Cottage vacation rentals in Ocean View Beach

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.

Family · Value · Hospitality

The Seaglass Cottage by the Chesapeake Bay

The Seaglass Cottage by the Bay is located in the charming & beautiful neighborhood of Ocean Park just a quick 5-10 minutes stroll to the Chesapeake Bay beach. Our vintage beach house from the 1940’s has been fully remodeled and decorated in local art and beach décor. There are beautiful live oaks on the property and 3 private parking spaces for you and some first-come-first-serve street parking in front of the house. Easy load in with a ramp into the house and a mudroom for all your beach toys.

Family · Location · Parking

Vintage Cottage on Private Creek–Near Beach & Base

1 mile to Base & Bay Beach. Serene waterfront light-filled vintage cottage in the woods. Nestled in a secluded suburb on a creek, among nature & wildlife. The spacious home is a relaxing respite from the hustle and bustle–a getaway not far away from all Coastal VA has to offer. 25 Minutes to Downtown Events, VB Oceanfront Boardwalk. Convenient to I-64. Perfect for families, romantic retreats or a friends weekend. Sleeps 4, 2 bdrms, 1 sleeping porch, sofa 1,500 sqft, No water activities onsite.

Value · Location · Cleanliness

Stunning Cottage in Historic Village

Camellia Cottage – Where History Meets Serenity. Nestled in the heart of Hilton Village, this "modern-vintage" gem is your gateway to coastal charm and timeless elegance. Stroll through quaint streets and shops, and unwind by the firepit under Virginia’s beautiful skies. Perfect for families, professionals, and anyone craving a retreat that feels like home – only better. Just minutes from beaches, universities, and iconic landmarks. Step inside. Breathe. Discover your new favorite getaway.

Family · Location · Nearby

North End Cottage One Block from Beach

This North End 3 BR cottage is one block from the beach. Situated in a highly residential neighborhood known and loved by locals, you cannot beat this location. Basic cable and Free WIFI are provided for those required to work remotely. The home is furnished in a way that welcomes a work-life balance where you can focus on tasks in a quiet, well-appointed work environment. Upscale decor, lounge areas galore and three comfortable bedrooms among spacious living and dining areas welcome guests.

Location · Value · Condition

Quaint 2 Bedroom Cottage in Chicks Beach

This 2 bedroom 1 bathroom quaint cottage is the perfect small family getaway. Located 2 residential blocks to the beach. The beach is great for families with children. This unit is connected to a 1 bedroom rental. Back yard has a single detached unit also . Great for small families. There is a fenced in front yard Back yard and laundry area is shared with guest suite next door. 2 Car max allowed $100 pet fee with pre approval. ***Summer 2026 check in on Friday only ****

Family · Value · Getting around

Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard

Welcome to Wayland Beach Cottage, a relaxed beach retreat with your own private hot tub and separate game room. Unwind under the pergola, soak year-round in the 6-person hot tub, or enjoy movie nights and friendly competition around the full-size 8-foot pool table in your own entertainment space. With a fully fenced yard, smart TVs throughout, fast Wi-Fi, a long private driveway, and easy access to beaches and dining, it’s the perfect getaway for families and friends.

Value · Family · Hot tub

902C Coastal Retreat Steps to Beach Sauna Specials

Welcome to 902C Coastal King Retreat, a charming ground-floor unit in a historic 1920 coastal duplex located directly on the Chesapeake Bay. This beachfront 1-bedroom cottage sits just 20 feet from the sand, with private beach access via wooden walkways surrounded by lush landscaping and coastal breezes. Also included is a shared Sauna and laundry room. Off-season specials includes free Kayaks/Paddle-Boards/Beach Chair & Beach Umbrellas starting September 8

Value · Location · Getting around

"SeaClusion"! 2 bedroom 1 bath Cozy Beachfront

Book your Norfolk stay now! Available as a long term OR a 3 day. This is a warm & cozy 2 bd 1 bath beachfront home that is just waiting for you to make new memories! Relax on the back deck only steps to the beach. Enjoy breathtaking views of dolphins, ships, the historic Ocean View Fishing Pier, and hundreds of seabirds. Equipped with beach chairs, umbrellas and a beach cart - this house will surely provide the beach getaway you've been looking for!

Value · Family · Amenities

Villa Positano

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Value · Location · Wifi

Comfy three bedroom cottage - easy beach access

Enjoy a multi mile beach that feels private most of the year at our Willoughby Spit beach house. We are located across the street from the beach and only 1/2 block to the beach access. You will have the entire house to yourself - no shared walls, no assigned parking spaces, no shared washer and dryer. We have three outside decks for grilling and relaxing and our kitchen is fully stocked with complimentary coffee, wine and snacks.

Location · Family · Check-in

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!!!

Location · Value · Parking