
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 1,990 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.

Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

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 .

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).

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

Beautiful, quiet waterfront house. Lots of room!

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Waterfront Cottage@ChesapeakeParadise Hot Tub/Dogs

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

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Iconic Chesapeake. Unparalleled Luxury.

Celebrate Summer In Your Private Pool & Hot Tub

Gunpowder Retreat
Family- and pet-friendly home rentals

Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths

Quiet Cozy 1 Bdr Apt at BWI Airport

3Br Home walkable to shops and restaurants

Rock Creek Estates

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

Fox Cottage *Pet Friendly*

Watch Deer from a Farm Cottage

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

Flohom 1 | Floating Suite • 360° Skyline Views

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

Rollingside: Two-Room Guest Suite

Captains Quarters | Waterfront & Pool

Inground Pool | Hot Tub | Sauna | Theme Room

A home away from home

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

1st Floor Condo in Annapolis
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 | $392 NZD | $366 NZD | $347 NZD | $402 NZD | $409 NZD | $397 NZD | $395 NZD | $399 NZD | $407 NZD | $411 NZD | $402 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
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- Rentals with a fire pit Pasadena
- Family-friendly rentals Anne Arundel County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Georgetown University
- M&T Bank Stadium
- National Mall
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- Georgetown Waterfront Park
- The Anthem
- Betterton Beach
- CFG Bank Arena
- Capital One Arena
- National Harbor
- Smithsonian National Zoological Park
- Merriweather Post Pavilion
- Howard University
- Patterson Park





