Beach house vacation rentals in Chesapeake Bay

4.98 out of 5 average rating, 112 reviews

An open living area showcases a comfortable sectional sofa and two blue armchairs surrounding a light coffee table. The adjoining kitchen features white cabinetry and modern appliances, while a dining area with dark wood furnishings is visible in the background, emphasizing a spacious and inviting layout.

Home in West Cape May

West Cape May Beach House

Well maintained home, centrally located and within walking distance from the center of town, great restaurants, retail shops, food stores and the Washington Street mall. The beach is just 12 blocks away which makes for an enjoyable bike ride. The large driveway offers plenty of parking. During the summer season, the home is available by the week from Saturday to Saturday. Check-in time is 2 pm and check out-time is 10am. Throughout the rest of the year, shorter duration stays are available.

A well-lit entryway is featured, showcasing light grey walls and a staircase with wooden steps leading to the upper floor. A door with a window provides access to the outside, while the flooring consists of neutral-toned planks enhancing the open atmosphere.

4.92 out of 5 average rating, 48 reviews

Perfect Escape with Ocean Breeze!

A new home constructed in 2021 that is a 5 minute walk to the beach from 25th Street. Located in the heart of Old Beach with numerous restaurants, bars, high end supermarket and the boardwalk all within walking distance from the home. The home consists of 3 bedrooms, a bonus room with a king size bed, and a media room/office with a queen size pullout sofa. The home is professionally designed with detailed amenities for our guests throughout the home. Transcendent Stays is a locally driven group

4.84 out of 5 average rating, 19 reviews

A cozy bedroom features a spacious bed with white linens and decorative pillows in warm tones. Light enters through a large window with white blinds, illuminating the room. Wall decor includes leaf-shaped accents, and additional elements include a bedside lamp and a decorative woven basket.

Home in Lower Township

A spacious cottage, just steps from the beach

Nestled in New Jersey’s most beautiful beach town, this newly renovated cottage in a wooded setting is surrounded by pristine beaches. The three-bedroom house boasts a modern open floor plan, a deck area with a fire pit, and an outdoor shower. This vacation rental has all the ingredients or a memorable beach vacation, just a 10-minute drive from downtown Cape May the Atlantic Ocean, and Wildwood. Enjoy sunsets on the Deleware Bay, dinner in 5-star restaurants, or thrills at amusement parks.

5 out of 5 average rating, 9 reviews

A charming red cottage is nestled amongst greenery, featuring a white porch and a decorative balcony. Trees provide natural shade, while vibrant shrubs add pops of color around the yard. The roofline presents a cozy, inviting appearance, harmoniously blending with the landscape.

Home in Rehoboth Beach

Beach Getaway on Sussex

Welcome to your dream beach getaway! This stunning 4 bedroom, 3.5 bath home is the epitome of casual beach living. Located in the desired community of the Pines, just 3 blocks from the beach and steps from shops and restaurants. Enjoy the first floor outdoor patio for morning coffee or cocktail hour. Rooftop deck has panoramic views of the beach sunsets and includes lounge chairs for sunbathing! Book your stay and enjoy all that downtown Rehoboth has to offer!

4.86 out of 5 average rating, 111 reviews

A modern living area features a spacious gray sectional sofa complemented by a matching ottoman. A decorative tray with a 'Welcome' sign sits atop the ottoman. Light streams through a window, and a potted plant adds a touch of greenery to the space.

Home in North Cape May

Beautiful N.Cape May retreat blocks from the beach

A quaint beach house, a short walk to the bay, incredible sunsets, fishing and a fun beachfront restaurant and bar. Only a few miles to Cape May. Recently renovated with a large master suite, two additional bedrooms, two full baths and a well appointed kitchen. Completely modernized with all the essentials needed for an enjoyable stress free getaway in a quiet neighborhood in North Cape May. We will help make your vacation a great one in our wonderful home.

4.89 out of 5 average rating, 95 reviews

A spacious living area features blue sofas adorned with decorative cushions and a coffee table at its center. A fireplace is positioned along one wall, while a staircase leads to an upper level. Natural light fills the room through large windows, enhancing the open layout.

Home in Milton

"Sandy Feet" Broadkill Beachfront Home

Beachfront home w/ unobstructed bay views. Your group will enjoy front-row seats to breathtaking sunrises & water views from the elevated LR and wrap-around deck. The expansive deck with grill & fire table is a great place to sip your morning coffee or gather for dinner & enjoy the unobstructed sights & sounds of the bay. Stay and discover what makes Broadkill Beach so special! Linens are not provided but can be rented from local linen companies.

Top guest favorite

A modern kitchen area is visible, featuring stainless steel appliances and a granite countertop with bar seating. Two stylish light fixtures hang above, while the space is illuminated by natural light from large windows covered with light curtains. A seating arrangement includes sleek black bar stools.

4.96 out of 5 average rating, 194 reviews

Sunrise, North End Beach

The beach AND privacy! Wide open residential beaches, with plenty of "distancing space"! Best kept secret at the beach! Fully stocked, fully furnished, immaculate Vacation rental on Va Beach North End. 5 star rating says it all. Atlantic Ocean across the street. Public beach access. 3 flat screen TVs, Wifi, cable, beach cart, chairs &'umbrella. Outdoor grill. Private parking. 2025 Pool Season... May 23–September 7. NO HAIR DYE!

A vibrant yellow bungalow is framed by lush greenery and a large, mature tree. The front walkway is lined with a variety of plants, and brick steps lead to a welcoming front door, inviting guests into a tranquil outdoor space.

4.92 out of 5 average rating, 119 reviews

Cozy North End Cottage 1 block from the sand!

Welcome to our one-of-a-kind 3-bedroom beach bungalow in the heart of Virginia Beach’s historic North End. Located one block from wide, white-sand beaches and one block from the serene trails of First Landing State Park, we offer stylish and pragmatic accommodations all tucked gracefully under two beautiful Live Oaks. If you’re looking for the most relaxing house in Virginia Beach’s most relaxing neighborhood you have found it.

4.81 out of 5 average rating, 107 reviews

The exterior of the beach house is seen from an angle that highlights large windows and a welcoming entryway. A staircase leads to the elevated porch, which features a railing, while a colorful flag adds a touch of character.

Home in Milton

Delaware Beach Bliss, steps from the sand & surf!

Our large, comfortable, pet friendly beach house well suited to families and mellow friend groups is 2 lots from a crescent beach that you can walk for miles in either direction, offers some water views from the top of the steps and one bedroom. We have a sandy area under the house with beach chairs, SUP & 4 adult bikes in beach closet that opens with the house key for your stay. Gather together in the great room at days end.

5 out of 5 average rating, 9 reviews

A bright sun room features multiple seating options with black adirondack chairs and decorative cushions. Soft lighting from string lights enhances the space, which is complemented by a striped rug. Windows provide views of the yard and create an inviting atmosphere.

Home in Lower Township

Newly renovated beach home, close to Cape May

Newly renovated beach house one block from the bay. Family friendly neighborhood near a quiet beach with amazing sunsets. 20 minute drive to Cape May beaches and downtown shopping. A great place to relax, walk on the beach, bird watch, puzzle etc. House has 4 bedrooms, 2 bathrooms, kitchen, laundry room, sun room, screened in back porch and fire pit. Walking distance to Castaway Cafe!

A wooden deck offers a view of the nearby beach, with gentle waves lapping at the shore. A blue adirondack chair is positioned for relaxing moments. The background features beach houses and a distant pier under a bright blue sky with scattered clouds.

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!