
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 $139 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Pasadena holiday 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.

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 private 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 deadbolt; no shared indoor spaces; separate entrances).

Quiet Cozy 1 Bdr Apt at BWI Airport
Furbabies Welcome! Yard Oasis! 1 Bedroom Basement suite with private entrance - 12 min. to UM Baltimore Washington Hospital -15 min to Ft. Meade - Great for military - 6 min. drive to BWI Airport terminal -10 min. drive to Casino Live - Driveway parking for 2 vehicles or RV -Wifi/Smart TV with Netflix & YT -10 min drive to Downtown Baltimore -Fully equipped kitchen - Full bathroom w/Soap/Shampoo -Late checkout available w/Fee -Doggie basket -20 miles to Annapolis, Md NO CATS permitted

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.

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!

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

Beautiful Waterfront Home With Theater Room
This beautiful Pasadena Beach House(Chesapeake Bay waterfront with Pier) private beach access and is in close proximity to Celebrations At the Bay, Fort Smallwood Park, a Golf Course, Mike’s Crab House, BWI Airport, Baltimore, Live Casino, Arundel Mills, Naval Academy, and more. **Swim at your own risk** Every Winter!!! Price Drop!!!!! Enjoy the Same Space at a Lower Rate!!!!! October to March!!!!!!!!
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*

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Safe, quiet neighborhood close to downtown!

Coastal Comfort Retreat near Annapolis, EV charger

Gunpowder Retreat
Family- and pet-friendly home rentals

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

Lofty Dreams, 2016 Brookstone RV - Waterfront

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

Relaxing Water Views - Mill Creek Cottage

"L'auberge du Cape Saint Claire"

Fox Cottage *Pet Friendly*

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

Waterfront-View of Bay from your Bed
Family-friendly home rentals with a pool

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

Rollingside: Two-Room Guest Suite

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

Celebrate Summer In Your Private Pool & Hot Tub

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

A home away from home

1st Floor Condo in Annapolis

Historic Peace and Plenty Farm: Pool House
When is the best time to visit Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $361 NZD | $393 NZD | $367 NZD | $348 NZD | $403 NZD | $410 NZD | $398 NZD | $396 NZD | $400 NZD | $408 NZD | $412 NZD | $403 NZD |
| 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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- House rentals Pasadena
- Rentals with a washing machine and dryer Pasadena
- Rentals with outdoor seating Pasadena
- Rentals with pools Pasadena
- Rentals with a fireplace Pasadena
- Rentals with a patio Pasadena
- Rentals with beach access Pasadena
- Pet-friendly rentals Pasadena
- Waterfront rentals Pasadena
- Rentals with lake access Pasadena
- Townhouse rentals Pasadena
- Rentals with a fire pit 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
- Baltimore Convention Center
- National Museum of Natural History
- 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
- Georgetown Waterfront Park
- Washington Monument
- Betterton Beach
- Howard University
- CFG Bank Arena
- National Harbor





