Cambridge Holiday Rentals

Compare Villas, Resorts, & Rentals in Cambridge, Maryland, USA

Cozy Cottage with Private Dock- Chesapeake Bay/Cambridge (Pet-Friendly)
10.0 (16 Reviews)
2 Bedrooms 6 Guests
Four-Bedroom Home in Cambridge
FromZA R5,219 per night
|
10.0 (4 Reviews)
4 Bedrooms 8 Guests
Hyatt Regency Chesapeake Bay
FromZA R4,374 per night
|
8.8 (1004 Reviews)
1 Bedroom 2 Guests
Waterfront Retreat Less Than 4 Mi to Dtwn Cambridge!
|
10.0 (3 Reviews)
4 Bedrooms 9 Guests
Holiday Inn Express Cambridge by IHG
8.8 (769 Reviews)
1 Bedroom 2 Guests
High Water Guest House
FromZA R6,359 per night
10.0 (9 Reviews)
2 Bedrooms 6 Guests
Walk to Dtwn Waterfront Eastern Shore Townhome!
|
10.0 (2 Reviews)
1 Bedroom 8 Guests
Comfort Inn & Suites Cambridge
FromZA R2,135 per night
8.2 (809 Reviews)
1 Bedroom 2 Guests
Choptank River Beach Home with Pier in Cambridge!
|
10.0 (1 Review)
5 Bedrooms 12 Guests
Sunset Breezes - quiet waterfront retreat
|
10.0 (1 Review)
3 Bedrooms 8 Guests
Casual Bungalow close to Choptank River, sleeps 5
10.0 (3 Reviews)
2 Bedrooms 6 Guests
New Intown Waterfront Townhome wPool & Location
|
9.5 (2 Reviews)
3 Bedrooms 8 Guests
Walk to Park & River: Dog-Friendly Cambridge Gem
10.0 (1 Review)
1 Bedroom 4 Guests
Walk to Park and River Dog-Friendly Cambridge Gem
9.0 (2 Reviews)
1 Bedroom 4 Guests
Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina
|
8.6 (342 Reviews)
23 Bedrooms 97 Guests
Waterfront Cambridge Gem with Hot Tub, Pool and Dock!
|
New
7 Bedrooms 27 Guests
Cambridge Apt in Walkable Neighborhood
9.0 (2 Reviews)
1 Bedroom 4 Guests
Waterfront Cambridge Home Pool and Dock!
|
New
4 Bedrooms 12 Guests
Beautiful Colonial Home on the Choptank River
|
New
4 Bedrooms 8 Guests
Walkable Condo w/Drawbridge Views in Cambridge
New
2 Bedrooms 6 Guests
Family-Friendly Cambridge Home with Fire Pit!
|
New
3 Bedrooms 10 Guests
Relaxing Retreat on the Hudson
FromZA R4,843 per night
|
New
4 Bedrooms 30 Guests
Bayberry Cove
FromZA R27,385 per night
|
New
1 Bedroom 17 Guests
Waterfront Getaway for Two
FromZA R2,773 per night
New
1 Bedroom 2 Guests
Oyster Haven
FromZA R24,427 per night
|
New
1 Bedroom 16 Guests
The Birds Nest
FromZA R21,395 per night
|
New
1 Bedroom 16 Guests
Family and Pet-Friendly, Waterfront with Pier
10.0 (265 Reviews)
4 Bedrooms 8 Guests
Peaceful Cambridge Home on Jenkins Creek
10.0 (213 Reviews)
3 Bedrooms 6 Guests
Multi-Generational Waterfront Retreat with Pool!
10.0 (70 Reviews)
4 Bedrooms 12 Guests
Beautiful Waterfront Retreat in Cambridge!
10.0 (49 Reviews)
3 Bedrooms 7 Guests
BayDreams - IronMan/Eagleman Retreat on the bay
10.0 (43 Reviews)
4 Bedrooms 8 Guests
Walkable Condo with Drawbridge Views in Cambridge
|
New
2 Bedrooms 6 Guests
Days Inn & Suites by Wyndham Cambridge
6.6 (1004 Reviews)
1 Bedroom 2 Guests
The Crabby Little Oyster Cottage in Cambridge MD
10.0 (1 Review)
3 Bedrooms 6 Guests
Cambridge Inn
FromZA R1,514 per night
5.4 (555 Reviews)
1 Bedroom 2 Guests
Cambridge Apt in Walkable Neighborhood
|
New
1 Bedroom 4 Guests
Peaceful Waterfront Retreat ~ 23 Private Acres With Dock & Pool
9.8 (74 Reviews)
4 Bedrooms 17 Guests
Chesapeake Bay Retreat
FromZA R21,334 per night
New
1 Bedroom 16 Guests
Renovated Historic Waterfront Home with Pool, Dock, 200 acres
9.8 (57 Reviews)
7 Bedrooms 18 Guests
Waterfront Gem Less Than 1 Mi to Dtwn Cambridge!
New
1 Bedroom 4 Guests
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
9.8 (9 Reviews)
4 Bedrooms 9 Guests
Holiday Inn Express Cambridge by IHG
|
8.8 (186 Reviews)
51 Bedrooms 18 Guests
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
9.8 (7 Reviews)
7 Bedrooms 20 Guests
Comfort Inn & Suites Cambridge
FromZA R1,941 per night
|
7.9 (247 Reviews)
52 Bedrooms 18 Guests
Waterfront retreat, beautiful views!
9.8 (7 Reviews)
5 Bedrooms 15 Guests
Days Inn & Suites by Wyndham Cambridge
|
5.9 (311 Reviews)
49 Bedrooms 20 Guests
Cambridge Inn
FromZA R1,271 per night
5.4 (292 Reviews)
18 Bedrooms 18 Guests
Cheerful three-bedroom Cottage
FromZA R4,340 per night
9.8 (6 Reviews)
3 Bedrooms 6 Guests
Private 2 Acre Waterfront Family Retreat with Pool & Pier
9.6 (89 Reviews)
8 Bedrooms 22 Guests
Waterfront Cambridge Gem w/Hot Tub, Pool & Dock!
9.6 (35 Reviews)
7 Bedrooms 27 Guests
Minutes from Downtown Cambridge | Private Dock | Pool | Kayaks
9.6 (22 Reviews)
5 Bedrooms 16 Guests
New listing! Riverside Retreat on the Choptank River
9.6 (8 Reviews)
3 Bedrooms 6 Guests

About Casai's Private Villas and Holiday Rentals in Cambridge

Discover more than 201 vacation rentals available in Cambridge. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Cambridge.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cambridge, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Cambridge. On average, places to stay near Cambridge offer 1574.5 ft², with nightly prices averaging ZA R10,230.

With Casai, finding and comparing holiday rentals in Cambridge is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Cambridge?

What are the top holiday rentals in Cambridge?

How many Casai.co.za holiday rentals are available in Cambridge?

As of 2026, Casai boasts over 201 properties listed in the Cambridge area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cambridge.

Nearby Neighborhood (1)

NeighborhoodProperty Count
Downtown Cambridge Vacation Rentals in Cambridge, Maryland 125