Queen Anne's County holiday homes

We found 939 holiday rentals — enter your dates for availability
Select from 92 homes, 15 cottages and other holiday rentals in Queen Anne's County to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a fireplace. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Popular Queen Anne's County destinations on Bookabach

Holiday rentals with weekly discounts – Queen Anne's County

Showing deals for:8 Jan - 15 Jan

Interior
Private kitchen
Room
Dining
Exceptional
(21 reviews)

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

Annapolis

16% off
NZ$7,988
for 7 nights, 1 home
NZ$1,141 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
Dining table- seats 10!
Pool
View from Foyer into Great Room
View from Pier back to house!
Exceptional
(147 reviews)

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

Easton

8% off
NZ$14,575
for 7 nights, 1 home
NZ$2,082 per night
includes taxes & fees
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Interior
Interior
Outdoor dining
Dining
Exceptional
(47 reviews)

Sunset Lodge on the Bay

Rock Hall

9% off
NZ$14,343
for 7 nights, 1 home
NZ$2,049 per night
includes taxes & fees
Sunset Lodge on the Bay
Living area
Terrace/patio
Room
Private kitchen
Exceptional
(5 reviews)

Spacious 4BR Home w/waterviews! Recently updated, game room, roof top deck.

Stevensville

16% off
NZ$8,844
for 7 nights, 1 home
NZ$1,263 per night
includes taxes & fees
Spacious 4BR Home w/waterviews! Recently updated, game room, roof top deck.
Marina
Terrace/patio
Living room with wood fireplace and second TV with basic channels
upstairs bedroom w/ King size bed and space for queen air mattress
Exceptional
(94 reviews)

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

Pasadena

8% off
NZ$6,843
for 7 nights, 1 home
NZ$978 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Swimming Pool
Porch Dining Table
Kitchen
Upstairs Hall
Exceptional
(35 reviews)

Waterfront Home near Annapolis, MD

Harwood

8% off
NZ$23,908
for 7 nights, 1 home
NZ$3,415 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
Kent Island Beach House: 1,800 sq ft retreat located across from Beach Bar!
The owners enjoy the local wildlife. Local osprey  & herons are always fishing.
Spacious modern well-lit kitchen with lots of counter space and furnishings.
KI Beach House has many Great Rooms for Mingling or just being by yourself.
Exceptional
(75 reviews)

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

8% off
NZ$10,278
for 7 nights, 1 home
NZ$1,468 per night
includes taxes & fees
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
POOL TABLE, TENNIS/PICKLE BALL RACKETS, BEACH SUPPLIES, BOARD GAMES, MOVIES
FAMILY ROOM W/FIREPLACE & FLAT SCREEN TV
LARGE OPEN KITCHEN
SCREENED PORCH
Exceptional
(48 reviews)

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

Annapolis

12% off
NZ$10,818
for 7 nights, 1 home
NZ$1,545 per night
includes taxes & fees
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Interior
The view off of the point, breathtaking.
Another view from above.
Interior
Exceptional
(46 reviews)

Grandview- Main House

Bozman

25% off
NZ$8,563
for 7 nights, 1 home
NZ$1,223 per night
includes taxes & fees
Grandview- Main House
Property grounds
New Kitchen 2022
Exterior
Dining room
Exceptional
(66 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
NZ$5,568
for 7 nights, 1 home
NZ$795 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Kitchen
Kitchen
Kitchen
Kitchen
Exceptional
(32 reviews)

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

Stevensville

12% off
NZ$3,608
for 7 nights, 1 room
NZ$515 per night
includes taxes & fees
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Stocked pantry, coffee station.  Fridge/freezer + mud room fridge & freezer
Favorite night spot for my extended family, when we are there
Yet another nice spot to spend an evening
Sunroom 1/2 - Great view of pond, Bay in distance. So much wildlife to see.
Exceptional
(217 reviews)

240' Private Beachfront @Kent Island Love Point - Great for Families

stevensville

19% off
NZ$5,865
for 7 nights, 1 home
NZ$838 per night
includes taxes & fees
240' Private Beachfront @Kent Island Love Point - Great for Families
Exterior
Living area
Interior
Dining
Exceptional
(8 reviews)

Waterfront- 5-bedroom house with dock in charming North Beach

North Beach

8% off
NZ$14,489
for 7 nights, 1 home
NZ$2,070 per night
includes taxes & fees
Waterfront- 5-bedroom house with dock in charming North Beach
Dining room with seating for 8
Cozy, queen size bedroom on the second floor complete with a large, flatscreen TV
The kitchen opens up to a spacious sitting room complete with large flat screen tv and fireplace.
Private kitchen
Exceptional
(39 reviews)

West Annapolis Cottage- 6BR Walk to Navy Stadium

Annapolis

7% off
NZ$10,675
for 7 nights, 1 home
NZ$1,525 per night
includes taxes & fees
West Annapolis Cottage- 6BR Walk to Navy Stadium
Kitchen - Granite Island
Terrace/patio
Great Room
The Green Bedroom View
Exceptional
(16 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
NZ$17,950
for 7 nights, 1 home
NZ$2,564 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Room
Living area
Interior
Interior
Exceptional
(16 reviews)

Waterfront 4 BR home with private pier and boat dock

Grasonville

8% off
NZ$9,825
for 7 nights, 1 home
NZ$1,404 per night
includes taxes & fees
Waterfront 4 BR home with private pier and boat dock
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$10,181
for 7 nights, 1 home
NZ$1,454 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Attention all "Foodies" Check out the galley! Open water views.
In Stevensville MD 5 miles to Chesapeake Bay Bridge. 20 miles o Annapolis.
Big Internet TV above the table and another above dining room buffet downstairs.
Ready for some friendly competition? Enjoy our reversible tabletop shuffleboard.
Exceptional
(43 reviews)

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

8% off
NZ$10,278
for 7 nights, 1 home
NZ$1,468 per night
includes taxes & fees
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Living area
Property grounds
Private kitchen
Beach
Exceptional
(94 reviews)

Chesapeake Bay Cottage

Deale

8% off
NZ$4,375
for 7 nights, 1 cottage
NZ$625 per night
includes taxes & fees
Chesapeake Bay Cottage
Room
vista from the great room!
Summer time
view from the pier
Bay is 2 feet deep at stairs
Exceptional
(142 reviews)

Million Dollar View of the Chesapeake Bay

Deale

7% off
NZ$4,626
for 7 nights, 1 home
NZ$661 per night
includes taxes & fees
Million Dollar View of the Chesapeake Bay
Property grounds
Private kitchen
Dining
Interior
Exceptional
(7 reviews)

Arcadia Shores on the Cove.

Easton

8% off
NZ$8,048
for 7 nights, 1 home
NZ$1,150 per night
includes taxes & fees
Arcadia Shores on the Cove.
Rear Porch for relaxing or for barbecues!
View of Side of Harrison House and St. Michaels Harbor from Locust Street
View of St Michaels Harbor from french doors in Living Room, and from Side Patio
View of St. Michaels Harbor from Town Park in front of Thomas Harrison House
Exceptional
(147 reviews)

Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!

St. Michaels

8% off
NZ$10,489
for 7 nights, 1 home
NZ$1,498 per night
includes taxes & fees
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
Dining
Private kitchen
Dining
Living area
Excellent
(12 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
NZ$6,463
for 7 nights, 1 home
NZ$923 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Marina
Interior
Exterior
Interior
Exceptional
(56 reviews)

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

West River

12% off
NZ$2,263
for 7 nights, 1 cottage
NZ$323 per night
includes taxes & fees
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Find the perfect holiday rental for your Queen Anne's County getaway

Learn about the unique charm of Queen Anne's County with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Queen Anne's County

Are you hoping to discover attractions to visit while you're in the area? Venture out of your holiday home and experience everything that Queen Anne's County has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Queenstown Harbor Golf (6.5 mi / 10.5 km)
  • Paul Reed Smith Guitars (13.8 mi / 22.2 km)
  • St. Michaels Winery (19.9 mi / 32 km)
  • Bay Hills Golf Club (22.1 mi / 35.5 km)
  • Severna Park Golf Center (24.1 mi / 38.8 km)
  • Maryland Renaissance Festival (28.2 mi / 45.4 km)

Exploring the natural features in Queen Anne's County

Whether you're an active traveller or just want to take in the scenery, Queen Anne's County is a great place to get out in nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Eastern Neck National Wildlife Refuge (8.4 mi / 13.5 km)
  • Chesapeake Bay Environmental Center (10.8 mi / 17.4 km)
  • Northern Chesapeake Bay (15.8 mi / 25.5 km)
  • Sandy Point Beach (17.7 mi / 28.5 km)
  • Bay Ridge Beach (21.9 mi / 35.3 km)
  • Betterton Beach (22.7 mi / 36.6 km)

Frequently asked questions

What is the best area to stay in Queen Annes County when booking a holiday home?
Stevensville is one of the more in-demand areas to find a holiday home in Queen Annes County. Looking for some fun things to see and do here? Take time to visit Matapeake State Park and Love Point State Park.
What is the most popular type of holiday home accommodation in Queen Annes County?
Based on our data, houses are the most in-demand property type in Queen Annes County. But that goes without saying, everyone's idea of an awesome trip isn't going to be the same. Bookabach has holiday homes with every size, shape and budget in mind, and we'll help you locate the perfect match.
How much does it cost to rent a holiday home in Queen Annes County?
Length of stay, property type and time of year are among the factors that can determine the price of a holiday home. Simply add your travel dates to find your perfect match. From cosy cabins to sprawling luxury villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Queen Annes County?
The average price for a holiday home by the beach in Queen Annes County depends on when you're visiting the area and the size and style of property you're looking for. You can quickly and easily find prices on Bookabach by entering your travel dates. Then use the handy filter tool to select the number of bedrooms and amenities important to you, like WiFi, a pool and air conditioning.
What are popular home amenities in Queen Annes County?
When it comes to home amenities that people search for in Queen Annes County, a microwave oven, a dryer and a fridge are at the top of the list. With Bookabach holiday homes, you'll have options to suit your taste and style, whether you're on a trip with friends, relatives or even pets.
Are there large group holiday homes in Queen Annes County?
Take your pick of 20 holiday homes in Queen Annes County that can sleep 10 or more guests. Whether you're organising a family trip or a special event, there's plenty of room to get your loved ones together under one roof.
What are the top attractions for families in Queen Annes County?
Keep the kids amused at these popular family-friendly attractions in Queen Annes County:
  • Queenstown Premium Outlets
  • Queenstown Harbour Golf Club
  • Chesapeake Bay Environmental Centre
Can I find two-bedroom holiday homes in Queen Annes County?
Select from seven two-bedroom properties in Queen Annes County. Put your little ones in the second room or maybe fill it with a couple of your nearest and dearest friends. There's plenty of space for whoever's fortunate enough to be coming along for the ride.
Are there holiday homes with WiFi in Queen Annes County?
You can choose from 42 holiday homes with WiFi in Queen Annes County. If you'd like to disconnect from daily life while on holiday, but still want to be connected to the internet, 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 Queen Annes County?
The minimum age is usually 16, 18 or 21. It can change from one property to another on Bookabach, so check the rules of your preferred Queen Annes County stay before making a booking.
How long can I rent a holiday home in Queen Annes County for?
It's down to the Queen Annes County property. To look at a list of options offering extended stays, simply type your dates and number of people into Bookabach's search page. You can look forward to having the whole place to yourself, along with amenities such as a fully-equipped kitchen, air conditioning and a yard where the kids can play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.

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