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 grassy area with white Adirondack chairs and a view of sailboats on the water.

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

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

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

1. Sandaway Suites & Beach

Oxford

Sandra

฿8,963

฿9,859 total

includes taxes & fees

15 Sept - 16 Sept

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

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

2. The Oaks Waterfront

Easton

Jeffrey

฿14,545

฿16,000 total

includes taxes & fees

20 Sept - 21 Sept

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

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.

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

3. Hampton Inn Easton

Easton

Rachel

฿5,139

฿5,653 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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.

4. Best Western Plus Easton Inn & Suites

Easton

cherie

฿4,263

฿4,690 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

A gym with exercise equipment, a mirror, and a wall with exercise posters.

5. Holiday Inn Express Cambridge by IHG

Cambridge

Philip

฿4,297

฿4,769 total

includes taxes & fees

13 Oct - 14 Oct

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.

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

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

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

6. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

฿4,467

฿4,913 total

includes taxes & fees

27 Sept - 28 Sept

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

A kitchen with a stone wall, a microwave, and various food items on the counter.

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

A residential area with a large building, a swimming pool, and well-maintained lawns.

7. Baymont by Wyndham Easton

Easton

Erik

฿3,243

฿3,567 total

includes taxes & fees

21 Sept - 22 Sept

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

A group of people toasting at a round table in a room with large windows and artwork on the walls.

A turquoise bicycle with a basket and a seat, parked on a paved path with a sign for Hummingbird Inn in the background.

A bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.

8. Hummingbird Inn

Easton

Lewis

฿9,786

฿11,141 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

A golf course with a water hazard and surrounding trees.

9. Inn at Perry Cabin

Downtown St. Michaels

Andrew

฿19,929

฿21,922 total

includes taxes & fees

6 Oct - 7 Oct

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

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.

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

10. Econo Lodge Easton Route 50

Easton

Brady

฿2,677

฿2,944 total

includes taxes & fees

20 Sept - 21 Sept

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 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.

11. Comfort Inn & Suites Cambridge

Cambridge

Rhonda

฿3,887

฿4,314 total

includes taxes & fees

5 Oct - 6 Oct

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

12. St Michaels Inn

St. Michaels

Lynn

฿3,123

฿3,436 total

includes taxes & fees

15 Sept - 16 Sept

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".

13. The Tidewater Inn

Easton

Miriam

฿6,246

฿6,871 total

includes taxes & fees

29 Sept - 30 Sept

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 building with a sign reading "The Inn."

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

14. Knapps Narrows Marina & Inn

Sherwood

BARBARA

฿4,958

฿5,453 total

includes taxes & fees

15 Sept - 16 Sept

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.

15. Holiday Inn Express Easton by IHG

Easton

Alicia

฿4,924

฿5,417 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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.

16. The Wildset

Downtown St. Michaels

Sarah

฿7,899

฿9,515 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

A reception area with a wooden desk, a sign for Days Inn & Suites, and a tiled floor.

17. Days Inn & Suites by Wyndham Cambridge

Cambridge

Edward

฿2,388

฿2,651 total

includes taxes & fees

16 Sept - 17 Sept

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

A covered outdoor area with a wooden deck, potted plants, and a bench.

18. The Tilghman Island Inn

Tilghman

Robert M

฿6,775

฿7,453 total

includes taxes & fees

16 Sept - 17 Sept

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

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

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

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

19. Hyatt Regency Chesapeake Bay

Cambridge

Taewook

฿7,205

฿9,754 total

includes taxes & fees

29 Sept - 30 Sept

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

20. George Brooks House B&B

St. Michaels

Erin

฿6,990

฿7,689 total

includes taxes & fees

15 Sept - 16 Sept

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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

Quality Inn Grasonville near Kent Island

8/10 Good

"Convenient location"

Sandaway Suites & Beach

10/10 Excellent

"This is a generational, family owned and operated business. The owners were gracious, accommodative and welcoming. The property was vintage yet modern in conveniences which was fitting for an eastern shore historical town. There were lovely personal touches such as a welcoming bag with pamphlets, snacks and drinks. Each morning there was a basket outside our room with a carafe of coffee and breakfast bars, muffins, honeybuns, milk, cream and fruit drinks; accompanied with a personal note of blessings. Amazing. Will definitely return and invite friends and family to visit."

St Michaels Inn

8/10 Good

"Staff was super sweet, we had some loud neighbors, pool was still open after Labor Day but it’s out front by the road so not very private."

The Wildset

10/10 Excellent

"Great boutique hotel with a wonderful restaurant (Ruse). We stayed 3 nights and didn’t use our rental car until we checked out."

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Very pleasant staff"

The Tidewater Inn

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ Wonderful Birthday Getaway! We had a wonderful stay at The Tidewater Inn for my spouse’s birthday weekend. Our room was clean, spacious, comfortable, and perfect for a relaxing getaway. The location is one of the best parts of the property...you’re within walking distance of historic sites, great restaurants, shops, and trails, with several spa and wellness options nearby. We really enjoyed being able to park the car and explore downtown Easton on foot. The area has so much charm, and The Tidewater Inn puts you right in the center of it while still providing a peaceful place to relax at the end of the day. From enjoying room service in the morning to exploring the town and nearby restaurants, everything came together for a memorable weekend. We would absolutely stay here again and highly recommend The Tidewater Inn for a romantic weekend, birthday celebration, or relaxing Eastern Shore getaway! ❤️"

The Tilghman Island Inn

8/10 Good

"The pool closed on Labor Day. It should have stayed open till at least the end of September. The weather was beautiful. We missed out on a couple pool days, very upset over that."

Wylder Tilghman Island

8/10 Good

"Very nice stay"

Holiday Inn Express Easton by IHG

10/10 Excellent

"Nice staff, clean, good breakfast."

More cheap stays in Oxford

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

฿2,388

฿2,651 total

16 Sept - 17 Sept

includes taxes & fees

6.4/10 (1,004 reviews)