Queen Anne's County holiday rentals

We found 942 holiday rentals — enter your dates for availability
Select from 91 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 Stayz

Holiday rentals with weekly discounts – Queen Anne's County

Showing deals for:25 Dec - 1 Jan

Kitchen
Kitchen
Kitchen
Kitchen
Exceptional
(31 reviews)

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

Stevensville

12% off
AU$3,424
for 7 nights, 1 room
AU$489 per night
includes taxes & fees
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
SuperMoon rising behind the house with moon beams on the bay
Interior
Outdoor dining
Interior
Exceptional
(47 reviews)

Sunset Lodge on the Bay

Rock Hall

9% off
AU$11,342
for 7 nights, 1 home
AU$1,620 per night
includes taxes & fees
Sunset Lodge on the Bay
Living area
Terrace/patio
Exterior detail
Room
Exceptional
(5 reviews)

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

Stevensville

17% off
AU$6,851
for 7 nights, 1 home
AU$979 per night
includes taxes & fees
Spacious 4BR Home w/waterviews! Recently updated, game room, roof top deck.
Sitting area overlooking Burley Creek
Enjoy screened in porch with dining table and sitting area
Lawn for yard games along the waterfront, or simply relax in the shade
Beautiful waterfront home on Burley Creek with private pier
Exceptional
(64 reviews)

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

Annapolis

8% off
AU$8,211
for 7 nights, 1 home
AU$1,173 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
View from Foyer into Great Room
Pool
View from Pier back to house!
screened porch
Exceptional
(146 reviews)

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

Easton

8% off
AU$11,041
for 7 nights, 1 home
AU$1,577 per night
includes taxes & fees
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
The Green Bedroom View
Terrace/patio
Exterior
Great Room
Exceptional
(16 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
AU$14,360
for 7 nights, 1 home
AU$2,051 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Kitchen
Porch Dining Table
Upstairs Hall
Exterior Rear of House and Dock
Exceptional
(35 reviews)

Waterfront Home near Annapolis, MD

Galesville

8% off
AU$19,029
for 7 nights, 1 home
AU$2,718 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
View of St. Michaels Harbor from Town Park in front of Thomas Harrison House
View of Side of Harrison House and St. Michaels Harbor from Locust Street
Thomas Harrison House looking from St. Michaels Town Harbor
Rear Porch for relaxing or for barbecues!
Exceptional
(145 reviews)

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

St. Michaels

8% off
AU$8,621
for 7 nights, 1 home
AU$1,232 per night
includes taxes & fees
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
Pool
The view off of the point, breathtaking.
Another view from above.
Interior
Exceptional
(46 reviews)

Grandview- Main House

Bozman

25% off
AU$6,686
for 7 nights, 1 home
AU$955 per night
includes taxes & fees
Grandview- Main House
Exterior
Interior
Exterior
Private kitchen
Exceptional
(15 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
AU$6,027
for 7 nights, 1 home
AU$861 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Dining
Exterior
Interior
Interior
Exceptional
(5 reviews)

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

Rock Hall

8% off
AU$7,900
for 7 nights, 1 home
AU$1,129 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
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
outdoor space
Exceptional
(94 reviews)

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

Pasadena

8% off
AU$5,311
for 7 nights, 1 home
AU$759 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Local artwork is displayed and for sale, if you wish to take a memory home.
Quiet, tree-filled neighborhood. The apartment is above the garage.
Separate entryway with electronic keypad.
Room
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

8% off
AU$2,447
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
Private kitchen
Dining
Private kitchen
Living area
Exceptional
(11 reviews)

Charming Waterfront Cottage Retreat near St. Michaels

Bozman

8% off
AU$5,387
for 7 nights, 1 cottage
AU$770 per night
includes taxes & fees
Charming Waterfront Cottage Retreat near St. Michaels
kitchen
Outdoor dining
Marina
dining area
Exceptional
(39 reviews)

This is truly a Baydream!

Rock Hall

8% off
AU$2,932
for 7 nights, 1 home
AU$419 per night
includes taxes & fees
This is truly a Baydream!
Dining
Private kitchen
Exterior
Living area
Excellent
(12 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
AU$5,115
for 7 nights, 1 home
AU$731 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Dining room
New Kitchen 2022
Property grounds
Interior
Exceptional
(66 reviews)

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville

8% off
AU$5,174
for 7 nights, 1 home
AU$739 per night
includes taxes & fees
Circa 1700 Chesapeake Colonial home on the National Register.
Living Room with flat screen TV and sleeper sofa
View down the lane
Custom kitchen
Sit and stay a while!
Exceptional
(122 reviews)

Perfect Waterview Cottage - St. Michaels Getaway

Wittman

8% off
AU$2,819
for 7 nights, 1 cottage
AU$403 per night
includes taxes & fees
Perfect Waterview Cottage - St. Michaels Getaway
Living area
Exterior
Private kitchen
Living area
Exceptional
(25 reviews)

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

Rock Hall

8% off
AU$2,474
for 7 nights, 1 home
AU$353 per night
includes taxes & fees
In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
Private kitchen
Front gardens
Property grounds
Interior
Exceptional
(64 reviews)

Beautiful Retreat Located in Rock Hall - walk to everything!

Rock Hall

13% off
AU$3,747
for 7 nights, 1 home
AU$535 per night
includes taxes & fees
Beautiful Retreat Located in Rock Hall - walk to everything!
Dining
Living area
Exterior
Interior
Exceptional
(51 reviews)

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

Stevensville

8% off
AU$9,051
for 7 nights, 1 home
AU$1,293 per night
includes taxes & fees
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Property grounds
Private kitchen
Dining
Interior
Exceptional
(7 reviews)

Arcadia Shores on the Cove.

Easton

8% off
AU$6,791
for 7 nights, 1 home
AU$970 per night
includes taxes & fees
Arcadia Shores on the Cove.
Interior
Property grounds
Water view from the kitchen
Dining
Exceptional
(36 reviews)

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis

8% off
AU$7,107
for 7 nights, 1 home
AU$1,015 per night
includes taxes & fees
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Living area
Exterior
Property grounds
Dining
Exceptional
(25 reviews)

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

Tilghman

8% off
AU$4,084
for 7 nights, 1 cottage
AU$583 per night
includes taxes & fees
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

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)
  • 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)
  • Cassinelli Winery and Vineyards (7.2 mi / 11.5 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. Stayz 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 Stayz 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 Stayz 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 Stayz 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 Stayz.
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 Stayz, 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 Stayz'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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