Book Holiday Homes in Cambridge

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Featured Holiday Homes in Cambridge

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

Deale
Stay at this vacation home in Deale. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Upper Yough River and Franklin Point State Park ...
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
The price is NZ$670 per night from 16 Dec to 17 Dec
NZ$670
includes taxes & fees
16 Dec - 17 Dec
Stay at this vacation home in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Choptank River Lighthouse and Long Wharf Park ...
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Bay views with kayaks, bikes, fire pit, crabbing and more

Bay views with kayaks, bikes, fire pit, crabbing and more

Shady Side
Book a stay at this family-friendly vacation home in Shady Side. Enjoy free WiFi, a garden, and patios. Popular attractions Shadyside Park and Captain Avery ...
Bay views with kayaks, bikes, fire pit, crabbing and more
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Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2 out of 5
Cambridge
Stay at this vacation home in Cambridge. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Harriet Tubman Museum and Educational Center ...
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Waterfront Home on the Chesapeake Bay!

Waterfront Home on the Chesapeake Bay!

Shady Side
Stay at this vacation home in Shady Side. Enjoy free WiFi, a garden, and patios. Popular attractions Shadyside Park and Galesville Heritage Museum are located ...
Waterfront Home on the Chesapeake Bay!
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

St. Michaels
Stay at this vacation home in St. Michaels. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions St. Michaels Museum and Chesapeake Bay ...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!

Cambridge
The price is NZ$880 per night from 1 Dec to 2 Dec
NZ$880
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, a pool table, and an in-room coffeemaker. Popular attraction Spocott Windmill ...
Beautiful Waterfront Retreat in Cambridge!
Walk to Everything House

Walk to Everything House

Saint Michaels
Stay at this vacation home in St. Michaels. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions St. Michaels Museum and ...
Walk to Everything House
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Sherwood
Book a stay at this family-friendly vacation home in Sherwood. Enjoy free WiFi, private pools, and a fitness center. Popular attraction Tilghman Watermen’s Museum ...
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
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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.

Cambridge Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cambridge vacation homes are the perfect way for you to wing it.

Holiday houses in Cambridge let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cambridge in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cambridge adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cambridge with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cambridge vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cambridge Holiday Homes essential information

Accommodation
303 Holiday Homes
Lowest Price
NZ$114
Highest Price
NZ$880
Popular accommodation
Rockhold Creek Cottage, Water Front, Vacation Home, Docks, Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Bay views with kayaks, bikes, fire pit, crabbing and more, Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC, Waterfront Home on the Chesapeake Bay!, Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife, Beautiful Waterfront Retreat in Cambridge!, Walk to Everything House, Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Top trending hotels in Cambridge

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is NZ$409 per night from 2 Dec to 3 Dec
NZ$409
includes taxes & fees
2 Dec - 3 Dec
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway, Rt.50 East, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is NZ$114 per night from 24 Nov to 25 Nov
NZ$114
includes taxes & fees
24 Nov - 25 Nov
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Days Inn & Suites by Wyndham Cambridge
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is NZ$180 per night from 8 Dec to 9 Dec
NZ$180
includes taxes & fees
8 Dec - 9 Dec
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Cambridge
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Holiday Inn Express Cambridge, an IHG Hotel

Holiday Inn Express Cambridge, an IHG Hotel

2.5 out of 5
2715 Ocean Gtwy, Cambridge, MD
Fully refundable
The price is NZ$220 per night from 8 Dec to 9 Dec
NZ$220
includes taxes & fees
8 Dec - 9 Dec
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express Cambridge, an IHG Hotel
Don't see what you're looking for?
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.