Holiday Homes in Eastern Shore

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Featured Holiday Homes in Eastern Shore

Tip Of The Town Fresh and New 3 Bedroom Nest
Fridge, microwave, oven, stovetop

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (25)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest
Beach Paradise IX - Luxury 4-Bedrooms BOARDWALK Townhouse with Garage!
Property grounds

Beach Paradise IX - Luxury 4-Bedrooms BOARDWALK Townhouse with Garage!

9.8 out of 10, Exceptional, (20)
"Would stay again "
Beach Paradise IX - Luxury 4-Bedrooms BOARDWALK Townhouse with Garage!
SOUTH BEACH 601 ULTRA LUXURIOUS BOARDWALK GYM IN/OUT POOL
Indoor pool, outdoor pool

SOUTH BEACH 601 ULTRA LUXURIOUS BOARDWALK GYM IN/OUT POOL

8.8 out of 10, Excellent, (28)
"Property was beautiful, kitchen should be restocked, 2 of the beds need new mattresses, more lighting for reading in the living area, easier access to building, luggage carts for easier transport from car to room! We are very happy with the rental over all"
SOUTH BEACH 601 ULTRA LUXURIOUS BOARDWALK GYM IN/OUT POOL
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Property grounds

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

10.0 out of 10, Exceptional, (95)
"The property was great. Large kitchen, comfortable beds, and an amazing outdoor area. Laurie was friendly, responsive, and very accommodating. "
The price is NZ$540
includes taxes & fees
6 Oct - 7 Oct
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Wave Watcher's Condo - Steps to the beach!
Interior

Wave Watcher's Condo - Steps to the beach!

9.8 out of 10, Exceptional, (9)
"The place was very clean and very cool, which was nice on the hot days. Some of my party slept on the floor so I'd say it sleeps 10 but overall, wonderful place would recommend to anyone!"
Wave Watcher's Condo - Steps to the beach!
BAYSIDE BUNGALOW
Outdoor dining

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (50)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
The price is NZ$525
includes taxes & fees
29 Sept - 30 Sept
BAYSIDE BUNGALOW
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool
Outdoor dining

Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool

9.0 out of 10, Wonderful, (93)
"The house is big and beautiful and was very clean and comfortable. "
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Outdoor pool

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

9.8 out of 10, Exceptional, (7)
"Great House "
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (15)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is NZ$615
includes taxes & fees
29 Sept - 30 Sept
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
DownByTheBay_107- Spacious Beach Home 4BR/3.5BA @Broad Marsh/Pool/Steps to Beach
Property grounds

DownByTheBay_107- Spacious Beach Home 4BR/3.5BA @Broad Marsh/Pool/Steps to Beach

9.6 out of 10, Exceptional, (37)
"The property was easy to find, exceptionally clean, and very enjoyable! Would definitely book again!"
DownByTheBay_107- Spacious Beach Home 4BR/3.5BA @Broad Marsh/Pool/Steps to Beach
Sailor's Sunrise Cottage - Chesapeake Bay
Outdoor spa tub

Sailor's Sunrise Cottage - Chesapeake Bay

9.4 out of 10, Exceptional, (53)
"It was represented very well. I would definitely recommend for getting away from crowds. NEAT place,yes you are at the water! Would give it a 4.7 overall.! "
Sailor's Sunrise Cottage - Chesapeake Bay
⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️
Indoor pool, outdoor pool

⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️

9.4 out of 10, Exceptional, (14)
"My family loves Sunset Island. We thoroughly enjoyed staying at this condo. "
⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️
5BR/4BA-Oceanview-Pool-Sundeck-Bike-Theater-Game Room-Sleep 16+
Outdoor dining

5BR/4BA-Oceanview-Pool-Sundeck-Bike-Theater-Game Room-Sleep 16+

5BR/4BA-Oceanview-Pool-Sundeck-Bike-Theater-Game Room-Sleep 16+
Cottage near the Bay
Dining

Cottage near the Bay

8.8 out of 10, Excellent, (47)
"great, peaceful "
The price is NZ$323
includes taxes & fees
1 Oct - 2 Oct
Cottage near the Bay
Spacious Home w Parking Steps to Beach Boardwalk Concerts Festivals.
Beach nearby

Spacious Home w Parking Steps to Beach Boardwalk Concerts Festivals.

9.6 out of 10, Exceptional, (17)
"Highly recommended, thoughtful and caring hosts. Every amenity was available."
Spacious Home w Parking Steps to Beach Boardwalk Concerts Festivals.
25-50% Off~Private Beach~Hot Tub~Fire Table~
Terrace/patio

25-50% Off~Private Beach~Hot Tub~Fire Table~

10.0 out of 10, Exceptional, (29)
"Excellent property, great communication with the hosts. Quite and relaxing"
25-50% Off~Private Beach~Hot Tub~Fire Table~
Bring your boat! Townhome on Bayside 94th St w/a unique Kids/Teen Bedroom
Property grounds

Bring your boat! Townhome on Bayside 94th St w/a unique Kids/Teen Bedroom

3.5 star property
10.0 out of 10, Exceptional, (16)
"Super place, very convenient to everything, lots of space! We’d absolutely stay here again!"
Bring your boat! Townhome on Bayside 94th St w/a unique Kids/Teen Bedroom
Waterfront Getaway-walk to beach and local favorites!
Property grounds

Waterfront Getaway-walk to beach and local favorites!

10.0 out of 10, Exceptional, (37)
"Home was exactly as advertised, well equipped, charming decor, water views, and convenient location!"
Waterfront Getaway-walk to beach and local favorites!
Dollhouse in Central Historic St Michaels
Exterior

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (54)
"This is a lovely historic home that is close to town. It's nicely decorated, has a screened deck out back, and makes for a comfortable stay."
Dollhouse in Central Historic St Michaels
Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore
Exterior

Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

10.0 out of 10, Exceptional, (96)
"Wonderful stay – highly recommend! I had an excellent experience during my stay. The house was spotless, comfortable, and well-equipped with everything I needed"
Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore
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

Fenwick Inn

Fenwick Inn

10/10 Excellent
" Love the pool and hot tub and the restaurant "
Joanna 5-night trip
Posted 3 days ago
Fenwick Inn

Find out more about Eastern Shore

Find out more about Eastern Shore

Eastern Shore Holiday Homes information

Number of reviews
717
Accommodation
468 Holiday Homes
Lowest Price
NZ$323
Highest Price
NZ$615

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