Waterfront holiday rentals in Eastern Shore of Virginia
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Eastern Shore of Virginia
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Eastern Shore of Virginia
Waterfront apartment rentals
Flat in North
4.97 out of 5 average rating, 192 reviewsLittle Cove Cottage, Mathews
23–30 Aug
Flat in Cape Charles
4.98 out of 5 average rating, 183 reviewsCape Charles Plantation Home “Nevill’s Nook Suite”
22–29 Dec
Flat in Virginia Beach
4.91 out of 5 average rating, 232 reviewsVB. Oceanfront/ Boardwalk,Beach, Pool, Balcony
7–14 Jan
Flat in Wachapreague
4.98 out of 5 average rating, 125 reviewsSuperHost-Best Short Term Rental-ESVA-2022 & 2023!
11–18 Sep
Flat in Lexington Park
4.97 out of 5 average rating, 512 reviewsHistoric St. Mary's City, MD
30 Dec – 6 Jan
Flat in Leonardtown
4.98 out of 5 average rating, 119 reviewsStunning Sunsets on Breton Bay, Seaside apartment
5–12 Oct
Flat in Chincoteague
4.83 out of 5 average rating, 113 reviewsSunset Haven Downtown
5–12 Sep
Flat in California
4.91 out of 5 average rating, 183 reviewsOur Little Piece of Heaven
1–8 Jul
Waterfront house rentals
Home in Chincoteague Island
4.97 out of 5 average rating, 179 reviews★ Jay’s Waterfront Retreat: Private Dock- Kayaks-Fire Pit-Bikes-Beach-Pet Friendly ★
31 Dec – 7 Jan
Home in Reedville
4.98 out of 5 average rating, 120 reviewsSunkissed Cottage-private, natural waterfront home
28 Sep – 5 Oct
Home in Reedville
4.96 out of 5 average rating, 205 reviewsWaterfront FamilyFriendly Home Improved for 2023
8–15 Jan
Home in Onancock
4.78 out of 5 average rating, 122 reviewsCharming Waterfront Cottage on Cedar Creek
21–28 Nov
Home in Deltaville
5.0 out of 5 average rating, 104 reviews"No Bad Days" in this Fabulous Beachhouse w/ Dock!
15–22 Dec
Home in Charles City
4.99 out of 5 average rating, 232 reviewsHutch's Bluff - Waterfront near Williamsburg
4–11 Feb
Home in Gloucester Courthouse
4.97 out of 5 average rating, 285 reviews"Bee-Z Haven" Waterfront Cottage on the Ware River
15–22 Dec
Home in TYLERTON
4.95 out of 5 average rating, 118 reviews3 bedroom/2.5 bath Smith Island bungalow with dock
3–10 Feb
Waterfront apartment rentals
Apartment in Ocean City
4.97 out of 5 average rating, 227 reviewsDirect Oceanfront with a View and Amenities Galore
8–15 Nov
Apartment in Ocean City
4.92 out of 5 average rating, 138 reviewsThe Sea Voyage Canal Front 1 Bedroom Condo
2–9 Nov
Apartment in Ocean City
4.88 out of 5 average rating, 168 reviewsBayside Retreat in the Heart of Ocean City!
30 Jan – 6 Feb
Apartment in Ocean City
4.87 out of 5 average rating, 139 reviewsUnit 7 on 41 St Ocean Side 50 steps to beach
14–21 Nov
Apartment in Ocean City
4.99 out of 5 average rating, 176 reviewsDirect Oceanfront close to Northside Park!
19–26 Dec
Apartment in Williamsburg
4.94 out of 5 average rating, 105 reviewsLuxury Riverfront Condo w/ sunrise & sunset views
18–25 Nov
Apartment in Ocean Pines
4.96 out of 5 average rating, 109 reviewsWaterview Retreat
25 Dec – 1 Jan
Apartment in Dewey Beach
4.95 out of 5 average rating, 106 reviewsLuxury water-view condo with high-end finishes
16–23 Feb
Destinations to explore
- Virginia Beach Holiday rentals
- Ocean City Holiday rentals
- Richmond Holiday rentals
- Rehoboth Beach Holiday rentals
- Norfolk Holiday rentals
- Williamsburg Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Waterfront rentals United States
- Waterfront rentals Virginia Beach
- Waterfront rentals Virginia
- Waterfront rentals Ocean City
- Rentals with a kayak Eastern Shore of Virginia
- Townhouse rentals Eastern Shore of Virginia
- Rentals with pools Eastern Shore of Virginia
- Rentals with a patio Eastern Shore of Virginia
- Rentals with a hot tub Eastern Shore of Virginia
- Rentals with breakfast Eastern Shore of Virginia
- Villa rentals Eastern Shore of Virginia
- Family-friendly rentals Eastern Shore of Virginia
- Rentals with a fireplace Eastern Shore of Virginia
- House rentals Eastern Shore of Virginia
- Fitness-friendly rentals Eastern Shore of Virginia
- Beachfront rentals Eastern Shore of Virginia
- Cottage rentals Eastern Shore of Virginia
- Pet-friendly rentals Eastern Shore of Virginia
- Apartment rentals Eastern Shore of Virginia
- Wheelchair-accessible rentals Eastern Shore of Virginia
- Monthly Rentals Eastern Shore of Virginia
- Rentals with lake access Eastern Shore of Virginia
- Rentals with beach access Eastern Shore of Virginia
- Bed and breakfasts Eastern Shore of Virginia
- Hotel rentals Eastern Shore of Virginia
- Rentals with an EV charger Eastern Shore of Virginia
- Rentals with a washing machine and dryer Eastern Shore of Virginia
- Family-friendly rentals Eastern Shore of Virginia
- Rentals with outdoor seating Eastern Shore of Virginia
- Rentals with a firepit Eastern Shore of Virginia
- Flat rentals Eastern Shore of Virginia
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom