Cambridge holiday homes

We found 341 holiday rentals — enter your dates for availability
Discover a selection of 89 homes, 14 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:6 Nov - 13 Nov

View from Foyer into Great Room
Pool
Dining table- seats 10!
View from Pier back to house!
Exceptional
(145 reviews)

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

Easton

8% off
NZ$14,037
for 7 nights, 1 home
NZ$2,005 per night
includes taxes & fees
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Room
Terrace/patio
Dining
Exterior
Exceptional
(8 reviews)

New Island Home on the Chesapeake Bay Sunsets

Church Creek

8% off
NZ$8,882
for 7 nights, 1 home
NZ$1,269 per night
includes taxes & fees
New Island Home on the Chesapeake Bay Sunsets
Kitchen/dining
Foyer into Living Room
Foyer with stairs to second floor peak into 1st  floor master bedroom
Kitchen with peak into living room
Exceptional
(90 reviews)

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

Taylors Island

8% off
NZ$7,411
for 7 nights, 1 home
NZ$1,059 per night
includes taxes & fees
Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball
Master Bedroom
Greatroom
Full Kitchen with island
Work station in master bedroom
Exceptional
(11 reviews)

Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres

Vienna

8% off
NZ$5,755
for 7 nights, 1 home
NZ$822 per night
includes taxes & fees
Fabulous Beach House on Elliott Island -beautiful sandy beach, tranquil 6 acres
Enjoy water views from the dining room and kitchen.
The front porch has ceiling fans to help keep you cool.
Two bar stools are available at the kitchen bar.
Exterior
Exceptional
(54 reviews)

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Fishing Creek

7% off
NZ$2,265
for 7 nights, 1 home
NZ$324 per night
includes taxes & fees
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly
Custom, open-concept home (photo prior to new red-oak hardwood flooring)
Shaded view of wrap-around deck; stainless Saber outdoor gas grill
Delightful front garden welcomes you when approaching house from driveway
Convenient open-concept design:  kitchen, dining and living areas
Exceptional
(161 reviews)

Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

Sherwood

10% off
NZ$3,809
for 7 nights, 1 home
NZ$544 per night
includes taxes & fees
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Exterior
Exterior
Living area
Private kitchen
Exceptional
(64 reviews)

Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay

Cambridge

8% off
NZ$13,941
for 7 nights, 1 home
NZ$1,992 per night
includes taxes & fees
Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay
Dining Room - Seats 6
View down the lane
Custom kitchen
Sit and stay a while!
Exceptional
(122 reviews)

Perfect Waterview Cottage - St. Michaels Getaway

Wittman

8% off
NZ$3,439
for 7 nights, 1 cottage
NZ$491 per night
includes taxes & fees
Perfect Waterview Cottage - St. Michaels Getaway
Room
Private kitchen
Living area
Property grounds
Exceptional
(10 reviews)

3-bedroom waterfront retreat in Secretary, Maryland

Secretary

8% off
NZ$5,500
for 7 nights, 1 home
NZ$786 per night
includes taxes & fees
3-bedroom waterfront retreat in Secretary, Maryland
Interior
Dining
Private kitchen
Private kitchen
Exceptional
(10 reviews)

Charming Waterfront Cottage Retreat near St. Michaels

Bozman

12% off
NZ$5,538
for 7 nights, 1 cottage
NZ$791 per night
includes taxes & fees
Charming Waterfront Cottage Retreat near St. Michaels
Exterior detail
Be ready to float! Bring your own inner tubes  and tennis shoes!
Living area
Living area
Exceptional
(143 reviews)

Charming cottage along water with private pier, near St. Michaels Winery

Bozman

12% off
NZ$3,554
for 7 nights, 1 cottage
NZ$508 per night
includes taxes & fees
Charming cottage along water with private pier, near St. Michaels Winery
Private kitchen
Living area
Dining
Living area
Exceptional
(5 reviews)

Lovely 2-bedroom waterfront cottage in charming Wittman

Wittman

8% off
NZ$3,811
for 7 nights, 1 cottage
NZ$544 per night
includes taxes & fees
Lovely 2-bedroom waterfront cottage in charming Wittman
Living area
Exterior
Private kitchen
Property grounds
Exceptional
(19 reviews)

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman

8% off
NZ$5,119
for 7 nights, 1 cottage
NZ$731 per night
includes taxes & fees
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Interior
Living area
Room
Terrace/patio
Exceptional
(7 reviews)

Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels

St. Michaels

17% off
NZ$4,088
for 7 nights, 1 home
NZ$584 per night
includes taxes & fees
Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels
Dining
Outdoor dining
Exterior detail
upstairs offers 2 bedrooms including 1 queen and 4 twin (bunks)
Exceptional
(30 reviews)

Eastern Shore Waterside Cottage Near St. Michaels

Neavitt

8% off
NZ$4,105
for 7 nights, 1 cottage
NZ$586 per night
includes taxes & fees
Eastern Shore Waterside Cottage Near St. Michaels
Gather around the table for family dinner.
Every sunrise brings new hope for a brighter future.
Life is good!
Welcome, friends.
Exceptional
(52 reviews)

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek

8% off
NZ$3,372
for 7 nights, 1 cottage
NZ$482 per night
includes taxes & fees
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Private kitchen
The beautiful marina is just 4 blocks away
Marina
Interior
Exceptional
(10 reviews)

Station House East: Upscale Loft in the Historic District Cambridge, MD

Cambridge

7% off
NZ$1,767
for 7 nights, 1 apartment
NZ$252 per night
includes taxes & fees
Station House East: Upscale Loft in the Historic District Cambridge, MD
Living area
Exterior
Exterior
Dining
Exceptional
(27 reviews)

Spacious waterfront home with amazing views, private pier, fishing and crabbing.

Cambridge

8% off
NZ$8,157
for 7 nights, 1 home
NZ$1,165 per night
includes taxes & fees
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Eating area in panelled Family Room. Eat here, in dining room, or on porch!
St. Michaels Harbor from Park down street
Park half block from house
Large screened porch with ceiling fan allows outdoor dining and relaxing.
Exceptional
(150 reviews)

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St. Michaels

8% off
NZ$5,072
for 7 nights, 1 cottage
NZ$725 per night
includes taxes & fees
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Exterior
Marina
Living area
Marina
Exceptional
(13 reviews)

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Cambridge

8% off
NZ$3,594
for 7 nights, 1 apartment
NZ$513 per night
includes taxes & fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Cambridge

  • Scenic waterfront: Enjoy picturesque views along the bayside, perfect for relaxation and leisure.
  • Charming downtown: Stroll through a vibrant area filled with local markets and a relaxed, coastal atmosphere.
  • Historical exploration: Immerse yourself in Cambridge's rich history through its museums and historic sites.
  • Outdoor adventures: Engage in various activities, from leisurely park walks to engaging outdoor pursuits.
  • Welcoming community: Experience the friendly atmosphere that makes Cambridge a delightful holiday destination.

Top attractions in and around Cambridge

Discover Cambridge, Maryland, a vibrant city offering a blend of urban parks, history museums, and historic sites. Perfect for those seeking outdoor adventures, cultural exploration, and family fun, Cambridge boasts scenic beauty and charming local attractions. Enjoy leisurely walks in its parks or immerse yourself in its rich history, all within a friendly, welcoming city atmosphere.

  • Harriet Tubman Underground Railroad National Historical Park: Experience an evocative journey through history at this significant site, located 14km away from Cambridge, where the legacy of Harriet Tubman comes alive in a culturally rich setting.
  • Gerry Boyle Park at Great Marsh: Enjoy family-friendly outdoor fun in this urban park nestled within Cambridge, offering city vibes and a perfect spot for picnics and leisurely strolls.
  • Harriet Tubman Museum and Educational Center: Explore captivating exhibitions in this museum, showcasing the influential life and legacy of Harriet Tubman in a culturally engaging environment.

Things to do recommended for couples

Cambridge offers a delightful escape for couples. Enjoy a romantic stroll along the Choptank River or savour a candlelit dinner at a cosy waterfront restaurant. Don't miss the scenic views at Blackwater National Wildlife Refuge, perfect for a memorable sunset together.

Things to do recommended for families

Families will delight in exploring the charming parks and local history of Cambridge, Maryland, with interactive museums and scenic walks, providing an authentic experience for all ages.

Things to do recommended for groups

Explore the charming streets of Cambridge, enjoy a guided tour of the historic downtown, or take a scenic boat trip on the Choptank River. Don’t miss the Harriet Tubman Underground Railroad National Historical Park for a meaningful 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, pets, or planning an extended stay, it’s important to prioritise your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cambridge with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Cambridge with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Cambridge: For many, a family holiday isn’t truly complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Cambridge: If you're after holiday rentals offering deals for stays of a month or longer, you've come to the right place. Simply apply the appropriate filter to easily find and save on monthly rentals. You might also want to add extras like a parking bay, a well-equipped kitchen, or your very own private pool to your search.

Where to stay in and around Cambridge

Cambridge, Maryland offers an inviting waterfront getaway with scenic views along the bayside. The charming downtown area is perfect for romantic strolls and family-friendly outings, featuring local markets and a relaxed, coastal atmosphere. Enjoy outdoor adventures and immerse yourself in the genuine Maryland experience right in the heart of Cambridge. It’s an ideal destination for a memorable holiday with a blend of adventure and tranquillity.

  • Oxford: Nestled approximately 16km from Cambridge, Oxford is a charming town famous for its picturesque scenery and outdoor experiences. Visitors flock to Oxford for its delightful recreational areas and scenic boardwalks that line the waterfront. The local beaches, ideal for family outings, offer a perfect blend of relaxation and adventure. Whether you’re shopping in quaint boutiques or enjoying a day at the beach, Oxford promises a delightful escape into nature’s beauty.
  • Downtown Cambridge: Located in the heart of Cambridge, Downtown Cambridge is a vibrant neighbourhood that caters to families and adventure-seekers alike. This lively area features an array of outdoor activities, from exploring urban parks to engaging in fun-filled adventures along the boardwalk. With its rich history and charming parks, Downtown Cambridge invites you to discover its unique attractions and enjoy a variety of recreational options, making it a must-visit for anyone looking to experience local culture.
  • Eastern Shore: Situated about 24km from Cambridge, the Eastern Shore is a stunning destination renowned for its natural beauty and outdoor activities. Travellers are drawn to the area’s breathtaking beaches and scenic bays, perfect for a family day out. The Eastern Shore offers an array of recreational opportunities, including walking along the boardwalk and enjoying the lush landscapes. Whether you’re looking to soak up the sun on the beach or explore the natural surroundings, the Eastern Shore is an idyllic spot for relaxation and adventure.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January36.5°F (2.5°C)Light RainMostly SunnyAverage
February39.0°F (3.9°C)Light RainMostly SunnyAverage
March45.5°F (7.5°C)Light RainMostly SunnyAverage
April55.8°F (13.2°C)Light RainMostly SunnyAverage
May64.8°F (18.2°C)Light RainMostly SunnyAverage
June73.2°F (22.9°C)Light RainMostly SunnySlightly High
July78.4°F (25.8°C)Light RainMostly SunnySlightly High
August76.8°F (24.9°C)Light RainMostly SunnySlightly High
September70.9°F (21.6°C)Light RainMostly SunnyAverage
October60.8°F (16.0°C)Light RainMostly SunnySlightly Low
November49.3°F (9.6°C)Light RainMostly SunnySlightly Low
December42.4°F (5.8°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider flexible travel dates as prices may fluctuate. Also, booking for a longer duration can often result in significant savings. To easily find the ideal Vrbo property that suits your budget, simply use our filters to narrow down your search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a handy platform for organising your travel plans, allowing you to create new trips, continue from where you last left off, or review your existing itineraries. You'll discover your saved or booked properties neatly sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, head over to: https://www.bookabach.co.nz/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)
  • Easton Cycle and Sport (14.5 mi / 23.3 km)
  • Talbot Massage (14.6 mi / 23.5 km)
  • Hog Neck Golf Course (17.8 mi / 28.6 km)
  • Perigeaux Vineyards and Winery (25.5 mi / 41 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)
  • Cove Point Beach (21.2 mi / 34 km)
  • Flag Ponds Nature Park (22.4 mi / 36 km)
  • Matoaka Beach (22.7 mi / 36.6 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 most popular type of holiday home accommodation in Cambridge?
Based on our data, houses are considered the most popular holiday home type in Cambridge. But as you'd expect, everyone's idea of the perfect stay isn't going to be the same. Bookabach has holiday homes of all sizes and shapes, and we'll help you find the perfect fit.
How much does it cost to rent a holiday home in Cambridge?
Property type, length of stay and time of year are some of the things that can influence the price of a holiday home. Simply add your dates of travel to find your dream escape. From homey country cottages to sprawling luxury villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Cambridge?
Prices for beach houses in Cambridge can differ depending on the size and type of the property and time of year you're travelling. All you need to do is enter your travel dates into Bookabach and the number of guests to view your holiday home options and prices. From there you can use the filters to tailor your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in Cambridge?
With 10 properties that welcome pets, your happy hound can also come along on your Cambridge getaway. Use the filter tool to browse our pet-friendly holiday homes and find your pawfect holiday home on Bookabach.
What are popular home amenities in Cambridge?
When it comes to home amenities that people are looking for in Cambridge, a fireplace, a firepit and a nearby river are the most popular. With Bookabach holiday homes, you'll enjoy options to fit your style and taste, whether you're going away with family, friends or even pets.
Are there large group holiday homes in Cambridge?
Yes, you can pick from one of seven holiday properties in Cambridge that can accommodate five or more people. From family getaways to special occasions like birthday parties, these stays have enough space to kick back with the people that matter the most.
Are there holiday homes in Cambridge that welcome kids?
With 10 family-friendly holiday properties to select from in Cambridge, now is a superb time to introduce the little ones to the excitement of travel. Just click on our "Properties good for families" filter box to look for stays loaded with amenities ideal for travelling families, like living rooms, pools, entertainment areas and hot tubs.
What are the top attractions for families in Cambridge?
There are plenty of cool things to do and see with the family in Cambridge, such as:
  • Ruark Boatworks
  • Richardson Maritime Museum
  • Choptank River Lighthouse
Are there holiday homes with WiFi in Cambridge?
Whether you want to stay in touch with world events, look over emails or surf social networks, there are six holiday homes with WiFi in Cambridge. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Cambridge?
Cambridge has 10 holiday homes where you can wind down in air-conditioned comfort. To locate a property on Bookabach offering this perk, enter your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Cambridge?
The minimum age is typically 16, 18 or 21. It can vary across properties on Bookabach, so look at the rules of your preferred Cambridge stay before booking your escape.
How long can I rent a holiday home in Cambridge for?
It really depends on the Cambridge property. To view a list of options offering extended stays, simply type your travel dates and number of people into the Bookabach search page. Enjoy having the entire place to yourself, along with the comforts of home like a kitchen, air conditioning and outdoor spaces where your little ones can play. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.

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