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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.

Stay At Waterfront Home With Pier & Community Park - Pasadena, MD
10 10 reviews

Stay At Waterfront Home With Pier & Community Park

apartment, Severna Park
This Severna Park waterfront home is located 2.1 miles from the B&A Trail and within 6 miles of the Severna Park Golf Center, offering scenic views and easy access to outdoor recreation.
This three-bedroom, two-bathroom vacation rental sleeps six guests and features a fully equipped kitchen, patio, fireplace, free WiFi, and a private spa, perfect for families or groups seeking a relaxing getaway near Severna Park.
Unique Waterfront Home W Deck & Community Park - Pasadena, MD
10 7 reviews

Unique Waterfront Home W Deck & Community Park

apartment, Severna Park
This Severna Park waterfront home, situated approximately 11 miles from the U.S. Naval Academy and Navy-Marine Corps Memorial Stadium, offers stunning views and private beach access.
This three-bedroom, two-bathroom vacation rental sleeps six, boasting a fully equipped kitchen, spacious deck with a Blackstone griddle, kayaks, a paddleboard, high-speed internet, and a big-screen TV; pets are welcome for a fee.
Waterfront 5 Bedroom Home Close To Annapolis - Pasadena, MD
10 50 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.
Serene Setting In The Woods - Pasadena, MD
9.9 45 reviews

Serene Setting In The Woods

apartment, Severna Park
This Severna Park guesthouse, a cozy one-bedroom retreat, offers a secluded wooded setting at the end of a quiet street, providing peace and privacy.
The 1-bedroom, 1-bathroom guesthouse features a full kitchen with fridge, freezer, microwave, and dishwasher; a queen-size bed; a den; an exterior deck; and accommodates up to 2 guests, plus two friendly dogs reside on the property.

Best Pasadena, MD vacation rentals with air conditioning

Spacious 5-bedroom House With Ac In Gorgeous Annapolis Historic District Capital - Pasadena, MD
No reviews

Spacious 5-bedroom House With Ac In Gorgeous Annapolis Historic District Capital

apartment, Annapolis
This 5-bedroom house is located in Annapolis's Historic District, offering proximity to the Annapolis Civil Rights Plaque, ARTFX Gallery of Fine Crafts and Arts, and is a reasonable distance from the Chesapeake Bay Bridge.
This pet-friendly apartment accommodates up to 10 guests with 5 bedrooms, 1 bathroom, and features a kitchen with a microwave oven and dishwasher, air conditioning, and parking.
Coastal Modern Retreat | Large Group Getaway On 2 Acres - Pasadena, MD
10 1 review

Coastal Modern Retreat | Large Group Getaway On 2 Acres

apartment, Arnold
This 6-bedroom, 4-bathroom house in Arnold, MD, sits on 1.8 peaceful acres and is a short drive to local beaches, restaurants, and nightlife.
This pet-friendly home offers two kitchens, two living spaces, a deck with a BBQ, and sleeping arrangements for up to 15 guests, with nearby attractions including Severna Park Golf Center and Bay Hills Golf Club.
Hiddenparadise In Scenic Community, Mins To Attractions & Waterfront. Sleeps 9 - Pasadena, MD
8.8 12 reviews

Hiddenparadise In Scenic Community, Mins To Attractions & Waterfront. Sleeps 9

apartment, Riviera Beach
This waterfront apartment in Glen Burnie is a 20-minute drive from UM Baltimore and a 15-minute drive from BWI Airport. It has a "very good" user rating.
The 2300-square-foot apartment has 5 bedrooms, 4 bathrooms, and a guest capacity of 9. It features a fully equipped kitchen, a spacious living area with a 77" OLED TV and PS5 game console, a swimming pool, a Jacuzzi, a terrace, a garden, and parking. The resort-style community offers amenities like a deck with views, multiple seating areas, and a pool.
Weems Creek Cottage, Annapolis  Waterfront - Pasadena, MD
10 252 reviews

Weems Creek Cottage, Annapolis Waterfront

apartment, Annapolis
This waterfront cottage is located in West Annapolis, a short walk from the US Naval Academy's Gate 8 and a 1.5-mile walk to Annapolis City Dock, making it easy to explore the city's historic attractions and vibrant waterfront. This charming cottage enjoys excellent user, location and cleanliness ratings.
The 700 square foot cottage comfortably sleeps four guests and features a fully equipped kitchen, a screened-in porch, and a private dock with stunning views of Weems Creek. Guests can enjoy amenities like a fire pit, picnic area, paddle boards, kayaks, and a 17' Boston Whaler (for experienced boaters at an extra cost).

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.

The Ultimate Cozy Escape - Pasadena, MD
9.5 12 reviews

The Ultimate Cozy Escape

house, Glen Burnie
This Glen Burnie house is conveniently located just 18 kilometers from Carroll Park and 19 kilometers from the Camden Yards Sports Legends Museum, offering easy access to historical and recreational sites. The house has received excellent user ratings for location, cleanliness, and overall experience.
This 1500 square foot house has four bedrooms, two bathrooms, and can comfortably accommodate up to six guests. The house offers modern amenities like air conditioning, a flat-screen TV, a washing machine, a dishwasher, a dryer, free Wi-Fi, and free parking.
Welcome To Our Newly Built House - Pasadena, MD
9.6 15 reviews

Welcome To Our Newly Built House

apartment, Glen Burnie
This brand new construction is conveniently situated minutes from BWI, Baltimore City, and Washington DC. It is located in the Marley neighborhood of Glen Burnie, offering easy access to water-based activities such as motor boating, fishing, and swimming.
The house has an excellent user rating and can accommodate up to 12 guests with its 4 bedrooms and 3 bathrooms. The house includes a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a Jacuzzi, a terrace/balcony, a spa, and parking.
Historic Downtown Annapolis Gem Steps To Usna And Main St With Private Patio And Parking - Pasadena, MD
10 27 reviews

Historic Downtown Annapolis Gem Steps To Usna And Main St With Private Patio And 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.
The Charming Cozy 4br, 2ba Getaway In Glen Burnie, Sleeps 9 - Pasadena, MD
9.5 4 reviews

The Charming Cozy 4br, 2ba Getaway In Glen Burnie, Sleeps 9

house, Glen Burnie
This recently renovated vacation home is located in Glen Burnie, Maryland, offering convenient access to the community's amenities.
This 1260 square foot house features 4 bedrooms, 2 bathrooms, and can accommodate up to 8 guests, with amenities including complimentary Wi-Fi, private parking, air conditioning, and a kitchen equipped with a fridge and microwave oven.

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.

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

Pristine Downtown 1-bedroom Steps From State House

apartment, Annapolis
This Annapolis Historic District apartment is a 10-minute walk from the U.S. Naval Academy and East Street, placing you steps from the Colonial Players and 48 Fleet Street.
This 400-square-foot rental boasts two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, on-site parking, and board games.
Patio Views Of Usna Chapel, Walk To Gate 1 Parking - Pasadena, MD
9.9 85 reviews

Patio Views Of Usna Chapel, Walk To Gate 1 Parking

apartment, Annapolis
This Annapolis vacation home is located in the Historic District, a short walk from the U.S. Naval Academy, Chase Lloyd House, Hammond-Harwood House, and St. John's College. It has excellent user, location, and cleanliness ratings.
This 3-bedroom house can comfortably accommodate 7 guests and features a spacious 2,410 square feet of living space. Enjoy amenities like a fully equipped kitchen, a private patio, and a fireplace, perfect for relaxing after a day exploring the city.
Your Navy Weekend Haven, Family-friendly Luxury Home W Fenced-in Backyard + Parking - Pasadena, MD
10 14 reviews

Your Navy Weekend Haven, Family-friendly Luxury Home W Fenced-in Backyard + Parking

apartment, Annapolis
This charming Craftsman-style home is located in West Annapolis, just a block from popular restaurants and three blocks from the Navy-Marine Corps Memorial Stadium, offering a convenient location for exploring the city. The apartment consistently receives excellent reviews from guests, highlighting its comfortable and family-friendly atmosphere.
This spacious rental comfortably accommodates up to 8 adults and 2 children, with 4 bedrooms and 3 bathrooms, making it perfect for families or groups. The home features a private fenced-in backyard with a patio, a playset for children, and backyard games, as well as amenities like high-speed internet, flatscreen TVs, luxury linens, complimentary toiletries, a washer and dryer, and parking for up to 4 cars.
Sophisticated & Spacious Historic Home W/ Parking! - Pasadena, MD
9.9 249 reviews

Sophisticated & Spacious Historic Home W/ Parking!

apartment, Annapolis
This vacation rental is located in Annapolis' Historic District, just a short walk from the U.S. Naval Academy, Chase Lloyd House, Hammond-Harwood House, and St. John's College. The property has received excellent ratings for location, cleanliness, and overall user experience. This 3-bedroom home is perfect for families or groups of up to 6 guests, offering 1800 square feet of comfortable living space. The house features a fully equipped kitchen, a private fenced yard, a spa tub, a terrace, and a garden, making it an ideal choice for those seeking relaxation and outdoor enjoyment.

Best Pasadena, MD vacation rentals with parking

Upstairs Apartment Near Bwi Airport - Pasadena, MD
9.9 134 reviews

Upstairs Apartment Near Bwi Airport

apartment, Glen Burnie
Private Severn Riverfront Guest Cottage - Pasadena, MD
10 93 reviews

Private Severn Riverfront Guest Cottage

house, Severna Park
Park View Near Bwi, Light Rail And I97. - Pasadena, MD
9.9 174 reviews

Park View Near Bwi, Light Rail And I97.

apartment, Ferndale
4br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 - Pasadena, MD
10 2 reviews

4br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12

house, 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.

Annapolis Home | Fenced Yard | Pool Table | 10 Guests - Pasadena, MD
9.6 12 reviews

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

apartment, Arnold

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.

Rock Creek Estates - Pasadena, MD
9.9 31 reviews

Rock Creek Estates

apartment, Riviera Beach
Lower Level 1br Guest Suite Wparking Near Bwi - Pasadena, MD
No reviews

Lower Level 1br Guest Suite Wparking Near Bwi

house, Elkridge
Waterfront Home: History, Nature And Comfort - Pasadena, MD
10 1 review

Waterfront Home: History, Nature And Comfort

apartment, Severna Park
18th Cent. Charm In Historic Downtown Annapolis - Pasadena, MD
9.0 14 reviews

18th Cent. Charm In Historic Downtown Annapolis

apartment, Annapolis

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.

The Maryland House | Deck, Grill, & Marina - Pasadena, MD
No reviews

The Maryland House | Deck, Grill, & Marina

apartment, Glen Burnie
Waterfront Oasis Of Annapolis Star - Pasadena, MD
10 85 reviews

Waterfront Oasis Of Annapolis Star

apartment, Arnold
Up Stairs Room In The Point - Pasadena, MD
9.6 14 reviews

Up Stairs Room In The Point

apartment, Glen Burnie
Renovated, Dog-friendly Home With Private Pool, Hot Tub & Stunning Backyard - Pasadena, MD
8.0 1 review

Renovated, Dog-friendly Home With Private Pool, Hot Tub & Stunning Backyard

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.

Firefly Cottage At The Cape, Hot Tub, Community Beach Enjoy Summer  Usna Visits. - Pasadena, MD
10 114 reviews

Firefly Cottage At The Cape, Hot Tub, Community Beach Enjoy Summer Usna Visits.

cottage, Arnold
Historic Row Home | Hot Tub - 1 Block From Gate 1! - Pasadena, MD
9.0 9 reviews

Historic Row Home | Hot Tub - 1 Block From Gate 1!

apartment, Annapolis
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