Holiday Rentals in Queenstown

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Holiday Rentals in Queenstown

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

10.0 out of 10, Exceptional, (206)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

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

10.0 out of 10, Exceptional, (23)
"Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

10.0 out of 10, Exceptional, (46)
"We had a wonderful time. The home is absolutely fabulous! We are already talking about when we can return. Peaceful and restorative, just what we needed. "
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, Private yard

10.0 out of 10, Exceptional, (83)
"A very nice and well-maintained cottage in the Cape St. Clair neighborhood where family members live. The owners have done a great job of provisioning the cottage both inside and outside, for recreational opportunities and enjoyment (barbecuing and relaxing). The backyard is very large and great for games provided with the property, like corn hole. There is also a hot tub. The owners have found the right balance for being responsive when you need them, while leaving you in peace otherwise....
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, Private yard

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

9.8 out of 10, Exceptional, (50)
" We ( a group of 16 women) enjoyed having our annual retreat at Nauti or Knot. We stayed for a weekend and the accommodations could not have been better! The bedrooms and bathrooms were wonderful. The living room was able to sit 16 comfortably and the dining room table was big enough for all of us to have dinner together. This is an excellent house!! Our only complaint and it’s minor is that the freezer door was really hard to open."
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Freshly renovated 3-story home 1 block from USNA!

10.0 out of 10, Exceptional, (28)
"What a fantastic location, central to everything in the city. Parked the car and walked everywhere. The house is perfect!!"
The price is €637
includes taxes & fees
6 Jan - 7 Jan
Freshly renovated 3-story home 1 block from USNA!

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

10.0 out of 10, Exceptional, (24)
"Very nice house to stay for the holiday. Perfect layout. Great communication with the owners. View gorgeous. "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (33)
"Perfect for our weekend stay. Checkin was easy and communication with the owner was great! Definitely would stay again. Kentmoor restaurant was awesome. Filled with locals who were friendly and welcoming! Food was great!"
The price is €255
includes taxes & fees
8 Jan - 9 Jan
Relax on Kent Island in 3 Bedroom Home w/Waterview

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

10.0 out of 10, Exceptional, (207)
"Very cozy and clean. Beautiful surroundings with direct view of the water. "
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (77)
"Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available."
Amazing views, short walks to great dining!

421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!

10.0 out of 10, Exceptional, (103)
"Awesome House Awesome neighborhood Awesome Host(ess). 10 out of 10"
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!

Recently Renovated Annapolis Home - Conveniently Located

10.0 out of 10, Exceptional, (56)
"This house is so cute and comfortable. Everything was perfect and better than described. It is within walking distance of some delicious restaurants. Our host was amazing and answered all questions very quickly."
Recently Renovated Annapolis Home - Conveniently Located

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (33)
"Four of my friends and I stayed at this cute home for a ladies' weekend (two nights) in St. Michaels. We are in our early 40's and all agreed that the location of this home is superb. We walked to dinner each night (Limoncello and Ruse, both great) and enjoyed the wonderful shops in the lovely downtown area. The location of this home cannot be beat if you want to park your car upon arrival and not have a need to use it again during your stay. We had three cars, two of which fit in the driveway...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (219)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland

USNA Quintessential Charm ~ Downtown Annapolis.

9.8 out of 10, Exceptional, (7)
"We really enjoyed this property. It was clean and tidy. Checking in was simple. Parking was straightforward once we noticed the markers giving us clear instructions. The kitchen has everything you need. I stayed in the downstairs bedroom, and the bed and pillows were very comfortable. The downstairs shower is small, but the water pressure is good. Everyone who stayed upstairs enjoyed the amenities. Definitely will try to rent this again for the next time we visit Annapolis."
USNA Quintessential Charm ~ Downtown Annapolis.

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (50)
"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "
Charming Annapolis WaterVIEW Home

Pool and Bay Views on wrap around deck in Kent Island

9.6 out of 10, Exceptional, (24)
"We loved everything about the Kent Island House! Would book again in a hot minute"
Pool and Bay Views on wrap around deck in Kent Island

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (113)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit - centrally located

9.8 out of 10, Exceptional, (11)
"Very nice stay. Check-out time was inflexible which made Sunday morning Church a little challenging, but very clean and comfortable home!!"
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit - centrally located

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

9.6 out of 10, Exceptional, (13)
"The home was wonderfully situated in Annapolis. Will is terrific and a helpful communicator as property owner. We enjoyed our Thanksgiving away! Many thanks. "
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
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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Other types of properties in Queenstown you may be interested in

Crowne Plaza Annapolis, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1003)
"Perfect location "
The price is €122
includes taxes & fees
6 Jan - 7 Jan
Crowne Plaza Annapolis, an IHG Hotel

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1010)
"The room was beautiful and the staff helpful. Wish we could have stayed longer."
The price is €152
includes taxes & fees
3 Feb - 4 Feb
Graduate by Hilton Annapolis

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1727)
"Wonderful location in Annapolis! Highly recommend. "
The price is €202
includes taxes & fees
6 Jan - 7 Jan
Historic Inns of Annapolis
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.

Frequently asked questions

Are there holiday rentals in Queenstown?

Yes, there are holiday rentals close to the most popular sights in Queenstown, or you can select a more secluded option if you're looking for a relaxing stay. Queenstown is known for its restaurants and golf courses. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Queenstown has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Queenstown is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Queenstown?

Expedia has 5 holiday rentals for your stay in Queenstown.

What’s there to see and do in Queenstown?

Explore the area and family-friendly sights such as Paul Reed Smith Guitars, or get out into nature at a spot like Eastern Neck National Wildlife Refuge. While here, Queenstown Premium Outlets and Queenstown Harbor Golf Club are other places worth a visit.

What’s a holiday rental in Queenstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Queenstown. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips.