
Family-friendly holiday rentals in Arnold
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Arnold
Guests agree: these family-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.

Old Bay Bungalow
This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Cass-N-Reel Luxury Houseboat
Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

Calico Cottage Guest House, king bed, free parking
Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

* Spacious Private Suite Full of Style & Comfort *
Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

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.

Cape St Claire waterfront getaway "The Apartment"
This is a private over the garage apartment located in Cape St Claire, about 5 miles from downtown Annapolis, 2 miles to the Bay Bridge. Private entrance, on site parking, 1- 2 guests. We encourage our guests to enjoy the large back yard patio with magnificent views of the Magothy River and Chesapeake Bay ! Approximately 30 miles to Washington, and Baltimore. 30 minutes to BWI airport. TV and internet. A community beaches just a short walk away. ADULTS ONLY, NO SMOKING, NO PETS.

Annapolis Garden Suite
Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Cozy Comfort Close to Annapolis & USNA
Private first-floor 2- bedroom guest apartment, in a lovely residential neighborhood 7.5 miles to Annapolis & USNA. Large living room, mini sit-in kitchen, bathroom, and laundry room. It’s ideal for travelers who want privacy, and a little more space than the usual stay. Sip your morning coffee in the gazebo and unwind after day trips fireside on the comfy sectional. The kitchen is ideal for enjoying light cooking or take outs. Comfy queen sized beds with crisp linens.

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.

Garden View, a spacious 1 bedroom with loft.
Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

Pet Friendly Captains Quarters, Near Annapolis, EV
Our pool and hot tub are closed for the season. This space has been fully updated with all the conveniences and amenities to make your stay enjoyable! We offer: - a king bed, - a queen bed murphy bed, - high speed internet, - a furnished kitchen, - private en-suite bathroom, and - a coffee bar. We're close to everything - located four miles from my hometown Annapolis!
Popular amenities for Arnold family-friendly rentals
Family-friendly home rentals with a hot tub

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

Cozy Retreat: Immaculate Clean, private place

Charming Annapolis Water View Home

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Gunpowder Retreat

TheAzalea: Cozy, private basement suite w/ jacuzzi

Romantic Hot Tub Getaway, Walk to Fells Point

Romantic Wtrfnt Flat w Hot Tub@Chesapeake Paradise
Family- and pet-friendly home rentals

New Downtown Annapolis Condo With Free Parking

Quiet Cozy 1 Bdr Apt at BWI Airport

The Crab House - a Private, Waterfront Guest House

Glen Burnie Escape

"The Cape Saint Claire Inn"

New Hotel Chic

Cozy Retreat w/Private Beach Access

Stay in a Former Fells Point Bar! - Private Studio
Family-friendly home rentals with a pool

Private Art-Filled Guesthouse near Naval Academy

Sophisticated Studio Apartment, Metro DC

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Rollingside: Two-Room Guest Suite

Patterson Park Penthouse with Rooftop Deck!

Bright and Cozy 2nd floor apt

Woodland Retreat

Coastal Waterfront 1 Bedroom Cottage
When is the best time to visit Arnold?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $269 SGD | $258 SGD | $272 SGD | $283 SGD | $486 SGD | $390 SGD | $417 SGD | $448 SGD | $354 SGD | $450 SGD | $340 SGD | $311 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 family-friendly in Arnold

Total holiday rentals
Explore 60 holiday rentals in Arnold

Nightly prices starting at
Arnold holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,590 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Arnold holiday rentals include wifi access

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

4.9 Average rating
Arnold stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Anne Arundel County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Capital One Arena
- Hampden
- National Museum of African American History and Culture
- Howard University
- Betterton Beach
- Arlington National Cemetery
- Sandy Point State Park
- George Washington University
- Washington Monument
- National Harbor
- Patterson Park
- Georgetown Waterfront Park
- Marine Corps War Memorial
- Great Falls Park




