Cambridge vacation rentals

We found 330 vacation rentals — enter your dates for availability

Select from 84 homes, 14 cottages, and other vacation rentals in Cambridge to find one that's perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as parking and a pool. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Cambridge

Showing deals for:Mar 20 - Mar 27

Image gallery for New Island Home on the Chesapeake Bay Sunsets

Exterior
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

New Island Home on the Chesapeake Bay Sunsets

Church Creek

9% off
Price is $530
$3,713 for 7 nights
All fees included
New Island Home on the Chesapeake Bay Sunsets

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Find out more about Cambridge

Why visit Cambridge

  • Charming waterfront: Enjoy leisurely strolls along the scenic waterfront, perfect for relaxation and romantic outings.
  • Rich cultural history: Explore local history museums and a visitor center that highlight Cambridge’s vibrant heritage.
  • Outdoor adventures: Take part in family-friendly activities in urban parks and open spaces, ideal for all ages.
  • Variety of accommodations: Choose from cozy vacation rentals, quaint cottages, and stylish apartments to suit your needs.
  • Diverse dining options: Savor delicious local cuisine that showcases the flavors of the region.

Popular types of accommodation in Cambridge

Discover the charm of Cambridge with a variety of vacation rentals to suit your needs. Whether you're seeking a cozy private vacation home, a quaint cottage, or a stylish apartment, we have options for every traveler. Explore villas in Cambridge or consider short-term rentals for a more flexible stay. With choices from spacious bedroom apartments to nearby Marriott accommodations, your perfect getaway is just a click away.

  • Houses: These are the top choice for travelers seeking a home-like experience, perfect for families or groups wanting comfort and privacy during their stay in Cambridge.
  • Cottages: Quaint and charming, cottages provide a cozy ambiance, ideal for couples or small families looking for a peaceful retreat.
  • Apartments: A convenient option for those wanting flexibility and easy access to local attractions, apartments cater to various group sizes.
  • Cabins: Rustic and inviting, cabins offer a unique experience, especially for nature lovers wanting to immerse themselves in the outdoors.
  • House Boats: For a unique twist, house boats allow guests to enjoy life on the water, combining relaxation with scenic views.**

Top attractions in Cambridge

Cambridge, Maryland, is an excellent destination for outdoor and family-friendly adventures. Visitors can explore urban parks, history museums, and a visitor center that showcase the area's rich culture and history. Whether you're traveling solo, with family, or friends, Cambridge offers a variety of attractions that promise a memorable experience filled with outdoor fun and cultural insights.

  • Choptank River Lighthouse: This historic lighthouse offers a glimpse into the maritime heritage of the area. Set against the scenic backdrop of the Choptank River, visitors can enjoy picturesque views and learn about the local culture and history associated with this iconic structure.
  • Harriet Tubman Museum and Educational Center: Dedicated to the life and legacy of Harriet Tubman, this museum provides an enriching experience. Through exhibits and educational programs, visitors gain insights into Tubman's significant contributions to the abolitionist movement and her impact on American history.
  • Gerry Boyle Park at Great Marsh: A family-friendly urban park that features beautiful walking trails and picnic areas. Perfect for outdoor activities, this park offers a serene escape with stunning views of the marshland, ideal for nature lovers and families looking to enjoy the city’s natural beauty.

Things to do recommended for couples

For a romantic getaway in Cambridge, indulge in wine tasting at Layton's Chance Vineyard and St. Michaels Winery, both offering enchanting vibes. Relax together with a soothing treatment at Talbot Massage, ensuring a rejuvenating experience just a short drive away. Enjoy your couple's retreat.

Things to do recommended for families

Families will love exploring the interactive exhibits at the Choptank River Lighthouse, discovering wildlife at the Blackwater National Wildlife Refuge, and enjoying a fun day at Long Wharf Park with its playground and picnic areas. Don’t miss the chance to take a scenic boat tour.

Things to do recommended for groups

Your group can visit the Bay Country Shop in Cambridge for unique local goods. Take in a show at the Avalon Theatre, just 14 miles away, for a dose of culture and entertainment. Don't miss the shopping experience at Saint Michaels Village, located 16 miles from Cambridge.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cambridge

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful tips for booking on Vrbo.

  • Traveling to Cambridge with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Fortunately, you can easily filter for these options and many others on Vrbo.
  • Traveling to Cambridge with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having suitable amenities like a private pool. Additionally, think about how close you’ll be to family-friendly attractions.
  • Taking your pets with you to Cambridge: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly options come equipped with feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Cambridge: If you're searching for vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Cambridge

Cambridge, Maryland, offers a delightful blend of outdoor adventures and family-friendly attractions. Explore the charming downtown area, where you'll find a scenic waterfront perfect for leisurely strolls in the warmer months. This great location provides access to romantic spots and vibrant neighborhoods, making it an ideal destination for those seeking both relaxation and adventure. Whether you're enjoying the local cuisine or exploring nearby attractions, Cambridge promises a memorable vacation experience.

  • Easton: Located 14 miles from Cambridge, Easton is a charming city that offers a delightful blend of outdoor activities and family-friendly experiences. Visitors can enjoy the scenic boardwalk and explore a variety of shopping centers and malls. The city is also home to beautiful local landmarks, including a family beach and a notable monument. Whether you're looking for a romantic stroll or a day of fun with the family, Easton provides a perfect backdrop for memorable moments.
  • Trappe: Just 6 miles away from Cambridge, Trappe is an adventure lover's paradise. This city is known for its outdoor recreational areas and family-friendly fun. With access to shopping malls and vast natural landscapes, you can spend your days hiking or enjoying the local nature reserve. Additionally, the nearby national state park offers breathtaking views and opportunities for exploration, making Trappe a fantastic destination for both relaxation and adventure.
  • Oxford: Located 10 miles from Cambridge, Oxford is a picturesque city that appeals to those seeking outdoor adventures, family activities, and romantic getaways. The area features a lovely boardwalk and extensive recreational spaces perfect for picnics or leisurely walks. Visitors can also explore the nearby beaches and national state park, which offer stunning coastal views and abundant wildlife. Oxford's charming atmosphere and attractive attractions make it an ideal stop on your vacation.

Best time to go to Cambridge

If you're planning a trip to Cambridge, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.5°F (2.5°C)Light RainMostly SunnyAverageSlightly Low
February39.0°F (3.9°C)Light RainMostly SunnyAverageSlightly Low
March45.5°F (7.5°C)Light RainMostly SunnyAverageSlightly Low
April55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
May64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
June73.2°F (22.9°C)Light RainMostly SunnySlightly HighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnySlightly HighSlightly High
August76.8°F (24.9°C)Light RainMostly SunnySlightly HighSlightly High
September70.9°F (21.6°C)Light RainMostly SunnyAverageAverage
October60.8°F (16.0°C)Light RainMostly SunnySlightly LowAverage
November49.3°F (9.6°C)Light RainMostly SunnySlightly LowAverage
December42.4°F (5.8°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really pay off, as prices often vary. Additionally, opting for a longer stay typically leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best option for your needs.

Unlock savings with One Key

Plan your group trip by booking an eligible Vrbo and earn OneKeyCash on your reservation. Taking on the role of planner has its rewards. When you join our travel rewards program, OneKey, you'll gain immediate access to exclusive member savings and the opportunity to earn and redeem OneKeyCash on qualifying bookings. Sign up today and start enjoying the benefits.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform for planning your travels. Whether you’re starting a new adventure, resuming a previous one, or organizing your existing plans, you’ll find it all in one place. Your saved or booked properties are conveniently sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

One of the oldest colonial towns in Maryland

Located in Dorchester Country, Cambridge is one of the largest towns on the Eastern Shore in Maryland. Once inhabited by the Choptank Indians, the town was founded in the late 17th century by English colonists who used the surrounded land to grow tobacco. For such a small place, it has a surprisingly large number of famous residents including Annie Oakley, Harriet Tubman, and a former president of Liberia. The town's main industry today is tourism, with visitors flocking in for its charming old world feel. The best way to explore the town and surrounding area is from a Cambridge vacation rental.

Arts and nautical history

When staying in one of the Cambridge vacation rentals, you can visit the Harriet Tubman Museum & Educational Center which chronicles her life and the building of the Underground Railroad. It is an engrossing and poignant exploration of US history. If you like art, you can visit the Joie de Vivre Gallery which houses works from several local artists, as well as the fascinating Dorchester Arts Center which exhibits visual arts and holds live stage performances. The private Brannock Maritime Museum has a collection of photographs and artifacts from the town's rich nautical history.

Over 1,700 miles of shoreline to discover

Dorchester County has hundreds of miles of shoreline and sea which provides plenty of things to do. If you like fishing, you can cast in your line at Chesapeake Bay or Nanticoke River to hook in a perch, flounder, rockfish, or crab. The nearby Blackwater National Wildlife Refuge has yet more hiking trails and paved cycling circuits where you can see plenty of marshland birdlife. Use your Cambridge vacation rental as a base, and head to the coast to go sailing, sea kayaking, or swing your clubs at the excellent local golf course.

A wetland of international importance

The Blackwater National Wildlife Refuge lies south of Cambridge and is made up of a brackish tidal marsh and over 8,000 acres of oak and pine tree forests. The refuge provides a habitat for a long list of species including teals, mallards, black ducks, woodpeckers, and deer, so you will certainly want to bring along your binoculars for animal-spotting adventures. In fact, it's been named one of the top spots for wildlife watching and nature photography in the USA.

Transportation options to and around Cambridge

Fly into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), the closest airport, located 34.1 mi (54.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Easton, MD (ESN-Easton - Newnam), which is 16.8 mi (27 km) away.

If you prefer train travel, you can make your way to Cambridge Station.

Frequently asked questions

What is the best area to stay in Cambridge when booking a vacation rental?
When looking for the best area to stay in Cambridge, Maryland for a vacation rental, consider the charming downtown area. This vibrant neighborhood offers a delightful mix of historical charm and modern amenities, making it an ideal base for exploring the city. Within walking distance, you'll find attractions like the Cambridge Main Street, which is lined with boutique shops, restaurants, and art galleries. The nearby Choptank River also provides scenic views and opportunities for outdoor activities, such as kayaking and fishing.

Another great option is the area surrounding the Blackwater National Wildlife Refuge. Staying here allows you to immerse yourself in nature while being just a short drive from the city center. This refuge is a haven for birdwatchers and nature enthusiasts, featuring miles of trails and the opportunity to see diverse wildlife. The peaceful surroundings make it superb for relaxation and exploration.

In terms of vacation rentals, both the downtown and Blackwater areas offer a variety of properties, suiting different tastes and budgets. From cozy apartments to charming historic homes, there are ample choices to suit your needs.
How much does it cost to rent a vacation home in Cambridge?
Prices for vacation rentals in Cambridge vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cambridge to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cambridge vacation house rentals?
You can find great discounts on house rentals in Cambridge on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Cambridge?
For renting a beach house in Cambridge, Maryland, consider the scenic areas along the Choptank River and the nearby beaches of the Eastern Shore. One appealing spot is the area around Long Wharf Park, where visitors can find vacation rentals with waterfront views and easy access to the river for fishing, kayaking, and boating. Many properties in this vicinity often come with amenities such as private docks, outdoor decks, and spacious living areas, making them superb for families or groups looking to enjoy a relaxing getaway.

Another great option is near the Blackwater National Wildlife Refuge, where travelers can discover charming cottages and homes set in serene natural surroundings. These rentals typically feature modern conveniences like fully equipped kitchens, cozy fire pits for evening gatherings, and sometimes even access to hiking trails or birdwatching opportunities in the refuge. The proximity to nature adds to the appeal, with many properties designed to enhance the outdoor experience.

Additionally, the area around Cambridge's historic downtown offers a mix of quaint homes and modern vacation rentals, providing easy access to local shops, restaurants, and cultural attractions. Travelers can expect amenities like private patios, gardens, and even community pools in some locations, allowing for a blend of relaxation and exploration. Find your rental near the beach in Cambridge.
What is the most popular type of vacation rental accomodation in Cambridge?
In Cambridge, vacation houses are the most popular rental option, with about 77 available across the charming waterfront and historic districts. These houses typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a home-like experience. Additionally, there are around 15 cottages that offer a cozy ambiance, often set in serene locations with outdoor spaces for relaxation. While there are several apartments and condos available, they tend to be less common compared to the abundance of houses and cottages.
Are there any family house rentals in Cambridge?
In Cambridge, Maryland, there are plenty of family-friendly house rentals available, with around 70 options to choose from. The town is rich in history and located along the picturesque Choptank River, making it an ideal spot for families looking to relax and explore. Many of these homes come equipped with spacious living areas, full kitchens for preparing meals, and outdoor spaces great for children to play and enjoy the fresh air.

Neighborhoods such as the historic downtown area offer easy access to local attractions like the Harriet Tubman Museum and the scenic Blackwater National Wildlife Refuge, where families can enjoy outdoor activities like hiking and birdwatching. See all family-friendly rentals in Cambridge.
Can I rent a vacation home with a pool or hot tub in Cambridge?
In Cambridge, Maryland, there are several vacation homes available for rent that come with pools or hot tubs, with about 37 options to choose from. This charming town, located along the Choptank River, offers a mix of waterfront views and historic charm, making it an appealing destination for travelers. Many of these rentals feature private pools, hot tubs, and outdoor spaces ideal for relaxation and family gatherings.

Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor lounges, which are superb for entertaining or unwinding after a day of exploring the local attractions. Additionally, some properties may provide access to waterfront activities, allowing guests to enjoy boating or fishing in the scenic surroundings. Find your rental in Cambridge with a pool or a hot tub.
Can I find long-stay vacation rentals in Cambridge?
A long-stay vacation rental in Cambridge is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Cambridge?
In Cambridge, Maryland, there are several pet-friendly house rentals available, with a popular count of 44 options for travelers. Many of these vacation rentals are conveniently situated near the Choptank River, offering beautiful views and easy access to outdoor activities. Travelers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or patios, superb for enjoying the pleasant waterfront atmosphere.

The area is also known for its nearby parks, including Long Wharf Park, which features walking trails and picnic areas, making it an excellent spot for pet owners to enjoy time outdoors with their furry companions. Additionally, the local community offers pet-friendly restaurants and shops, ideal for those traveling with pets. See all pet-friendly rentals in Cambridge.
Are there any remote work vacation rentals in Cambridge?
In Cambridge, Maryland, travelers looking for remote work vacation rentals will find a variety of options, with around 85 properties available. The area offers charming accommodations that cater specifically to remote workers, featuring essential amenities such as high-speed Wi-Fi, designated office spaces, and comfortable desks and chairs to ensure a productive environment. Many rentals also include additional comforts like kitchen facilities for meal preparation, as well as cozy living areas to unwind after work.

The picturesque setting of Cambridge, along the Choptank River, provides a serene backdrop for those balancing work and leisure. With proximity to local attractions like the Harriet Tubman Museum and the scenic Blackwater National Wildlife Refuge, guests can enjoy outdoor activities during their downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cambridge vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cambridge with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Cambridge?
In Cambridge, popular vacation rental amenities include WiFi, which allows guests to stay connected during their stay. Most rentals come equipped with a kitchen, enabling travelers to prepare their own meals, and many even feature a blender for smoothies or other recipes. Outdoor spaces are a highlight, with patios available for relaxing or dining al fresco. Additionally, a coffee and tea maker is a common amenity, providing guests with their morning caffeine fix.
When is the best time to visit Cambridge for a vacation rental?
July is the most popular month to visit Cambridge, Maryland, as it coincides with the peak travel season from June to August. This vibrant period attracts travelers eager to enjoy the warm weather and partake in various outdoor activities, such as kayaking on the Choptank River or exploring the picturesque streets lined with historic homes.

During the summer months, temperatures typically range from the mid-70s to the low 90s Fahrenheit, providing a comfortable climate for sightseeing and enjoying the local festivals. Activities abound, from visiting the local farmers' markets to indulging in fresh seafood at waterfront restaurants, all while soaking in the charming ambiance of this historic town.

For those looking for a more budget-friendly alternative, consider visiting in November. This month offers a quieter experience, allowing you to appreciate the natural beauty of Cambridge without the summer crowds.
How early should I book a Cambridge vacation rental?
Book your Cambridge vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cambridge?
In Cambridge, Maryland, visitors can explore several attractions that showcase the area's rich history and beautiful landscapes. The historic district features charming waterfront views and several preserved 19th-century buildings, which provide a glimpse into the town's past. Nearby, the Harriet Tubman Underground Railroad National Historical Park offers educational exhibits and trails that honor the legacy of the famed abolitionist, making it a significant point of interest.

For nature enthusiasts, the Blackwater National Wildlife Refuge is a must-visit, offering opportunities for birdwatching, hiking, and enjoying the scenic marshlands. This refuge is a short drive from the city center and features well-maintained trails and observation points.

Additionally, the Cambridge Harbor and the adjacent Choptank River provide picturesque views and recreational activities such as kayaking and fishing, enhancing the overall experience for travelers looking to enjoy the outdoors.
Can I change or cancel my Cambridge home rental booking on Vrbo?
To find Cambridge vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cambridge vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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