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Featured Holiday Homes in Cambridge

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
When you stay at this vacation home in Cambridge, you'll be on the waterfront and 14 minutes by car from Christ Rock Park.
Opens in a new windowPrivate 2 Acre Waterfront Family Retreat with Pool & Pier
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Easton MD
When you stay at this vacation home in Easton, you'll be on the waterfront and 14 minutes by car from Hog Neck Golf Course.
Opens in a new windowBeautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage

north beach MD
When you stay at this vacation home in North Beach, you'll be on the beach, within a 10-minute walk of Bayside History Museum and Chesapeake Bay.
Opens in a new windowSweet Bamboo Beach Cottage
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Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Lusby MD
Located in Lusby, this vacation home is a 5-minute drive from Chesapeake Bay and 6 minutes from Chesapeake Hills Golf Course.
Opens in a new windowMid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Wildlife Retreat on the Patuxent River

Lusby MD
Located in Lusby, this vacation home is on the waterfront, a 4-minute drive from Drum Point Lake and 6 minutes from Chesapeake Bay.
Opens in a new windowWaterfront Wildlife Retreat on the Patuxent River
Grace Cottage, Saint Michaels Walk to everything!

Grace Cottage, Saint Michaels Walk to everything!

Saint Michaels MD
With a stay at this vacation home in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and Saint Marys Square.
Opens in a new windowGrace Cottage, Saint Michaels Walk to everything!
Back Creek Villa Covered Deck

Back Creek Villa Covered Deck

Solomons MD
With a stay at this vacation home in Solomons Island, you'll be just steps from Solomons Island Boardwalk and J.C. Lore Oyster House.
Opens in a new windowBack Creek Villa Covered Deck
A breathtaking secluded luxury waterfront cottage, complete with a private pier.

A breathtaking secluded luxury waterfront cottage, complete with a private pier.

Lusby MD
Located in Lusby, this vacation home is on the waterfront, within a 10-minute drive of Calvert Cliffs State Park and Drum Point Lake.
Opens in a new windowA breathtaking secluded luxury waterfront cottage, complete with a private pier.
Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!

Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!

Madison MD
Located in Madison, this vacation home is on the waterfront, within a 15-minute drive of Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad ...
Opens in a new windowAmazing views waterfront 3-bedroom home in Madison with a 190 foot pier!
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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
336 Holiday Homes
Lowest Price
AU$112
Highest Price
AU$367
Popular accommodation
Private 2 Acre Waterfront Family Retreat with Pool & Pier, Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac, Sweet Bamboo Beach Cottage, Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR, Waterfront Wildlife Retreat on the Patuxent River , Grace Cottage, Saint Michaels Walk to everything!, Back Creek Villa Covered Deck, A breathtaking secluded luxury waterfront cottage, complete with a private pier., Amazing views waterfront 3-bedroom home in Madison with a 190 foot pier!

Top trending hotels in Cambridge

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
The price is AU$367 per night from 26 Mar to 27 Mar
AU$367
26 Mar - 27 Mar
includes taxes & fees
Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 5 minutes from Eastern Shore Hospital ...
Opens in a new windowHyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
The price is AU$112 per night from 23 Mar to 24 Mar
AU$112
23 Mar - 24 Mar
includes taxes & fees
When you stay at Days Inn & Suites by Wyndham Cambridge in Cambridge, you'll be near the beach, within a 5-minute drive of Bay Country Shop and Meredith ...
Opens in a new windowDays Inn & Suites by Wyndham Cambridge
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Fully refundable
The price is AU$179 per night from 16 Apr to 17 Apr
AU$179
16 Apr - 17 Apr
includes taxes & fees
Located in Cambridge, Comfort Inn & Suites Cambridge is within a 10-minute drive of Harriet Tubman Museum and Educational Center and Choptank River ...
Opens in a new windowComfort Inn & Suites Cambridge
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Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
When you stay at this vacation home in Cambridge, you'll be on the waterfront and 14 minutes by car from Christ Rock Park.
Opens in a new windowPrivate 2 Acre Waterfront Family Retreat with Pool & Pier
Don't see what you're looking for?
See all available properties in Cambridge
View all properties
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.