Holiday rentals in Pasadena

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Top-rated holiday rentals in Pasadena

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

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Top guest favourite
The open concept living area showcases a spacious sectional sofa, complemented by a coffee table and area rug. A modern kitchen, featuring a large island with high stools, is equipped with stainless steel appliances and white cabinetry. Natural light filters through multiple windows.
Home in Pasadena
4.95 out of 5 average rating, 57 reviews

3BD3BA in Riviera Beach*Fenced Yard*Dog Friendly*

This cozy and spacious new home is located in the heart of Pasadena on a quiet end in Rivera Beach, just a few houses away from public waterfront access. Located 25 mins to BWI, Downtown Baltimore & Annapolis. Guests love the open concept, and cleanliness. You'll feel right at home as it has something the whole family will enjoy including a fully equipped kitchen w/ expansive quartz island, a large fully fenced yard for Fido, basement movie room, and a luxury soaking tub in the master bathroom.

Superhost
The exterior of a single-story brick home is showcased, featuring multiple large windows and a welcoming front porch. A staircase leads to the deck, while decorative landscaping adds an inviting touch. An American flag is displayed in the foreground, enhancing the outdoor atmosphere.
Tiny home in Glen Burnie
4.8 out of 5 average rating, 64 reviews

The Hideaway Spot | Waterfront Retreat @ Long Cove

Dock • Outdoor Living • Big Nature Energy in a Cozy Package! Escape the hustle & find your calm at The Hideaway Spot—a charming tiny home with big outdoor living tucked away at the end of a quiet road, right on the waters of Long Cove. Whether you're planning a quiet getaway with loved ones, a peaceful friends’ trip, or a creative working retreat, this is the place to unplug, unwind, & reconnect with nature. BONUS: Some of the best fishing & crabbing around—just steps from your door on the dock!

Top guest favourite
A well-lit living area features a black piano along one wall, with a wooden cabinet displaying books and decorations nearby. A fireplace is set within a white brick surround, and a flat-screen TV is mounted above. Comfortable seating is arranged for relaxation.
Guest suite in Arnold
4.96 out of 5 average rating, 706 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!

Top guest favourite
A single-story house is nestled among mature trees, featuring a welcoming front porch with steps leading to the entrance. The exterior displays a clean white facade, complemented by blue shutters and a brick chimney. A brick pathway winds through the landscaped yard.
Home in Glen Burnie
4.97 out of 5 average rating, 470 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.

Guest favourite
The spacious living area features light wood flooring and neutral walls. A comfortable couch with blue pillows faces a flat-screen TV on a low black table. A desk and chair are positioned nearby, with a small shelf holding decorative items and a plant in the corner.
Guest suite in Glen Burnie
4.82 out of 5 average rating, 464 reviews

Basement Apt Near BWI & Baltimore NO Cleaning Fee!

**This is a basement apartment located under our shared family home, which has occupants (host, Airbnb) 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.

Top guest favourite
A spacious dock area displays two Adirondack chairs positioned for enjoying the water views. The wooden platform features a vibrant finish, with boats visible in the distance and trees lining the shoreline under a partly cloudy sky.
Flat in Pasadena
4.97 out of 5 average rating, 37 reviews

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.

Guest favourite
The entrance features double glass doors framed by a wooden deck. Seasonal potted plants, including vibrant flowers and greenery, are arranged on either side, while a small pumpkin adds a festive touch. A decorative light fixture hangs nearby, enhancing the welcoming appearance.
Cottage in Glen Burnie
4.91 out of 5 average rating, 213 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.

Guest favourite
A serene sunset view over the Chesapeake Bay is captured, showcasing the warm hues of orange and purple reflecting on the water. The exterior of the houseboat is softly illuminated, revealing a welcoming outdoor space with seating and a nearby sandy area.
Houseboat in Pasadena
5 out of 5 average rating, 5 reviews

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.

Top guest favourite
The spacious open-concept living area features vaulted ceilings with exposed wooden beams. A round dining table is surrounded by four upholstered chairs. A comfortable blue sofa faces a media console, while natural light streams through large windows, creating a bright and inviting environment.
Flat in Severna Park
5 out of 5 average rating, 73 reviews

Welcome to Anchors Aweigh!

Kick back and relax in this calm, newly remodeled, stylish space. "Anchors Aweigh" provides a peaceful getaway in a quiet community with a water view of Cattail Creek. The first floor game room is stocked with games for your entertainment and competitive streak ;) Upstairs you'll find a large spacious living room, kitchen, full bathroom and bedroom, where you can unwind after a long day of sightseeing. *guests are not permitted use of waterfront activities, for liability.

Top guest favourite
A serene riverfront scene features a reflecting water surface, with the sky painted in soft pinks and purples at sunset. Lush greenery borders the water's edge, and silhouettes of trees frame the tranquil landscape.
Guest suite in Pasadena
4.98 out of 5 average rating, 654 reviews

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!

Top guest favourite
A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.
Guest house in Glen Burnie
4.93 out of 5 average rating, 368 reviews

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

Guest favourite
Flat in Glen Burnie
5 out of 5 average rating, 5 reviews

The Smith's homebase

Welcome to our cozy 1-bedroom home with an open floor plan, full kitchen, and inviting living/dining area. We actually live here but are away on a long vacation, so you’ll have our part of the house all to yourself. Just 10 mins from BWI, 15 mins to Baltimore, and 20 mins to Annapolis. Please treat our home with the same care as your own.

Popular amenities for Pasadena holiday rentals

When is the best time to visit Pasadena?

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Avg. price$167 SGD$163 SGD$204 SGD$208 SGD$220 SGD$220 SGD$209 SGD$208 SGD$182 SGD$157 SGD$176 SGD$157 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Pasadena?

    Yes! Work meets play with ease at over 40 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!

  • How much does it cost to stay in townhouse rentals in Pasadena?

    Experience the best of Pasadena with our townhouse 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.

  • Do townhouse rentals in Pasadena have wifi?

    Absolutely! We offer over 10 townhouse 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.

  • 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.

Quick stats about holiday rentals in Pasadena

  • Total holiday rentals

    Explore 70 holiday rentals in Pasadena

  • Nightly prices starting at

    Pasadena holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Pasadena holiday 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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