Holiday Homes in Eastern Shore

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Featured Holiday Homes in Eastern Shore

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
9.6 out of 10, Exceptional, (17)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
United States
Aaron N.
The price is AU$578
includes taxes & fees
27 Oct - 28 Oct
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Salisbury Cottage
10.0 out of 10, Exceptional, (30)
"This property was very convenient to everything we needed. It was clean and well equipped and the hosts could not have been nicer or more attentive. We would definitely stay there again. Thank you for a wonderful stay."
United States
Deborah D.
The price is AU$506
includes taxes & fees
29 Oct - 30 Oct
Salisbury Cottage
Sunset Breezes - quiet waterfront retreat
10.0 out of 10, Exceptional, (40)
"Good time with my friends "
United Kingdom
Oleg L.
The price is AU$392
includes taxes & fees
19 Nov - 20 Nov
Sunset Breezes - quiet waterfront retreat
Salisbury Hideaway
10.0 out of 10, Exceptional, (19)
"Great house and beautiful neighborhood near downtown Salisbury and the University. House was clean and well-stocked with everything we needed. Really enjoyed our stay!"
United States
Melanie M.
The price is AU$489
includes taxes & fees
23 Oct - 24 Oct
Salisbury Hideaway
Bayside Cottage steps from Rock Hall Harbor
10.0 out of 10, Exceptional, (2)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
United States
Dorothy R.
Bayside Cottage steps from Rock Hall Harbor
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is AU$489
includes taxes & fees
16 Nov - 17 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (49)
"Property was as listed. We enjoyed are stay."
United States
Jennifer S.
The price is AU$617
includes taxes & fees
26 Oct - 27 Oct
Beautiful Waterfront Retreat in Cambridge!
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
10.0 out of 10, Exceptional, (98)
"The property was great. Large kitchen, comfortable beds, and an amazing outdoor area. Laurie was friendly, responsive, and very accommodating. "
United States
max n.
The price is AU$493
includes taxes & fees
23 Oct - 24 Oct
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
HGTV quality, private guest suite, country getaway with hot tub & fire pit
10.0 out of 10, Exceptional, (7)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is AU$688
includes taxes & fees
3 Nov - 4 Nov
HGTV quality, private guest suite, country getaway with hot tub & fire pit
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (31)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is AU$423
includes taxes & fees
26 Oct - 27 Oct
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Summer Rustic Camping with AC and King Bed
9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is AU$272
includes taxes & fees
28 Oct - 29 Oct
Summer Rustic Camping with AC and King Bed
Cozy Barn Loft: Country Views & Central to Beaches
10.0 out of 10, Exceptional, (18)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is AU$408
includes taxes & fees
23 Oct - 24 Oct
Cozy Barn Loft: Country Views & Central to Beaches
Oceanfront Condo with Pool
10.0 out of 10, Exceptional, (2)
"Great place, pool, beach access….comfortable and clean. "
United States
Kala P.
The price is AU$664
includes taxes & fees
27 Oct - 28 Oct
Oceanfront Condo with Pool
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
9.8 out of 10, Exceptional, (14)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
The price is AU$531
includes taxes & fees
29 Oct - 30 Oct
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Turnbridge Manor
9.8 out of 10, Exceptional, (12)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
United States
Katie K.
The price is AU$945
includes taxes & fees
27 Oct - 28 Oct
Turnbridge Manor
Steps to the Beach : Sea Loft 103:
10.0 out of 10, Exceptional, (3)
"Too many lockboxes and under the step was a little deceiving due to finding the key on the pole right outside the door. Otherwise this was a great place and perfect location. "
United States
Kris K.
Steps to the Beach : Sea Loft 103:
Room #3 in Elkton, MD – Easy Access to I-95
2.0 star property
The price is AU$179
includes taxes & fees
3 Nov - 4 Nov
Room #3 in Elkton, MD – Easy Access to I-95
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is AU$649
includes taxes & fees
23 Oct - 24 Oct
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (51)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is AU$428
includes taxes & fees
9 Nov - 10 Nov
BAYSIDE BUNGALOW
Cottage near the Bay
8.8 out of 10, Excellent, (49)
"great, peaceful "
United States
Behnam
The price is AU$291
includes taxes & fees
23 Oct - 24 Oct
Cottage near the Bay
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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