Family-friendly vacation rentals in Anne Arundel County

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Top-rated family-friendly rentals in Anne Arundel County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Laurel

4.96 out of 5 average rating, 188 reviews

Whiskey Bottom Saloon by LLOYD SUITES

Whether you're a service member transferring to the area or here for business or pleasure, our 'Saloon' themed apartment is the perfect retreat. We're 25 mins from DC and 20 mins from Baltimore. Just a gallop to I-295, I-95 and Fort-Meade. Are you flying in from BWI Airport? We are only 15 mins away. If you would like to try your luck, we are 20 mins from Maryland LIVE Casino and Horseshoe Casino. Within walking distance is the famous Laurel Park Horse Race Track with live & simulcast races.

Guest favorite

Guest suite in Arnold

4.96 out of 5 average rating, 625 reviews

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!

Guest favorite

Home in Severn

4.86 out of 5 average rating, 140 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

Relax at this large 7-bedroom spacious top-quality home that is ideal for large gatherings where all can be together in one place. All will be comfortable in large open areas both inside (4,125 sq ft, tall ceilings) & outside (1 acre). Enjoy a huge first-class kitchen with all the granite countertop space, cooking & serving supplies you will ever need. Enjoy the large fenced-in backyard with pool, grill, & fire pit. Ideal for family events, quiet getaways, sports teams, & business meetings

Guest favorite

Home in Glen Burnie

4.97 out of 5 average rating, 425 reviews

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.

Guest favorite

Serviced apartment in Pasadena

4.98 out of 5 average rating, 589 reviews

Sea Dreamer

Tranquil, riverfront, SPLIT LEVEL home, rental is downstairs. 1 bedroom and a patio room can be a 2nd bedroom or living room with 2 pullouts. 3rd space is the Living room with large TV, sleeper sofa, dining and office space, recliner and massage chair! Bath has stand up shower with awesome showerhead, soaps, shampoos, hairdryer and towels. Kitchenette has everything necessary to cook with. BWI 25 min, 45 Annapolis, 60 to DC. Patio , table, grill, lounging sofa, kayaks and beach walks.

Guest favorite

Boat in Annapolis

4.94 out of 5 average rating, 376 reviews

Stay aboard the S/V MY STUDIO on Annapolis Harbor

Discover life aboard a comfortably equipped sailing yacht. Great for couples on a weekend getaway, and child friendly for families looking to include their little pirates. Hands down this is a wonderful way to visit Historic Annapolis and Naval Academy. We love the opportunity to share our boat, and help create a memorable vacation. Weather permitting, Private Sailing Cruises can be arranged during your stay for an additional charge. Cheers, and I look forward to welcoming you aboard.

Guest favorite

Guesthouse in Galesville

4.95 out of 5 average rating, 170 reviews

Nautical Charm and relaxing waterview!

Our comfortable and relaxing studio is a quiet retreat with a fantastic view while still in close proximity to Washington DC, Annapolis and Baltimore! Situated in a charming waterfront and sailing community, this separate and private unit has: parking, 1 bath, queen bed, kitchen (limited), TV, high speed WiFi and Bluetooth speaker. Wake up to the cluck cluck of our four resident chickens who are tucked away in their attractive coop. Sit on the porch and take in the view!

Superhost

Guesthouse in Glen Burnie

4.81 out of 5 average rating, 163 reviews

Private 1 bedroom house

Just few miles away from Baltimore downtown, Ft Meade, NSA, Annapolis and Washington DC. Less than 5 miles away from BWI. It is detached one bedroom guest house with bedroom, full bathroom, kitchenette and living space. TV and WiFi !My place is good for couples, solo adventurers, business travelers, and pets. Private entrance, quite street, plenty of parking and close to everything! extra charge if you travel with pet - $25/pet. No parties.

Guest favorite

Guest suite in Edgewater

4.9 out of 5 average rating, 490 reviews

South River Park Apartment

Located minutes from Annapolis, MD the in-law apartment offers access to Baltimore and DC in under an hour. The apartment offers its own entrance, full kitchen, one bathroom, one bedroom, tile floors, pullout sofa, Wifi, and parking. The apartment is registered with the Anne Arundel County Dept. of Inspections & Permits, #STR-15, for short term rentals.

Guest favorite

Rental unit in Annapolis

4.9 out of 5 average rating, 324 reviews

Private Annapolis Inlaw Apartment

In-law apartment in beautiful Annapolis home. Close to downtown Annapolis but also has easy access to major highways. Quiet neighborhood. Private front entrance to apartment. In addition to king size bed in bedroom there are two queen size blow up beds as well as a large sectional sofa. So it comfortably sleeps 4. Off street parking for 2-3 vehicles.

Guest favorite

Cabin in Gambrills

4.9 out of 5 average rating, 153 reviews

Relaxing Cabin Get Away Near Annapolis & DC

This is a 1,000 sq foot open concept rustic cabin. There are 4 "rooms" including a fully equipped kitchen, a dining room, a family room with a TV for movies and streaming, and a bedroom full of windows. It is located down a 1/3 mile gravel driveway in the woods on 72 acres of land that has been dedicated in perpetuity to not being developed.

Guest favorite

Townhouse in Crofton

4.9 out of 5 average rating, 126 reviews

Home away from Home

Whether you're visiting family in the neighborhood or spending the week touring DC, Annapolis or another surrounding city our home will offer you a cozy retreat & home-away-from-home feel located in a wonderful neighborhood & fully equipped home - lovely wooded private deck, espresso bar, spacious rooms, comfortable beds & so much more!