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Our top choices for Eastern Shore cottages

1. Shore Point Cottages
Shore Point CottagesBerlin
9.4 out of 10, Exceptional, (405 reviews)
$80 nightly
The price is $89
Nov 23 - Nov 24
Total with taxes and fees

2. Long Beach Cottage, (romantic couple’s getaway)
Long Beach Cottage, (romantic couple’s getaway)Charlestown
10.0 out of 10, Exceptional, (8 reviews)
$413 nightly
The price is $431
Nov 17 - Nov 18
Total with taxes and fees

3. Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!
Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!Seaford
10.0 out of 10, Exceptional, (1 review)
$140 nightly
The price is $155
Nov 22 - Nov 23
Total with taxes and fees

4. 6 Mi to Salisbury: Forest-view Sanctuary!
6 Mi to Salisbury: Forest-view Sanctuary!Parsonsburg
$242 nightly
The price is $271
Nov 18 - Nov 19
Total with taxes and fees

5. Comfortable cottage in gated community, 5 mins to OC and Assateague
Comfortable cottage in gated community, 5 mins to OC and AssateagueAssateague Pointe
9.8 out of 10, Exceptional, (58 reviews)
$309 nightly
The price is $346
Nov 16 - Nov 17
Total with taxes and fees

6. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.Port Deposit
9.8 out of 10, Exceptional, (60 reviews)
$211 nightly
The price is $224
Nov 15 - Nov 16
Total with taxes and fees

7. Quarry Landing - Center of Town & River View - 3 Bedroom
Quarry Landing - Center of Town & River View - 3 BedroomPort Deposit
10.0 out of 10, Exceptional, (18 reviews)
$209 nightly
The price is $222
Nov 23 - Nov 24
Total with taxes and fees

9. Key West Cottages
Key West CottagesDowntown Chincoteague
9.8 out of 10, Exceptional, (676 reviews)
$126 nightly
The price is $142
Dec 15 - Dec 16
Total with taxes and fees

10. EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!Georgetown
9.8 out of 10, Exceptional, (63 reviews)
$197 nightly
The price is $201
Nov 15 - Nov 16
Total with taxes and fees

11. Your Annapolis Waterfront retreat for a weekend or any-day getaway!
Your Annapolis Waterfront retreat for a weekend or any-day getaway!West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
$319 nightly
The price is $356
Nov 22 - Nov 23
Total with taxes and fees

12. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.Benedict
9.2 out of 10, Wonderful, (17 reviews)
$239 nightly
The price is $264
Nov 15 - Nov 16
Total with taxes and fees

13. Lakefront Home Firepit BWI Marleycreek River
Lakefront Home Firepit BWI Marleycreek RiverMarley
$284 nightly
The price is $324
Nov 15 - Nov 16
Total with taxes and fees

14. Charming 1-bedroom cottage with loft in Rehoboth Beach
Charming 1-bedroom cottage with loft in Rehoboth BeachTruitts Park
9.8 out of 10, Exceptional, (26 reviews)
$311 nightly
The price is $318
Nov 15 - Nov 16
Total with taxes and fees

15. Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake BayLusby
10.0 out of 10, Exceptional, (68 reviews)
$264 nightly
The price is $280
Dec 1 - Dec 2
Total with taxes and fees

16. Pet-friendly creekside cottage w/ backyard
Pet-friendly creekside cottage w/ backyardUp the Neck
9.4 out of 10, Exceptional, (141 reviews)
$304 nightly
The price is $329
Nov 16 - Nov 17
Total with taxes and fees

17. Plum Point Cottage #14
Plum Point Cottage #14Huntingtown
9.8 out of 10, Exceptional, (10 reviews)
$484 nightly
The price is $535
Nov 15 - Nov 16
Total with taxes and fees

18. Plum Point Cottage #15
Plum Point Cottage #15Maryland
$509 nightly
The price is $563
Nov 15 - Nov 16
Total with taxes and fees

19. Chesapeake Cottages- 2 Quaint Waterfront Retreats
Chesapeake Cottages- 2 Quaint Waterfront RetreatsPasadena
9.6 out of 10, Exceptional, (24 reviews)
$554 nightly
The price is $632
Nov 16 - Nov 17
Total with taxes and fees

20. Cozy Spring House in Gorgeous Chadds Ford!
Cozy Spring House in Gorgeous Chadds Ford!Chadds Ford
9.8 out of 10, Exceptional, (94 reviews)
$306 nightly
The price is $339
Nov 15 - Nov 16
Total with taxes and fees
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.
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Top Eastern Shore Hotel Reviews

Holiday Inn & Suites Ocean City by IHG
10/10 Excellent
Find out more about Eastern Shore
Eastern Shore Cottages information
Number of reviews | 709 |
|---|---|
Accommodation | 36 Cottages |
Lowest Price | $89 |
Highest Price | $632 |
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