Cambridge holiday lettings

We found 344 holiday rentals — enter your dates for availability

Discover a selection of 88 homes, 13 apartments and other holiday rentals in Cambridge that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as parking and air conditioning. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Cambridge

Showing deals for:2 Oct - 9 Oct

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Why visit Cambridge

  • Scenic waterfront: Enjoy picturesque views along the Choptank River, perfect for romantic strolls and family outings.
  • Rich history: Delve into Cambridge's heritage at local museums and historic sites that showcase the area's past.
  • Outdoor activities: Explore various parks offering opportunities for hiking, picnicking, and enjoying nature.
  • Local cuisine: Savour fresh seafood at charming waterfront eateries, highlighting the region's culinary delights.
  • Art and culture: Discover vibrant art galleries and unique shops that reflect the local culture and creativity.

Popular types of accommodation in Cambridge

You've chosen to explore Cambridge, Maryland, a charming city brimming with history and natural beauty. From serene waterfront views to delightful local shops, this destination offers a variety of experiences. Whether you prefer cosy cottages, spacious private homes, or rustic cabins, Cambridge vacation rentals cater to every taste. Discover the picturesque landscapes, enjoy outdoor activities, and immerse yourself in the local culture while enjoying the comfort and convenience of your chosen accommodation.

  • Houses: The top choice for visitors in Cambridge, these homes offer ample space and comfort for families or groups seeking a personalised stay.
  • Cottages: Ideal for a quaint getaway, cottages provide a charming and snug atmosphere, perfect for couples or small families.
  • Cabins: Nestled in nature, cabins present a rustic yet comfortable option for those looking to escape the hustle and bustle.
  • Apartments: Conveniently located, apartments are a versatile choice for solo travellers or couples wanting easy access to local amenities.
  • House Boats: For a unique experience, house boats offer a delightful stay on the water, combining adventure with relaxation.**

Top attractions in and around Cambridge

Cambridge, Maryland, offers a delightful mix of outdoor activities, scenic beauty, and rich history. Visitors can explore local parks, delve into the past at history museums, and visit historic sites that capture the essence of the area. Ideal for families and culture enthusiasts, Cambridge provides a charming backdrop for a memorable vacation experience, combining nature with a touch of local heritage.

  • Harriet Tubman Museum and Educational Center: This museum celebrates the life and legacy of Harriet Tubman, showcasing exhibits that highlight her contributions to the Underground Railroad and African American history, offering a profound cultural experience.
  • Choptank River Lighthouse: A charming historic lighthouse situated on the Choptank River, it provides a glimpse into maritime history while offering beautiful views, making it a delightful spot for photography and reflection.
  • Blackwater National Wildlife Refuge: Located 16km from Cambridge, this stunning reserve is perfect for romantic walks and family outings, featuring diverse wildlife and picturesque landscapes ideal for nature lovers.

Things to do recommended for couples

Cambridge, Maryland, offers a charming escape for couples. Explore the picturesque waterfront with a leisurely kayak ride or enjoy a romantic dinner at a local seafood restaurant. Don’t miss a sunset stroll along the Cambridge Main Street, where quaint shops and galleries create a perfect evening atmosphere.

Things to do recommended for families

Families will delight in exploring the interactive exhibits at the Choptank River Lighthouse or enjoying a leisurely stroll at Long Wharf Park, where children can play and families can picnic by the water. Don’t miss the fun at the Cambridge Main Street for local shops and eateries.

Things to do recommended for groups

Explore the rich heritage of Cambridge with a guided walking tour, indulge in fresh seafood at local eateries, or embark on a scenic boat trip along the Choptank River. Engage in friendly competition at a local escape room for a memorable group experience.

*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

When travelling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritise your preferences in the search. Here are some helpful booking tips for Vrbo.

  • Traveling to Cambridge with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options, and much more, on Vrbo.
  • Traveling to Cambridge with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cambridge: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Cambridge: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Cambridge

Cambridge, Maryland, offers a delightful waterfront getaway with its charming downtown area, perfect for family-friendly outings and romantic strolls. Visitors can explore the scenic Choptank River, enjoy local parks, and savour fresh seafood at waterfront eateries. Experience the rich history and vibrant culture through local art galleries and unique shops, making Cambridge an ideal destination for those seeking a memorable escape in the heart of Maryland.

  • Easton: Easton, located 23km from Cambridge, is a charming city renowned for its stunning scenery and outdoor activities. Visitors flock to Easton for its picturesque boardwalks and vibrant shopping centre, offering a delightful blend of local boutiques and eateries. The nearby beaches and the scenic bay provide perfect spots for relaxation and family-friendly fun. Whether you’re looking to enjoy a peaceful day by the water or explore the lush landscapes, Easton is a must-visit destination for nature enthusiasts.
  • Church Creek: Just 10km from Cambridge, Church Creek is a quaint city that offers a serene escape for those seeking outdoor and scenic experiences. The area is home to several recreational spaces, where families can enjoy leisurely afternoons. With its carousel and shopping centre, Church Creek combines leisure with a touch of local culture. The nearby bay and nature reserve are perfect for exploring the natural beauty of the region, making it an ideal spot for a relaxing getaway or an adventure in nature.
  • Downtown Cambridge: The vibrant Downtown Cambridge neighbourhood is the heart of the city, where visitors seek outdoor adventures and family-friendly activities. This lively area features a variety of venues such as ski fields, boardwalks, and recreational spaces, perfect for making lasting memories. The local urban parks and historic sites provide a glimpse into the rich heritage of the area, while also offering tranquil spots to unwind. Downtown Cambridge is a fantastic place to immerse yourself in the local culture while enjoying the beauty of the surroundings.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to make savings on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you may enjoy considerable discounts by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's innovative Trip Board offers you a dedicated space to plan new trips, pick up where you left off, or manage your travel arrangements. You can easily find properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Take in the riverfront beauty of Cambridge

Enjoy the area's museums, architecture and churches with a rental holiday home in Cambridge. This city's bird watching, riverfront and wildlife draw many visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Cambridge

Are you searching for attractions to visit in the city? Venture out of your cosy holiday rental and check out everything that makes Cambridge a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (16.6 mi / 26.8 km)
  • Chesapeake Beach Water Park (26.2 mi / 42.1 km)
  • Bay Country Shop (1.3 mi / 2.1 km)
  • Layton's Chance Vineyard and Winery (10.7 mi / 17.1 km)
  • Phillips Wharf Environmental Center (17 mi / 27.4 km)
  • Easton Cycle and Sport (14.5 mi / 23.3 km)

Exploring the natural landscape of Cambridge

Travellers enjoy Cambridge for its riverfront and wildlife. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Cambridge is a great place to get out in nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Long Wharf Park (0.6 mi / 0.9 km)
  • Gerry Boyle Park at Great Marsh (1.1 mi / 1.7 km)
  • Blackwater National Wildlife Refuge (10.4 mi / 16.7 km)
  • Flag Ponds Nature Park (22.4 mi / 36 km)
  • Matoaka Beach (22.7 mi / 36.6 km)
  • Lower Hooper Island (22.9 mi / 36.9 km)

Transport options to and around Cambridge

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 16.8 mi (27 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 34.1 mi (54.8 km) away.

If you're travelling by train, the main station is Cambridge Station.

Frequently asked questions

What is the best area to stay in Cambridge when booking a holiday rental?
When considering a holiday rental in Cambridge, Maryland, the historic district is a popular area to stay. This charming neighbourhood is rich in history and offers a lovely array of beautifully preserved buildings that date back to the 18th and 19th centuries. Visitors can explore the Harriet Tubman Museum and Educational Centre, which highlights the life of the famed abolitionist, and the nearby Choptank River offers picturesque views and opportunities for kayaking and fishing.

Another excellent option is the area surrounding Long Wharf Park, where you can enjoy waterfront activities and take leisurely strolls along the scenic boardwalk. This neighbourhood is great for those who appreciate outdoor spaces and local culture, with quaint shops and eateries nearby. The rental properties here tend to reflect the area's rustic charm, providing a comfortable base for exploring all that Cambridge has to offer.
How much does it cost to rent a holiday home in Cambridge?
Prices for holiday 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 holiday 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, the area along the Choptank River and the nearby Chesapeake Bay offers some delightful options. The vicinity of Long Wharf Park is particularly appealing, where visitors can find waterfront properties that boast spectacular views and easy access to the water. Many of these homes come equipped with amenities such as private docks, outdoor decks, and spacious living areas, superb for families or groups looking to enjoy the serene atmosphere of the bay.

Further along the river, the neighbourhood of East New Market features charming cottages and larger homes that often include features like fire pits, screened porches, and fully equipped kitchens, making them ideal for self-catering during your stay. This area also provides proximity to local seafood restaurants and quaint shops, adding to the overall experience.

Additionally, the nearby Blackwater National Wildlife Refuge offers a unique opportunity for nature lovers, with rentals that may include amenities tailored for outdoor enthusiasts, such as easy access to hiking trails and birdwatching spots. Properties in this area often feature rustic charm, comfortable furnishings, and outdoor spaces for enjoying the peaceful surroundings.
What is the most popular type of holiday rental accomodation in Cambridge?
In Cambridge, holiday houses are the most popular type of holiday rental, with around 292 available throughout the area. These spacious homes often feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or gardens, making them ideal for families and larger groups. Additionally, there are about 52 cottages, which provide a charming and rustic atmosphere, great for those looking for a quaint getaway. For a more compact option, approximately 36 apartments and 20 condos can also be found, offering modern amenities and convenient access to local attractions.
Are there any family house rentals in Cambridge?
In Cambridge, Maryland, there are numerous family-friendly house rentals available, with around 70 options throughout the area. Visitors can explore neighbourhoods that offer a mix of coastal charm and historical significance. Many properties feature spacious living areas, well-equipped kitchens superb for family meals, and outdoor spaces ideal for children's play. Amenities like Wi-Fi and air conditioning are typically included to ensure a comfortable stay.

Families can take advantage of the town's proximity to nearby attractions such as the Blackwater National Wildlife Refuge, which is great for birdwatching and nature walks, or head to the scenic Choptank River for boating and fishing activities.
Can I rent a holiday home with a pool or hot tub in Cambridge?
In Cambridge, Maryland, there are plenty of holiday homes available for rent that come with pools or hot tubs, with around 38 options to choose from. This charming town, located on the Eastern Shore, offers a variety of waterfront properties along the Choptank River and the nearby Chesapeake Bay. Visitors can find homes in lovely neighbourhoods such as the historic district, which provides a quaint backdrop for a relaxing getaway.

Travellers can expect a range of amenities in these rentals, including private swimming pools, hot tubs for unwinding after a day of exploration, and spacious outdoor areas superb for entertaining or enjoying family gatherings.
Can I find long-stay holiday rentals in Cambridge?
A long-stay holiday rental in Cambridge is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Cambridge?
In Cambridge, Maryland, there are numerous pet-friendly house rentals available, with around 40 options to choose from. Many of these properties come with amenities such as spacious yards, allowing pets to roam freely, as well as fully equipped kitchens and comfortable living spaces for a relaxing stay.

The area offers a charming waterfront location along the Choptank River, where visitors can enjoy scenic views and outdoor activities. Nearby parks and nature reserves provide additional opportunities for pet-friendly outings, with walking trails and open spaces superb for exercise and exploration.
Are there any remote work holiday rentals in Cambridge?
In Cambridge, Maryland, there are numerous holiday rentals suitable for remote work, with around 372 options available. Many of these properties come equipped with essential amenities such as free Wi-Fi, dedicated laptop workspaces, and comfortable living areas that provide an ideal setting for productivity. Guests can expect a variety of accommodations, including spacious homes and well-furnished apartments, often featuring fully equipped kitchens and outdoor spaces for relaxation during breaks.

The charming town of Cambridge offers a picturesque backdrop, with nearby attractions like the historic waterfront and local parks, great for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Cambridge holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cambridge with parking available—perfect for families or travellers 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, Maryland, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many rentals feature outdoor decks or patios, providing a lovely space to enjoy the fresh air and local scenery. Onsite parking is commonly available, which is particularly convenient for those travelling by car. Additional amenities often include blenders for making smoothies or cocktails and coffee or tea makers, superb for starting the day with a warm beverage.
When is the best time to visit Cambridge for a holiday rental?
The best time to visit Cambridge for a holiday rental is during the summer months, specifically from June to August, when the town comes alive with vibrant activity. This peak season attracts visitors eager to enjoy the beautiful waterfront, partake in outdoor adventures, and explore the local culture. With warm temperatures averaging between 20 to 30 degrees Celsius, it's an ideal time for leisurely strolls along the scenic Choptank River and enjoying water sports like kayaking and paddleboarding.

July stands out as the most popular month, offering numerous events and festivals that truly showcase the charm of Cambridge. The lively option invites you to engage with fellow travellers and locals alike, making it a delightful experience for those seeking a fun-filled holiday.

If you're looking for a more budget-friendly option, consider visiting in November. This month offers a quieter experience, allowing you to appreciate the historic architecture and local shops without the bustling crowds. While the temperatures are cooler, averaging around 10 to 15 degrees Celsius, the town's charm remains intact, providing a peaceful retreat.

Ultimately, the best time to book a holiday rental in Cambridge depends on your preference for a bustling summer getaway or a tranquil autumn escape, each offering great experiences to cherish.
How early should I book a Cambridge holiday rental?
Book your Cambridge holiday 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 holiday 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 natural beauty. The picturesque waterfront offers stunning views and opportunities for boating and fishing, particularly around the Choptank River. Historic sites such as the Harriet Tubman Underground Railroad Museum provide insight into the life and legacy of the iconic abolitionist, and the nearby Blackwater National Wildlife Refuge is superb for nature lovers, featuring trails and birdwatching opportunities.

In the downtown area, you'll find charming shops and local eateries that highlight the region's culinary offerings. The Cambridge Main Street area often hosts events and festivals, adding to the vibrant community spirit. For those interested in art and culture, the Dorchester Centre for the Arts frequently showcases local artists and hosts various exhibitions.
Can I change or cancel my Cambridge home rental booking on Vrbo?
To find Cambridge holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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