
Pet-friendly holiday rentals in Pasadena
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Pasadena
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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.

Annapolis Area Waterside Retreat
This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Cozy 1-Bedroom Retreat Near Annapolis, Sleeps 4
**NEW HOT TUB BEING INSTALLED (available after 3/16)* This updated suite is designed for comfort & convenience. Enjoy a king bed and a LoveSac sofa that converts into a queen bed, perfect for 2-4 guests. The suite includes a private en-suite bathroom, high-speed internet, a fully furnished kitchen, and a coffee bar to make you feel right at home. Located just 4 miles from Annapolis, you're close to all the best spots. Whether you’re here to relax or explore, this suite has everything you need!

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.

Charming Annapolis Water View Home
Floor-to-ceiling windows overlook the expansive Chesapeake Bay 100ft away. Water views from most rooms plus treehouse vibes. 4 bedrooms + 4 full bath. Custom luxury upgrades, new appliances. Pull out daybed +2 folding queen mattresses, rustic leather sectional sofas can sleep 4 more (14+total), outdoor grills, covered balconies, hot tub, kayaks. Access to community fishing/crabbing piers/beach/picnic area. Close to beautiful Thomas Point & Quiet Waters park. A unique escape for nature lovers!

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.

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 will be available by end of May 2024.

Beautiful Baycation Stay
This Baycation stay is perfect for friends and family looking for a waterfront stay just 25 minutes from BWI Airport, Downtown Baltimore and Downtown Annapolis. Offering amenities like kayaks, crabbing, paddle boards, firepit, WiFi with all streaming services and toiletries to make sure you have everything in case you forget. There is a home office space set up! Kitchen stocked for home cooking, relaxing, and a guest book for eating out.

Fox Cottage *Pet Friendly*
Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

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 pet-friendly home rentals
Pet-friendly house rentals

Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

Charming 4 bedroom home just steps to the water!

Gunpowder Retreat

New Hotel Chic

Oasis Retreat Hot Tub, Pet Friendly, Fully Fenced

Lovely 3-BR Old Town Townhouse

3 bedroom home in Chevy Chase with GYM/ EV charger
Pet-friendly home rentals with a pool

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

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

Annapolis Garden Suite

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

Woodland Retreat

The Little Gypsy BoHome

Luxury Living at National Harbor

Chic King 1B Met Park•Costco•Min to DC/Metro/Mall
Private, pet-friendly home rentals

Luxury in the ❤︎ of everything + Public Transport!

Waterfront home with dock and kayaks

3Br Home walkable to shops and restaurants

Private Serene Suite with Jacuzzi- Non Smoking

2 BR/1.5 Bath Basement, Private Entrance & Parking

Lovely one bedroom w/a fireplace & outdoor space

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

Welcome to Heron House! Annapolis Waterfront Oasis
When is the best time to visit Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 SGD | $160 SGD | $215 SGD | $171 SGD | $183 SGD | $188 SGD | $166 SGD | $179 SGD | $196 SGD | $179 SGD | $179 SGD | $215 SGD |
| 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 |
Quick stats about holiday rentals that are pet-friendly in Pasadena

Total holiday rentals
Explore 30 holiday rentals in Pasadena

Nightly prices starting at
Pasadena holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,770 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 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!
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- Pet-friendly rentals Anne Arundel County
- Pet-friendly rentals Maryland
- Pet-friendly rentals United States
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- Capital One Arena
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Betterton Beach
- Washington Monument
- Georgetown Waterfront Park
- National Harbor
- Patterson Park
- Smithsonian American Art Museum
- Great Falls Park
- Codorus State Park
- Six Flags America




