House holiday rentals in Chesapeake Beach

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Top-rated house rentals in Chesapeake Beach

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Superhost

Home in Virginia Beach

4.87 out of 5 average rating, 101 reviews

The Happy Place-Quiet, North End 1 block to ocean!

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

Guest favourite

Home in Norfolk

4.92 out of 5 average rating, 175 reviews

Simple Southern Getaways/ 3 Blocks From Beach

Vacation Home. ☀️ Located between Chesapeake Bay and Pretty Lake inlet. Bay Lake Escape is a perfect getaway. Advertised for 6, but 4 beds and air mattress available. Bay Lake is decorated in a coastal farmhouse style. Master bedroom w/ en-suite offers a queen bed. BR2 offers a queen bed. Finally, BR3 offers a twin over full bunk bed. The living has a large sectional sofa with cable television & a queen air mattress. All bedrooms have smart TVs. Free beach 3 blocks. Simple Southern Getawayways.

Guest favourite

Home in Cape Charles

4.94 out of 5 average rating, 116 reviews

Bakery Next Door | Renovated | Golf Cart Avail.

Nectarine 13 is a centrally located. Next door, you’ll find the Coastal Bakery. A great place for breakfast or Treat. Relax on the charming front porch and soak in the calm, historic vibe of Cape Charles. A Quick walk to historic Downtown, Take a swim in the bay or cast a line off the dock. Central Park is also nearby, offering a great spot for a family picnic while the kids enjoy the playground. Golf carts are available to rent(Cart Rentals are only available during the House rental period)

Guest favourite

Home in Cape Charles

4.96 out of 5 average rating, 103 reviews

Cape Charles Retreat - 2 Blocks from Beach/Town

Welcome to Cape Charles Retreat! Come on up to the porch, grab a lemonade and settle into the porch swing for some much deserved rest and relaxation. Cape Charles Retreat is a beautiful 100+ year old American Foursquare located two blocks from the beach, Central Park, and town! Our home has been restored to preserve much of its original charm while adding modern amenities and outfitted with everything you’ll need for a great beach vacation. So grab your bathing suit and come for a visit!

Top guest favourite

Home in Virginia Beach

4.9 out of 5 average rating, 387 reviews

Pet friendly 3 bedroom beach house

Welcome to your perfect vacation getaway! This remodeled 3-bed, 2.5-bath ranch house is just a mile away from the ocean front. It's an ideal destination for families, friends & pets. Bedrooms are equipped with comfy beds. Pet-Friendly: The spacious backyard and deck are perfect for playtime and relaxation. Great location close to shopping and restaurants. You’ll feel right at home in this safe neighborhood. Please note: No parties. Only 9 people are allowed at the house at any time

Superhost

Home in Virginia Beach

4.93 out of 5 average rating, 190 reviews

Spacious home for up to 10! GREAT for families!

Experience the heart of Virginia Beach's Vibe District! *Spacious 4BR, 3.5BA home; accommodates up to 10 guests *Two separate living rooms for relaxation and entertainment *Just 2.5 blocks from the beach; beach cart and gear provided *1 mile to the Convention Center; perfect for event attendees *Fully equipped kitchen for home-cooked meals *High-speed WiFi; stay connected during your getaway *Washer & dryer available for your convenience Book your dream family vacation today with us!

Superhost

Home in Virginia Beach

4.8 out of 5 average rating, 145 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.

Guest favourite

Home in Virginia Beach

4.96 out of 5 average rating, 320 reviews

Lakeside Oasis - Walk 2 everything! 3Blocks2Beach

Beautiful lakefront townhome located 3 blocks from the beach - walking distance to ocean, boardwalk, best restaurants in Virginia Beach, shopping & entertainment! Perfect for groups of 6 or less. 2 large bedroom suites - great for friends/families that want to get away together yet still have their own space. We provide complimentary beach chairs, umbrella, cooler & boogie boards. Just bring the sunscreen!

Guest favourite

Home in Cape Charles

4.93 out of 5 average rating, 201 reviews

Charming house close to beach and shops!

Uncover Cape Charles' enchanting charm at Heron House. This stylish retreat suits couples, small families, or friends looking for a delightful getaway. Enjoy the private backyard, stocked kitchen, and all amenities for beach fun, fishing, kayaking, shopping, and more. Recharge in this cozy haven with beach chairs, umbrellas, and adult bikes. Your ultimate beachside escape is here! Non-Smoking & Pet Free

Top guest favourite

Home in Virginia Beach

4.99 out of 5 average rating, 190 reviews

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms/3baths. Great views of the Bay. First floor has Living room-dining rm combo with vaulted ceilings, kitchen, bdrm and bathrm. Second floor has 2 bdrms and 2 private baths . TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill. Washer-dryer. ONLY ROOM FOR 2 REGULAR SIZE CARS/SUVS IN DRIVEWAY PLUS FREE ON STREET PARKING.

Guest favourite

Home in Virginia Beach

4.94 out of 5 average rating, 114 reviews

Lakefront House @ Oceanfront

The property backs up to Lake Holly and is a three story duplex with 3 bedrooms and 2.5 bathrooms. It is located on a secluded deadend street so you wont have to deal with beach traffic and their is dedicated parking. The backporch is perfect for enjoying the abundant wildlife in the shallow estuary of Lake Holly or venture out a short walk to the oceanfront or Rudy's Inlet.

Guest favourite

Home in Virginia Beach

4.95 out of 5 average rating, 161 reviews

Steps to Beach at Chics Beach! Sleeps 12 + Garage!

Experience the perfect blend of convenience and excitement at this beautiful 3 bedroom, 3 1/2 bath home in Virginia Beach. Featuring 3 king size beds and 2 fulls, it’s ideal for a family getaway. Enjoy a fully stocked kitchen, Wi-Fi, Smart TV, and laundry. We are only a 20 second walk from the beach! Whether for a weekend or an extended stay, this home has it all!