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

A waterfront bar with outdoor seating, a view of the water, and American flags.

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

1. Sandaway Suites & Beach

Oxford

Gary

฿10,069

฿11,076 total

includes taxes & fees

10 Nov - 11 Nov

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

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

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.

2. Holiday Inn Express Easton by IHG

Easton

Emily

฿5,001

฿5,502 total

includes taxes & fees

18 Oct - 19 Oct

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

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".

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

3. The Tidewater Inn

Easton

Miriam

฿6,008

฿6,609 total

includes taxes & fees

1 Nov - 2 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 lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

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

4. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

฿4,537

฿4,990 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

5. St Michaels Inn

St. Michaels

Lynn

฿2,689

฿2,958 total

includes taxes & fees

1 Nov - 2 Nov

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 golf course with a water hazard and surrounding trees.

6. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

฿17,824

฿19,606 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 with a brick facade, multiple parking spaces, and a landscaped area with trees.

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.

7. Best Western Plus Easton Inn & Suites

Easton

Donna

฿4,330

฿4,763 total

includes taxes & fees

15 Oct - 16 Oct

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

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.

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.

8. The Wildset

Downtown St. Michaels

Sarah

฿7,687

฿9,295 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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

A wooden console table with framed floral artwork, two lamps, and two ottomans.

9. The Oaks Waterfront

Easton

Jeffrey

฿14,773

฿16,250 total

includes taxes & fees

21 Oct - 22 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 hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

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

10. Hampton Inn Easton

Easton

Rachel

฿4,293

฿4,722 total

includes taxes & fees

29 Oct - 30 Oct

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

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

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

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

11. Hyatt Regency Chesapeake Bay

Cambridge

John

฿6,176

฿7,969 total

includes taxes & fees

8 Nov - 9 Nov

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

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.

A coffee station with two espresso machines, a coffee grinder, and various coffee pods and cups.

12. Holiday Inn Express Cambridge by IHG

Cambridge

Agnes

฿3,994

฿4,434 total

includes taxes & fees

11 Nov - 12 Nov

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

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

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

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

13. Baymont by Wyndham Easton

Easton

Edwin

฿2,991

฿3,290 total

includes taxes & fees

18 Oct - 19 Oct

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

A covered patio area with wicker furniture and a view of a building with large windows.

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

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

14. Knapps Narrows Marina & Inn

Sherwood

BARBARA

฿5,035

฿5,539 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

15. Comfort Inn & Suites Cambridge

Cambridge

Ana

฿3,700

฿4,106 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 waterfront property with a dock, a sailboat, and a building with a red roof.

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

16. The Tilghman Island Inn

Tilghman

William

฿6,210

฿6,831 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

17. Days Inn & Suites by Wyndham Cambridge

Cambridge

Ronald

฿2,539

฿2,819 total

includes taxes & fees

1 Nov - 2 Nov

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 view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.

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

18. Wylder Tilghman Island

Tilghman

Gary

฿8,157

฿10,651 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A breakfast bar with a waffle maker, coffee machine, and juice dispenser.

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

19. Econo Lodge Easton Route 50

Easton

Adriana

฿2,719

฿2,990 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.

20. Parsonage Inn

Downtown St. Michaels

Paul

฿8,392

฿9,231 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.

See properties

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 Cambridge by IHG

8/10 Good

"When I arrived I found my room had a brand new TV, even the remote batteries needed installation. However, since it was new, it wasn't programmed to the hotel, so it was useless. The front desk called maintenance but no one arrived. The switched rooms for me. The new room had a sink drain that was clogged. That was taken care of successfully. The rest of my stay was good. Breakfast was very good."

Holiday Inn Express Easton by IHG

10/10 Excellent

"Clean, cost effective"

More cheap stays in Oxford

Cambridge Inn

2831 Ocean Gateway Cambridge MD

฿2,522

฿2,800 total

15 Oct - 16 Oct

includes taxes & fees

5.6/10 (626 reviews)