasadena, MD vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Historic Annapolis Hideaway Steps To Usna And Main St W Private Patio & Parking - Pasadena, MD
10 28 reviews

Historic Annapolis Hideaway Steps To Usna And Main St W Private Patio & Parking

apartment, Annapolis
This renovated late 1800s house is located in the Historic District of Annapolis on Prince George Street, within walking distance of the US Naval Academy, St. John's College, and the state capital building. The property has earned an excellent user rating, indicating a comfortable and enjoyable stay for guests.
This charming dwelling offers a unique blend of historic elegance and modern amenities, with three bedrooms and a capacity for eight guests. Enjoy a spacious backyard with a fire pit, a gourmet kitchen with stainless steel appliances, and a private balcony overlooking the St. John's College front lawn and the USNA chapel.
Serenity On The Cove - Pasadena, MD
9.8 9 reviews

Serenity On The Cove

apartment, Dundalk
This waterfront home is located in Sparrows Point, Dundalk, situated between Baltimore and Annapolis, offering easy access to both cities. The apartment has excellent user ratings and is family-friendly.
This 1980 square foot, two-bedroom, four-bathroom home comfortably accommodates eight guests. Enjoy the private pier, crab pots, outdoor living area, and boat slip rental for a relaxing and fun-filled vacation.
Waterfront Home W Pool, Pier & Parking Mins To Annapolis - Pasadena, MD
9.6 14 reviews

Waterfront Home W Pool, Pier & Parking Mins To Annapolis

apartment, Arnold
This waterfront vacation home is located in Arnold, just a short drive from Severna Park Golf Center and Bay Hills Golf Club. The property is highly rated by previous guests, consistently receiving excellent reviews.
This 4-bedroom house offers ample space for families or groups of friends, with a total floor area of 1940 square feet and a guest capacity of 10. Enjoy the convenience of a fully equipped kitchen, a relaxing spa, a refreshing pool, and a spacious garden where you can unwind and connect with nature.
Baltimore Abode, Walk To Cross Street Market! - Pasadena, MD
No reviews

Baltimore Abode, Walk To Cross Street Market!

house, Baltimore
House listing. Your accommodation will be located in Baltimore.
Services and facilities: a dish washer, an access for persons with reduced mobility and a kitchen. Take advantage of the Free Parking with this accommodation.

Choose the Right Family-Friendly Vacation Rentals in Pasadena, MD

Booking a family-oriented vacation rental in Pasadena, MD keeps you close to top city attractions for a stress-free getaway.

Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium - Pasadena, MD
9.2 19 reviews

Cute And Close To Downtown! Off Street Parking W/ Short Walk To Academy/stadium

apartment, Annapolis
This Annapolis Historic District home is less than a mile from Peters Cove and the U.S. Naval Academy, with the Stanton School & Community Center and First Baptist Church within a 10-minute walk.
This two-bedroom, two-bathroom vacation rental sleeps six, features a fully equipped kitchen, private balcony, free WiFi, and charcoal grills, offering easy access to Annapolis attractions.
Walk To Usna, Main St W Free Off-site Parking - Pasadena, MD
9.8 113 reviews

Walk To Usna, Main St W Free Off-site Parking

apartment, Annapolis
This Annapolis vacation home is located in the Historic District, just a short walk from The Colonial Players and the U.S. Naval Academy, offering easy access to the city's rich history and culture. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The house has four bedrooms and can accommodate up to eight guests, providing ample space for families or groups of friends. Amenities include a fully equipped kitchen, free WiFi, a terrace, a garden, a spa, and parking, making it perfect for a relaxing and enjoyable vacation.
Usna Home Steps To Stadium Dog-friendly W Parking - Pasadena, MD
10 81 reviews

Usna Home Steps To Stadium Dog-friendly W Parking

apartment, Annapolis
This Annapolis home is conveniently located in West Annapolis, just a short walk from shops, restaurants, and the Navy-Marine Corps Memorial Stadium. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
This spacious 3-bedroom rental comfortably sleeps 11 guests and offers 2,200 square feet of living space. The home includes a private backyard with a hot tub, fire pit, and outdoor kitchen, as well as a fully equipped kitchen, a swimming pool, a spa, and a tennis court for your enjoyment.
Beautiful Waterfront Home With Theater Room - Pasadena, MD
9.7 128 reviews

Beautiful Waterfront Home With Theater Room

apartment
This Pasadena Beach House offers a Chesapeake Bay waterfront location with private beach access, near Celebrations at the Bay, Fort Smallwood Park, and Mike's Crab House, providing easy access to BWI Airport and Baltimore.
This 4-bedroom, 2-bathroom home sleeps 8 guests and boasts a jacuzzi, garden, parking, full kitchen with dishwasher, and high-speed internet; enjoy on-site amenities like a private pier and hot tub, plus an electric car charger.

Best Pasadena, MD vacation rentals with parking

Private Duplex Near Bwi Easy Access To I95 - Pasadena, MD
9.2 4 reviews

Private Duplex Near Bwi Easy Access To I95

apartment, Linthicum
Historic Home With Parking Steps From Capital & Usna - Pasadena, MD
9.8 28 reviews

Historic Home With Parking Steps From Capital & Usna

apartment, Annapolis
The Heron's Nest At Atlantic Marina - Pasadena, MD
9.8 321 reviews

The Heron's Nest At Atlantic Marina

cottage, Lake Shore
Rachel's Bnb - Pasadena, MD
9.8 144 reviews

Rachel's Bnb

apartment, Arnold

Our Favorite 5-Star Vacation Rentals in Pasadena, MD

Discover high-end comfort in Pasadena, MD with upscale rentals that prioritize luxury and guest satisfaction.

Pristine Downtown 1-bedroom Steps From State House - Pasadena, MD
10 43 reviews

Pristine Downtown 1-bedroom Steps From State House

apartment, Annapolis

Top-Rated Pet-Friendly Vacation Rentals in Pasadena, MD

Discover dog-friendly vacation rentals in Pasadena, MD situated perfectly for city walks and nearby dog parks.

Downtown Pinkney House W/parking - Pasadena, MD
9.8 16 reviews

Downtown Pinkney House W/parking

apartment, Annapolis
Steps To Usna With Large Private Patio & Free Off-site Parking - Pasadena, MD
9.8 10 reviews

Steps To Usna With Large Private Patio & Free Off-site Parking

apartment, Annapolis
Gorgeous Carriage House Close To Usna, Walk To Stadium, Free Parking,  Pets+kids - Pasadena, MD
10 54 reviews

Gorgeous Carriage House Close To Usna, Walk To Stadium, Free Parking, Pets+kids

apartment, Annapolis
The General's House-spacious Home W/pool & Hot Tub - Pasadena, MD
10 12 reviews

The General's House-spacious Home W/pool & Hot Tub

apartment, Crownsville

Search Vacation Rentals with Swimming Pool in Pasadena, MD

Staying in a vacation rental or Airbnb with a pool in Pasadena, MD ensures a proper swim is always a convenient part of your city stay.

Large Home With Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21 - Pasadena, MD
9.5 4 reviews

Large Home With Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

house, Severn
The Pool Loft At Poplar Hill - Pasadena, MD
9.7 4 reviews

The Pool Loft At Poplar Hill

apartment, Arnold
House Near Patapsco River 2700 Square Feet - Pasadena, MD
9.4 16 reviews

House Near Patapsco River 2700 Square Feet

apartment, Lake Shore
Beautiful Home Near Beach And Patapsco River - Pasadena, MD
9.7 94 reviews

Beautiful Home Near Beach And Patapsco River

apartment, Lake Shore

Explore Vacation Rentals with Jacuzzi in Pasadena, MD

Coming home to a private hot tub after a day of urban exploration completely transforms your Pasadena, MD experience.

Charming 3-bedroom House In Hanover With Wifi And Ac - Pasadena, MD
10 1 review

Charming 3-bedroom House In Hanover With Wifi And Ac

apartment, Severn
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown And Stadium. Parking! - Pasadena, MD
10 21 reviews

Corner House - Cozy Five Star 2 Bedroom Suite. Downtown And Stadium. Parking!

apartment, Annapolis
New! Private Luxury Spa Hot Tub Retreat With Ping Pong - Pasadena, MD
10 1 review

New! Private Luxury Spa Hot Tub Retreat With Ping Pong

cottage, Severn
Firefly Cottage At The Cape, Hot Tub, Community Beach, Boat Show, Usna Football. - Pasadena, MD
10 118 reviews

Firefly Cottage At The Cape, Hot Tub, Community Beach, Boat Show, Usna Football.

cottage, Arnold
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