Queenstown Vacation Rentals from AED 330: Search Short-Term Rentals

A calm lake surrounded by dense green trees.

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Our top choices for Queenstown vacation rentals

A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

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

Rock Hall

lisa p.

AED 1,041 total

includes taxes & fees

14 Nov - 15 Nov

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

2. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

AED 552 total

includes taxes & fees

16 Nov - 17 Nov

A lighthouse with a white exterior, a balcony, and a metal roof.

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

Stevensville

Michael V.

AED 1,206 total

includes taxes & fees

23 Nov - 24 Nov

A bedroom with a bed, a ceiling fan, a window with blinds, a nightstand with a lamp, and a painting on the wall.

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

Stevensville

Anthony P.

AED 1,039 total

includes taxes & fees

15 Nov - 16 Nov

A kitchen with wooden cabinets, a stove, and a dining table with chairs.

5. Family Friendly Cozy 3 Bedroom Duplex

Grasonville

AED 1,141 total

includes taxes & fees

24 Nov - 25 Nov

A building with a gabled roof and a circular vent on the roof.

6. BAYSIDE BUNGALOW

Rock Hall

Diane V.

AED 1,097 total

includes taxes & fees

14 Nov - 15 Nov

A kitchen with wooden cabinets, a dining table, and a refrigerator.

7. Family Retreat at Lansdowne Manor

Centreville

Emily C.

AED 1,073 total

includes taxes & fees

15 Nov - 16 Nov

Stylish kitchen with open layout and island seating

8. Pool Loft Suite | Bay Access & Beach Passes

Cape Saint Claire

Ana S.

AED 1,694 total

includes taxes & fees

14 Nov - 15 Nov

A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

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

Arnold

Linda B.

AED 1,151 total

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a wooden island, built-in cabinets, and a window providing a view of the outdoors.

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

Chestertown

"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...

Miriam G.

AED 1,016 total

includes taxes & fees

19 Nov - 20 Nov

11. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

Easton

Lynn G.

AED 1,479 total

includes taxes & fees

17 Nov - 18 Nov

A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

12. Bay Sunsets for Two • Rooftop Fire Pit

Pasadena

Charles W.

AED 1,694 total

includes taxes & fees

15 Nov - 16 Nov

A beach with chairs and a pier in the background.

13. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay

Ryan C.

AED 1,734 total

includes taxes & fees

16 Nov - 17 Nov

Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

14. Houseboat Suite for Two near Annapolis

Arnold

Anonymous traveler

AED 1,464 total

includes taxes & fees

15 Nov - 16 Nov

A spacious living area with a dining table, sofa, and a kitchen in the background.

15. Newly restored apartment in the heart of Chestertown

Chestertown

Susan A.

AED 1,231 total

includes taxes & fees

15 Nov - 16 Nov

A calm waterfront with boats docked, a bridge in the background, and autumn foliage along the riverbank.

16. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

West Annapolis

Jill R.

An outdoor seating area with tables and chairs, umbrellas, and a view of the water.

17. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

Sam C.

AED 4,552 total

includes taxes & fees

1 Dec - 2 Dec

A house with a yellow door and a window with a lamp outside.

18. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Deale

Maude H.

AED 1,154 total

includes taxes & fees

15 Nov - 16 Nov

A wooden dock extending into a calm body of water with boats docked at the end.

19. Cozy 2br home w/ parking in downtown Annapolis

Historic District

Nancy N.

AED 1,600 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

20. Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

Paul C.

AED 1,951 total

includes taxes & fees

30 Nov - 1 Dec

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Find vacation rentals that suit your style

Top Queenstown Hotel Reviews

Two Adirondack chairs facing a calm body of water with a clear sky above.

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

10/10 Excellent

The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...

Christina

A patio with outdoor seating, overlooking a marina with boats.

Hilton Garden Inn Kent Island Marina

Grasonville

10/10 Excellent

Kathie

A spacious lobby with a staircase, a reception desk, and a dining area.

Quality Inn Grasonville near Kent Island

Grasonville

10/10 Excellent

My wife and have been staying here off and on for a few years now. We have always found it to a lovely place stay . The staff there is especially courteous and helpful whenever a special need arises ! We give special notice of thanks to general manager Amy Patel for her attention to service and her pleasant attitude at all times ! Her caring manner and attention to detail are par excellence ! The cleanliness , breakfast included , location and the inground pool make this a sure bet for any...

Chuck

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Excellent

Chuck

A large, two-story barn-style building with a covered front porch and a garage.

Kent Island Resort

Stevensville

10/10 Excellent

I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.

John

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

Fairfield Inn & Suites by Marriott Easton

Easton

10/10 Excellent

The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...

Richard

A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

Best Western Kent Narrows Inn

Grasonville

10/10 Excellent

Valerie

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

Best Western Plus Easton Inn & Suites

Easton

10/10 Excellent

Everything was good with checkin ,check out, and the room. The only complaint I can voice is with the breakfast service attendant. She was not very warm or inviting, did not speak to guest. She did have everything out and the area clean, but at the end of breakfast time, she removed all plates and bowls first so no one could get anything else to eat. We were late eating on our 3rd morning, but were in time to get our food before she started putting away. But then put chairs on the tables so...

Nancy

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

Historic Inns of Annapolis

Historic District

10/10 Excellent

Robert

A hotel lobby with a fireplace, seating area, and a television.

Comfort Inn & Suites Chestertown

Chestertown

10/10 Excellent

Laura

An indoor swimming pool with lounge chairs and a no diving sign.

Holiday Inn Express Easton by IHG

Easton

10/10 Excellent

Belinda

A modern hotel dining area with a long table, four chairs, and three pendant lights.

Hampton Inn Easton

Easton

10/10 Excellent

Anonymous traveler

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

Inn at Perry Cabin

Downtown St. Michaels

10/10 Excellent

Norm

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

Knapps Narrows Marina & Inn

Sherwood

10/10 Excellent

Stan and Joan

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

The Tidewater Inn

Easton

10/10 Excellent

Maria

St Michaels Inn

St. Michaels

10/10 Excellent

Lori

Frequently Asked Questions

Are there vacation rentals in Queenstown?

Yes, we have vacation rentals in Queenstown near Rufus M and Loraine Hall Todd Performing Arts Center, or you can select a more remote option if you want 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's the top vacation rental in Queenstown?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: Visitors like this Queenstown vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Queenstown?

Expedia has 7 vacation 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 vacation rental in Queenstown like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Queenstown. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips.

Queenstown Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Queenstown vacation rentals

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

2. First Floor Studio Apartment in Historic Chestertown

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

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

5. Family Friendly Cozy 3 Bedroom Duplex

6. BAYSIDE BUNGALOW

7. Family Retreat at Lansdowne Manor

8. Pool Loft Suite | Bay Access & Beach Passes

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

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

11. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

12. Bay Sunsets for Two • Rooftop Fire Pit

13. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

14. Houseboat Suite for Two near Annapolis

15. Newly restored apartment in the heart of Chestertown

16. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

17. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

18. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

19. Cozy 2br home w/ parking in downtown Annapolis

20. Annapolis Retreat - 7 mins from downtown Annapolis!

Find vacation rentals that suit your style

Top Queenstown Hotel Reviews

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Queenstown?

What's the top vacation rental in Queenstown?

How many vacation rentals will I find in Queenstown?

What’s there to see and do in Queenstown?

What’s a vacation rental in Queenstown like?