Book Holiday Homes in Queenstown

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Featured Holiday Homes in Queenstown

Pet-Friendly Home on Chester River w/ Dock!

Pet-Friendly Home on Chester River w/ Dock!

2 out of 5
Chestertown
When you stay at this vacation home in Chestertown, you'll be within a 5-minute drive of Washington College.
Pet-Friendly Home on Chester River w/ Dock!
Private Waterfront Woods | Dock, Kayaks, Views

Private Waterfront Woods | Dock, Kayaks, Views

Annapolis
With a stay at this vacation home in Annapolis, you'll be on the beach, within a 15-minute drive of U.S. Naval Academy and Bay Bridge Market Place Shopping ...
Private Waterfront Woods | Dock, Kayaks, Views
Spend Your Holidays in Annapolis at the Beat Army Bungalow

Spend Your Holidays in Annapolis at the Beat Army Bungalow

2 out of 5
Annapolis
With a stay at this vacation home in Annapolis, you'll be within a 5-minute drive of U.S. Naval Academy and Navy-Marine Corps Memorial Stadium.
Spend Your Holidays in Annapolis at the Beat Army Bungalow
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Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis
A stay at this vacation home places you in the heart of Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
A waterfront gem with dock, kayaks great water views.  Sleeps up to 12.

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 10-minute drive of The Mainstay and Waterman’s Museum.
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
Recently Renovated Annapolis Home - Conveniently Located

Recently Renovated Annapolis Home - Conveniently Located

Annapolis
With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and People's Brewer Hill ...
Recently Renovated Annapolis Home - Conveniently Located
Waterfront w/upper sundeck and private pier located near Rock Hall,  sleeps 18.

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 10-minute drive of The Mainstay and Waterman’s Museum.
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
Charming Cottage with Hot Tub 1 Block from the Bay

Charming Cottage with Hot Tub 1 Block from the Bay

Annapolis
The price is AU$913 per night from 14 Jan to 15 Jan
AU$913
includes taxes & fees
14 Jan - 15 Jan 2025
With a stay at this vacation home in Annapolis (Arundel on the Bay), you'll be within a 10-minute drive of Bay Bridge Market Place Shopping Center and Historic ...
Charming Cottage with Hot Tub 1 Block from the Bay
Calloway Drive Retreat | House in Shady Side

Calloway Drive Retreat | House in Shady Side

Shady Side
When you stay at this vacation home in Shady Side, you'll be near the beach and 5 minutes by car from Franklin Point State Park.
Calloway Drive Retreat | House in Shady Side
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Queenstown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Queenstown vacation homes are the perfect way for you to wing it.

Holiday houses in Queenstown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Queenstown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Queenstown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Queenstown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Queenstown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Queenstown Holiday Homes essential information

Accommodation
523 Holiday Homes
Lowest Price
AU$184
Highest Price
AU$913
Popular accommodation
Pet-Friendly Home on Chester River w/ Dock!, Private Waterfront Woods | Dock, Kayaks, Views, Spend Your Holidays in Annapolis at the Beat Army Bungalow , Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , A waterfront gem with dock, kayaks great water views. Sleeps up to 12., Recently Renovated Annapolis Home - Conveniently Located, Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18., Charming Cottage with Hot Tub 1 Block from the Bay, Calloway Drive Retreat | House in Shady Side

Top trending hotels in Queenstown

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$338 per night from 23 Dec to 24 Dec
AU$338
includes taxes & fees
23 Dec - 24 Dec
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel

Crowne Plaza Annapolis, an IHG Hotel

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is AU$202 per night from 25 Dec to 26 Dec
AU$202
includes taxes & fees
25 Dec - 26 Dec
Located in Annapolis, Crowne Plaza Annapolis, an IHG Hotel is a 3-minute walk from Westfield Annapolis Mall and 14 minutes by foot from Anne Arundel Medical ...
Crowne Plaza Annapolis, an IHG Hotel
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$261 per night from 30 Dec to 31 Dec
AU$261
includes taxes & fees
30 Dec - 31 Dec
With a stay at Graduate by Hilton Annapolis, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights ...
Graduate by Hilton Annapolis
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DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 24 Dec to 25 Dec
AU$184
includes taxes & fees
24 Dec - 25 Dec
With a stay at DoubleTree by Hilton Hotel Annapolis in Annapolis, you'll be in the business district, within a 5-minute drive of U.S. Naval Academy and The Kunta ...
DoubleTree by Hilton Hotel Annapolis
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.