Cambridge Vacation Rentals from CA $344: Short-Term Rentals for 2026

Q: What's the top vacation rental in Cambridge?

Private 2 Acre Waterfront Family Retreat with Pool & Pier : Visitors like this Cambridge vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. Our travelers also rate Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! as a favorite home for rent in Cambridge.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cambridge vacation rentals

1. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

CA $347 total

includes taxes & fees

Aug 26 - Aug 27

2. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Robert

CA $579 total

includes taxes & fees

Sep 1 - Sep 2

3. Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Downtown Cambridge

Sylvie G.

4. Brand New Waterfront Home • Pool • Walk Downtown & Events • Sleeps 8

Cambridge

Melissa

CA $600 total

includes taxes & fees

Sep 9 - Sep 10

5. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge

Anonymous traveller

CA $924 total

includes taxes & fees

Aug 26 - Aug 27

6. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

CA $863 total

includes taxes & fees

Sep 2 - Sep 3

7. Sunset Breezes - quiet waterfront retreat

Dorchester County

John C.

CA $749 total

includes taxes & fees

Sep 8 - Sep 9

Coffee/tea maker, fridge, microwave, oven

8. Waterfront Getaway with Dock

Woolford

Meagan G.

CA $381 total

includes taxes & fees

Aug 26 - Aug 27

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Cambridge Hotel Reviews

Rod 'N' Reel Resort

10/10 Excellent

"The staff were kind and welcoming. Wonderful experience!"

Find out more about Cambridge

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cambridge. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Cambridge?

Yes, there are vacation rentals in Cambridge close to Richardson Maritime Museum, or you can go with a secluded option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the riverfront in Cambridge. Make sure you have time to check out the museums and architecture during your trip.

What's the top vacation rental in Cambridge?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: Visitors like this Cambridge vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. Our travelers also rate Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! as a favorite home for rent in Cambridge.

How many vacation rentals are there in Cambridge?

With 88 Expedia vacation rentals, you're sure to find just the right place for your Cambridge stay.

What’s there to see and do in Cambridge?

Enjoy the outdoors at Long Wharf Park and Gerry Boyle Park at Great Marsh, or simply take in cultural attractions like Harriet Tubman Museum and Educational Center and Richardson Maritime Museum. Choptank River Lighthouse and Blackwater National Wildlife Refuge are other places to visit while you're in town.

What’s a vacation rental in Cambridge like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Cambridge. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates