Beach house holiday rentals in Chesapeake

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Top-rated beach house rentals in Chesapeake

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Superhost

Home in Norfolk

4.95 out of 5 average rating, 42 reviews

Sandy Serenity - On Beach- No Pets or Cleaning Fee

Relax with the whole family at this beautiful beachfront home nestled in the sand dunes, only a few steps to the beach. Watch the boats and dolphins go by on the Bay. As superhosts for 4 years, we strive to provide an excellent experience. No Parties/ Events/quiet hours at 10pm. Previous guest comment: "As a flight attendant who’s traveled all over the world and experienced countless accommodations, I can confidently say this was one of the best. Even in the off-season, the house was magical".

Superhost

Home in East Ocean View

5 out of 5 average rating, 45 reviews

Spacious Bayfront Retreat

Spacious home located steps from the bay and family friendly park! The house is located right next to a public beach access, this a very quiet beach along the Chesapeake Bay. There is one flight of stairs to get to the main level with gourmet kitchen, Opening to the living room with one of the 4 decks which this one has water views. there are also 2 dens on this floor. The next flight of stairs takes you up to The master suite, two bedrooms, and laundry room are located on the third floor.

Superhost

Home in East Ocean View

5 out of 5 average rating, 120 reviews

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

Superhost

Home in Virginia Beach

4.85 out of 5 average rating, 112 reviews

Private Pool at the Oceanfront in a Spacious Home

Private Pool at the Oceanfront in a spacious 2600 sq ft home. 3 blocks from the Virginia Beach Boardwalk, Vibe District. 4 bedrooms in a three-story Private Home. 1st Flr: 2 bathrms, a bedrm with Full-bunk bds, kitchen, dining rm & living rm. 2nd lvl contains a lux Mstr ste with massive jacuzzi, dbl shwr and living rm . 3rd Lvl: 2+ bedrms, bathrms & prvt balconies (queen in 1 room and 2 doubles in the other). Two-car garage and driveway, NOT a duplex. Pool unheated. Modern Tvs!

Superhost

Home in East Ocean View

4.92 out of 5 average rating, 366 reviews

New Beach Home on the Chesapeake Bay

New Beach House on the Chesapeake Bay. Entire 2500 SF Home, 1st, 2nd and 3rd floors. Three King size bedrooms, third floor with 2 Sofa Beds. One Full kitchen and one Kitchenette. House on the dune 40 steps to the sandy beach. Balcony view of bay for sunrise coffee & sunset wine. New & old homes surround this newly built home in "East Ocean View." Restaurants short walk, more only a two min. drive. Summer Sailing regattas on Weds. and Sun. evenings, live music at the Pavilion.

Superhost

Home in Sandbridge

4.94 out of 5 average rating, 50 reviews

Open house with Ocean views!

Semi Ocean front 4 bedroom home with lots views of the beach and ocean. Ocean views from Great room, 2 front bedrooms and large deck. Updates thru out home and kitchen. Fresh sheets and towels for every stay. New large deck for entertaining and grilling. Outside shower, fire pit with Adirondack chairs, hammock, basketball hoop, beach wagon with 4 beach chairs and umbrella. Cornhole set. Beach is across the street or a 1 minute walk. Parking for 6 cars. No smoking and no pets.

Superhost

Home in Norfolk

5 out of 5 average rating, 67 reviews

Stylish Beach House, Hot Tub, Pet Friendly

Welcome to your coastal oasis of relaxation & fun. Enjoy beach fun, hot tub & games in a modern open concept living space. This stylish, pet friendly home away from home is perfect for families. It's 1.5 blocks from the beach. This charming SFH offers 2 bedrooms, loft, chef's kitchen, game room, spacious backyard with deck, hot tub, fire pit, BBQ grill, & volleyball/badminton court. It's centrally located near VA Beach, Williamsburg, & Downtown Norfolk.

Superhost

Home in Buckroe Beach

4.96 out of 5 average rating, 136 reviews

Quaint and Comfortable Buckroe Beach Getaway.

Our quaint, cozy and comfortable, 1,100sf house is perfect for a small family or small group of friends, 4 guests MAX, to relax from the hustle and bustle of life. Take a nap or watch a movie while relaxing on the cozy and comfortable power reclining living room furniture. Enjoy the patio and firepit in the spacious fenced backyard. This getaway is located a short two-minute car ride or ten-minute walk from the beautiful and family-friendly Buckroe Beach.

Superhost

Home in Virginia Beach

4.81 out of 5 average rating, 152 reviews

Chesapeake Bay Beach house (Chic’s Beach) 1 block!

Welcome to Ocean Beach House! Nestled right in the heart of Chic's Beach. 3 bedroom 2.5 bath beach house with a large hangout spot in the back yard. Plenty of parking space. PLEASE DO NOT BOOK this unit if you intend to play loud music or host a gathering. Strict Quiet hours 10pm-8am. By making this booking, you agree to forfeit a minimum of $2500 to deploy private security and/or law enforcement for immediate removal of you/your party from the premises.

Superhost

Home in Virginia Beach

4.99 out of 5 average rating, 202 reviews

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic large beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, for guests exclusive use( 2 floors).Guest has entire 2nd and 3rd floor. TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill. Washer-dryer. Owner occupies first floor with their own living area and additional bdrm in this multi-level structure. Any questions contact the host.

Superhost

Home in Cape Charles

4.93 out of 5 average rating, 29 reviews

FREE Luxury Golf Cart - across from CC Beach

🏖 Steps from the Sand – Unbeatable Location! This stunning, single-story ranch home is directly across from the Cape Charles beach, sitting on the corner of Bay Ave & Monroe Ave—the most coveted location in town! Enjoy breathtaking sunsets, walk to local dining, golf cart or bike through charming streets, all from your front door. Just purchased a 6 seater golf cart, and decided to make it free for the 1st year!

Superhost

Home in Norfolk

4.9 out of 5 average rating, 69 reviews

*Escape to the Tangerine Dream*

**ESCAPE TO THE TANGERINE DREAM** in this stunning beachfront oasis, located just steps away from the sandy shores of Captain's Quarters Park, this 3 bedroom/2 bath home offers the perfect blend of luxury and relaxation. Step inside to the open concept living area which boasts breathtaking views from two balconies, perfect for enjoying your morning coffee or watching the sunset over the ocean.