Anne Arundel County holiday rentals

We found 1,820 holiday rentals — enter your dates for availability
Select from 484 houses, 60 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 Stayz

Holiday rentals with weekly discounts – Anne Arundel County

Showing deals for:13 Nov - 20 Nov

Exterior
Kitchen
Kitchen
Kitchen
Exceptional
(29 reviews)

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

Stevensville

12% off
AU$2,996
for 7 nights, 1 room
AU$428 per night
includes taxes & fees
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Upper level master bedroom
Kitchen
Living room
Dinning area
Exceptional
(16 reviews)

House near Patapsco River 2700 square feet

Pasadena

8% off
AU$5,940
for 7 nights, 1 home
AU$849 per night
includes taxes & fees
House near Patapsco River 2700 square feet
Exterior
Marina
Additional dining area off of the living room
Large, beautifully updated kitchen area is perfect for meal times.
Exceptional
(37 reviews)

West Annapolis Cottage- 6BR Walk to Navy Stadium

Annapolis

7% off
AU$8,983
for 7 nights, 1 home
AU$1,283 per night
includes taxes & fees
West Annapolis Cottage- 6BR Walk to Navy Stadium
Kitchen
Porch Dining Table
Swimming Pool
Upstairs Hall
Exceptional
(33 reviews)

Waterfront Home near Annapolis, MD

Galesville

8% off
AU$18,889
for 7 nights, 1 home
AU$2,698 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
The Green Bedroom View
Terrace/patio
Great Room
Kitchen - Granite Island
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
AU$14,264
for 7 nights, 1 home
AU$2,038 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Living area
Property grounds
Room
Private kitchen
Exceptional
(92 reviews)

Chesapeake Bay Cottage

Churchton

8% off
AU$3,459
for 7 nights, 1 cottage
AU$494 per night
includes taxes & fees
Chesapeake Bay Cottage
Outdoor dining
Private kitchen
Dining
Room
Exceptional
(20 reviews)

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

Annapolis

16% off
AU$8,159
for 7 nights, 1 home
AU$1,166 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
West-facing screened porch with bar area and café lights for night ambience
Enjoy screened in porch with dining table and sitting area
Lawn for yard games along the waterfront, or simply relax in the shade
Sitting area overlooking Burley Creek
Exceptional
(61 reviews)

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

Annapolis

8% off
AU$7,306
for 7 nights, 1 home
AU$1,044 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Exterior
Interior
Exterior
Private kitchen
Exceptional
(14 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
AU$5,940
for 7 nights, 1 home
AU$849 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Living area
Terrace/patio
Dining
Exterior
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

9% off
AU$3,187
for 7 nights, 1 home
AU$455 per night
includes taxes & fees
Charming 3BDR Bungalow Near Annapolis​
Custom, open-concept home (photo prior to new red-oak hardwood flooring)
Shaded view of wrap-around deck; stainless Saber outdoor gas grill
"Overlook on Dun's Cove" -- luxury, year-round waterfront vacation rental
Delightful front garden welcomes you when approaching house from driveway
Exceptional
(162 reviews)

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

Sherwood

10% off
AU$3,112
for 7 nights, 1 home
AU$445 per night
includes taxes & fees
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
PUBLIC BEACH/PARK 2 MILES AWAY
SCREENED PORCH
LARGE OPEN KITCHEN
FAMILY ROOM W/FIREPLACE & FLAT SCREEN TV
Exceptional
(44 reviews)

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Annapolis

12% off
AU$8,439
for 7 nights, 1 home
AU$1,206 per night
includes taxes & fees
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Exterior
Private kitchen
Dining
Living area
Excellent
(9 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
AU$5,042
for 7 nights, 1 home
AU$720 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Outdoor spa tub
Exterior
Pool
Dining
Exceptional
(5 reviews)

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

Bowie

8% off
AU$9,145
for 7 nights, 1 home
AU$1,306 per night
includes taxes & fees
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
Interior
Pool
Living area
Exterior
Exceptional
(230 reviews)

Stunning Waterfront Cottage in the Sailing Capital of the World!

Annapolis

8% off
AU$4,579
for 7 nights, 1 home
AU$654 per night
includes taxes & fees
Stunning Waterfront Cottage in the Sailing Capital of the World!
Interior
New Kitchen 2022
Property grounds
Exterior
Exceptional
(64 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
AU$5,221
for 7 nights, 1 home
AU$746 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Room
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

8% off
AU$2,468
for 7 nights, 1 apartment
AU$353 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
Dining
Pool
Living area
Exterior
Exceptional
(57 reviews)

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

Annapolis

16% off
AU$4,731
for 7 nights, 1 home
AU$676 per night
includes taxes & fees
Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!
Living area
Exterior
Private kitchen
Exterior
Exceptional
(5 reviews)

Waterfront Sanctuary only 50 Min. From DC/Balt.

Shady Side

12% off
AU$7,834
for 7 nights, 1 home
AU$1,119 per night
includes taxes & fees
Waterfront Sanctuary only 50 Min. From DC/Balt.
Marina
Terrace/patio
upstairs bedroom w/ King size bed and space for queen air mattress
Living room with wood fireplace and second TV with basic channels
Exceptional
(91 reviews)

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

Pasadena

8% off
AU$5,338
for 7 nights, 1 home
AU$763 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Living area
Private kitchen
Living area
Room
Exceptional
(12 reviews)

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

Annapolis

7% off
AU$11,277
for 7 nights, 1 home
AU$1,611 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Dining
Private kitchen
Exterior detail
Interior
Exceptional
(11 reviews)

Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access

Riva

21% off
AU$4,030
for 7 nights, 1 home
AU$576 per night
includes taxes & fees
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Interior
Pool
Private kitchen
Outdoor dining
Exceptional
(215 reviews)

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville

12% off
AU$4,598
for 7 nights, 1 room
AU$657 per night
includes taxes & fees
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Living area
Living area
Living area
Dining
Exceptional
(10 reviews)

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!

Riva

8% off
AU$5,755
for 7 nights, 1 home
AU$822 per night
includes taxes & fees
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!

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)
  • Renditions Golf Club (10.7 mi / 17.3 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)
  • Northern Chesapeake Bay (8 mi / 12.8 km)
  • Fort Smallwood Park (11 mi / 17.6 km)
  • Allen Pond Park (13.3 mi / 21.5 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, Stayz 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 Stayz 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 Stayz. 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, Stayz 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 Stayz.
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 Stayz, 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