
Family-friendly holiday rentals in Arnold
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Top-rated family-friendly rentals in Arnold
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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.

The Lower Level Loft near BWI
Unwind in this tranquil, stylish in-law suite, updated for your comfort. Located on the lower level of a townhouse just minutes from BWI, this space offers a private entrance.Inside, you'll find an inviting dining area, a spacious bathroom, and a cozy bedroom featuring a brand-new queen-sized bed and a high-definition TV. There are two dedicated parking spaces that are well-lit. The kitchenette has a fridge, microwave, coffee maker, etc., providing all the essentials for a comfortable stay.

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!

"Hilltop Hideaway"- Private basement suite
Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, apartment size fridge and separate dining nook. Private key code entrance and parking.

Pet friendly fall Oasis hot tub and fire pit
A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

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.

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.

Celebrate Summer by Your Private Pool
Lovely two acre waterfront lower level attached apartment with separate private entrance. Exceptional amenities include an inground pool, a pier with kayaks and paddle boards, pickleball and basketball courts, a swing set with a rock wall for kids, a gas grill, and a pool table. This amazing waterfront home is conveniently located only eight miles from the Naval Academy and downtown Annapolis. We do not host parties or events. Only registered guests are permitted on the property.

Coastal Comfort Suite Near Annapolis, Hottub, EV
Our pool is closed for the season; however, our hot tub is open! Ideal for a couple's retreat, this king suite guest room has a seating area, mounted TV, and coffee bar, microwave, and mini-fridge. An ensuite bathroom provides a luxurious shower and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

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

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.

Historic Downtown in-law suite
This special place is close to everything. One block to the Naval Academy and one block to all the historic and downtown attractions. This in-law suite has a queen bed, full bath, sauna, kitchenette, seating area, and desk/dining table. Welcoming separate, quiet entrance with access to a lovely patio with seating and firepit.
Popular amenities for Arnold family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Retreat: Immaculate Clean, private place

Red, White & Waterview Studio Apt with pool

Pet Friendly Bright In Law suite w Outdoor HangOut

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

TheAzalea: Cozy, private basement suite w/ jacuzzi

360° Rooftop Views of Downtown & 3-SUV Parking!

Cozy waterfront getaway on the Bay

25-50% Off~Private Beach~Hot Tub~Fire Table~
Family- and pet-friendly home rentals

Lofty Dreams, 2016 Brookstone RV - Waterfront

Quiet Cozy 1 Bdr Apt at BWI Airport

Private guest suite in a newly remodeled home

Renovated Apt In Historic Dist w 2 Parking Spots

Secluded acre near BWI and Baltimore

Carriage House near Navy Stadium, parking, pets

Charming Annapolis Retreat with Hidden Wine Room

"The Cape Saint Claire Inn"
Family-friendly home rentals with a pool

House in Edgewater Maryland

Private Art-Filled Guesthouse near Naval Academy

Rollingside: Two-Room Guest Suite

Patterson Park Penthouse with Rooftop Deck!

Waterfront Farmhouse Meets Modern Luxury

Historic Gatehouse Master Suite

Bright and Cozy 2nd floor apt

Woodland Retreat
Quick stats about holiday rentals that are family-friendly in Arnold
Total rentals
60 properties
Nightly prices starting at
$91 SGD before taxes and fees
Total number of reviews
2.6K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Rentals with pools Arnold
- Rentals with a fireplace Arnold
- Rentals with a patio Arnold
- Family-friendly rentals Anne Arundel County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Nationals Park
- The White House
- National Mall
- Georgetown University
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- Betterton Beach
- National Museum of African American History and Culture
- Hampden
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- Caves Valley Golf Club
- National Harbor
- Washington Monument
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- The Pentagon
- Patterson Park
- Smithsonian American Art Museum
- Library of Congress