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.

Holiday Villas in Sherwood, MD and nearby

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 21 Rentals in the Sherwood Area
loading...
Sort by

The following rentals are within 25 kilometres of Sherwood, Maryland.

From
£220
Per Night
St. Michaels
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details
Reviews (1) Make Enquiry
From
£102
Per Night
other travellers have booked this property
Tilghman
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
From
£381
Per Night
North Beach
4 Bedrooms, 4 Bathrooms, Sleeps 12
14 photos Details
Make Enquiry
From
£1,083
Per Night
North Beach
6 Bedrooms, 4 Bathrooms, Sleeps 15
24 photos Details
Make Enquiry
From
£146
Per Night
Oxford
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Make Enquiry
From
£322
Per Night
Oxford
6 Bedrooms, 6 Bathrooms, Sleeps 12
28 photos Details
Make Enquiry
From
£146
Per Night
Tilghman
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details
Make Enquiry
From
£263
Per Night
other travellers have booked this property
St. Michaels
3 Bedrooms, 3 Bathrooms, Sleeps 10
13 photos Details
Make Enquiry
From
£146
Per Night
Easton
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Make Enquiry
From
£444
Per Night
other travellers have booked this property
St. Michaels
6 Bedrooms, 6 Bathrooms, Sleeps 12
38 photos Details
Make Enquiry
Get the List
From
£205
Per Night
Tilghman
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (6) Make Enquiry
From
£146
Per Night
Chesapeake Beach
4 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details
Reviews (3) Make Enquiry
From
£105
Per Night
Chester
4 Bedrooms, 2 Bathrooms, Sleeps 8
21 photos Details
Reviews (2) Make Enquiry
From
£79
Per Night
North Beach
1 Bedroom, 1 Bathroom, Sleeps 5
17 photos Details
Reviews (4) Make Enquiry
From
£132
Per Night
Chesapeake Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
From
£389
Per Night
Bozman
4 Bedrooms, 3 Bathrooms, Sleeps 13
7 photos Details
Reviews (8) Make Enquiry
From
£220
Per Night
Bozman
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (1) Make Enquiry
From
£105
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 5
20 photos Details
Reviews (11) Make Enquiry
From
£204
Per Night
North Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details
Make Enquiry
From
£211
Per Night
St. Michaels
7 Bedrooms, 4 Bathrooms, Sleeps 11
12 photos Details
Make Enquiry
From
£111
Per Night
St. Michaels
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
Make Enquiry
Go to map view
Book Online(10)
Use filters to find the best results!

Suitability

  • Wheelchair access (2)
  • Elder access (9)
  • Suitable for children (17)
  • Pet friendly (10)
  • Smoking allowed (2)

Amenities

  • Air Conditioning (19)
  • Grill (19)
  • Other outdoor space (18)
  • Internet (17)
  • Washer/Dryer (17)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List