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Cambridge, MD Vacation Rentals

Our Favorite Vacation Rentals in Cambridge

Cambridge Vacation Rentals with a Pool

Cambridge Vacation Rentals with Wi-Fi

Cambridge Pet-Friendly Vacation Rentals

Cambridge Travel Guide

Cambridge, a charming Dorchester County city, sits beside the Choptank River. It’s the fourth biggest city in the Eastern Shore region and boasts a rich maritime history that is celebrated throughout the year. Despite having a relatively small number of permanent residents, Cambridge is a must see on the bucket list of many travelers.

Things to Do in Cambridge

Like many ocean side cities, Cambridge offers a variety of unique outdoor activities. To get the vacation started, many visitors make it a point to go sailing on the Skipjack Nathan of Dorchester- a 60+ foot skipjack that offers sailors the chance to catch oysters, crabs, and other small creatures from the boat's deck, as well as to learn about the history of Cambridge. Long Wharf Park, on the other hand, offers a unique experience from Cambridge’s shores- visitors can bring a blanket and picnic basket and spend the day relaxing on the pier, watching the boats come in, and marveling over the old fisherman-style homes in the area. The Choptank River Lighthouse is a great night destination, while the Blackwater National Wildlife Refuge is better suited for day trips and visitors who value wildlife. Bringing things indoors, the Harriet Tubman Museum and Educational Center enlightens curious visitors about the life and slavery relief efforts of Harriet Tubman and the UGRR (underground railroad) by way of carefully designed exhibits and stories. The Richardson Maritime Museum, Sago Spa & Salon, and the Christ Episcopal Church are also locations worthy of mention.

Best Places to Stay in Cambridge

The rental homes in Cambridge are known within the area for their scenic water views and small-town, rustic charm. Most of them include a large living room, full bathroom, and up to three bedrooms with comfortable beds and updated appliances throughout the house.

Best Time to Visit Cambridge

The best time to visit Cambridge is from June to September when the summer weather is at its peak.

Food in Cambridge

For a taste of authentic Italian food, Carmela’s Cucina is the go-to restaurant in Cambridge. Jimmie and Sooks, offering American fare and seafood, is another popular casual place to eat, while The Bay Country Bakery & Cafe satisfies even the biggest of sweet tooth with its donuts, pastries, and cakes.

Best Events in Cambridge

Cambridge’s annual Seafood Feastival brings seafood lovers of all ages to the city to enjoy an event filled with all-you-can-eat crab, shrimp, crab soup, clams, and oysters. The Santa Swim is an annual event that raises money for those in need in Dorchester. The event has residents dressing up in festive costumes and rewards swimmers with refreshments. Other events worth noting are the Summer Sendoff, Christmas Parade, and Eagleman Triathalon.

Price and Availability in Cambridge

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The most expensive month to stay in a vacation rental in Cambridge is in March, while the cheapest month is in August. The most popular time to book a vacation rental in Cambridge is in the high season in June. Cambridge has its low season in January, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Cambridge tends to be Sunday, while the most expensive day tends to be Wednesday. Vacation homes in Cambridge tend to be busiest on Thursdays, while it tends to be much quieter on Mondays.

The Weather in Cambridge

95º 52º
91º 57º
91º 59º
88º 34º
73º 23º
64º 23º
75º 18º
73º 25º
81º 30º
88º 43º
91º 54º
Rainy days
This climate histogram shows you the weather patterns in Cambridge. The warmest months in Cambridge are June and July, when temperatures reach 95 ˚F. The coolest month is January, when temperatures drop to 1 ˚F. The wettest month in Cambridge is May with 10.53 inches of rain, while the driest month is August with 0.5 inches of rain.

What Expert Travelers Think

Vacation Rentals in Cambridge

Find the perfect rental for your vacation at We compare Airbnb, Priceline, Bed and Breakfast and others. We have 353 vacation rentals, hotels and other accommodation types in Cambridge ranging from budget options to extravagant places to stay. If you are wanting to save money, the lowest priced place to stay in Cambridge comes in at $37 a night. In general, a place to stay in Cambridge will cost you $406 per night.

If you have to have an internet connection during your time in Cambridge, then you can choose from over 218 places to stay that provide WiFi internet. 46 of our accommodations come with breakfast in the price. Choose from 10 places to stay that provide gym options, so you don't miss a single workout. Driving to Cambridge? Then choose one of the 221 places to stay that comes with a parking spot included. We have 33 accommodations that have a pool or jacuzzi.

AllTheRooms has 63 pet-friendly places to stay in Cambridge, so if you're traveling with your pet you won't have any problems.

244 of our accommodations in Cambridge have been reviewed and rated. 60% are rated excellent or good. You can instantly book any of 117 places to stay right now.