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

Total holiday rentals
Explore 40 holiday rentals in Pasadena

Nightly prices starting at
Pasadena holiday rentals start at €69 per night before taxes and fees

Verified guest reviews
Over 1,990 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Pasadena holiday rentals include wifi 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.

Large Home w/ Private Pool, Gym, Sauna, 7 Bedrooms
Relax at this spacious 4,125 sqft, top-quality home on 1 acre. This 7-bedroom, 2.5 bathroom home features a private pool, gym, sauna, and a massive family room with 10 ft ceilings, and a 67 " Smart TV. Enjoy the large 1st class chef's kitchen with all the cooking & serving supplies you will ever need. Enjoy the modern amenities, multiple workspaces, a wrap-around porch, a fire pit, & a grill. Ideal for family events, quiet getaways, sports teams, & business meetings. You are able to have your l

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)

Beautiful Kent Island Getaway with Pool
PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.

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 .

Boatyard Bungalow, 6 beds; 2 Full Baths-Waterfront
The original schoolhouse for Edgemere that was built in 1898 and converted to a residential home/marina in the 1950s. With over 2,200 sq. ft., it's a perfect environment for wedding venue preparations, family and friend reunions. Please don't exceed maximum number of twelve (12) guests at any one time in the house, during the day; or ten (10) staying the night in the house. Additional Pirate & Mermaid Bath House on property should extra toilets and showers be needed from April-November only.

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.

Country House on the Bay
My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.

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.

Annapolis Garden Suite
Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a locked door; separate entrances).

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

Coastal Waterfront 1 Bedroom Cottage
This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.
Popular amenities for Pasadena family-friendly rentals
Family-friendly home rentals with a hot tub

Beach Access, Hot Tub, Pet Friendly, Fully Fenced

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

Iconic Chesapeake. Unparalleled Luxury.

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Luxury Modern Home on Water+Hotub- Annapolis 25min

Charming City Oasis. Walk to harbor, eateries.USNA

Gunpowder Retreat

Kone Oasis- hot tub, pool, theater/game rm.
Family- and pet-friendly home rentals

Train Tracks Getaway (Whole house)

Charming 4 bedroom home just steps to the water!

Relaxing Water Views - Mill Creek Cottage

Garden View, 1 Bedroom and a Loft.

Tudor Home

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

Historic Downtown in-law suite

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

Rollingside: Two-Room Guest Suite

Waterfront-View of Bay from your Bed

Boutique by the Bay

1st Floor Condo in Annapolis

Flohom 1 | Floating Suite • 360° Skyline Views

The Master's Suite · King Suite, Hunt Valley

Inground Pool | Hot Tub | Sauna | Theme Room

Rest and Recharge Retreat
When is the best time to visit Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €179 | €195 | €182 | €207 | €214 | €237 | €197 | €196 | €198 | €202 | €204 | €200 |
| 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 |
Destinations to explore
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- Family-friendly rentals United States
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Capital One Arena
- Arlington National Cemetery
- Georgetown Waterfront Park
- Washington Monument
- Betterton Beach
- National Museum of African American History and Culture
- National Harbor
- CFG Bank Arena
- Howard University
- Smithsonian National Zoological Park
- Baltimore Convention Center
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Patterson Park
- Smithsonian American Art Museum





