Queenstown Holiday Rentals, Maryland: Private House Rentals

A calm lake surrounded by dense green trees.

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Our top choices for Queenstown hotels

A modern kitchen with a large island, pendant lights, and a view to the outside.

A spacious living room with a sofa, coffee table, and dining area.

A golf course with water hazards, surrounded by residential houses.

A row of white single-story houses with dark roofs, a paved driveway, and a grassy lawn.

1. Queenstown Harbor Golf Resort

Queenstown

฿12,490

฿14,238 total

includes taxes & fees

1 Nov - 2 Nov

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

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

A modern food court with a central island, various food stations, and a yogurt display.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

2. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Marc

฿3,330

฿3,696 total

includes taxes & fees

15 Nov - 16 Nov

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

An outdoor event area with round tables and a view of the water.

3. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

฿5,102

฿5,663 total

includes taxes & fees

21 Oct - 22 Oct

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

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

An indoor swimming pool with clear views of boats and water.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

4. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

฿4,927

฿5,469 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

A reception desk with a clock, framed pictures, and a sign for express checkout.

An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

5. Best Western Kent Narrows Inn

Grasonville

Wesley

฿3,023

฿3,356 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

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

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

6. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

฿2,846

฿3,159 total

includes taxes & fees

15 Nov - 16 Nov

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

A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

7. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

฿6,848

฿8,455 total

includes taxes & fees

2 Nov - 3 Nov

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.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

8. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

฿4,537

฿4,990 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

9. Best Western Plus Easton Inn & Suites

Easton

Donna

฿4,003

฿4,403 total

includes taxes & fees

15 Nov - 16 Nov

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

A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

10. Kent Island Resort

Stevensville

Bethany

฿4,116

฿5,680 total

includes taxes & fees

29 Oct - 30 Oct

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

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

11. Hampton Inn Easton

Easton

Rachel

฿4,301

฿4,731 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

A coffee station with two coffee machines and a variety of coffee pods and cups.

12. Holiday Inn Express Easton by IHG

Easton

Emily

฿5,001

฿5,502 total

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a porch, a front door, and a small garden area.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

13. The Wildset

Downtown St. Michaels

Sarah

฿7,687

฿9,295 total

includes taxes & fees

10 Nov - 11 Nov

A room with a view of a wooden deck and a gazebo by the water.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A hotel room with a large bed, a chair, a desk, and a television.

A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

14. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

฿17,824

฿19,606 total

includes taxes & fees

10 Nov - 11 Nov

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A gym with a treadmill, elliptical, and stationary bike.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

15. Baymont by Wyndham Easton

Easton

Edwin

฿2,991

฿3,290 total

includes taxes & fees

19 Oct - 20 Oct

A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.

A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

16. Comfort Inn & Suites Chestertown

Chestertown

Amy

฿3,281

฿3,642 total

includes taxes & fees

8 Nov - 9 Nov

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

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

17. The Tidewater Inn

Easton

Miriam

฿6,008

฿6,609 total

includes taxes & fees

3 Nov - 4 Nov

A boat deck with a white bench and a view of a calm lake and distant trees.

A buffet with various food items including fruits, pastries, and salads.

A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

A sunflower field with a white barn and a large house in the background.

18. Inn at Huntingfield Creek

Rock Hall

Christine

฿5,380

฿5,972 total

includes taxes & fees

1 Nov - 2 Nov

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

A historic brick building with a red roof, multiple windows, and a central staircase.

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

A marina with multiple boats docked during sunset.

19. Historic Inns of Annapolis

Historic District

Ashley

฿2,876

฿4,427 total

includes taxes & fees

21 Oct - 22 Oct

A balcony with a table set for two, overlooking a marina with boats.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

20. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

฿7,507

฿8,558 total

includes taxes & fees

2 Nov - 3 Nov

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Stay near popular Queenstown attractions

Queenstown Harbor Golf

8.0/10 (2 reviews)

This scenic golf haven features two championship courses with breathtaking Chester River views. Experience world-class play at the River Course where water hazards and strategic layouts challenge every skill level.

See properties

Queenstown Premium Outlets

9.0/10 (41 reviews)

This Eastern Shore shopping destination features over 65 designer outlets with daily savings of 25-65%. Browse favourites like Michael Kors and Ralph Lauren while enjoying the relaxed outdoor atmosphere.

See properties

Bennett Point Lighthouse

This historic lighthouse offers panoramic views of the Chesapeake Bay from its picturesque coastal setting. Explore nearby nature trails for birdwatching or capture the stunning sunset over the water's edge.

See properties

Rufus M and Loraine Hall Todd Performing Arts Center

Enjoy an outing to Rufus M and Loraine Hall Todd Performing Arts Center during your stay in Queenstown. Make some time to visit the shops while you're in the area.

See properties

Learn more about Queenstown

This quiet Chesapeake Bay town offers peaceful waterfront views and access to local boating adventures. Visit the historic Queenstown Harbour Golf Course or take a short trip to nearby Eastern Neck Wildlife Refuge for birdwatching.

See all hotels in Queenstown

Top Queenstown Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Perfect place to stay! Classy. Clean comfortable amazing staff"

Historic Inns of Annapolis

10/10 Excellent

"It was a great experience."

The Tidewater Inn

10/10 Excellent

"Very Cs"

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Clean room. Great breakfast."

Best Western Annapolis

8/10 Good

"Noisy balcony"

Hilton Garden Inn Annapolis Downtown

8/10 Good

"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"We stayed at the Wilson’s Cove section next to the marina. Very nice accommodations. Restaurant was at the main hotel two blocks away. The staff was very friendly and the check-in staff at the main hotel helped me to get the room without having to pay extra since there was an Expedia reservation foul up."

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"We stay here frequently. The best hotel in a great location."

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

More cheap stays in Queenstown

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

฿2,417

฿2,682 total

22 Oct - 23 Oct

includes taxes & fees

7.2/10 Good! (509 reviews)

Best Western Annapolis

2520 Riva Rd Annapolis MD

฿2,543

฿2,899 total

15 Nov - 16 Nov

includes taxes & fees

7.8/10 Good! (1,000 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

฿2,689

฿2,958 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,000 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

฿3,023

฿3,356 total

8 Nov - 9 Nov

includes taxes & fees

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

฿3,195

฿3,643 total

15 Nov - 16 Nov

includes taxes & fees

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD

฿3,275

฿3,734 total

21 Oct - 22 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Queenstown?

Located 20.9 mi (33.6 km) from the heart of Queenstown, DoubleTree by Hilton Hotel Annapolis is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Queenstown.

If I need to cancel my hotel reservation in Queenstown, will I receive a refund?

Yes! You'll find that most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Queenstown.

What's the best accommodation for a golf trip to Queenstown?

Queenstown Harbor Golf Resort is a top hotel that has a golf course and features free WiFi. You can tee off at Queenstown Harbor Golf during your trip. See more golf hotels in Queenstown.

What are some hotels with pools in Queenstown?

Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. St Michaels Inn and The Westin Annapolis are two additional hotels that offer an on-site pool. View all hotels with pools in Queenstown.

What is staying in Queenstown like?

Visitors can enjoy all that Queenstown has to offer, including the restaurants, golf courses and shopping. In Queenstown, there are 13 hotels and other accommodation options to choose from. Find out more about Queenstown.

What should I do while I'm visiting Queenstown?

Favourite places to visit include Queenstown Premium Outlets, Queenstown Harbor Golf and Rufus M and Loraine Hall Todd Performing Arts Center. You'll also find Eastern Neck National Wildlife Refuge and Chesapeake Bay Environmental Center in the area. Take a look at what more there is to see and do in Expedia's Queenstown guide.

What's the seasonal weather like in Queenstown?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Queenstown is 1418 mm.

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More ways to book

Book Hotels in Queenstown on Expedia.com

Find hotels in Queenstown, MD from ฿2,682

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Queenstown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Queenstown hotels

1. Queenstown Harbor Golf Resort

2. Holiday Inn Express Annapolis East-Kent Island by IHG

3. Hyatt Place Kent Narrows & Marina

4. Hilton Garden Inn Kent Island Marina

5. Best Western Kent Narrows Inn

6. Quality Inn Grasonville near Kent Island

7. The Inn at Chesapeake Bay Beach Club

8. Fairfield Inn & Suites by Marriott Easton

9. Best Western Plus Easton Inn & Suites

10. Kent Island Resort

11. Hampton Inn Easton

12. Holiday Inn Express Easton by IHG

13. The Wildset

14. Inn at Perry Cabin

15. Baymont by Wyndham Easton

16. Comfort Inn & Suites Chestertown

17. The Tidewater Inn

18. Inn at Huntingfield Creek

19. Historic Inns of Annapolis

20. Annapolis Waterfront Hotel, Autograph Collection

Stay near popular Queenstown attractions

Queenstown Harbor Golf

Queenstown Premium Outlets

Bennett Point Lighthouse

Rufus M and Loraine Hall Todd Performing Arts Center

Learn more about Queenstown

Top Queenstown Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Historic Inns of Annapolis

The Tidewater Inn

Crowne Plaza Annapolis by IHG

Best Western Annapolis

Hilton Garden Inn Annapolis Downtown

The Inn at Chesapeake Bay Beach Club

Hyatt Place Kent Narrows & Marina

St Michaels Inn

More cheap stays in Queenstown

Red Roof Inn & Suites Chestertown

Best Western Annapolis

St Michaels Inn

Best Western Kent Narrows Inn

Holiday Inn Express & Suites Annapolis by IHG

Hampton Inn & Suites Annapolis

Frequently asked questions

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