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

Oxford Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Oxford holiday rentals

Private kitchen

1. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is HK$1,216
HK$1,996 total
includes taxes & fees
24 Aug - 25 Aug
Sailwinds Loft at Cambridge Creek
Exterior

2. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (53 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is HK$1,134
HK$2,689 total
includes taxes & fees
25 Aug - 26 Aug
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
1 bedroom, iron/ironing board, WiFi, bed sheets

3. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing
Downtown Cambridge
Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing
Marina

4. Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Downtown Cambridge
8.4 out of 10, Very good, (9 reviews)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
The price is HK$1,569
HK$3,094 total
includes taxes & fees
31 Aug - 1 Sept
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Marina

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

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (24 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
The price is HK$2,197
HK$4,092 total
includes taxes & fees
8 Sept - 9 Sept
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

6. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our weekend getaway at the beautiful gated community. Great water views and a walkable community. The townhouse met all our needs. Fully stocked with essential items. The added bonus is a the workout room with top of the line equipment. A nice touch! Two great decks overlooking the marina. The owners are very responsive."
United States
Melissa
The price is HK$2,550
HK$3,438 total
includes taxes & fees
13 Aug - 14 Aug
Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8
Smart TV

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

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (15 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is HK$3,006
HK$5,340 total
includes taxes & fees
19 Aug - 20 Aug
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Marina

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

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (13 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
The price is HK$2,197
HK$4,092 total
includes taxes & fees
26 Aug - 27 Aug
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Marina

9. Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Downtown Cambridge
10.0 out of 10, Exceptional, (12 reviews)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
The price is HK$2,354
HK$4,274 total
includes taxes & fees
8 Sept - 9 Sept
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Coffee/tea maker, fridge, microwave, oven

10. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (64 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is HK$1,804
HK$2,112 total
includes taxes & fees
17 Aug - 18 Aug
Waterfront Getaway with Dock
Outdoor dining

11. Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
The price is HK$3,021
HK$3,811 total
includes taxes & fees
8 Sept - 9 Sept
Sunset Breezes - quiet waterfront retreat
Smart TV

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

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
9.0 out of 10, Wonderful, (14 reviews)
"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "
United States
Mr.
The price is HK$2,967
HK$5,483 total
includes taxes & fees
13 Aug - 14 Aug
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Dining

13. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is HK$1,961
HK$3,326 total
includes taxes & fees
14 Aug - 15 Aug
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Pool

14. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is HK$1,459
HK$4,010 total
includes taxes & fees
2 Sept - 3 Sept
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Exterior

15. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is HK$2,138
HK$3,641 total
includes taxes & fees
13 Aug - 14 Aug
Plum Point Cottage #17
Property grounds

16. Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (15 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is HK$2,824
HK$4,848 total
includes taxes & fees
13 Aug - 14 Aug
Turnbridge Manor
On the beach, sun-loungers, beach towels

17. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (76 reviews)
"Just what was needed for our weekend stay."
United States
barbara s.
The price is HK$5,885
HK$10,376 total
includes taxes & fees
13 Aug - 14 Aug
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Outdoor dining

18. Waterfront Escape with Pool Nature Lover Paradise

Waterfront Escape with Pool Nature Lover Paradise
Stevensville
10.0 out of 10, Exceptional, (3 reviews)
"N"
United States
Maria S.
The price is HK$5,063
HK$9,458 total
includes taxes & fees
23 Aug - 24 Aug
Waterfront Escape with Pool Nature Lover Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oxford Hotel Reviews

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

10/10 Excellent
"We had a very nice stay."
Rhonda 3-night trip
Posted 3 hours ago
Comfort Inn & Suites Cambridge

Find out more about Oxford

Search for holiday rentals in Oxford on Expedia! You can easily find your home rentals, villas, holiday apartments in Oxford using one of the methods below:

  • View our selection of featured holiday rentals in Oxford
  • Use the map to find apartments and other holiday homes in the Oxford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oxford while they last

Look no further and take a look at our great range of rental properties in Oxford!

Frequently asked questions

Can I find holiday rentals in Oxford?

Yes, there are holiday rentals close to the most popular sights 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 holiday rentals that Oxford has to offer?

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways: This highly rated holiday home rental in Oxford is located on a river, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Oxford?

With 11 Expedia holiday rentals, you're guaranteed 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 one of the family-friendly sights such as Chesapeake Bay Maritime Museum. In the wider area, you’ll find Saint Michaels Village and St. Michaels Winery.

What are holiday rentals like in Oxford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oxford. Holiday rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.