Skip to content

Vacation rentals in Cambridge

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Cambridge

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

SUPERHOST
Home in Cambridge
Roslyn Retreat. Center of the Eastern Shore!
Neat, clean and comfortable older home with eastern shore charm and eastern shore décor. More of a home feeling. Great location and safe neighborhood and conveniently located 2 blocks off Rt. 50. Walking distance to local restaurants and the Choptank River. Close to Eastern Shore activities, hunting, fishing, golf, exploring and all Cambridge that has to offer. Relaxed setting. This is not the Hyatt, it's around the corner, but it's not the hotel experience you want or want to pay for is it?
$102 per night
SUPERHOST
Private room in Cambridge
Olde Town Charm Master Suite
Fully renovated 4 Bedroom, 3 Bathroom home in Historic West End near the water. Open floor plan with spacious family room and all new luxury vinyl plank floors. Kitchen features plenty of storage, bench window seating, granite countertops, beautiful Island, stainless steel appliances, and pantry. Second floor has the master suite with full bathroom as the Airbnb. Nice size back yard. Within walking distance to the water, downtown restaurants, shops, Cambridge Yacht Club, and Farmers market.
$55 per night
Loft in Cambridge
Modern Cambridge Cottage: Walk to Town, Waterfront
Pairing modern comforts with timeless charm, this 1-bath studio offers an ideal stay on your next visit to coastal Cambridge. Visit the Harriet Tubman Museum, dine on fresh local seafood, or enjoy a leisurely stroll along the Choptank River — all just steps from your front door. Back home, rest and relax on the shared patio, or curled up in front of the TV. Traveling with a pet, or maybe a larger crew? Make use of this vacation rental's pet-friendly policy and additional rental home on-site.
$110 per night

Stay near Cambridge's top sights

Walmart Supercenter15 locals recommend
Gerry Boyle Park18 locals recommend
Snappers Waterfront Cafe and Tiki Bar35 locals recommend
Hyatt Regency Chesapeake Bay Golf Resort, Spa And Marina8 locals recommend
Long Wharf Park16 locals recommend
Cambridge Diner4 locals recommend

Other great vacation rentals in Cambridge

Home in Cambridge
Entire house in Historic District + Choptank River
$139 per night
SUPERHOST
Home in Cambridge
Bungalow Sleeps 5, near the Choptank River
$193 per night
SUPERHOST
Rental unit in Church Creek
Church Creek Natures' Rest
$115 per night
SUPERHOST
Tiny home in Cambridge
Blackwater Tiny Cabin on Snakehead Creek
$73 per night
SUPERHOST
Rental unit in Cambridge
Little Slice of Cambridge. Newly listed, 2 bedroom
$139 per night
SUPERHOST
Home in Cambridge
Large 3 BR in Historic Cambridge
$228 per night
SUPERHOST
Home in Cambridge
Guest House: Farm homestead
$132 per night
Private room in Cambridge
#1 Walking distance to Choptank River - Queen Bed
$65 per night
SUPERHOST
Private room in Cambridge
Stevens’ Gift, Grandfather’s room
$75 per night
SUPERHOST
Private room in Cambridge
Little home, big welcome.
$67 per night
SUPERHOST
Cottage in Cambridge
Cozy 3-bedroom cottage steps away from the water.
$212 per night
Rental unit in Cambridge
Studio apartment meeting all your needs.
$150 per night
  1. Airbnb
  2. United States
  3. Maryland
  4. Dorchester County
  5. Cambridge