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Vacation Rentals in Oxford, Maryland

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about Oxford

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Oxford, Maryland vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Oxford are added and updated every week!

Compared to hotels, Oxford vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Oxford, Maryland Vacation Rentals and Tourism

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

New to the Market! Historic, Renovated, Darling, Love the Front Porch
Oxford Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 4
  • baths 2
  • rates (USD) $305 - $402 /nt
    $1,510 - $1,686 /wk
 
 
 
 
 

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New to the Market!
Oxford Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • sleeps 8
  • baths 3
  • rates (USD) $455 - $613 /nt
    $1,810 - $2,598 /wk
 
 
 
 
 

1 reviews write a review

Private Dock & Pool - Minutes to St Mikes & Easton
Oxford Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $566 - $959 /nt
    $2,327 - $4,242 /wk
 
 
 
 
 

22 reviews write a review

Family friendly cottage near park and center of town. Adorable!
Oxford Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $400 - $548 /nt
    $1,980 - $2,205 /wk
 
 
 
 
 

28 reviews write a review

Steps from Oxford Beach... and Eastern Shore's Best Ice Cream!
Oxford Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $416 - $598 /nt
    $2,030 - $2,255 /wk
 
 
 
 
 

16 reviews write a review

Sunrises AND Sunsets, Panoramic Views with Pool and Deepwater Dock, Sleeps 10
Oxford House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths 5
  • rates (USD) $700 - $850 /nt
    $4,500 - $5,700 /wk
 
 
 
 
 

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Renovated Better than any HGTV show - On a Waterfront Point of Land
Oxford Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • sleeps 9
  • baths
  • rates (USD) $630 - $1,054 /nt
    $2,455 - $4,559 /wk
 
 
 
 
 

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5 Acres, Kayaks, Pool, Cooks Kitchen, Screened Porch
Oxford House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 5
  • rates (USD) $652 - $1,318 /nt
    $3,957 - $7,948 /wk
 
 
 
 
 

13 reviews write a review

Steps from Oxford Waterfront Park!
Oxford Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $318 - $430 /nt
    $1,505 - $1,605 /wk
 
 
 
 
 

14 reviews write a review

Luxury estate property with pool, boathouse, 4 en suite bedrooms.
Oxford House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 4
  • rates (USD) $701 - $1,129 /nt
    $3,102 - $5,925 /wk
 
 
 
 
 

8 reviews write a review

Charming Waterfront Cottage Close To St. Michaels (1/2 mile from The Oaks)
Oxford Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • sleeps 7
  • baths
  • rates (USD) $375 - $625 /nt
 
 
 
 
 

4 reviews write a review

Fabulous Fall Cottage Getaway! Enjoy cozy views and Inn next door.
Oxford Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $181 - $263 /nt
    $1,125 - $1,575 /wk
 
 
 
 
 

80 reviews write a review

Darling in town cottage with private sandy beach and dock
Oxford Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $380 - $498 /nt
    $1,580 - $2,255 /wk
 
 
 
 
 

33 reviews write a review

Exceptional Waterfront Property Now Booking Summer 2015
Oxford Estate Rental Picture
  • bedrooms 5
  • rental type Estate
  • owner badgeowner badge
  • sleeps 10
  • baths 7
  • rates (USD) $900 - $1,200 /nt
    $3,500 - $6,300 /wk
 
 
 
 
 

3 reviews write a review

Beautiful and Very Private Historic Waterfront Estate House
Oxford Estate Rental Picture
  • bedrooms 6
  • rental type Estate
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD)
 
 
 
 
 

8 reviews write a review