Eastern Shore condominium resorts to rent from $58

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Find vacation rentals that suit your style

Check prices for these dates

No exact matches found, but these alternatives could be just right

Recommended hotels in Eastern Shore

1. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,002 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
$101 nightly
The price is $112
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

2. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,006 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
$79 nightly
The price is $87
Dec 10 - Dec 11
Total with taxes and fees
St Michaels Inn

3. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
$170 nightly
The price is $193
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Chesapeake Bay

4. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
2.5 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,002 reviews)
"Very enjoyable stay. Staff was very warm and welcoming."
United States
Erin
$59 nightly
The price is $66
Dec 3 - Dec 4
Total with taxes and fees
Hampton Inn & Suites Ocean City/Bayfront-Convention Center

5. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (858 reviews)
"Great place to stay"
United States
Michael
$134 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

6. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (959 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
$82 nightly
The price is $90
Nov 15 - Nov 16
Total with taxes and fees
Baymont by Wyndham Easton

7. Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,001 reviews)
"Very well maintained staff was super nice and professional higher recommend staying here"
United States
Patricia
$81 nightly
The price is $91
Dec 7 - Dec 8
Total with taxes and fees
Cambria Hotel Ocean City - Bayfront

8. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
$97 nightly
The price is $107
Dec 6 - Dec 7
Total with taxes and fees
Comfort Inn & Suites Chestertown

9. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (528 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
$222 nightly
The price is $244
Dec 1 - Dec 2
Total with taxes and fees
The Wildset

10. Home2 Suites by Hilton Ocean City - Bayside, MD

Home2 Suites by Hilton Ocean City - Bayside, MD
3.0 star property
North Ocean City
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was very good and engaging. Breakfast was unique and gave many choices. A good addiction to our stay."
United States
Larry
$52 nightly
The price is $59
Dec 7 - Dec 8
Total with taxes and fees
Home2 Suites by Hilton Ocean City - Bayside, MD

11. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"Nice location & stay"
United States
Holly
$90 nightly
The price is $100
Nov 16 - Nov 17
Total with taxes and fees
Best Western Kent Narrows Inn

12. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,004 reviews)
"Everything was fantastic"
United States
Gamil
$120 nightly
The price is $133
Nov 18 - Nov 19
Total with taxes and fees
Hilton Garden Inn Kent Island Marina

13. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.4 out of 10, Very good, (925 reviews)
"Staff was wonderful, room was clean, and breakfast was delicious."
United States
Ana
$114 nightly
The price is $126
Nov 22 - Nov 23
Total with taxes and fees
Comfort Inn & Suites Cambridge

14. Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront
3.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,484 reviews)
"Staff were super friendly and the location was amazing."
United States
luceita
$69 nightly
The price is $77
Nov 18 - Nov 19
Total with taxes and fees
Hilton Garden Inn Ocean City Oceanfront

15. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (403 reviews)
"We are boaters so love the atmosphere of staying in a marina with a boat yard. The sunsets were beautiful there. Make sure you get a room facing the bay."
United States
Joan
$100 nightly
The price is $110
Nov 10 - Nov 11
Total with taxes and fees
Knapps Narrows Marina & Inn

16. Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (823 reviews)
"Had a fairly large assortment of hot and cold items for breakfast, breakfast was good. Place is clean and neat."
United States
Ronald
$119 nightly
The price is $132
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Express Cambridge by IHG

17. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,003 reviews)
"Staff is always super nice and pleasant. I love the onsite parking available and the restaurant."
United States
SaVette
$81 nightly
The price is $91
Nov 16 - Nov 17
Total with taxes and fees
DoubleTree by Hilton Ocean City Oceanfront

18. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (4,006 reviews)
"Great location and lots of food options in the hotel."
United States
Christina
$58 nightly
The price is $65
Nov 15 - Nov 16
Total with taxes and fees
Grand Hotel Ocean City Oceanfront

19. Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (1,472 reviews)
"Wonderful stay with great eats."
United States
Christopher
$90 nightly
The price is $101
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn & Suites Ocean City by IHG

20. Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
3.0 star property
Fruitland
9.8 out of 10, Exceptional, (83 reviews)
"great place to stay"
United States
JoAnn
$108 nightly
The price is $121
Nov 23 - Nov 24
Total with taxes and fees
Home2 Suites By Hilton Salisbury Fruitland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Eastern Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savor fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

A historic white mansion with a sign in front.

Top reviews in Eastern Shore

Explore a world of travel with Expedia