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Vacation Rentals in Cambridge, Maryland

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about Cambridge

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Cambridge, 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 Cambridge are added and updated every week!

Compared to hotels, Cambridge 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.

Cambridge, Maryland Vacation Rentals and Tourism

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Cambridge things to do

 

Sailwinds Park

Our annual rest stop. 2 hours from home on the way to Ocean City, MD. Clean bathrooms. Great view & if you have children, a great little park for play...read more

 

Blackwater National Wildlife Refuge

We toured this wildlife refuge on our motorcycles and found it to be a great visit. We came down MD Rt-16 to Golden Hill Road from Cambridge and did the...read more

 

Richardson Maritime Museum

Excellent museum in downtown Cambridge, within walking distance of the marina. It's larger than it appears from outside and has many rooms to explore. The...read more

 

Caroline Country Club Inc

New Chef, new menus, new environment. Food was delicious... If this is the first Friday dinner; I can't imagine what this place will grow to!! Great...read more

 

On the Rivet Cycle and Sport

I rented a road bike from this small bike store and rental outfit and had excellent service and a very good value bike. On returning the bike I was...read more

 

Lucky Dog Catamaran Company

My wife and I and the kids took a 2 hour ride aboard this Catamaran while staying in Cambridge, MD at the Hyatt. Capt Kimber is really cool and laid back....read more

 

Dorchester Arts Center

Great little art gallery located in quaint downtown Cambridge! I came here for a wedding rehearsal appetizer party & had a blast. The space in the back is...read more

 

Cambridge Premier Cinemas

Mostly clean...First run moviesread more

 

Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina

Pretty nice course. Pros: The finishing holes are very beautiful. Good grass, good sand and good greens. The bar/restaurant, pro shop and lockers are very...read more

 

Blackwater Paddle & Peddle Adventures

We recently rented jet skis from them for the third time. We have had a great time each time. When we got back to the dock/rental place from jet skiing...read more

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Cozy waterfront cottage with hot tub, large screened porch and scenic views
Cambridge Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $190 - $250 /nt
    $1,075 /wk
 
 
 
 
 

27 reviews write a review

Originally Built By a US Congressman; Now Renovated For Large Family Getaway
Cambridge House Rental Picture
  • bedrooms 7
  • rental type House
  • owner badgeowner badge
  • sleeps 22
  • baths
  • rates (USD) $779 - $1,302 /nt
    $3,632 - $7,285 /wk
 
 
 
 
 

14 reviews write a review

Perfect for capturing last family memories--plenty of space and things to do!
Cambridge House Rental Picture
  • bedrooms 7
  • rental type House
  • owner badgeowner badge
  • sleeps 22
  • baths
  • rates (USD) $861 - $1,578 /nt
    $4,042 - $8,134 /wk
 
 
 
 
 

47 reviews write a review

Chesapeake Bay Waterfront Estate Corporate/Reunions/Weddings Sleeps 35-40
Cambridge Estate Rental Picture
  • bedrooms 12
  • rental type Estate
  • owner badgeowner badge
  • sleeps 35
  • baths
  • rates (USD)
 
 
 
 
 

2 reviews write a review

Waterfront Family Retreat with Deepwater Dock
Cambridge House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 16
  • baths 2
  • rates (USD) $490 - $800 /nt
 
 
 
 
 

8 reviews write a review

Wide Open Spaces, Clear Nights, Crabbers Dock & Waterfront Pool
Cambridge House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 18
  • baths
  • rates (USD) $608 - $1,137 /nt
    $3,760 - $7,406 /wk
 
 
 
 
 

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Ideal fall getaway spot! Private island/sandbar, decks from every BR!
Cambridge Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $413 - $493 /nt
    $1,625 - $2,155 /wk
 
 
 
 
 

16 reviews write a review

Steps from Pier, Shoreline and Pool - All on 25 Private Acres
Cambridge House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 13
  • baths
  • rates (USD) $649 - $1,006 /nt
    $2,767 - $4,577 /wk
 
 
 
 
 

19 reviews write a review

Great spot for boating, crabbing and views from every room.
Cambridge House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $626 - $932 /nt
    $2,522 - $4,635 /wk
    $17,998 - $18,094 /mth
 
 
 
 
 

15 reviews write a review

Sneaky Big, Awesome Views, Sandy Beach, Perfect Family Retreat
Cambridge Cottage Rental Picture
  • bedrooms 7
  • rental type Cottage
  • sleeps 14
  • baths
  • rates (USD) $476 - $580 /nt
    $1,977 - $2,877 /wk
 
 
 
 
 

1 reviews write a review

Renovated Historic Waterfront Home with Pool, Dock, 200 acres
Cambridge House Rental Picture
  • bedrooms 7
  • rental type House
  • owner badgeowner badge
  • sleeps 18
  • baths
  • rates (USD) $600 - $686 /nt
    $3,800 - $4,800 /wk
 
 
 
 
 

4 reviews write a review

6.5 Acre Waterfront Family Retreat with Pool and Sandy Beach!
Cambridge Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 9
  • baths 2
  • rates (USD) $650 - $693 /nt
    $4,850 /wk
 
 
 
 
 

5 reviews write a review

21 Acre Farm, Creekside Retreat. Sleeps 12. Year Round.
Cambridge House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 3
  • rates (USD) $2,700 /wk
 
 
 
 
 

12 reviews write a review

Year Round Waterfront Estate / Family Reunions / Weddings - Sleeps 34+
Cambridge Estate Rental Picture
  • bedrooms 10
  • rental type Estate
  • sleeps 36
  • baths 7
  • rates (USD) $1,200 - $3,150 /nt
    $6,000 - $17,500 /wk
 
 
 
 
 

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Year Round Waterfront Home w/Dock & Pool Sleeps 18
Cambridge House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 18
  • baths
  • rates (USD) $800 - $1,200 /nt
    $4,000 - $7,500 /wk
 
 
 
 
 

9 reviews write a review

Year Round Waterfront Estate / Family Reunions - Sleeps 26
Cambridge Estate Rental Picture
  • bedrooms 7
  • rental type Estate
  • owner badgeowner badge
  • sleeps 28
  • baths
  • rates (USD) $1,200 - $1,571 /nt
    $5,000 - $11,000 /wk
 
 
 
 
 

7 reviews write a review

A Choptank River Estate With 150 Private AC/Beach/Pool/Sleeps 20
Cambridge Estate Rental Picture
  • bedrooms 7
  • rental type Estate
  • sleeps 20
  • baths 5
  • rates (USD) $850 - $950 /nt
    $4,900 - $5,900 /wk
 
 
 
 
 

7 reviews write a review