
Condo holiday rentals in Eastern Shore of Virginia
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Top-rated condo rentals in Eastern Shore of Virginia
Guests agree: These condos are highly rated for location, cleanliness and more.

Gorgeous Beachfront! King Bed, Direct Ocean View!
Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!
LocationValueCleanliness
4.99 out of 5 average rating, 153 reviews
Luxury Oceanfront Escape!
This unique place has a style of its own. Wake up, pour your cup of coffee, and watch the sunrise from your direct oceanfront balcony. The beach is a few short steps away. Walking distance to many restaurants and shops! This recently renovated one bedroom condo features an outdoor shower, an elevator, fully equipped kitchen, a library of books, 1.5 bathrooms, Wi-Fi, large screen smart tv, bedroom tv, parking spot, washer/dryer and so much more! Fresh linens, towels, and toiletries included.
LocationValueGetting around
4.96 out of 5 average rating, 240 reviews
Water view at Ocean Pines Yacht Club Condo
Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included
ValueFamilyView
4.97 out of 5 average rating, 228 reviews
2 Bedroom Stylish Kingsmill condo
Located in the beautiful Kingsmill resort, this charming two bedrooms, two baths condo with stunning seasonal views over the pond is only a few minutes away from CW, Busch Gardens, water country, William and Maryand other Williamsburg attractions. All Kingsmill amenities are not included as they are strictly for Kingsmill residents Guests have access to the Spa and to the Mill Coffee House which is within walking distance from the condo and serves breakfast and lunch every day..
LocationValueKitchen
4.95 out of 5 average rating, 155 reviews
Oceanfront Condo w/ Resort Amenities 3BDR &3pools
Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season
ValueLocationKitchen
4.88 out of 5 average rating, 145 reviews
Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.
LocationValueAccuracy
4.94 out of 5 average rating, 338 reviews
Ocean Side 1BR / 1.5BA Renovated Modern Condo
Ocean Side! Two minute walk to the beach! Fully renovated. Bright, modern, clean condo. First floor. Located in the heart of Ocean City ( Midtown ) in walking distance from restaurants, bars, shops, and public transportation. Brand new appliances and furniture. Free WiFi, King Size Bed, 65" TV (living room) & 50" TV bedroom. Pullout Queen Sofa, Brand New Full Bathroom + Half Bathroom, Washer and Dryer in the unit. Keurig Coffee, Private balcony. Free Parking Space.
LocationFamilyLaundry
4.96 out of 5 average rating, 193 reviews
VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen
Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family
ValueLocationView
4.96 out of 5 average rating, 199 reviews
21st Floor Carousel - 2 BR Oceanfront & Bay View
NEW!! Welcome to our direct oceanfront 2 bedroom & 2 bath unit at the Carousel! Bringing the comfort of your home to the beach! Bring the whole family for lots of fun memories! We strive to take care of this condo to ensure you have a relaxing, comfortable, and clean stay! Our condo includes 2 DOUBLE SIZED balconies! An oceanfront balcony and a bay view balcony! You can enjoy both the sunrise and sunset!
FamilyLocationHospitality
4.96 out of 5 average rating, 118 reviews
Beachfront Getaway, Pet Friendly, Mermaid Suite
Escape to a serene, semi-private beach with breathtaking views and everything you need for the perfect vacation. Welcome to Big Blue, where unforgettable memories await. Beach access, Fully stocked kitchen, modern upgrades, comfy beds, large open floor plan, bbq pit, outdoor patio, beach gear & many personal touches. Condo not suitable for children under 7. Pet fee $100 for max of 2 with approval.
FamilyLocationAccuracy
4.99 out of 5 average rating, 112 reviews
Beach Bungalow on the Boardwalk
If you are looking for convenience, comfort, and a pleasant experience than Beach Bungalow on the Boardwalk is for you. We are located only a block from the beach and boardwalk, and there is no shortage of restaurants and entertainment in the area. Our condo has been completely renovated with all new furniture. We know you will enjoy your experience and look forward to being your host.
ValueFamilyKitchen
4.86 out of 5 average rating, 181 reviews
Comfy 1BR w pond view Kingsmill
Be close to everything when you stay at Kingsmill’s centrally-located gated community. Minutes from Busch Gardens, Colonial Williamsburg, Jamestown, Yorktown and College of William & Mary. At end of busy day, relax on your private balcony overlooking pond. If you are looking for comfort, convenience, cleanliness and security, this is your place! Sorry, no pets.
LocationValueHospitality
4.96 out of 5 average rating, 162 reviewsPopular amenities for Eastern Shore of Virginia condo rentals
Weekly condo rentals

Ocean Front Condo
ValueFamilyAmenities
4.97 out of 5 average rating, 102 reviews
Coastal and Bright Oceanfront Condo
LocationFamilyBathroom
4.94 out of 5 average rating, 231 reviews
Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
ValueLocationTV
4.92 out of 5 average rating, 159 reviews
Caramar Couples Retreat
ValueFamilyView
4.96 out of 5 average rating, 327 reviews
Direct Oceanfront close to Northside Park!
FamilyValueCondition
4.97 out of 5 average rating, 264 reviews
Luxury Riverfront Condo w/ sunrise & sunset views
ValueFamilyCondition
4.93 out of 5 average rating, 152 reviews
Cher's Place @ The Beach
ValueLocationCheckout
4.93 out of 5 average rating, 106 reviews
Cozy beach side condo
LocationValueWalkability
4.88 out of 5 average rating, 122 reviewsPet-friendly condo rentals

Beautiful waterview 2B condo w/Dock&Close to Beach
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 122 reviews
Walk to beach lovely 2/2 in "Kingsmill on James"
FamilyValueAmenities
4.97 out of 5 average rating, 119 reviews
DirectOceanFront on Boardwalk/Newly Remodeled/Pool
ValueFamilyHospitality
4.78 out of 5 average rating, 243 reviews
*Mid/Long Term Rental* Cozy Home at Mary Roberts
ValueFamilyGetting around
4.88 out of 5 average rating, 201 reviews
Ocean Escape
LocationFamilyLayout
4.86 out of 5 average rating, 279 reviews
Modern Oceanside 42nd st 2bed 2bath Sleeps 6 to 8.
FamilyValueOutdoor spaces
4.93 out of 5 average rating, 217 reviews
Kingsmill 1bed/1ba on Golf Course 9th Fairway
LocationFamilyCheckout
4.95 out of 5 average rating, 223 reviews
Great Fall Dates*Sleeps 8*Deck*Pets welcome*Arcade
FamilyValueAccuracy
4.89 out of 5 average rating, 121 reviewsCondo rentals with a pool

Oceanfront Family Oasis: Pool, Beach & Parking!
ValueFamilyView
4.9 out of 5 average rating, 366 reviews
Beach Paradise 202-Downtown Luxury Condo Bay View
FamilyLocationKitchen
4.91 out of 5 average rating, 200 reviews
Designer Oceanfront Condo | Pool, Hot Tub & Deck
ValueFamilyGetting around
4.97 out of 5 average rating, 104 reviews
Rendezvous, a Resort Condo in Cape Charles
LocationFamilyGetting around
4.92 out of 5 average rating, 13 reviews
Beachfront Condo/ Pool/ Surfing/ Fishing / EW 1202
LocationFamilyLaundry
4.92 out of 5 average rating, 37 reviews
Pool Across Street~ Kayaks, Beach, Bikes & Golf!
LocationFamilyAccess
5.0 out of 5 average rating, 7 reviews
Modern Coastal Retreat in Bay Creek Featuring Acce
LocationFamilyParking
4.91 out of 5 average rating, 11 reviews
Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach
LocationFamilyView
5.0 out of 5 average rating, 13 reviewsDestinations to explore
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- Condo rentals Virginia
- Condo rentals United States
- Chincoteague Island
- Virginia Beach Oceanfront
- Chesapeake Bay
- Assateague Island National Seashore
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Outlook Beach
- Norfolk Botanical Garden
- First Landing Beach
- Neptune's Park
- The Mariners' Museum
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Fort Monroe National Monument
- Sandy Bottom Nature Park
- Newport News Park
- Willoughby Beach
- American Revolution Museum at Yorktown
- Hampton Coliseum
- NASA’s Wallops Flight Facility Visitor Center





