Book Holiday Homes in Cambridge

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Featured Holiday Homes in Cambridge

Dollhouse in Central Historic St Michaels

Dollhouse in Central Historic St Michaels

St Michaels MD
With a stay at this vacation home in St. Michaels (Downtown St. Michaels), you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and ...
Opens in a new windowDollhouse in Central Historic St Michaels
The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach MD
With a stay at this vacation home in Owings, you'll be within a 5-minute drive of Chesapeake Bay and Bayside History Museum.
Opens in a new windowThe Cozy Crab- Your Charming Haven in Lovely North Beach!
Beautiful furnished home in Salisbury, MD.

Beautiful furnished home in Salisbury, MD.

Salisbury MD
A stay at this vacation home places you in the heart of Salisbury, a 4-minute drive from Downtown Salisbury Bark Park and 5 minutes from Peninsula Regional Medical ...
Opens in a new windowBeautiful furnished home in Salisbury, MD.
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The Blue Crab Beach House - Free beach passes

The Blue Crab Beach House - Free beach passes

North Beach MD
When you stay at this vacation home in North Beach, you'll be by the sea, within a 10-minute walk of Chesapeake Bay and Bayside History Museum.
Opens in a new windowThe Blue Crab Beach House - Free beach passes
"La Licorne" Waterfront Beach Cottage

"La Licorne" Waterfront Beach Cottage

North Beach MD
With a stay at this vacation home in North Beach, you'll be steps from Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new window"La Licorne" Waterfront Beach Cottage
4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick

4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick

Prince Frederick MD
With a stay at this vacation home in Prince Frederick, you'll be within a 15-minute drive of Chesapeake Bay and King Memorial Park.
Opens in a new window4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge MD
With a stay at this vacation home in Cambridge, you'll be on the waterfront, within a 15-minute drive of Chesapeake Bay and Spocott Windmill.
Opens in a new windowWaterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Tilghman Island MD
When you stay at this vacation home in Tilghman, you'll be on the waterfront, within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowWaterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Historic Waterfront Estate with Pool & Pet-Friendly  – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD
Located in Oxford, this vacation home is on the waterfront, within a 10-minute drive of Play Ball Dog Park and Oxford Museum.
Opens in a new windowHistoric Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways
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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
377 Holiday Homes
Lowest Price
AU$124
Highest Price
AU$431
Popular accommodation
Dollhouse in Central Historic St Michaels, The Cozy Crab- Your Charming Haven in Lovely North Beach!, Beautiful furnished home in Salisbury, MD. , The Blue Crab Beach House - Free beach passes , "La Licorne" Waterfront Beach Cottage, 4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick, Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

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$431 per night from 21 May to 22 May
AU$431
21 May - 22 May
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$124 per night from 17 May to 18 May
AU$124
17 May - 18 May
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$188 per night from 20 May to 21 May
AU$188
20 May - 21 May
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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Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 out of 5
2715 Ocean Gtwy Cambridge MD
Fully refundable
The price is AU$195 per night from 17 May to 18 May
AU$195
17 May - 18 May
includes taxes & fees
With a stay at Holiday Inn Express Cambridge by IHG in Cambridge, you'll be in the business district, just steps from Bay Country Shop and a 4-minute drive from ...
Opens in a new windowHoliday Inn Express Cambridge by IHG
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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.

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^Subject to availability and chosen travel dates.