
Vacation rentals in Rip Raps Island
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Top-rated vacation rentals in Rip Raps Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Peaceful beach @Courtyard Cottage Pets Allowed
Escape the crowds and commercial beach resorts. At Courtyard Cottage, you'll enjoy the exact opposite—a peaceful beachfront retreat where a short walk over the sand dunes leads to a quiet, uncrowded beach, perfect for relaxing and unwinding. Proud Superhosts for over four years, we're dedicated to making your stay comfortable, relaxing, and memorable. The host, Richard, lives in a detached garage apartment on the property, allowing guests to enjoy complete privacy in their own accommodations.
4.98 out of 5 average rating, 316 reviews
Romantic Sailboat Experience + Seafood Restaurant
We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!
4.9 out of 5 average rating, 143 reviews
902 CH Carriage House 20 Steps to Beach & Specials
902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Beachfront Grilling. Specials - Free Kayaks/Paddle-Boards/Beach Chair & Beach Umbrellas starting September 8 Step back in time at the Historic Carriage House, a beautifully restored 120-year-old gem just 20 feet from the Chesapeake Bay. Once home to horses and rowboats in the early 1900s, this 1-bedroom, 1-bath carriage house now blends timeless charm with modern comfort — offering guests a truly unique and peaceful bayfront getaway.
4.89 out of 5 average rating, 225 reviews
One block from the Beach
Stay at one of the highest rated homes in Willoughby Beach. It has everything you need to have a relaxing getaway. Enjoy the breezes of the Willoughby Bay on the back 2 decks, and the Chesapeake Bay on the front 2 decks. 500 ft walk to Chesapeake beach access, and an outdoor shower ready when you return. We have been hosting since 2018 and you can read our reviews to see that this property is our pride and joy. Let us show you what a five star experience is on Airbnb... Mandy and Kevin
4.97 out of 5 average rating, 141 reviews
Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach
Welcome To Our Place! Ideal For Family Trips, Traveling For Business, Staycations Or Baecations In The Downtown Hampton Area. The Home (Unit A) Is Equipped With Complimentary WiFi, 65” Smart TV, Fully Stocked Kitchen, Coffee Bar, Washer & Dryer! Walking Distance To Restaurants & Nightlife! 5 Min: Buckroe Beach Fort Monroe Hampton University 15 Min: Norfolk International Airport Norfolk Premium Outlets 25 Min: Busch Gardens Williamsburg Water Country USA Virginia Beach Oceanfront
4.9 out of 5 average rating, 131 reviews
4BR Oasis: Your Home Away
Uncover the allure of our 4-bedroom retreat, steps from dining and entertainment. Thoughtfully designed with a fully equipped kitchen, inviting living spaces, and an amazing master bedroom. Proximity to Buckroe Beach, Busch Gardens, Boo Williams Sportsplex, Hampton Waterplex, and the historic charm of Williamsburg awaits your adventure. Let us tailor your stay with personalized recommendations. Welcome to your expansive haven, where every corner is crafted for your enjoyment!
4.79 out of 5 average rating, 125 reviews
Ocean Getaway
Just one block from the beach, this beautifully remodeled apartment is the perfect coastal retreat! Enjoy a stylish, comfortable space with everything you need for a relaxing getaway. Located near top-rated breweries, restaurants, and local favorites — you’ll be right in the heart of all the action. Please note: • This is an apartment unit — no parties allowed • Ring camera at front door for guest and property security • Maximum 1 parking space for Airbnb guests
4.83 out of 5 average rating, 112 reviews
Life on a Sandbar right on Chesapeake Bay
Two bedroom, two bath cottage located on Willoughby Beach right on the shore of the Chesapeake Bay. Centrally located between Williamsburg, Jamestown, Hampton, and Norfolk, Virginia Beach, and the Outer Banks. Close to Norfolk Naval Bases and Old Dominion University. Great for surf fishing or pier fishing on nearby Ocean View Fishing Pier and Restaurant. THIS PROPERTY CANNOT BE RENTED THOUGH CRAIGSLIST!!! DON'T BE SCAMMED!!!
4.98 out of 5 average rating, 112 reviews
Sun Sea and Sand
Welcome to Sun Sea and Sand, a Caribbean theme in Hampton, Virginia. Sun, Sea and Sand is a beautiful, waterfront, second story, two-bedroom, one-bath guest house located on a private drive providing lots of privacy including your own private entrance as well as stairs leading from your private balcony directly to the waterfront. High-speed fiber-optic wifi and cable with blue ray player provided.
4.99 out of 5 average rating, 417 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.
4.99 out of 5 average rating, 112 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.
4.91 out of 5 average rating, 133 reviews
Norfolk 3BR Cottage • Dog Friendly + Fenced Yard
🏡 Cozy 3-bedroom Norfolk cottage 🐶 Dog-friendly with pre-approval 🌳 Large fully fenced backyard 🌊 Minutes from Ocean View beaches 🛏️ 3 queen bedrooms + sleeps up to 6 🍳 Fully equipped kitchen 📺 Smart TV for streaming 📶 High-speed WiFi 🧺 In-home washer and dryer 🚗 Ample driveway parking ⚓ Convenient to Norfolk-area military bases 📍 Easy access to downtown Norfolk and Ghent
4.83 out of 5 average rating, 118 reviewsPopular amenities for Rip Raps Island vacation rentals
Other great vacation rentals in Rip Raps Island

Family Holiday House. Events and Beaches Nearby
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On Beach 3BD+Loft: Sauna|HotTub|Billard|FencedDeck
5.0 out of 5 average rating, 63 reviews
Garden Retreat
4.86 out of 5 average rating, 22 reviews
Walk to Beach, Fire Pit, Game Room, King Beds
5.0 out of 5 average rating, 29 reviews
Sunset House Retreat by the Beach
4.94 out of 5 average rating, 67 reviewsDestinations to explore
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