Eastern Shore vacation rentals

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Top-rated vacation rentals in Eastern Shore

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Tiny home in Cambridge

4.89 out of 5 average rating, 492 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Nov 29 – Dec 6

€ 86 per night
Guest favorite

Tiny home in Snow Hill

4.89 out of 5 average rating, 224 reviews

Private cottage and gardens/comfortable queen bed.

Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

Jun 11 – 18

€ 129 per night
Guest favorite

Apartment in Greenwood

4.97 out of 5 average rating, 469 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Sep 14 – 21

€ 76 per night

Popular amenities for Eastern Shore vacation rentals

Other great vacation rentals in Eastern Shore

Guest favorite

Apartment in Milton

4.96 out of 5 average rating, 130 reviews

Beachin' Inn Milton

Aug 20 – 27

€ 140 per night
Guest favorite

Cottage in Berlin

4.99 out of 5 average rating, 118 reviews

Bayfront Cottage w/ Amazing Views

Mar 3 – 10

€ 178 per night
Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 159 reviews

Madison Nature Getaway

Aug 16 – 23

€ 124 per night
Guest favorite

Home in Salisbury

4.98 out of 5 average rating, 145 reviews

Salisbury Cottage

Jan 8 – 15

€ 169 per night
Guest favorite

Guest suite in Rehoboth Beach

4.98 out of 5 average rating, 120 reviews

Treetops beach getaway walkable to beach/boardwalk

Jan 16 – 23

€ 119 per night
Guest favorite

Cottage in Westover

4.99 out of 5 average rating, 178 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

Nov 25 – Dec 2

€ 328 per night
Guest favorite

Home in Chincoteague Island

4.97 out of 5 average rating, 176 reviews

★ Jay’s Waterfront Retreat: Private Dock- Kayaks-Fire Pit-Bikes-Beach-Pet Friendly ★

Nov 5 – 12

€ 167 per night
Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 174 reviews

**Beautiful newly renovated OC MD water view home*

Apr 23 – 30

€ 109 per night
Guest favorite

Cottage in Deal Island

4.93 out of 5 average rating, 117 reviews

Water View Cottage

Dec 4 – 11

€ 155 per night
Guest favorite

Bungalow in Fruitland

4.93 out of 5 average rating, 112 reviews

Nana's Cottage, a place of comfort and peace

Aug 5 – 12

€ 112 per night
Guest favorite

Home in Ocean View

4.87 out of 5 average rating, 439 reviews

Private place near Bethany Beach

Nov 10 – 17

€ 114 per night
Guest favorite

Condo in Ocean City

4.94 out of 5 average rating, 206 reviews

Awesome mid-town OC Location! Steps to the Beach!

Dec 16 – 23

€ 115 per night

Other great vacation rentals in Eastern Shore

Guest favorite

Apartment in Salisbury

4.86 out of 5 average rating, 43 reviews

Contemporary & Cozy Guesthouse

Oct 2 – 9

€ 112 per night
Superhost

Home in Berlin

4.86 out of 5 average rating, 44 reviews

2BR home close to beach in "coolest" town

Apr 23 – 30

€ 82 per night
Guest favorite

Camper/RV in Salisbury

5.0 out of 5 average rating, 13 reviews

There is no place like GNOME! Camping on a farm!

Aug 26 – Sep 2

€ 86 per night
Guest favorite

Home in Pittsville

4.97 out of 5 average rating, 73 reviews

Wagon Wheel Cottage

Jan 17 – 24

€ 125 per night
Superhost

Loft in Salisbury

4.82 out of 5 average rating, 49 reviews

Deluxe corner apartment with riverfront views

Feb 19 – 26

€ 107 per night
Guest favorite

Home in Parsonsburg

4.94 out of 5 average rating, 18 reviews

Charming Home in a Neighborhood

Jun 12 – 19

€ 179 per night
Guest favorite

Tiny home in Millsboro

4.86 out of 5 average rating, 87 reviews

Tiny FARM Cottage - POOL - 30 Min to BEACH

Dec 3 – 10

€ 166 per night
Guest favorite

Guesthouse in Salisbury

5.0 out of 5 average rating, 25 reviews

Highbanks Hideaway-Private Studio

Dec 5 – 12

€ 115 per night
Guest favorite

Apartment in Salisbury

4.93 out of 5 average rating, 40 reviews

Ola Melos Gardens: cozy apartment w/full kitchen

Jul 6 – 13

€ 130 per night
Guest favorite

Cottage in Delmar

4.96 out of 5 average rating, 50 reviews

The Good Vibe Cottage

Oct 2 – 9

€ 524 per night
Guest favorite

Home in Delmar

4.84 out of 5 average rating, 31 reviews

Modern Coastal Vacation Home: pool, beach, golfing

Jul 7 – 14

€ 476 per night
Guest favorite

Guest suite in Georgetown

5.0 out of 5 average rating, 71 reviews

Rozanski Reserve @ the Sports at the Beach!

Jan 11 – 18

€ 101 per night

Destinations to explore

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  2. United States
  3. Delaware
  4. Sussex County
  5. Eastern Shore