Anne Arundel County holiday homes

We found 1,833 holiday rentals — enter your dates for availability
Select from 485 houses, 58 apartments and other holiday rentals to find the perfect place for your stay in Anne Arundel County. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Popular Anne Arundel County destinations on Bookabach

Holiday rentals with weekly discounts – Anne Arundel County

Showing deals for:27 Nov - 4 Dec

Outdoor dining
Interior
Dining
Interior
Exceptional
(46 reviews)

Sunset Lodge on the Bay

Rock Hall

9% off
NZ$13,546
for 7 nights, 1 home
NZ$1,935 per night
includes taxes & fees
Sunset Lodge on the Bay
Room
Private kitchen
Outdoor dining
Interior
Exceptional
(21 reviews)

Captain's Retreat! Newly Renovated - few steps from the beach!

Annapolis

16% off
NZ$9,389
for 7 nights, 1 home
NZ$1,341 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
Beautiful waterfront home on Burley Creek with private pier
Enjoy screened in porch with dining table and sitting area
West-facing screened porch with bar area and café lights for night ambience
Sitting area overlooking Burley Creek
Exceptional
(62 reviews)

Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis

Annapolis

8% off
NZ$9,348
for 7 nights, 1 home
NZ$1,335 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Exterior
Terrace/patio
The Green Bedroom View
Great Room
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
NZ$18,389
for 7 nights, 1 home
NZ$2,627 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Room
Property grounds
Private kitchen
Living area
Exceptional
(93 reviews)

Chesapeake Bay Cottage

Churchton

8% off
NZ$4,132
for 7 nights, 1 cottage
NZ$590 per night
includes taxes & fees
Chesapeake Bay Cottage
Dining
Exterior
Private kitchen
Property grounds
Exceptional
(22 reviews)

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman

8% off
NZ$5,001
for 7 nights, 1 cottage
NZ$714 per night
includes taxes & fees
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Upper level master bedroom
Kitchen
Living room
Dinning area
Exceptional
(16 reviews)

House near Patapsco River 2700 square feet

Pasadena

8% off
NZ$10,777
for 7 nights, 1 home
NZ$1,540 per night
includes taxes & fees
House near Patapsco River 2700 square feet
Swimming Pool
Porch Dining Table
Exterior Rear of House and Dock
Upstairs Hall
Exceptional
(34 reviews)

Waterfront Home near Annapolis, MD

Galesville

7% off
NZ$24,657
for 7 nights, 1 home
NZ$3,522 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
Private kitchen
Interior
Interior
Exterior
Exceptional
(14 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
NZ$7,246
for 7 nights, 1 home
NZ$1,035 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Interior
Exterior
Dining
Interior
Exceptional
(5 reviews)

Grand home located right on Main St, walk to Chesapeake Bay & great restaurants

Rock Hall

8% off
NZ$9,616
for 7 nights, 1 home
NZ$1,374 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
"Overlook on Dun's Cove" -- luxury, year-round waterfront vacation rental
Shaded view of wrap-around deck; stainless Saber outdoor gas grill
Custom, open-concept home (photo prior to new red-oak hardwood flooring)
Convenient open-concept design:  kitchen, dining and living areas
Exceptional
(163 reviews)

Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

Sherwood

10% off
NZ$3,722
for 7 nights, 1 home
NZ$532 per night
includes taxes & fees
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Private kitchen
Terrace/patio
Dining
Living area
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

9% off
NZ$3,890
for 7 nights, 1 home
NZ$556 per night
includes taxes & fees
Charming 3BDR Bungalow Near Annapolis​
Separate entryway with electronic keypad.
Quiet, tree-filled neighborhood. The apartment is above the garage.
Twin size sofa/futon for a 3rd person.
Local artwork is displayed and for sale, if you wish to take a memory home.
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

7% off
NZ$2,944
for 7 nights, 1 apartment
NZ$421 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
upstairs bedroom w/ King size bed and space for queen air mattress
Terrace/patio
Living room with wood fireplace and second TV with basic channels
Marina
Exceptional
(92 reviews)

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena

8% off
NZ$6,463
for 7 nights, 1 home
NZ$923 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Dining
Living area
Interior
Private kitchen
Exceptional
(49 reviews)

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Stevensville

8% off
NZ$11,026
for 7 nights, 1 home
NZ$1,575 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Pool
Exterior
Outdoor spa tub
Dining
Exceptional
(5 reviews)

Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games

Bowie

8% off
NZ$12,566
for 7 nights, 1 home
NZ$1,795 per night
includes taxes & fees
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
Living area
Private kitchen
Dining
Dining
Excellent
(9 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
NZ$6,150
for 7 nights, 1 home
NZ$879 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Exterior
New Kitchen 2022
Dining room
Property grounds
Exceptional
(65 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
NZ$6,270
for 7 nights, 1 home
NZ$896 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Living area
Exterior
Exterior
Exterior
Exceptional
(23 reviews)

In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!

Rock Hall

8% off
NZ$2,950
for 7 nights, 1 home
NZ$421 per night
includes taxes & fees
In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
Property grounds
Front gardens
Private kitchen
House front
Exceptional
(63 reviews)

Beautiful Retreat Located in Rock Hall - walk to everything!

Rock Hall

13% off
NZ$4,066
for 7 nights, 1 home
NZ$581 per night
includes taxes & fees
Beautiful Retreat Located in Rock Hall - walk to everything!
Living area
Private kitchen
Room
Interior
Exceptional
(13 reviews)

The General's House-Spacious Home w/Pool & Hot Tub

Annapolis

7% off
NZ$10,108
for 7 nights, 1 home
NZ$1,444 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Private kitchen
Property grounds
Water view from the kitchen
Dining
Exceptional
(33 reviews)

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis

8% off
NZ$8,363
for 7 nights, 1 home
NZ$1,195 per night
includes taxes & fees
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Directly next door to Sunrise Garden park
Beautiful North Beach, MD
Beautiful views from your own private balcony!
Open-concept living area and kitchen
Exceptional
(21 reviews)

Unbelievable beach views for 6

North Beach

8% off
NZ$3,598
for 7 nights, 1 apartment
NZ$514 per night
includes taxes & fees
Unbelievable beach views for 6
Living area
Pool
Exterior
Screen porch for relaxing, eating, watching the water, working on a laptop
Exceptional
(57 reviews)

Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!

Annapolis

15% off
NZ$5,772
for 7 nights, 1 home
NZ$825 per night
includes taxes & fees
Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!

Book a holiday rental for your Anne Arundel County getaway

Learn about the unique charm of Anne Arundel County with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Anne Arundel County

Are you looking for things to do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Anne Arundel County a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • National Aquarium in Baltimore (22.1 mi / 35.5 km)
  • Maryland Renaissance Festival (5.4 mi / 8.6 km)
  • Thanksgiving Farm Wines (10.4 mi / 16.7 km)
  • Lake Presidential Golf Club (15.7 mi / 25.3 km)
  • Queenstown Harbor Golf (17.5 mi / 28.1 km)
  • Chesapeake Beach Water Park (19.9 mi / 32.1 km)

Exploring the natural features in Anne Arundel County

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Anne Arundel County. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Maryland Quiet Waters Park (2.4 mi / 3.9 km)
  • Bay Ridge Beach (2.9 mi / 4.7 km)
  • Sandy Point Beach (5.7 mi / 9.2 km)
  • Triton Beach (6.6 mi / 10.6 km)
  • Northern Chesapeake Bay (8 mi / 12.8 km)
  • Fort Smallwood Park (11 mi / 17.6 km)

How to get to and around Anne Arundel County

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 16.2 mi (26.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Baltimore Washington International Airport (BWI), which is 16.8 mi (27 km) away.

If you're travelling by train, Odenton Station, Baltimore-Washington International Airport Station and Laurel Park Station are the main stations in the area. You can see more of Anne Arundel County by catching a ride on the metro at Cromwell-Glen Burnie Station, Ferndale Station or BWI Thurgood Marshall Airport Metro Station.

Frequently asked questions

What is the best area to stay in Anne Arundel County when booking a holiday home?
Odenton is one of the most desirable locations to book a holiday home in Anne Arundel County. Consider our comfy stays and then get out and discover this destination like a local.
What is the most popular type of holiday home accommodation in Anne Arundel County?
Houses are the most popular kind of holiday home in Anne Arundel County, according to our data. Even if you've got a different idea about what you'd like, Bookabach has properties in loads of sizes and shapes. Explore our options to find your ideal fit.
How much does it cost to rent a holiday home in Anne Arundel County?
Property type, length of stay and time of year are some of the things that can determine the price of a holiday home. Simply click on your dates of travel to find your perfect match. From cosy chalets to sprawling luxury villas, all Bookabach holiday homes provide amazing value.
How much does it cost to rent a beach house in Anne Arundel County?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Enter your Anne Arundel County travel dates to see all your options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use our filters to select the amenities and features you want in your holiday home.
What are popular home amenities in Anne Arundel County?
The most popular home amenities people are searching for in Anne Arundel County include a microwave oven, a dishwasher and a fridge. Whether you're holidaying with family, friends or even pets, Bookabach holiday properties have the best amenities for chilling out with the people closest to you.
Are there large group holiday homes in Anne Arundel County?
Choose from 107 holiday homes in Anne Arundel County that can accommodate 10 or more people. Whether you're organising a holiday with extended family or a celebration like an anniversary, there's enough space to get your loved ones together under the same roof.
What are the top attractions for families in Anne Arundel County?
Keeping the kids occupied during your Anne Arundel County holiday is a snap with these top family-friendly attractions:
  • Downs Park Dog Beach
  • Compass Pointe Golf Courses
  • Fort Smallwood Park
Can I find two-bedroom holiday homes in Anne Arundel County?
Gather your loved ones and experience complete comfort and privacy in one of the 93 two-bedroom holiday homes Anne Arundel County has to offer.
Are there holiday homes with WiFi in Anne Arundel County?
There are 258 holiday homes with WiFi in Anne Arundel County. If you want to disconnect from the world on your trip, but still want to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Anne Arundel County?
The minimum age allowed can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in Anne Arundel County you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Anne Arundel County for?
How long you can book a holiday home in Anne Arundel County depends on the property. Just enter your preferred dates to look at a list of options offering extended stays. With tons of amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in Anne Arundel County.

More holiday ideas