We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Cambridge, MD and nearby

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price range
    ($451 Average)
    $0per night $1,000+
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    From
    $250
    / Night
    Payment Protection
    View Details
    1 / 5
    3 of 5 stars (1) Average
    Cambridge
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    From
    $1,000
    / Night
    Payment Protection
    View Details
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    From
    $449
    / Night
    View Details
    1 / 27
    4.5 of 5 stars (11) Very good
    Cambridge
    7 Bedrooms, 5 Bathrooms, Sleeps 18
    Overview Reviews (11) Make Inquiry
    Overview Reviews (11)
    From
    $449
    / Night
    View Details
    1 / 30
    4.5 of 5 stars (11) Very good
    Cambridge
    6 Bedrooms, 5 Bathrooms, Sleeps 16
    Overview Reviews (11) Make Inquiry
    Overview Reviews (11)
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Private Fishing...
    • Internet Access
    • Sauna
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fabulous, recently-built premier vacation home on 500 feet of Chesapeake waterfront. A gorgeous home; beach, dock, private pool, boats, bikes, porches & mile-wide view With 6 acres of property, wide water & sandy beaches, this private luxury vacation rental is minutes from Cambridge,... View all property information
    Make Inquiry
    Location Information
    Cambridge, Maryland 21677
    5 of 5 stars Reviewed July 14, 2015
    This was a perfect setting for our family vacation. Our grandkids ages range from 4-17 and they all enjoyed biking, kayaking, swimming, fishing and playing in the sand. The...
    5 of 5 stars Reviewed June 27, 2015
    Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river...
    See all reviews
    From
    $500
    / Night
    View Details
    1 / 18
    4 of 5 stars (9) Very good
    Cambridge
    6 Bedrooms, 3 Bathrooms, Sleeps 18
    Overview Reviews (9) Make Inquiry
    Overview Reviews (9)
    Amenities & Details
    • Watersports Nearby
    • Waterfront
    • DVD Player
    • Internet Access
    • Water Views
    • Boat Available
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Swan's Nest in Cambridge, Maryland, has all that the Chesapeake Bay has to offer: sun, sand, fishing, crabbing,and so much more. The spacious and lovingly restored farmhouse can accommodate 18 guests. The kitchen is fully equipped and a barbeque pit is just outside on the patio. Bring your... View all property information
    Make Inquiry
    Location Information
    Cambridge, Maryland 21613
    5 of 5 stars Reviewed August 22, 2015
    We arrived to find the owners on the property, eager to give us a tour and ensure we had everything we needed. The home was clean, comfortable, and had everything we needed! Our...
    4 of 5 stars Reviewed August 20, 2015
    Our family of 15 with children ranging from 2 months to 6 years had a wonderful vacation at Swans Nest!! The large roomy farmhouse was very accommodating. Kitchen very well...
    See all reviews
    From
    $1,300
    / Night
    View Details
    1 / 22
    5 of 5 stars (5) Excellent
    Cambridge
    7 Bedrooms, 6 Bathrooms, Sleeps 28
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Private Fishing...
    • Internet Access
    • Hot Tub
    • Waterfront
    • Playground
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Experience the lavish surroundings of Captain's Quarters. Whether your pleasure is sailing, fishing, water sports, relaxing by the pool and jacuzzi or nestling up on the veranda with a good book, Captain's Quarter's provides luxury around every corner. This unrivaled waterfront estate accommodates... View all property information
    Make Inquiry
    Location Information
    Cambridge, Maryland 21613
    5 of 5 stars Reviewed May 21, 2014
    I had my wedding at this property. The landlord, Frank, was very polite and easy going. He allowed for our dogs to stay for a low fee and was very good at returning calls. The...
    5 of 5 stars Reviewed August 3, 2012
    I would not change a single thing. Our family enjoyed the six day stay at this awesome place. The amenities were great, the location was central to other sights, and the...
    See all reviews
    From
    $1,200
    / Night
    View Details
    1 / 42
    5 of 5 stars (2) Excellent
    Cambridge
    5 Bedrooms, 4 Bathrooms, Sleeps 18
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Playground
    • Satellite TV
    • DVD Player
    • Waterfront
    • Shared Outdoor Pool...
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Swan Cove awaits your family vacation or group! It's also an ideal place for a most memorable wedding. This incredible, newly redesigned waterfront home with a private dock offers spectacular views with a large swimming pool, 4 kayaks, outdoor firepit (firewood is furnished), playground and a large... View all property information
    Make Inquiry
    Location Information
    Cambridge, Maryland 21613
    From
    $286
    / Night
    View Details
    1 / 40
    Cambridge
    3 Bedrooms, 1 Bathroom, Sleeps 5
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • Hot Tub
    • Deck
    • Air Conditioning
    • Grill
    • Waterfront
    • DVD Player
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    'The Cottage' at Heron Cove is a cozy home situated on a scenic peninsula with water views from every window. Awake each morning to watch the sun glisten off the gentle waters. Explore ten acres of land and 1000 feet of shoreline. Relax on the wrap around screened in porch or soak in the 450 gallon... View all property information
    Make Inquiry
    Location Information
    Cambridge, Maryland 21613

    The following rentals are within 20 miles of Cambridge, Maryland.

    From
    $134
    / Night
    Payment Protection
    View Details
    1 / 57
    5 of 5 stars (2) Excellent
    Fishing Creek
    1 Bedroom, 1 Bathroom, Sleeps 3
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Pool Table
    • DVD Player
    • Waterfront
    • Water Views
    • Private Fishing...
    • TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    360 Degree Views, WATERFRONT (Honga River) and WATERBACK (Chesapeake Bay)! Scenic, peaceful and spacious studio apartment located on the entire second floor of our property. AVAILABLE FOR 3 NIGHT STAY MINIMUM, sorry NO EXCEPTIONS ($375 per 3 night stay for 1-2 ppl, 3rd person $50 extra per... View all property information
    Make Inquiry
    Location Information
    Fishing Creek, Maryland 21634
    5 of 5 stars Reviewed August 12, 2014
    We came to this historic area to do some fishing. The house was well equipped with emphasis to detail. A great deal of creativity is evident once you step inside. You find...
    5 of 5 stars Reviewed June 9, 2014
    As soon as we stepped out of our car, we felt like we hit the jackpot. The views in front and in back of the house are breathtaking, with water stretching to the...
    See all reviews
    From
    $90
    / Night
    Payment Protection
    View Details
    1 / 40
    4 of 5 stars (4) Very good
    Trappe
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • Internet Access
    • DVD Player
    • Watersports Nearby
    • Private Fishing...
    • TV
    • Waterfront
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful, serene waterfront home on the Chesapeake Bay. One hour from the Atlantic Ocean (Ocean City, Assateague Island) and Annapolis, One and a half hours from Washington DC and Baltimore. Many nearby places worth visiting, including picturesque St. Michaels and the Blackwater Wildlife Refuge... View all property information
    Make Inquiry
    Location Information
    Trappe, Talbot County 21673
    4 of 5 stars Reviewed July 23, 2015
    We had a blast. The property, although the actual house could use a bit of updating, is GORGEOUS. We did notice that the home definitely housed a pet or two but did not smell...
    1 of 5 stars Reviewed July 7, 2015
    I never write a review for good or bad experiences but I could not let this one go. Dimitri was very friendly in the exchange of information before arriving to the house. The only...
    See all reviews
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $175
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (4) Excellent
    Tilghman
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • DVD Player
    • Water Views
    • Satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' Available for both short and long-term rentals, the cottage is located on a quiet residential street across from a marina... View all property information
    Make Inquiry
    Location Information
    Tilghman, Talbot County 21671
    5 of 5 stars Reviewed June 4, 2015
    This is a delightful place to stay with lots to see and do in the area, from the Maritime Museum in St. Michaels, to Cambridge, to the Ward Museum In Salisbury. We anticipated...
    See all reviews
    From
    $125
    / Night
    Payment Protection
    View Details
    Tilghman
    2 Bedrooms, 1 Bathroom, Sleeps 6
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Get away and stay in our cozy cottage that sits on the Knapp's Narrows in Tilghman, MD. Captain's Watch is a Waterfront Cottage which has a screened porch with beautiful sunrise view of Knapps Narrows. It is nestled in a Working Watermens Village, 12 miles from Historic St. Michaels, Maryland on... View all property information
    Make Inquiry
    Location Information
    Tilghman, Talbot County 21671
    From
    $300
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (1) Excellent
    Easton
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other traveler has booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Water Views
    • Satellite TV
    • Dryer
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Exclusive 2 bedroom upstairs waterfront apartment with private entrance located 20 minutes from historic Easton and St. Michaels and 30 minutes from Oxford. Enjoy the sunrise each morning on your own private deck overlooking one of the most peaceful and unique surroundings the Eastern Shore has to... View all property information
    Make Inquiry
    Location Information
    Easton, Talbot County 21601
    5 of 5 stars Reviewed July 25, 2015
    This was beyond what I could of hoped for in every way. I actually think the photos on the listing do not do it justice. The property was so tranquil and beautiful. The owner is...
    See all reviews
    From
    $250
    / Night
    Payment Protection
    View Details
    Tilghman
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • There Are Tennis...
    • Ocean Views
    • Wi-Fi
    • Water Views
    • Watersports Nearby
    • Satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in the heart of the classic waterman's village of Tilghman Island, this gorgeous Knapps Narrows waterfront home comes complete with a boat slip! Watch the boats stream by, fish, crab or just relax in this 2700 sq ft home. This stunning vacation home boasts an open floor-plan, gourmet... View all property information
    Make Inquiry
    Location Information
    Tilghman, Talbot County 21671
    From
    $700
    / Night
    Payment Protection
    View Details
    Easton
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Ocean Views
    • Watersports Nearby
    • Air Conditioning
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    4+ acres on Shipshead Creek off of St. Michaels road. Fully furnished (2 king and 4 twin beds), heated pool, deep water dock, tennis court,and pet friendly. Boat, Jet Ski, Paddle Board, Kayak, Canoe, and Bike rentals can be arranged-Inquire if interested The Space Pet Friendly waterfront... View all property information
    Make Inquiry
    Location Information
    Easton, Talbot County 21601
    From
    $250
    / Night
    Payment Protection
    View Details
    Neavitt
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Yard
    • Wi-Fi
    • Grill
    • Linens Provided
    • Towels Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Newly renovated cottage in the village of Neavitt. Neavitt is a great village only 10 minutes away from St. Michaels. The house has waterviews and access to it's own personal dock which is great for fishing, kayaking or paddle boarding. Spend the day out on local waterways and then relax the night... View all property information
    Make Inquiry
    Location Information
    Neavitt, Talbot County 21652
    From
    $159
    / Night
    Payment Protection
    View Details
    Fishing Creek
    3 Bedrooms, 2 Bathrooms, Sleeps 5
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Fishing...
    • Housekeeping...
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Pool Table
    • Game Room
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Hooper's Island is located between the Honga River and Chesapeake Bay on Marylands Eastern Shore. This unique island is a 'MUST DO' on your bucket list. Especially noted for: Maryland's famous Blue Crabs and Breathtaking Sunsets!!! April thru October on Hooper's Island is must do on your... View all property information
    Make Inquiry
    Location Information
    Fishing Creek, Maryland 21634
    From
    $375
    / Night
    View Details
    1 / 9
    5 of 5 stars (1) Excellent
    Bozman
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Water Views
    • Fireplace
    • Stereo System
    • Boat Available
    • Air Conditioning
    • Waterfront
    • Internet Access
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, valences, sofas, wing and lounge chairs and collectibles. All the cottages are fully furnished including solaria porch, gas... View all property information
    Make Inquiry
    Location Information
    Bozman, Talbot County 21612
    From
    $665
    / Night
    View Details
    1 / 7
    5 of 5 stars (9) Excellent
    Bozman
    4 Bedrooms, 2 Bathrooms, Sleeps 13
    Overview Reviews (9) Make Inquiry
    Overview Reviews (9)
    Amenities & Details
    • Satellite TV
    • Deck
    • Internet Access
    • Boat Available
    • Air Conditioning
    • Washer
    • Water Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful NEW kitchen... Featuring two interior eating/serving areas, custom french windows that open to a sitting area on the porch, 4 bedrooms & Enclosed Sleeping Porch (2 queens, 1 double, daybed w/trundle, 5 twins) 2 ½ baths, fireplace, 3 TV’s, DVD, cable, wireless internet, large... View all property information
    Make Inquiry
    Location Information
    Bozman, Talbot County 21612
    5 of 5 stars Reviewed June 9, 2015
    Perfectly situated on the water. The views are amazing, as is the pool. There is a huge lawn which is perfect for children of all ages. A short drive to St. Michael's, which is a...
    See all reviews
    From
    $856
    / Night
    View Details
    1 / 29
    Trappe
    8 Bedrooms, 6 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Private Fishing...
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Martins Point is a late 18th Century house and cottages on Maryland's historic Eastern Shore where the Underground Railroad once passed through the property. It is located on a secluded finger of land, surrounded by water on three sides, a place to unwind, immerse yourself in the natural beauty of... View all property information
    Make Inquiry
    Location Information
    Trappe, Talbot County 21673
    Get the List