Eastern Shore of Virginia vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Eastern Shore of Virginia

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

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Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 44 reviews

OCMD family vacation rental 2BR, 2BA, Pool.

Top floor end unit with large (private) wrap around balcony giving views of the ocean and bay! (54th street Bayside, 1 block from the beach). This 2 bedroom/2 bath is nicely furnished and can accommodate 8 guests. The kitchen is fully equipped with full sized fridge, microwave, dishwasher, washer/dryer, whirlpool tub, central A/C, cable and wifi. Location is perfect for walking to restaurants, miniature golf, shops and nightlife. Rental includes: pool/Hot tub, fitness center,two parking spots.

Guest favorite

Home in Virginia Beach

4.93 out of 5 average rating, 15 reviews

Incredible Location! Amazing Comfort!

Location, Location, Location!! Approximately 200 yards from your toes in the sand and the incredible blue Atlantic. A home away from home with all the amenities you could possibly need to make your stay, or extended stay a comfortable and memorable experience. The bunk room is ideal for an extended family or a comfortable room only for the little people. Virginia Beach has everything you need whether you're coming for vacation, relaxation, activity, or work. Experience Virginia Beach while stayi

Superhost

Home in Ocean City

4.78 out of 5 average rating, 23 reviews

The Oliver House

This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

Guest favorite

Home in Cobbs Creek

4.9 out of 5 average rating, 148 reviews

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

Top guest favorite

Home in Chincoteague

4.98 out of 5 average rating, 53 reviews

Central Location- Walk to Dining & Entertainment!

Experience the ultimate in coastal living at this beautifully renovated home, a stone's throw from the Beach road. Seasonal discounts available, this is your perfect getaway destination. The interior features a bright chef's kitchen with granite countertops and a tiled backsplash, an open-concept first floor with a cozy living room, and a convenient half bath. Retire to the second level where 2 bedrooms await, including a primary suite with a private bath and balcony for serene morning views 🌄

Superhost

Home in Chincoteague

4.9 out of 5 average rating, 112 reviews

Chincoteague Island Creekside Cottage

Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal small town". Private dock off large back yard for crabbing or catching the sunset, minutes away from the Chesapeake Bay and Historic downtown, 10 minutes to Chincoteague National Wildlife Refuge (Ponys) and the Beach (golf cart friendly). Everyone can hang on the huge sectional in the eve and play board games or catch up. Smart TV, Wifi, Large cooks kitchen (dbl oven), Table extends to 124". Make Memories!

Top guest favorite

Townhouse in Virginia Beach

5 out of 5 average rating, 44 reviews

Wave Break Hideaway

Welcome to your perfect beach getaway in Virginia Beach's vibrant Vibe district! Enjoy this centrally located, stylish townhome, located one block from the future Atlantic Park. You're near eclectic restaurants, breweries, and entertainment! Now under new ownership, we're committed to the same attention to detail that made this a top rental in the past. Enjoy sunsets on your private balcony. Ideal for romantic getaways or family vacations. Book now for an unforgettable experience!

Guest favorite

Apartment in Ocean City

4.8 out of 5 average rating, 5 reviews

Aventurra 406| Outdoor Pool| Balcony

This is an Ocean City Vacation Homes property Soak up the sun on the beautiful beaches when you stay in this bright and airy 3 bedroom condo for 8. This stylish condo is located on the fourth floor, so you can easily admire the breathtaking ocean sunrise view and the amazing bayside sunset view. Boasting 2 private parking spaces, a kitchen, and a wraparound balcony, a pool, this is the ultimate beach destination. Please not the cleaning fee includes sheets and towels.

Guest favorite

Condo in Virginia Beach

4.94 out of 5 average rating, 62 reviews

Cher's Place @ The Beach

Relax with the whole family at this peaceful place to stay in Sandbridge! This property is ON the beach (unit itself is not facing the ocean) with access to 3 pools, a gym, local restaurants and much more! As you can see, guests LOVE my place! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! ** I am currently replacing furniture and bedding so pics may not match perfectly. Need more room?? See my other property!

Superhost

Tiny home in Salisbury

4.83 out of 5 average rating, 126 reviews

Cattail's Branch

Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

Guest favorite

Condo in Tangier

5 out of 5 average rating, 18 reviews

The Tarryn Elizabeth Unit A

What better way to enjoy a getaway or family vacation than on a peaceful quiet island where the beach is clean and spacious and some of best fishing and crabbing in the world! Rent a four wheeler and drive on the beach 24/7 or lounge on the porch and soak in the sun, and not to mention the unlimited hi speed Internet with smart TVs in all 3 rooms for all your relaxing needs if you should choose to stay in the home!

Guest favorite

Townhouse in Berlin

4.91 out of 5 average rating, 87 reviews

Bayside Townhouse w/ amazing amenities

Vacation memories are made in the 3BR townhome situated in quiet private community. The property features an indoor and outdoor pool, clubhouse, basketball and tennis courts, kayak dock, crabbing fishing dock and much more! We are 10 minutes drive to OC and about 12 minutes to assateague island. Sleeps 8 Now includes an EV (J1772) charger!

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What guests are saying

Beachfront Oasis with Amazing Views

4.89 out of 5 average rating, 63 reviews6 days ago

Michael's place was perfect for our spring break getaway. I really liked the laid back beach vibe and how kid friendly the house was. The kids were able to walk to beach themselves and had a great time on the trampoline! We loved seeing who could find the most shark teeth.

Home in Lusby

What guests are saying

The Villa at Bayside Resort

4.95 out of 5 average rating, 19 reviews8 months ago

I wish we could give 100 stars for this stay!! The house was absolutely stunning and immaculate. We had a blast enjoying the amenities in the community and Susan and Todd could not have been more helpful in getting us set up. The communication was prompt every time. We had a truly magical week enjoying the pools and making the quick trip to Bethany Beach for the restaurants and beach days. We will absolutely be back and hope to stay here again!!

Home in Selbyville

What guests are saying

Sea Glass Cottage - The best relaxation vacation.

5 out of 5 average rating, 44 reviews1 month ago

Sea Glass Cottage was a delight! The house was very clean, bright and totally charming! Doris has everything you could need for a couple nights or extended stay. I would suggest everyone who stays read her "Welcome" book. She has great suggestions for dining, sightseeing, art galleries, etc. Beds are comfortable and the bathroom is VERY large. Onancock is a fun, charming town to visit. We will definitely return and, if Doris will have us, we'll be staying at Sea Glass Cottage. Thanks Doris for a great visit! Cheryl and Jerry

Cottage in Onancock

What guests are saying

Solomons Yellow House - Waterfront

4.96 out of 5 average rating, 26 reviews3 months ago

Really enjoyed holiday get away . Place was located near water with great views. We enjoyed walking around the neighborhood was quaint. The town was was pretty with water on each side with the Christmas lights at night . We truly enjoyed our relaxing stay . Would definitely book again

Home in Solomons

What guests are saying

Islamorada Isle

5 out of 5 average rating, 12 reviews6 months ago

We had such a wonderful stay at Ryan’s home! I’ve been going to Ocean City annually with my family for the past 5 years and this was by far the cleanest home we’ve ever seen in Ocean City. It was the perfect size for us as 5 adults and one baby and felt like home. We’re already planning to come back next summer (if it’s available!). I highly recommend this space to anyone visiting Ocean City with their families, or even friends.

Apartment in Ocean City

What guests are saying

Beachy Sunset Island Townhouse!

4.9 out of 5 average rating, 48 reviews5 days ago

Jessica, you were a great host with a beautiful home as described. Your instructions and suggestions were spot on and very helpful. You were very proactive and friendly with your check ins. We will highly recommend this place and will definitely be repeat customer. Any chance we can put a request for the same time next year meaning Thursday and Friday nights on Easter weekend 2026. TYVM

Home in Ocean City

What guests are saying

cozy sunset cottage

4.98 out of 5 average rating, 45 reviews4 days ago

Christy's house had everything needed for a two night stay or even a month long stay. The house is in a quiet residential neighborhood about a 1/2 mile walk to downtown, but just down the street from the water. The house has a really cozy and screened outside space which is perfect during summer. Overall, the house is small but lives large.

Home in Chincoteague