Holiday Rentals in Cambridge

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Holiday Rentals in Cambridge

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
9.6 out of 10, Exceptional, (17)
" October 11-14, 2024, we rented the “Willoughby” for a family reunion. Let me start out by saying this home is amazing. It looks exactly as pictured based on the website photos. It was even better than I expected. If you are considering this property, I highly recommend booking it! Believe me when I say the Willoughby is a rare gem. The location of the home is perfect and extremely private. The grounds are pristine and the view of the water is breathtaking. The home sits on the Hudson...
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (31)
"This house exceeded our expectations in every way. The kitchen is large and well-appointed, the beds are comfortable, and the peace and quiet is priceless. We enjoyed morning coffee in the sunroom, table tennis in the crab house, sunsets from the dock, and stargazing at the firepit. If you desire peace and quiet this house is a perfect choice!"
The price is €499
includes taxes & fees
3 Dec - 4 Dec
Beautiful Waterfront Retreat in Cambridge!
Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach
9.8 out of 10, Exceptional, (55)
"The original home is unique and gorgeous and the additions, the sunroom facing sunrises and the lodge style master chef kitchen gave us plenty of room to spread out. The large lawn and driveway gave us plenty of areas to walk the dogs and the beach was a daily swim spot for the dogs. The pool was one of the nicest we have had yet. We love the places with nice pools facing the boats out on the water. We will be back again for sure"
Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
10.0 out of 10, Exceptional, (6)
"This stay was perfect. The location was charming and safe, and the home was clean and cozy. Jennifer was a very accommodating and responsive host."
The price is €382
includes taxes & fees
16 Dec - 17 Dec
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
10.0 out of 10, Exceptional, (20)
"The property owner was a pleasure to work with. The view is stunning and the house had everything we needed and more. The home is located in a beautiful area and was a quick drive to downtown. Sunrise and sunset over the water was absolutely beautiful. "
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Waterfront, cozy cottage with private pool on 27 acres
9.8 out of 10, Exceptional, (87)
"We had a wonderful time overlooking the water and swimming in the refreshing pool while enjoying easy access to downtown Cambridge and Blackwater NW Refuge."
Waterfront, cozy cottage with private pool on 27 acres
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (12)
"very serene, peaceful home on the bay! Amazing getaway! "
The price is €547
includes taxes & fees
5 Dec - 6 Dec
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Salisbury Riverfront Lofts
3.0 star property
9.2 out of 10, Wonderful, (20)
"Great spot and well appointed. Great communicator. HVAC loud and might consider brighter bulbs in lamps. "
The price is €244
includes taxes & fees
7 Dec - 8 Dec
Salisbury Riverfront Lofts
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (217)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (17)
"Beautiful and quiet in the fall. A great place for relaxing. Clean, great communication. End of the street with views of the bay. "
The price is €305
includes taxes & fees
24 Nov - 25 Nov
Soul Oasis - home on the Chesapeake Bay
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (47)
"Everything close by!"
The Blue Crab Beach House - Free beach passes
Walk to Everything House
10.0 out of 10, Exceptional, (72)
"We thoroughly enjoyed the convenience of walking to shops, restaurants, and waterfront! Residence was charming and clean! Only minor issue was we couldn’t locate the iron- just the ironing board! We still had fun but we’re just a bit wrinkled!😁"
Walk to Everything House
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning
10.0 out of 10, Exceptional, (4)
"We had the most wonderful time at this charming house on Tillman Island! While the pics are great, it is even better in person. The house is perfectly nestled on the waterway, offering stunning views. The backyard pool was a true highlight, and we spent countless hours splashing around, the pool in the sun."
Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning
Deal Island Bay Cottage
9.6 out of 10, Exceptional, (55)
"We got every year and stay here, it’s great! "
The price is €211
includes taxes & fees
26 Nov - 27 Nov
Deal Island Bay Cottage
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (35)
"The groomsmen and their families attending my daughter's nearby wedding stayed at this spectacular property. I heard nothing but high praise for its beauty, amenities, and comfort. So glad this all worked out for the dates we needed it for!"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (30)
"Excellent experience."
The price is €247
includes taxes & fees
25 Nov - 26 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (32)
"We were able to walk to most places we wanted to go in town. The house was a little small but everything we needed was there and the property managers were easy to reach. We had a great time!"
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Waterfront House with Dock, Kayaks, & Sailboat!
9.0 out of 10, Wonderful, (30)
"We stayed for a motorcross race (son was racing). We didnt do much at the house. Its nestled back in a quiet point on the water. Easy commute to and from to the grocery/simple shopping stores. Starbucks right down the street for you coffee lovers. The interior decor is simple and antique."
Waterfront House with Dock, Kayaks, & Sailboat!
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (63)
"My boyfriend and I needed to get away. This house and location was just what we needed. Beautiful scenery, cozy home. We started a full week and I was sad to go at the end of our trip. We look forward to visiting again in the future! "
Waterfront Cottage in Beautiful Hoopers Island
The Schultz Estate
8.8 out of 10, Excellent, (14)
"What a wonderful stay we had! The house was so comfortable with plenty of space for everyone to relax and enjoy each other's company. We enjoyed the brisk mornings on the porch and the gorgeous sunsets in the evenings. Very comfortable beds and linens. The scenery and landscape in the area are breathtaking. Every turn provided another incredible view of the water. Fishing Creek is close to so many beautiful, quaint towns along the Chesapeake Bay. Highly recommend!"
The Schultz Estate
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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Other types of properties in Cambridge you may be interested in

Hyatt Regency Chesapeake Bay
4.0 star property
8.8 out of 10, Excellent, (1001)
"Best vacation ever!"
The price is €227
includes taxes & fees
3 Dec - 4 Dec
Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge
2.5 star property
6.6 out of 10, (1009)
"easy location"
The price is €63
includes taxes & fees
1 Dec - 2 Dec
Days Inn & Suites by Wyndham Cambridge
Comfort Inn & Suites Cambridge
2.5 star property
8.2 out of 10, Very good, (704)
"The staff welcomed me with open communication. She was kind caring and polite."
The price is €100
includes taxes & fees
16 Dec - 17 Dec
Comfort Inn & Suites Cambridge
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.

Frequently asked questions

Are there holiday rentals in Cambridge?

Yes, there are holiday rentals in Cambridge close to Richardson Maritime Museum, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Cambridge has to offer?

Beautiful Waterfront Retreat in Cambridge!: This highly rated holiday home rental in Cambridge is located on the waterfront, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Cambridge?

With 86 Expedia holiday rentals, you're guaranteed 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 Harriet Tubman Underground Railroad National Historical Park, 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 holiday rental in Cambridge like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cambridge. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.