Book Holiday Homes in Queenstown

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Featured Holiday Homes in Queenstown

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis
With a stay at this vacation home in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of U.S. Naval Academy and Sandy Point State Park.
Opens in a new windowTurning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Luxury Waterfront Executive Family Home Annapolis with All Amenities

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Annapolis
Located in Annapolis, this vacation home is a 1-minute drive from Sandy Point State Park and 9 minutes from Chesapeake Bay Bridge.
Opens in a new windowLuxury Waterfront Executive Family Home Annapolis with All Amenities
Charming Historic Townhouse Steps From USNA

Charming Historic Townhouse Steps From USNA

Annapolis
This vacation home is in the heart of Annapolis, within a 5-minute walk of St. John's College and U.S. Naval Academy.
Opens in a new windowCharming Historic Townhouse Steps From USNA
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BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

Rock Hall
The price is AU$469 per night from 29 Sept to 30 Sept
AU$469
29 Sept - 30 Sept
includes taxes & fees
Located in Rock Hall, this vacation home is within a 15-minute walk of Ferry Park and Waterman’s Museum.
Opens in a new windowBAYSIDE BUNGALOW
Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood

Arnold
The price is AU$508 per night from 29 Sept to 30 Sept
AU$508
29 Sept - 30 Sept
includes taxes & fees
With a stay at this vacation home in Arnold, you'll be within a 15-minute drive of U.S. Naval Academy and Severna Park Golf Center.
Opens in a new windowLarge 2 bedroom house with private parking in a nice neighborhood
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge
Located in Cambridge, this vacation home is on the waterfront, within a 15-minute drive of Spocott Windmill and Richardson Maritime Museum.
Opens in a new windowNEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
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.
Opens in a new windowDirectly Across from USNA Gate One & Steps from the Waterfront and Main Street!
RANCH AT ROYAL OAK- Exclusive waterfront pool pier

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Royal Oak
With a stay at this vacation home in Royal Oak, you'll be on the waterfront, and 7.8 mi (12.6 km) from Saint Michaels Village and 8.3 mi (13.3 km) from St. Michaels ...
Opens in a new windowRANCH AT ROYAL OAK- Exclusive waterfront pool pier
Cozy Home in Beautiful Annapolis

Cozy Home in Beautiful Annapolis

Annapolis
With a stay at this vacation home in Annapolis, you'll be within a 10-minute drive of U.S. Naval Academy and Annapolis Harbour Center.
Opens in a new windowCozy Home in Beautiful 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.

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
625 Holiday Homes
Lowest Price
AU$184
Highest Price
AU$508
Popular accommodation
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Luxury Waterfront Executive Family Home Annapolis with All Amenities, Charming Historic Townhouse Steps From USNA, BAYSIDE BUNGALOW, Large 2 bedroom house with private parking in a nice neighborhood, NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , RANCH AT ROYAL OAK- Exclusive waterfront pool pier, Cozy Home in Beautiful Annapolis

Top trending hotels in Queenstown

Relax in Style at This Airy 3BR/2BA Retreat with Outdoor Oasis

Relax in Style at This Airy 3BR/2BA Retreat with Outdoor Oasis

Queenstown
Located in Queenstown, this farm stay is in a rural location, within a 15-minute drive of Queenstown Premium Outlets and Wye Oak State Park.
Opens in a new windowRelax in Style at This Airy 3BR/2BA Retreat with Outdoor Oasis
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
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Opens in a new windowHistoric Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is AU$195 per night from 14 Oct to 15 Oct
AU$195
14 Oct - 15 Oct
includes taxes & fees
Located in Annapolis, Crowne Plaza Annapolis by IHG is a 4-minute walk from Westfield Annapolis Mall and 14 minutes by foot from Anne Arundel Medical ...
Opens in a new windowCrowne Plaza Annapolis by IHG
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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 30 Sept to 1 Oct
AU$184
30 Sept - 1 Oct
includes taxes & fees
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 ...
Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Don't see what you're looking for?
See all available properties in Queenstown
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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.