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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)
"Everything was clean and comfortable. Would stay here again."
Kelly
The price is HK$770
HK$994 total
includes taxes & fees
16 Nov - 17 Nov
2. Long Beach Cottage, (romantic couple’s getaway)
Long Beach Cottage, (romantic couple’s getaway)Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
Mike F.
The price is HK$2,194
HK$3,385 total
includes taxes & fees
17 Nov - 18 Nov
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)
"This was a clean, comfortable place to stay. We only stayed one night, but would've enjoyed staying longer. Sitting outside with coffee in the morning was special. The number of different birds we heard was amazing. We didn't have time to explore the pond, but it added to a nice, quiet stay."
Whitney H.
The price is HK$847
HK$1,214 total
includes taxes & fees
22 Nov - 23 Nov
4. 6 Mi to Salisbury: Forest-view Sanctuary!
6 Mi to Salisbury: Forest-view Sanctuary!Parsonsburg
The price is HK$1,036
HK$2,127 total
includes taxes & fees
18 Nov - 19 Nov
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)
"The cottage location is great for golf, less than 20 minutes ride to most courses. Also dining in Berlin is better than traffic to Oean City."
Joe
The price is HK$1,059
HK$2,715 total
includes taxes & fees
16 Nov - 17 Nov
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)
"Unique charming place to relax."
Nimia N.
The price is HK$1,530
HK$1,680 total
includes taxes & fees
16 Nov - 17 Nov
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)
"Was a great stay would definitely stay again "
jerel p.
The price is HK$1,161
HK$1,738 total
includes taxes & fees
23 Nov - 24 Nov
8. Deal Island Bay Cabin
Deal Island Bay CabinDeal Island
9.6 out of 10, Exceptional, (62 reviews)
"We got every year and stay here, it’s great! "
Margaret H.
9. Key West Cottages
Key West CottagesDowntown Chincoteague
9.8 out of 10, Exceptional, (677 reviews)
"First time here and we absolutely loved it."
Melissa
The price is HK$947
HK$1,063 total
includes taxes & fees
30 Nov - 1 Dec
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)
"Great stay. We enjoyed the pool and property."
Holly S.
The price is HK$745
HK$1,650 total
includes taxes & fees
16 Nov - 17 Nov
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)
"Lovely location and Jim was very helpful all the way around!"
Jill R.
The price is HK$2,021
HK$2,794 total
includes taxes & fees
22 Nov - 23 Nov
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)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
ed r.
The price is HK$1,267
HK$2,020 total
includes taxes & fees
16 Nov - 17 Nov
13. Lakefront Home Firepit BWI Marleycreek River
Lakefront Home Firepit BWI Marleycreek RiverMarley
The price is HK$2,134
HK$2,542 total
includes taxes & fees
16 Nov - 17 Nov
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)
"loved our stay!"
Clair H.
The price is HK$1,177
HK$2,595 total
includes taxes & fees
16 Nov - 17 Nov
15. Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake BayLusby
10.0 out of 10, Exceptional, (68 reviews)
"Nice, clean, and would absolutely stay here again."
Dusty S.
The price is HK$1,138
HK$2,196 total
includes taxes & fees
1 Dec - 2 Dec
16. Pet-friendly creekside cottage w/ backyard
Pet-friendly creekside cottage w/ backyardUp the Neck
9.4 out of 10, Exceptional, (141 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
Christine
The price is HK$1,329
HK$2,583 total
includes taxes & fees
16 Nov - 17 Nov
17. Plum Point Cottage #14
Plum Point Cottage #14Huntingtown
9.8 out of 10, Exceptional, (10 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
Yonnick H.
The price is HK$2,683
HK$4,093 total
includes taxes & fees
16 Nov - 17 Nov
18. Plum Point Cottage #15
Plum Point Cottage #15Maryland
The price is HK$2,674
HK$4,426 total
includes taxes & fees
16 Nov - 17 Nov
19. Chesapeake Cottages- 2 Quaint Waterfront Retreats
Chesapeake Cottages- 2 Quaint Waterfront RetreatsPasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
Buu T.
The price is HK$2,824
HK$4,955 total
includes taxes & fees
16 Nov - 17 Nov
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)
"We enjoyed Cozy Cottage and would come back again!"
ken s.
The price is HK$1,569
HK$2,656 total
includes taxes & fees
22 Nov - 23 Nov
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 savour 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.
