Eastern Shore Rentals Make Your Vacation Lovely

The Eastern Shore of Virginia is a lovely 70-mile long peninsula that separates Chesapeake Bay from the Atlantic Ocean. This region has small historic towns with picturesque architecture, wandering creeks, beautiful landscape, crabs and clams, making it a wonderful spot for Eastern Shore rentals.

Virginia Eastern Shore Rentals Provide Charming


Here you will find charming scenery that abounds with wildlife, waterfowl, peaceful islands, rustic boats and interesting waterfront communities. You can then relax and enjoy a romantic getaway into one of the Virginia Eastern Shore rentals available.

Think of the Eastern Shore of Virginia as an undiscovered treasure, with few locals and hundreds of miles of shoreline along the bay and ocean. Chincoteague Island, Tangier Island, Onancock and Cape Charles are small waterfront towns that attract tourists. You'll find numerous Eastern Shore vacation rentals in this area.

Eastern Shore Rentals amidst Natural Beauty


Here you will find some very lovely Virginia Eastern Shore rentals located in an outdoor playground amongst quiet towns and fishing villages. The charming town of Chincoteague abounds with crabbing, clamming, and fishing, as well as great places to hike or bike. Vehicle access is restricted on Tangier Island and the closest you’ll get to a vehicle is a golf cart. Bird-watching is another very popular activity in this area.

Eastern Shore Vacation Rentals Offer Extra Amenities


Virginia Eastern Shore rentals really stand out, as far as rentals go. If you’re thinking the coast is more of a must-see than a museum, Eastern Shore rentals are your best shot. The great things about them is that you have so many choices. You could be looking for luxurious villas, beach condos, or Eastern Shore vacation rentals, and you will find the best accommodations that suit you and your friends. Come book one of the Eastern Shore rentals, and you'll be off to a fabulous and relaxing coastal getaway! Search today!

If you didn't find what you were looking for in Eastern Shore, Virginia, try Virginia Beach vacation rentals, which is always one of the most popular vacation destinations in Virginia.

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Eastern Shore Virginia: Houses, Cottages & More(204)

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Waters Edge at Picketts Harbor, Direct Private Beach-front Home
    5 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 9
$571 - $700
per night

Waters Edge at Picketts Harbor, Direct Private Beach-front Home

Book it Now!
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 9
  1. Eastern Shore Virginia >
  2. Cape Charles Estate
#338049
    (10)
    Popular 5-Bedroom Family Rental By Town & Water - BOOKING NOW
      5 Bedrooms,
    • 2 Bathrooms, 
    • 1 Half Bath
      • , Sleeps 15
    $150 - $260
    per night

    Popular 5-Bedroom Family Rental By Town & Water - BOOKING NOW

    2 - 4 night minimum stay
    • 5 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 15
    1. Eastern Shore Virginia >
    2. Cape Charles House
    #323831
      (17)
      Way Over Yonder - Private Beach Property
        7 Bedrooms,
      • 4 Bathrooms
        • , Sleeps 17
      $500 - $700
      per night

      Way Over Yonder - Private Beach Property

      Book it Now!
      3 - 7 night minimum stay
      • 7 BR,
      • 4 BA,
      • Sleeps 17
      1. Eastern Shore Virginia >
      2. Cape Charles Estate
      #450601vb
        (3)
        Beachfront Luxury Home with fabulous garden and splendid sunset views on the bay
          5 Bedrooms,
        • 3 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 12
        $400
        per night

        Beachfront Luxury Home with fabulous garden and splendid sunset views on the bay

        2 - 7 night minimum stay
        • 5 BR,
        • 3 BA,
        • 1 HF BA,
        • Sleeps 12
        1. Eastern Shore Virginia >
        2. Cape Charles House
        #325730
          (13)
          Luxury Villa Direct Waterfront Includes Boat Slip
            3 Bedrooms, Sleeps 8

          Luxury Villa Direct Waterfront Includes Boat Slip

          • 3 BR,
          • Sleeps 8
          1. Eastern Shore Virginia >
          2. Chincoteague Island Condo
          #271846
            (4)
            1923 Colonial 1 Block to Beach! King Bed WiFi Netflix Bikes Grill Dog Friendly!
              3 Bedrooms,
            • 2 Bathrooms
              • , Sleeps 18
            $800 - $1,500
            per week

            1923 Colonial 1 Block to Beach! King Bed WiFi Netflix Bikes Grill Dog Friendly!

            7 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 18
            1. Eastern Shore Virginia >
            2. Cape Charles House
            #330397
              (39)
              Luxury Waterfront, Boat, 1st Fl Master, Central A/C, Screened Porch
                5 Bedrooms,
              • 3 Bathrooms, 
              • 1 Half Bath
                • , Sleeps 10
              $357 - $800
              per night

              Luxury Waterfront, Boat, 1st Fl Master, Central A/C, Screened Porch

              Book it Now!
              • 5 BR,
              • 3 BA,
              • 1 HF BA,
              • Sleeps 10
              1. Eastern Shore Virginia >
              2. Onancock House
              #971214
                (3)
                Bay cottage,beach 2 houses away!! LATE SUMMER/EARLY FALL AVAILABLE!!
                  3 Bedrooms,
                • 1 Bathroom, 
                • 1 Half Bath
                  • , Sleeps 8
                $140 - $235
                per night

                Bay cottage,beach 2 houses away!! LATE SUMMER/EARLY FALL AVAILABLE!!

                2 - 7 night minimum stay
                • 3 BR,
                • 1 BA,
                • 1 HF BA,
                • Sleeps 8
                1. Eastern Shore Virginia >
                2. Cape Charles House
                #252932
                  (22)
                  Kiptopeke Townhome - Adjacent to Kiptopeke State Park
                    3 Bedrooms,
                  • 2 Bathrooms, 
                  • 1 Half Bath
                    • , Sleeps 6
                  $1,120
                  per week

                  Kiptopeke Townhome - Adjacent to Kiptopeke State Park

                  7 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 6
                  1. Eastern Shore Virginia >
                  2. Cape Charles Townhome
                  #217615
                    (9)
                    Beach Cottage
                      3 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 8
                    $169 - $249
                    per night

                    Beach Cottage

                    3 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 8
                    1. Eastern Shore Virginia >
                    2. Cape Charles House
                    #3534963
                      120 year old Historic Beach Cottage
                        3 Bedrooms,
                      • 2 Bathrooms, 
                      • 1 Half Bath
                        • , Sleeps 14

                      120 year old Historic Beach Cottage

                      • 3 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 14
                      1. Eastern Shore Virginia >
                      2. Cape Charles Cottage
                      #153865vb
                        (6)
                        Great Reviews! My Home has it All! Super Value, Short walk to Beach!
                          4 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 8

                        Great Reviews! My Home has it All! Super Value, Short walk to Beach!

                        • 4 BR,
                        • 2 BA,
                        • Sleeps 8
                        1. Eastern Shore Virginia >
                        2. Cape Charles House
                        #162886vb
                          (3)
                          Enchanting sunsets from this waterfront home. Bayside - offers it ALL!!
                            3 Bedrooms,
                          • 2 Bathrooms, 
                          • 1 Half Bath
                            • , Sleeps 10
                          $170
                          per night

                          Enchanting sunsets from this waterfront home. Bayside - offers it ALL!!

                          2 - 7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 10
                          1. Eastern Shore Virginia >
                          2. Chincoteague Island Townhome
                          #333424
                            2 Reviews
                            Find unspoiled natural beauty, slower pace and genuine southern hospitality...
                              3 Bedrooms,
                            • 2 Bathrooms
                              • , Sleeps 6
                            $1,050
                            per week

                            Find unspoiled natural beauty, slower pace and genuine southern hospitality...

                            7 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                            1. Eastern Shore Virginia >
                            2. Cape Charles Townhome
                            #156988
                              (25)
                              Quaint little cottage located steps from the beautiful Chesapeake Bay.
                                3 Bedrooms,
                              • 2 Bathrooms
                                • , Sleeps 6
                              $136 - $200
                              per night

                              Quaint little cottage located steps from the beautiful Chesapeake Bay.

                              2 - 7 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 6
                              1. Eastern Shore Virginia >
                              2. Cape Charles House
                              #386567
                                (4)
                                The Dryden House. JULY 4TH WEEK STILL AVAILABLE !!
                                  5 Bedrooms,
                                • 3 Bathrooms
                                  • , Sleeps 10
                                $350 - $445
                                per night

                                The Dryden House. JULY 4TH WEEK STILL AVAILABLE !!

                                4 - 7 night minimum stay
                                • 5 BR,
                                • 3 BA,
                                • Sleeps 10
                                1. Eastern Shore Virginia >
                                2. Cape Charles House
                                #969206
                                  (7)
                                  Somerset Condo-GOLF CART INCLUDED.
                                    3 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 6
                                  $200 - $250
                                  per night

                                  Somerset Condo-GOLF CART INCLUDED.

                                  3 - 7 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                  1. Eastern Shore Virginia >
                                  2. Cape Charles Condo
                                  #360237
                                    Sunny Getaway by the Bay
                                      2 Bedrooms,
                                    • 2 Bathrooms, 
                                    • 1 Half Bath
                                      • , Sleeps 6
                                    $1,050
                                    per week

                                    Sunny Getaway by the Bay

                                    7 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                    1. Eastern Shore Virginia >
                                    2. Cape Charles House
                                    #3014449
                                      2 Reviews
                                      Fabulous Beach Cottage On Chincoteague Island, VA
                                        3 Bedrooms,
                                      • 2 Bathrooms
                                        • , Sleeps 6
                                      $108 - $150
                                      per night

                                      Fabulous Beach Cottage On Chincoteague Island, VA

                                      2 - 7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                      1. Eastern Shore Virginia >
                                      2. Chincoteague Island House
                                      #474473vb
                                        1 Review
                                        JUST LISTED-Incredible BayFront Destination-Private Walkable Beach
                                          4 Bedrooms,
                                        • 4 Bathrooms
                                          • , Sleeps 8
                                        $400 - $500
                                        per night

                                        JUST LISTED-Incredible BayFront Destination-Private Walkable Beach

                                        3 - 5 night minimum stay
                                        • 4 BR,
                                        • 4 BA,
                                        • Sleeps 8
                                        1. Eastern Shore Virginia >
                                        2. Cape Charles House
                                        #3558982
                                          Saratoga Charmer.Three Bedroom Home at Bay Creek Resort & Club
                                            3 Bedrooms,
                                          • 2 Bathrooms, 
                                          • 1 Half Bath
                                            • , Sleeps 9

                                          Saratoga Charmer.Three Bedroom Home at Bay Creek Resort & Club

                                          • 3 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 9
                                          1. Eastern Shore Virginia >
                                          2. Cape Charles House
                                          #380196
                                            (3)
                                            Half Block To Beach, 4 Bedroooms Sleeps 10
                                              4 Bedrooms,
                                            • 3 Bathrooms, 
                                            • 1 Half Bath
                                              • , Sleeps 10
                                            $350
                                            per night

                                            Half Block To Beach, 4 Bedroooms Sleeps 10

                                            4 night minimum stay
                                            • 4 BR,
                                            • 3 BA,
                                            • 1 HF BA,
                                            • Sleeps 10
                                            1. Eastern Shore Virginia >
                                            2. Cape Charles House
                                            #3572726
                                              Bay-Beach-Golf Condo, Bay Creek, Cape Charles, VA
                                                3 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 8
                                              $105 - $275
                                              per night

                                              Bay-Beach-Golf Condo, Bay Creek, Cape Charles, VA

                                              2 - 7 night minimum stay
                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                              1. Eastern Shore Virginia >
                                              2. Cape Charles Condo
                                              #329572
                                                (16)
                                                One of a Kind Modern Coastal Retreat with Private Beach & 75Acre Nature Preserve
                                                  3 Bedrooms,
                                                • 3 Bathrooms
                                                  • , Sleeps 6
                                                $3,900
                                                per week

                                                One of a Kind Modern Coastal Retreat with Private Beach & 75Acre Nature Preserve

                                                Book it Now!
                                                7 night minimum stay
                                                • 3 BR,
                                                • 3 BA,
                                                • Sleeps 6
                                                1. Eastern Shore Virginia >
                                                2. Cape Charles House
                                                #268216
                                                  (9)
                                                  The Quarter Master at Cape Charles
                                                    4 Bedrooms,
                                                  • 4 Bathrooms
                                                    • , Sleeps 16
                                                  $144 - $233
                                                  per night

                                                  The Quarter Master at Cape Charles

                                                  Book it Now!
                                                  2 - 5 night minimum stay
                                                  • 4 BR,
                                                  • 4 BA,
                                                  • Sleeps 16
                                                  1. Eastern Shore Virginia >
                                                  2. Cape Charles House
                                                  #336831
                                                    2 Reviews
                                                    Chesapeake Bay Waterfront Family Vacation Home
                                                      6 Bedrooms,
                                                    • 4 Bathrooms
                                                      • , Sleeps 12
                                                    $360 - $400
                                                    per night

                                                    Chesapeake Bay Waterfront Family Vacation Home

                                                    Book it Now!
                                                    3 night minimum stay
                                                    • 6 BR,
                                                    • 4 BA,
                                                    • Sleeps 12
                                                    1. Eastern Shore Virginia >
                                                    2. Onancock Estate
                                                    #919222
                                                      (3)
                                                      Come for the Tall Ships at Cape Charles Festival June 14-16!
                                                        4 Bedrooms,
                                                      • 2 Bathrooms, 
                                                      • 1 Half Bath
                                                        • , Sleeps 8
                                                      $175
                                                      per night

                                                      Come for the Tall Ships at Cape Charles Festival June 14-16!

                                                      2 - 7 night minimum stay
                                                      • 4 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 8
                                                      1. Eastern Shore Virginia >
                                                      2. Cape Charles House
                                                      #345944
                                                        (13)
                                                        Large family Getaway in quaint Chesapeake Bay Beach Town- budget savvy travelers
                                                          4 Bedrooms,
                                                        • 1 Bathroom
                                                          • , Sleeps 14
                                                        $400 - $850
                                                        per week

                                                        Large family Getaway in quaint Chesapeake Bay Beach Town- budget savvy travelers

                                                        2 - 7 night minimum stay
                                                        • 4 BR,
                                                        • 1 BA,
                                                        • Sleeps 14
                                                        1. Eastern Shore Virginia >
                                                        2. Cape Charles House
                                                        #976125
                                                          2 Reviews
                                                          ASK ABOUT OUR 25% DISCOUNT at the Sandpiper Cottage
                                                            2 Bedrooms,
                                                          • 1 Bathroom
                                                            • , Sleeps 6
                                                          $115 - $160
                                                          per night

                                                          ASK ABOUT OUR 25% DISCOUNT at the Sandpiper Cottage

                                                          2 night minimum stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 6
                                                          1. Eastern Shore Virginia >
                                                          2. Cape Charles Cottage
                                                          #3015147
                                                            1 Review
                                                            Victorian Splendor with Modern Amenities in Historic Cape Charles, VA
                                                              5 Bedrooms,
                                                            • 3 Bathrooms
                                                              • , Sleeps 13
                                                            $150 - $249
                                                            per night

                                                            Victorian Splendor with Modern Amenities in Historic Cape Charles, VA

                                                            2 - 3 night minimum stay
                                                            • 5 BR,
                                                            • 3 BA,
                                                            • Sleeps 13
                                                            1. Eastern Shore Virginia >
                                                            2. Cape Charles House
                                                            #3512596
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                                                              Eastern Shore Virginia