Oxford Vacation Rentals from $281: Search Short-Term Rentals

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Our top choices for Oxford vacation rentals

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

1. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

$576 nightly

Sep 23 - Sep 24

Total with taxes and fees

A covered outdoor dining area with a table and chairs, overlooking a body of water and trees.

2. Sunset Breezes - quiet waterfront retreat

Dorchester County

John C.

$441 nightly

Sep 27 - Sep 28

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

3. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

$240 nightly

Sep 23 - Sep 24

Total with taxes and fees

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

4. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

$372 nightly

Sep 23 - Sep 24

Total with taxes and fees

5. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Robert

$378 nightly

Sep 28 - Sep 29

Total with taxes and fees

A living room with two brown leather sofas, a wooden coffee table, a blue and white patterned rug, a black leather armchair, and a painting of a tree on the wall.

6. More, than just a place to sleep - welcome home!

Cambridge

$380 nightly

Sep 24 - Sep 25

Total with taxes and fees

A wooden interior with a dining area, sofas, and a table.

7. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge

Anonymous traveler

$661 nightly

Sep 23 - Sep 24

Total with taxes and fees

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

8. Waterfront Getaway with Dock

Woolford

Meagan G.

$229 nightly

Oct 4 - Oct 5

Total with taxes and fees

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Top Oxford Hotel Reviews

Comfort Inn & Suites Cambridge

10/10 Excellent

"The GM gave out goodie bags with handwritten notes to those who were participating in the Ironman race. The staff was very sweet. Good property for the price and located in decent proximity to the race."

Wylder Tilghman Island

8/10 Good

"Property is well maintained and clean. The rooms are small but adequate. Our only fault was the restaurant pricing. Dishes are at least 25 to 40 percent upvharged. For example, a bowl of gazpacho was priced at $18 . If crab eas added it would have been $15 more for a grand total of $33 for a bowl of soup. Outrageous. I’ve been to 5 star restaurants and never paid that much for a bowl of soup. The chicken entree was $30 and the chicken consisted of 2 small chicken finger type pieces. No full breast or thigh/leg. Drinks definitely upcheged. Drive a bit down the road and eat at Chesapeake seafood or drive into town. If you don’t feel comfortable driving at night, go in and have a late lunch or get takeout."

Find out more about Oxford

Everything you need to know about Oxford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oxford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oxford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oxford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oxford. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oxford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $281 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oxford rentals

At Expedia, we put the best Oxford vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oxford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oxford vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oxford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Oxford?

Yes, we have vacation rentals close to well known local attractions in Oxford, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the riverfront in Oxford. Make sure you have time to check out the cathedral and waterfront during your trip.

What are some of the best vacation rentals in Oxford?

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways: Visitors like this Oxford vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Oxford?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Oxford stay.

What can I see and do in Oxford?

Explore the area and cultural attractions such as Oxford Museum, or visit a family-friendly sight such as Chesapeake Bay Maritime Museum. In the larger area, you’ll find Saint Michaels Village and St. Michaels Winery.

What are vacation rentals like in Oxford?

Vacation rentals are privately owned accommodations you can book for several days or longer in Oxford. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips.

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Check prices for these dates

Our top choices for Oxford vacation rentals

1. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8