Oxford holiday homes, MD, USA: holiday houses & more

Discover a selection of 14 homes and other holiday rentals in Oxford that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include parking and a fireplace. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Oxford

Showing deals for:18 Jul - 25 Jul

Exceptional

(13 reviews)

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis, MD

8% off

NZ$1,221 per night

includes taxes & fees

Exceptional

(7 reviews)

Waterfront, Private Saltwater Pool & Dock, Near Cambridge, Sleeps 10, Kayaks

East New Market, MD

5% off

NZ$1,845 per night

includes taxes & fees

Exceptional

(39 reviews)

Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly

Stevensville, MD

8% off

NZ$1,187 per night

includes taxes & fees

Exceptional

(18 reviews)

A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

Easton, MD

8% off

NZ$790 per night

includes taxes & fees

Exceptional

(38 reviews)

Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

Stevensville, MD

8% off

NZ$1,638 per night

includes taxes & fees

Exceptional

(23 reviews)

Jellyfish Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay

Tilghman, MD

12% off

NZ$780 per night

includes taxes & fees

Exceptional

(31 reviews)

Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD

Sherwood, MD

8% off

NZ$294 per night

includes taxes & fees

Exceptional

(8 reviews)

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman, MD

9% off

NZ$616 per night

includes taxes & fees

Exceptional

(22 reviews)

A little slice of heaven on the Choptank River Sept 19 to 23 is now open

East New Market, MD

8% off

NZ$599 per night

includes taxes & fees

Backyard view from the deck. Fire pit on the right side of the photo

Exceptional

(124 reviews)

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge, MD

8% off

NZ$1,175 per night

includes taxes & fees

Exceptional

(207 reviews)

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Edgewater, MD

7% off

NZ$675 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Oxford

Downtown Oxford | Outdoor Dining | Character Filled

Sleeps 6 · 3 bedrooms · 2 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Take in the picturesque beauty of Oxford

Enjoy the cathedral and other features of Oxford. Renowned for its sailing, riverfront and beaches, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Oxford

Are you hoping to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Oxford a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

St. Michaels Winery (7.1 mi / 11.4 km)
Hog Neck Golf Course (11.4 mi / 18.4 km)
Easton Cycle and Sport (8.6 mi / 13.9 km)
Phillips Wharf Environmental Center (8.8 mi / 14.2 km)
Talbot Massage (8.6 mi / 13.9 km)
Bay Country Shop (10.8 mi / 17.4 km)

Exploring the natural landscape of Oxford

Travellers enjoy Oxford for its riverfront and beaches. Whether you're an adventurous traveller or just want to take in the scenery, Oxford is a great place to get out in nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

Great Marsh Park (8.7 mi / 13.9 km)
Long Wharf Park (9.3 mi / 14.9 km)
Blackwater National Wildlife Refuge (18.5 mi / 29.8 km)
Royston Island (3.2 mi / 5.1 km)
Church Cove Park (7.3 mi / 11.7 km)
Goat Island (10.3 mi / 16.5 km)

Seasonal weather in Oxford

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 24°C.

Transport options to and around Oxford

The nearest airport is in Easton, MD (ESN-Easton - Newnam), located 10.4 mi (16.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 42.6 mi (68.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Oxford?

Houses are the most popular style of holiday home in Oxford, according to our data. Even if you’ve got a different idea in mind, Bookabach has properties in loads of sizes and shapes. Look through our options to find your ideal fit.

How much does it cost to rent a holiday home in Oxford?

The average price for a holiday home in Oxford is based on a number of factors, such as property type, length of stay and time of year. Whether you’re searching for a sprawling villa with space for extended family or a quaint cabin just enough for two, just add your travel dates to find stays with fantastic value.

How much does it cost to rent a beach house in Oxford?

Prices for beach houses in Oxford differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Bookabach and how many guests to see available options and prices. From there you can use our filter tool to tailor your search results by amenities, nearby activities, ratings and more.

Are there pet-friendly holiday homes in Oxford?

There certainly are. You can choose from nine holiday homes that welcome pets in Oxford on Bookabach. Our furry kids deserve a break too, so simply use our search function for pet-friendly holiday homes to book a pad where Spot can join in the fun.

What are popular home amenities in Oxford?

When it comes to home amenities that people are searching for in Oxford, a swimming pool, a beach view and a water view are the most popular. With Bookabach holiday homes, you’ll enjoy choices to suit your taste and style, whether you’re going on a holiday with your partner, your friends or even pets.

Are there large group holiday homes in Oxford?

There are six holiday properties in Oxford that can sleep five or more guests. From family getaways to events like a friend’s birthday, these stays have ample space to gather with the people that matter the most.

Are there holiday homes in Oxford that welcome kids?

Gather your whole crew for a fun-packed adventure in Oxford at one of our nine family-friendly holiday properties. Many of these stays provide amenities that are great for trips with the little ones, like laundries, extra bedrooms and swimming pools. Simply check the “Properties good for families” filter box and pick your favourite.

What are the top attractions for families in Oxford?

Keep your kids occupied at these top family-friendly attractions in Oxford:

Chesapeake Bay Maritime Museum
Oxford Museum
St. Michaels Museum

Can I find two-bedroom holiday homes in Oxford?

Choose from three two-bedroom properties in Oxford. Put your little ones in the second room or fill it with a couple of your best buddies. There’s ample space for whoever’s fortunate enough to be coming along for the ride.

Are there holiday homes with WiFi in Oxford?

Whether you want to stay in touch with the news, check emails or surf social media, there are nine holiday homes with WiFi in Oxford. Check the “WiFi” box when searching on Bookabach and stay connected on your holiday.

How can I find holiday homes with air conditioning in Oxford?

Pick your travel dates and then use the filter tool to locate holiday homes with air conditioning in Oxford on Bookabach. With eight air-conditioned properties to choose from here, you can look forward to a comfy and cool stay.

How old do you have to be to rent a holiday home in Oxford?

We advise checking with the Oxford holiday home you’d like on Bookabach as age restrictions differ. However, generally it’s 16, 18 or 21.

How long can I rent a holiday home in Oxford for?

It’s down to the Oxford property. To see all available options offering extended stays, simply type your dates and number of people into Bookabach’s search page. You can look forward to having the entire property to yourself, along with amenities such as air conditioning, a kitchen and a backyard where the kids can run and play. Be on the lookout for long-term stays that offer weekly or monthly discounts.