Oxford Holiday Rentals, Maryland: Private House Rentals

A waterfront street lined with trees and a white building with a balcony.

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Our top choices for Oxford hotels

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

A beach with clear water, sandy shore, and some vegetation.

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

1. Sandaway Suites & Beach

Oxford

Gary

7.778.563 ₫

8.556.523 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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

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

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

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

2. The Tidewater Inn

Easton

Miriam

4.641.828 ₫

5.106.011 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

A marina with boats docked, a sandy beach, and a clear blue sky.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

3. Hyatt Regency Chesapeake Bay

Cambridge

John

4.667.760 ₫

6.038.525 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

4. Holiday Inn Express Easton by IHG

Easton

Emily

3.863.868 ₫

4.250.255 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A two-story building with a covered entrance and an American flag.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

A hotel room with two beds, a chair, and a painting on the wall.

5. St Michaels Inn

St. Michaels

Lynn

2.075.872 ₫

2.283.459 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

6. The Oaks Waterfront

Easton

11.405.632 ₫

12.546.195 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

7. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

13.303.116 ₫

14.633.427 ₫ total

includes taxes & fees

8 Nov - 9 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 outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

A hotel with a covered entrance, multiple floors, and a parking lot.

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

8. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

3.504.710 ₫

3.855.182 ₫ total

includes taxes & fees

18 Oct - 19 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 two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

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

9. The Wildset

Downtown St. Michaels

Sarah

5.938.428 ₫

7.180.571 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

10. Best Western Plus Easton Inn & Suites

Easton

Donna

3.345.228 ₫

3.679.751 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

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.

11. Hampton Inn Easton

Easton

Rachel

3.316.184 ₫

3.647.854 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

12. Baymont by Wyndham Easton

Easton

Edwin

2.309.116 ₫

2.540.027 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A marina with boats docked at wooden piers, surrounded by greenery.

A building with a sign reading "The Inn."

A waterfront property with houses, a dock, and a grassy area.

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

13. Knapps Narrows Marina & Inn

Sherwood

BARBARA

3.887.400 ₫

4.276.140 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A breakfast buffet with various food items and a sign indicating complimentary breakfast hours.

A Holiday Inn Express sign, a parking lot, and a building with a covered entrance.

A hotel room with two beds, a desk with a flat-screen TV, a small table, and a colorful carpet.

A hotel workspace with a desktop computer, keyboard, mouse, and a printer.

14. Holiday Inn Express Cambridge by IHG

Cambridge

Agnes

3.085.908 ₫

3.425.357 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A spacious lobby with a reception desk, seating area, and a television screen.

A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

15. Comfort Inn & Suites Cambridge

Cambridge

Ana

2.852.520 ₫

3.166.297 ₫ total

includes taxes & fees

27 Oct - 28 Oct

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A modern lounge area with a fireplace, seating, and a view of the outdoors.

A large building with a swimming pool, dock, and green surroundings.

A spacious indoor dining area with large windows, tables, and chairs.

16. The Tilghman Island Inn

Tilghman

William

4.797.420 ₫

5.277.162 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A hotel room with a blue accent wall, a large bathtub, a sofa, a bed with a patterned bedspread, and a television.

A swimming pool with a fenced area, lounge chairs, and a covered seating area.

A Days Inn & Suites building with a parking lot and a blue SUV parked in front.

A compact kitchenette with a microwave, coffee maker, and storage for condiments.

17. Days Inn & Suites by Wyndham Cambridge

Cambridge

Ronald

1.961.756 ₫

2.177.549 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a TV, and a window with curtains.

A building with a sign reading "EcoLodge."

A covered corridor with a series of doors, each marked with a number.

A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.

18. Econo Lodge Easton Route 50

Easton

Adriana

2.098.937 ₫

2.308.831 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A waterfront property with a covered patio, a dock, and a boat.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

A waterfront hotel with a covered dock and a large building with multiple balconies.

19. Wylder Tilghman Island

Tilghman

Gary

6.301.476 ₫

8.228.224 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.

A cozy room with a fireplace, a framed picture above it, and two armchairs.

A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

20. Parsonage Inn

Downtown St. Michaels

Paul

6.479.000 ₫

7.126.900 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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Stay near popular Oxford attractions

Oxford Museum

8.2/10 (25 reviews)

Step into Oxford's maritime past through 2,500+ artefacts in this historic small-town museum. Explore the free exhibits showcasing local heritage, from colonial plats to traditional waterfowl decoys.

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Learn more about Oxford

Catch the Oxford-Bellevue Ferry across the Tred Avon River, America's oldest privately operated ferry service still running today. Waterfront dining at The Masthead offers fresh seafood with views of sailboats gliding into the town's charming harbour.

See all hotels in Oxford

A waterfront street lined with trees and houses.

Top Oxford Hotel Reviews

Sandaway Suites & Beach

10/10 Excellent

"This place is amazing! Ben went way over and above with hospitality. He has what he calls 7 o’clock coffee where he delivers coffee and pastries on your doorstep. Who does this? No one. The view of the bay is incredible. Will definitely stay again longer next time."

The Tidewater Inn

10/10 Excellent

"Very Cs"

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."

Quality Inn Grasonville near Kent Island

8/10 Good

"Great accomodating staff. Breakfast was better than expected but i was 2nd one down Shower was great for my 5'4 but not sure if over 6 feet would fit. Great value for the money. Would stay again next year on my northern adventures"

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"

Baymont by Wyndham Easton

10/10 Excellent

"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."

Days Inn & Suites by Wyndham Cambridge

8/10 Good

"Yes, I could pick this place apart, but really, for one night it was clean and adequate. I didn't expect a palace. The worst part was that Cambridge -the whole town - reeks of skunk. Not the hotel's fault"

Holiday Inn Express Easton by IHG

10/10 Excellent

"Clean, cost effective"

More cheap stays in Oxford

Cambridge Inn

2831 Ocean Gateway Cambridge MD

1.944.899 ₫

2.158.838 ₫ total

1 Nov - 2 Nov

includes taxes & fees

5.6/10 (626 reviews)