A calm lake surrounded by dense green trees.

Queenstown Holiday Rentals

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Our top choices for Queenstown holiday rentals

1. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is HK$1,960
HK$3,323 total
includes taxes & fees
28 Aug - 29 Aug
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

2. Cass-Away Luxury Houseboat

Cass-Away Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (107 reviews)
"Wonderful stay. House boat was amazing and hosts helpful and responsive! "
United States
Jamie L.
The price is HK$784
HK$2,466 total
includes taxes & fees
25 Sept - 26 Sept
Cass-Away Luxury Houseboat

3. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (46 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is HK$869
HK$2,311 total
includes taxes & fees
31 Aug - 1 Sept
Charming Coastal/Country Home w/3 Acres & Sauna!

4. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is HK$1,411
HK$2,267 total
includes taxes & fees
8 Sept - 9 Sept
BAYSIDE BUNGALOW

5. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is HK$869
HK$2,419 total
includes taxes & fees
31 Aug - 1 Sept
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

6. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (28 reviews)
"What a great apartment and location for a getaway. Had everything we needed and so convenient! I will absolutely stay here again."
United States
Charlotte M.
The price is HK$972
HK$2,318 total
includes taxes & fees
29 Aug - 30 Aug
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

7. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (123 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is HK$776
HK$1,245 total
includes taxes & fees
7 Sept - 8 Sept
First Floor Studio Apartment in Historic Chestertown

8. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveller
The price is HK$1,764
HK$2,768 total
includes taxes & fees
30 Aug - 31 Aug
Newly restored apartment in the heart of Chestertown

9. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is HK$1,439
HK$2,214 total
includes taxes & fees
29 Aug - 30 Aug
Secluded Cottage in Middle of Chestertown

10. Family Retreat at Lansdowne Manor

Family Retreat at Lansdowne Manor
Centreville
10.0 out of 10, Exceptional, (12 reviews)
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "
United States
Emily C.
The price is HK$2,367
HK$2,985 total
includes taxes & fees
2 Sept - 3 Sept
Family Retreat at Lansdowne Manor

11. Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (87 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is HK$1,920
HK$3,610 total
includes taxes & fees
8 Sept - 9 Sept
Waterfront Oasis of Annapolis Star

12. Wren Retweet- Country Estate in Center of C’Town

Wren Retweet- Country Estate in Center of C’Town
Chestertown
10.0 out of 10, Exceptional, (75 reviews)
"Perfect location for exploring the cutest town. "
United States
Mandy D.
The price is HK$2,514
HK$3,922 total
includes taxes & fees
30 Aug - 31 Aug
Wren Retweet- Country Estate in Center of C’Town

13. Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is HK$1,787
HK$3,349 total
includes taxes & fees
27 Sept - 28 Sept
Bayside Cottage steps from Rock Hall Harbor

14. Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Cape Saint Claire
9.6 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay- thank you!"
United States
KateriK
The price is HK$1,898
HK$5,550 total
includes taxes & fees
28 Aug - 29 Aug
Annapolis Home | Fenced Yard | Pool Table | 10 Guests

15. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (6 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is HK$1,637
HK$3,966 total
includes taxes & fees
8 Sept - 9 Sept
Pool Loft Suite | Bay Access & Beach Passes

16. Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (40 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
The price is HK$1,093
HK$2,649 total
includes taxes & fees
1 Sept - 2 Sept
Large 2 bedroom house with private parking in a nice neighborhood

17. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Homewood
9.8 out of 10, Exceptional, (9 reviews)
"The house was great and the host was better! She was super responsive and helpful, and everything went well on our stay!"
United States
Dan B.
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

18. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is HK$1,501
HK$3,999 total
includes taxes & fees
30 Aug - 31 Aug
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

19. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (12 reviews)
"Great place!"
United States
Chris A.
The price is HK$1,572
HK$3,499 total
includes taxes & fees
1 Sept - 2 Sept
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

20. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
The price is HK$1,481
HK$2,268 total
includes taxes & fees
8 Sept - 9 Sept
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
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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Top Queenstown Hotel Reviews

Find out more about Queenstown

Search for holiday rentals in Queenstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Queenstown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Queenstown!

Frequently asked questions

Are there holiday rentals in Queenstown?

Yes, there are holiday rentals in Queenstown close to Rufus M and Loraine Hall Todd Performing Arts Center, 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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This holiday home rental outside of Queenstown is located near the beach, and has a fireplace, a balcony 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. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Queenstown?

Expedia has 7 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 Chesapeake Bay Maritime Museum, or get out into nature at a spot like Eastern Neck National Wildlife Refuge. While here, Queenstown Premium Outlets and Queenstown Harbor Golf 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.