Cambridge, MD Vacation Rentals

Our Favorite Vacation Rentals in Cambridge

  • Cambridge Colonial Home, Walk to Town & Waterfront
     3br Home/Apartment
    HolidayLettings
    From
    $491
  • Waterfront Vacation Home with Private Beach
     3br Home/Apartment
    HolidayLettings
    From
    $395
  • Sailwinds Loft
    Excellent2br Home/Apartment
    Airbnb
    From
    $119
  • Riverview House
    Excellent2br Home/Apartment
    Airbnb
    From
    $294
  • Ironman...kayak and canoe available
     Home/Apartment
    Airbnb
    From
    $113
  • Perfect house for Eagleman and Ironman Maryland
    Excellent3br Home/Apartment
    Airbnb
    From
    $1,017
  • Pleasant Place
     3br Home/Apartment
    Airbnb
    From
    $1,130
  • Cambridge Waterfront Rancher
    Excellent4br Home/Apartment
    Airbnb
    From
    $593

Check prices for these upcoming dates

Cambridge Vacation Rentals with a Pool

  • Indian Fields
    Excellent5br Home/Apartment
    Airbnb
    From
    $797
  • Gorgeous Waterfront Estate w/Pool- 6/7 Bdrms - 5ba
    Excellent7br Home/Apartment
    Airbnb
    From
    $959
  • Rosses Chance Guest House
    ExcellentHome/Apartment
    Airbnb
    From
    $283
  • Mallard Meadows Apartment
    ExcellentHome/Apartment
    Airbnb
    From
    $198

Cambridge Vacation Rentals with Wi-Fi

  • Safe, quiet and desirable neighborhood.
     2br Home/Apartment
    Airbnb
    From
    $237
  • On Hurst Creek Bed/Bath/Kit/Small Dogs O.K.
    ExcellentHome/Apartment
    Airbnb
    From
    $123
  • Private, waterfront farmhouse
    Excellent5br Farmhouse
    Airbnb
    From
    $607
  • Church Creek Nature's Rest
    ExcellentHome/Apartment
    Airbnb
    From
    $119

Cambridge Pet-Friendly Vacation Rentals

  • Camper & Club house
    Excellent2br Home/Apartment
    Airbnb
    From
    $254
  • The Charthouse at Swan Cove Manor
     5br Home/Apartment
    Airbnb
    From
    $1,074
  • Wilson on the Chesapeake
    Excellent2br Home/Apartment
    Airbnb
    From
    $209
  • Cambridge Home in a great location
     2br Home/Apartment
    Airbnb
    From
    $452

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

Most expensive
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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 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 Weather in Cambridge

Rainy days
91 º59
5
88 º34
3
73 º23
7
64 º23
4
68 º1
3
75 º18
4
73 º25
2
81 º30
3
88 º43
11
91 º54
2
95 º52
7
91 º57
1
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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 December, when temperatures drop to 1 ˚F. The wettest month in Cambridge is August with 10.53 inches of rain, while the driest month is May with 0.5 inches of rain.

What Expert Travelers Think

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    My AnasaMy Anasa
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

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    BeckyKid World Citizen
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    Jeff CampbellMiddle Class Dad

Vacation Rentals in Cambridge

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Priceline, Bed and Breakfast and others. AllTheRooms has 387 rentals, hotels and other great places to stay during your time in Cambridge, with everything from cheap hostels and homestays to extravagant Airbnbs and hotels. For those traveling on a budget, the most economical place to stay in Cambridge is available at $37 per night. In general, a place to stay in Cambridge will cost you $406 per night.

If you need internet access during your time in Cambridge, then you can choose from over 234 places to stay that have WiFi internet. 50 of our accommodations come with breakfast in the price. Choose from 11 accommodations that provide gym facilities, so you don't miss a single workout. If you're planning on arriving in Cambridge by car, be sure to choose from 243 accommodations that provide parking. We track 37 places to stay that have a pool or jacuzzi.

If you're traveling with your best friend, then be sure to choose one of the 67 pet-friendly accommodations available.

263 of the accommodations in Cambridge have been reviewed and rated. 58% are rated great. 131 places to stay in are instantly bookable.

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