Book Holiday Homes in Queenstown

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Featured Holiday Homes in Queenstown

Dollhouse in Central Historic St Michaels

Dollhouse in Central Historic St Michaels

St Michaels MD
Stay at this holiday home in St. Michaels. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Muskrat Park and Clint S. Bradley Park are ...
Opens in a new windowDollhouse in Central Historic St Michaels
Charming Historic Annapolis Home With Two Off-street Parking Places!

Charming Historic Annapolis Home With Two Off-street Parking Places!

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Chesapeake Bay Bridge and John Smith ...
Opens in a new windowCharming Historic Annapolis Home With Two Off-street Parking Places!
NEW! Charming Farm House in Historic Kent Island

NEW! Charming Farm House in Historic Kent Island

Stevensville MD
Stay at this golf holiday home in Stevensville. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Chesapeake Bay Bridge and Paul Reed Smith ...
Opens in a new windowNEW! Charming Farm House in Historic Kent Island
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Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Bay Ridge Beach and Annapolis Golf Club are located ...
Opens in a new windowCharming Annapolis WaterVIEW Home
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Chesapeake Bay Bridge and Ballet ...
Opens in a new windowCharming Downtown Annapolis. Stroll to all the Historic District has to offer.
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Tilghman Island MD
Stay at this holiday home in Tilghman. Enjoy a garden, laundry facilities and balconies. Popular attractions Tilghman Watermen’s Museum and Talbot County Library ...
Opens in a new windowWaterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Beautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels

Beautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels

Saint Michaels MD
Stay at this holiday home in St. Michaels. Enjoy a garden, laundry facilities and balconies. Popular attractions Church Cove Park and Classic Motor Museum are ...
Opens in a new windowBeautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels
Eastport Cottage .5 mi from Downtown Annapolis

Eastport Cottage .5 mi from Downtown Annapolis

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Chesapeake Bay Bridge and Spa Creek are located ...
Opens in a new windowEastport Cottage .5 mi from Downtown Annapolis
Private Cottage on gated estate

Private Cottage on gated estate

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Bay Ridge Beach ...
Opens in a new windowPrivate Cottage on gated estate
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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
595 Holiday Homes
Lowest Price
NZ$228
Highest Price
NZ$293
Popular accommodation
Dollhouse in Central Historic St Michaels, Charming Historic Annapolis Home With Two Off-street Parking Places!, NEW! Charming Farm House in Historic Kent Island , Charming Annapolis WaterVIEW Home, Charming Downtown Annapolis. Stroll to all the Historic District has to offer. , Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Beautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels, Eastport Cottage .5 mi from Downtown Annapolis , Private Cottage on gated estate

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 MD
Stay at this farm stay in Queenstown. Enjoy laundry facilities, in-room fireplaces and air conditioning. Popular attractions Wye Oak State Park and Rufus M and ...
Opens in a new windowRelax in Style at This Airy 3BR/2BA Retreat with Outdoor Oasis
Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

Queenstown MD
Stay at this golf holiday home in Queenstown. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Wye Landing and Wye Oak State Park are located ...
Opens in a new windowChesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!
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 NZ$293 per night from 31 May to 1 June
NZ$293
31 May - 1 June
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHistoric Inns of Annapolis
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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 NZ$228 per night from 24 May to 25 May
NZ$228
24 May - 25 May
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowCrowne Plaza Annapolis by IHG
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.