
Family-friendly vacation rentals in Pasadena
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Pasadena

Total vacation rentals
Explore 40 vacation rentals in Pasadena

Nightly prices starting at
Pasadena vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 1,810 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Pasadena vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pasadena rentals

4.8 Average rating
Pasadena stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Pasadena
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Private Art-Filled Guesthouse near Naval Academy
Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

Rachel's BnB
A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Secluded Tiny House With your own Private Pool
Secluded Tiny Guest House Retreat with Private Pool – Near Baltimore & Annapolis As you pull into the driveway, the city noise melts away—replaced by the serenity of trees and the inviting sparkle of your private in-ground swimming pool. This 320 sq. ft. Pool House is cozy. A large window fills the space with natural light to the ever-changing views of the wooded setting. Completely private stay – no shared spaces Self check-in with no contact Private pool exclusively yours during your stay

Waterfront Cheerful 5 home
Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 4 Bathroom .one bedroom on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .

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.

Unique Tiny House Getaway on An Historic Farm
The Hen House Cottage is a tiny house located on an historic farm in central Maryland. It is surrounded by six acres of beautiful pasture and gardens. The Cottage has great light throughout the day, a well-equipped kitchen (microwave, oven, coffee grinder, coffee maker, large fridge, etc.), a full bathroom (with shower), a sleeping area with a comfortable queen-sized bed, dedicated (free) wi-fi, a smart TV, blue tooth sound system, and an eclectic library. Linens and towels are provided.

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.

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.

The Lower Level Loft near BWI
Unwind in this tranquil, stylish in-law suite just minutes from BWI. Located on the lower level of a modern townhouse, it features a private entrance, inviting dining area, spacious bathroom, and a cozy bedroom with a brand-new queen bed and HD TV. One well-lit parking spaces add convenience. The kitchenette includes a mini fridge, air fryer, microwave, coffee maker, and essentials for a relaxing, comfortable stay, with easy access to shops, dining, and major highways.

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!

Park View near BWI, Light Rail and I97.
Beautiful all new, cozy 1950's home completely remodeled. All hardwood floors, new paint, new kitchen, bath, everything! Clean and quiet home/duplex with a front porch to enjoy morning tea/coffee or evening cocktails. Huge empty park across the street to keep things still. Very quiet neighbors. Owners are onsite and live in the back house for any issues or questions. PLEASE NOTE: We require a 2-night minimum stay on weekends.

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
Popular amenities for Pasadena family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Cottage@ChesapeakeParadise Hot Tub/Dogs

Charming City Oasis. Walk to harbor, eateries.USNA

Chesapeake Bay View 3BR/2BA Duplex*HOT TUB*

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Iconic Chesapeake. Unparalleled Luxury.

Celebrate Summer In Your Private Pool & Hot Tub

Gunpowder Retreat

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
Family- and pet-friendly home rentals

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

Lofty Dreams, 2016 Brookstone RV - Waterfront

Quiet Cozy 1 Bdr Apt at BWI Airport

Relaxing Water Views - Mill Creek Cottage

Fox Cottage *Pet Friendly*

Charming Little Italy Townhouse + Free Parking

Annapolis Garden Suite

The Navy House-Walk or Shuttle Downtown! 3 bd
Family-friendly home rentals with a pool

Kone Oasis- hot tub, pool, theater/game rm.

True St. Michaels 6 Acre Waterfront w/heated pool

Rollingside: Two-Room Guest Suite

A home away from home

Master's Suite · 1920s Tudor Estate, Hunt Valley

Bright and Cozy 2nd floor apt

Patuxent River View

Coastal Waterfront 1 Bedroom Cottage
When is the best time to visit Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 764 | ﺩ.ﺇ 830 | ﺩ.ﺇ 775 | ﺩ.ﺇ 735 | ﺩ.ﺇ 852 | ﺩ.ﺇ 867 | ﺩ.ﺇ 841 | ﺩ.ﺇ 837 | ﺩ.ﺇ 845 | ﺩ.ﺇ 863 | ﺩ.ﺇ 870 | ﺩ.ﺇ 852 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
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- Rentals with a fireplace Pasadena
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- Rentals with beach access Pasadena
- Pet-friendly rentals Pasadena
- Family-friendly rentals Anne Arundel County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- FedExField
- Johns Hopkins University
- Sandy Point State Park
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- The Anthem
- Washington Monument
- Georgetown Waterfront Park
- Betterton Beach
- National Harbor
- CFG Bank Arena
- Howard University





