Villa rentals near Chesapeake Bay

The image captures a waterfront view of the condo complex, showcasing a series of boats docked at wooden piers. Calm water reflects the blue sky, while landscaped areas with low-growing plants line the docks. The colorful buildings of the complex are visible in the background.

4.85 out of 5 average rating, 20 reviews

Sunset Bay 105-Waterfront w/ Boat Slip, Pool & Gym

Just a few miles from Assateague Beach & the Chincoteague National Wildlife Refuge Bayside & Beyond (Sunset Bay Villa #105) is a well appointed 1st floor Waterfront Condo w/ Boat Slip, Pool (Seasonal) & Gym Located in the heart of historic downtown Chincoteague Bayside & Beyond is walking distance to restaurants, shopping, town park, fishing pier & carnival grounds. Enjoy beautiful sunsets, fishing, crabbing & kayaking from just outside your door! Relax & soak in the sunshine by the shared pool!

4.81 out of 5 average rating, 31 reviews

A sandy pathway leads from a wooden boardwalk through grassy dunes towards the beach. The open sky is filled with fluffy white clouds, and the calm water of the bay is visible in the distance.

Villa in Norfolk

LOVE n the Air! 5StarBeachVilla+CoffeeBar+W/D+WiFi

See YouTube: Zoe Bay Properties 5 Star Beach Villa video tour. VA is for lovers and you'll love our family-friendly spacious beach villa at tip of Willoughby Spit, Willoughby Bay on 1 side of the Spit, Chesapeake Bay the other. Only 3-minute walk to beach. No direct beach views, just marina. Fully stocked kitchen, coffee/ tea bar, gameroom, corn hole and the essentials! 4 BR 2 full BA w/tubs, 65" Smart TV w/ROKU, fast WIFI w/elite streaming. Beach cart/chairs/umbrella. Fire pit, outdoor seating.

5 out of 5 average rating, 10 reviews

Villa in Herndon

Dulles Executive Resort 5 Mn from IAD, Herndon VA.

✨ The Dulles Executive Resort A peaceful & elegant retreat designed with love & care. This spacious one-bedroom villa with an office offers the perfect mixture of comfort & convenience for business travelers, or anyone seeking a home away from home. Enjoy premium amenities, high-speed Wi-Fi, a fully equipped kitchenette, with a private entrance, parking, or extended treet in a quiet neighborhood near Dulles Airport & Reston Town Center. Every detail ensures a stay that’s not just comfortable.

A living room area features a comfortable gray sofa and armchairs, accented by red and black throw pillows. A flat-screen TV is mounted above a white fireplace. Large windows offer natural light, framed by flowing curtains, with views of the surrounding nature.

5 out of 5 average rating, 9 reviews

Marriott Manor Club, Williamsburg 2Bed Villa max 6

Situated in the rolling hills of the Williamsburg, Virginia woodlands within the private community of Ford's Colony. A country estate resort serving as a relaxing retreat. Located in the "Historic Triangle" along with Jamestown and Yorktown. The Guest Villa is spacious with 2 bedrooms and a living room to sleep 6, a fully equipped kitchen, and a screened in furnished patio/balcony. Enjoy access to all the World class amenities. -Free Wi-Fi, Free Parking, NO Resort Fees, NO Cleaning Fees*

A tiki-style gazebo with a thatched roof is positioned near the waterfront, overlooking calm waters as the sun sets in the background. Soft, warm colors fill the sky, reflecting on the water's surface, while wooden posts line the shore.

4.57 out of 5 average rating, 42 reviews

Beautiful 2BR Snug Harbor Waterfront villa!

It is a beautiful WATERFRONT, newly renovated villa overlooking the Assateague lighthouse, the National Park, the Wildlife Refuge and the spot where the wild ponies hang out! There is a marina right on the premises with motor boat, kayak and SUP rentals as well as organized guided kayak tour, nature boat tours and sunset cruises. The villa has fully stocked kitchen with full size fridge, stove, oven, coffee maker, toaster, pots, pans, utensils etc. Bring the family and enjoy our island!

Top guest favorite

A spacious living area features light wooden flooring, a comfortable white sofa, and a coffee table. Natural light floods through the windows, illuminating the adjacent kitchen area, which includes modern appliances and a dining space. A ceiling fan and wall-mounted TV enhance the inviting atmosphere.

Villa in Virginia Beach

4.88 out of 5 average rating, 103 reviews

Beach House Just Blocks From Oceanfront Boardwalk.

This 3 story town-home (similar to a Duplex House) is the perfect getaway to enjoy a day at the beach! Only 5 minutes walk to the Oceanfront Boardwalk, you can enjoy an evening walk or have dinner at one of hundreds of restaurants in the area. First master bedroom and 2 other rooms are at second floor. Second master bedroom is third floor. Also we provide key less entry for all door inside, outside the house. Beach chair, grill, etc.... also available for you during the time you stay.

4.85 out of 5 average rating, 41 reviews

A charming lakefront home is situated on a well-maintained lawn, featuring a mix of shrubs and trees. The exterior showcases a combination of brick and siding with gabled roofs and an arched window. The driveway leads to a two-car garage.

Villa in Virginia Beach

Executive Lakefront Oasis - Center of Va. Beach

Lakefront home with huge deck over the water. This amazing 4 bedroom 3 bath home just got updated. Minutes from the beach, make this location ideal. Beautiful screened in porch for enjoying the lake views. At night, the landscape lighting in the front and back gives an elegant touch. Close enough to enjoy the beach and you'll appreciate the quite relaxing lake when it's time to wind down and make memories with the family. There's a large park directly across the street for the kids.

4.85 out of 5 average rating, 112 reviews

A serene view of a private beach meets the calm waters of the bay under a clear blue sky. Gentle waves lap at the sandy shore, with a wooden dock extending into the water. Soft grasses frame the beach area, contributing to the tranquil atmosphere.

Villa in Montross

Beach Retreat

Relax with the whole family at the Beach Retreat! Enjoy the beautiful Sunrise and Sunsets in the Hot tub overlooking your own private beach! There is plenty to do in the Northern Neck of Virginia! We have Wineries, a Brewery, historical sites, boating, swimming, fires on the beach, bike rides, kayaking, plenty of Summer and Fall Festivals and so many great places to eat on and off the river! The Northern Neck of VA is a hidden gem! Just a 90 minute drive from the DC area

A light blue two-story building features white railings and a spacious deck. Large windows provide natural light, while air conditioning units are positioned for comfort. A gravel area surrounds the property, enhancing accessibility and outdoor space.

4.67 out of 5 average rating, 9 reviews

Sol Villa

The Sol Villa @ The Reef Features two bedrooms upstairs and 1/2 bath. Each bedroom has a Queen Bed Downstairs has a fully equipped kitchen, bathroom with a shower and a sleeper sofa in the living room The Reef Vacation Villas has an indoor pool, bikes, stand up paddle boards, corn hole, and Two passes to MAUI JACKS WATERPARK just a short walk away Stay with us and beat the traffic to the beach since we are located just over a half mile from the beach

Top guest favorite

A bright and airy living room showcases cathedral ceilings and a large arch window, allowing natural light to fill the space. Stylish seating includes a cozy sectional sofa, two armchairs, and a decorative coffee table, complemented by a plush area rug and elegant decor.

Villa in Potomac

5 out of 5 average rating, 45 reviews

Spacious and Beautiful Home with "Hygge"!

Make memories to last a lifetime in a home that marries luxury with a serene ambiance that embraces the Scandinavian Hygge style. Enchanting and elegant, but far from fussy, our home makes the ideal spot for friends and family marking a special occasion. Gather by the fire, play a game of pool, or unwind in the hot tub. Note: this is our home, there will be personal items in the house, but we do make an effort to clear as much as possible away.

A spacious living area features a comfortable leather sectional sofa with decorative cushions. A round wooden coffee table sits in the center, complemented by accent chairs. A modern spiral staircase leads to an upper level. Natural light filters through large windows, illuminating the stylish decor.

Villa in Sparks Glencoe

4.9 out of 5 average rating, 51 reviews

Stunning 14 Acre Modern Villa with Sunroom

Fully unwind in style at this beautifully renovated two-story modern villa. Nestled in the quiet country of Sparks Glencoe, you'll have ample space to stretch out out and enjoy the numerous luxury amenities surrounding you. From leather furniture, unique lighting fixtures, and marble counters, to a show-stopping spiral staircase and spacious back deck, you'll be forever grateful you didn't opt for a hotel (and its inevitable noisy neighbors).

A private retreat is visible with two houses positioned along a sandy beach. A wooden pier extends toward the water. Lush green trees frame the property, providing a serene atmosphere. The main house features a spacious facade, while the guest house presents a charming design, both overlooking the waterfront.

Villa in Princess Anne

4.78 out of 5 average rating, 152 reviews

Waterfront Retreat & Guest House

Enjoy a relaxing private retreat with an amazing view of the water. Come to stay at the house the whole time enjoying sunsets, kayaking, building sand castles, playing in the water, and making great meals or venture to many nearby towns with great restaurants, hikes, golfing, breweries, bike paths, and more. Enjoy your own private 100 ft pier and sandy beach. **great wifi in main house and guesthouse

Popular amenities for villa rentals near Chesapeake Bay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

The exterior of a spacious home is surrounded by greenery, featuring large windows that invite natural light. A gravel driveway leads to the entrance, which is accented with steps and a circular front window.

Villa in Ocean Pines

4.43 out of 5 average rating, 72 reviews

Luxe Homey Get-Away Beach Cove

4.71 out of 5 average rating, 7 reviews

The exterior of the twin house showcases a two-story structure with blue siding and white trim. A bright red front door adds a pop of color, while a neatly landscaped yard features green plants and colorful flowers. A garage door is visible, blending with the overall aesthetic.

Villa in Selbyville

Bayside * 4 BR Twin House

Serenity By The Beach!

4.93 out of 5 average rating, 54 reviews

The rear view of the Italianate home showcases a spacious, multi-level structure with a tile roof and wrap-around porch. Green lawns and trees frame the property, providing a serene backdrop. Large windows and multiple seating areas invite outdoor relaxation.

Villa in Claremont

River Retreat with Eagle's Eye View

The exterior of a three-story beach villa is displayed, featuring a well-maintained façade with gray siding and stone accents. The entrance includes a dark front door framed by tall windows. A neatly paved driveway leads to a one-car garage on the left.

5 out of 5 average rating, 4 reviews

Coastal Club * 31313 * 3 BR, 2.5 BA * New Luxury V

A modern twin house is showcased with a deep blue exterior, framed by lush green trees. The front features a double garage and a well-manicured lawn, highlighting the inviting entrance with white accents and stylish architectural details.

4.71 out of 5 average rating, 7 reviews

Coastal Club * 3br Twin House w 2.5 Baths

The exterior of the townhouse is showcased, featuring a mix of white siding and stone accents. Light-colored shutters frame the windows, and a stylish garage door is positioned to the left. A small landscaped area with potted plants adds charm to the entrance.

5 out of 5 average rating, 8 reviews

Coastal Club * 3BR Luxury Villa Townhouse

A picturesque villa is set beside a tranquil pond, with vibrant red roses in the foreground. Lush greenery frames the property, while a grand entrance features classical columns. Soft clouds drift in a blue sky, enhancing the serene atmosphere of the surroundings.

4.71 out of 5 average rating, 21 reviews

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Luxury villa rentals

A spacious living area is furnished with a comfortable dark sofa and a light green armchair. A wooden coffee table centers the room, complemented by a TV on a stand. The room features a fireplace and leads to an open kitchen area visible in the background.

4.94 out of 5 average rating, 35 reviews

Kingsmill Resort! Williamsburg, Va! 3Bed 3Bath

A serene pond is framed by lush greenery and features a gentle slope leading to the water's edge. Reflections of surrounding trees are visible on the calm surface. The landscape is open, revealing a spacious field beyond the pond.

Villa in Queenstown

Nature Retreat

A waterfront scene features a docked boat against a striking sunset, reflecting warm hues of orange and pink on the water's surface. Nearby, a two-story cottage stands with a sloped roof, complemented by a tranquil backdrop of the coastal landscape.

4.68 out of 5 average rating, 25 reviews

Waterfront cottage with the most peaceful view!

A spacious deck overlooks the water, featuring potted plants and an umbrella for shade. The marina is visible in the background, showcasing boats docked along the waterfront against a clear blue sky.

Villa in Hampton

Luxe 5-Star Waterfront Retreat - Water-Beach Views

A well-lit hallway features a staircase with dark wooden balustrades and a polished wooden floor. Framed art pieces are displayed along the walls, complemented by wall sconces providing additional lighting. The entrance door is flanked by windows, inviting natural light into the space.

Villa in Upper Marlboro

8 Bedrooms Historic Mansion

Two colorful inflatable llamas float in a large swimming pool, surrounded by a vibrant tiled area. The backdrop features lush greenery, decorative pillows on a nearby outdoor seating area, and several potted plants, enhancing the recreational space for relaxation and enjoyment.

Villa in Bethesda

4.76 out of 5 average rating, 114 reviews

Italy meets Moroccan oasis with huge pool for 10

Villa in Norfolk

4.2 out of 5 average rating, 10 reviews

Sojourn The Lighthouse Beach Front Resort Villa

4.97 out of 5 average rating, 63 reviews

A tranquil beach scene captures the riverfront at sunset, with soft, sandy shores leading to calm waters. Wooden docks extend into the water, silhouetted by the setting sun. Gentle waves reflect light, offering a serene atmosphere for relaxation.

Villa in Hague

Sea Glass Paradise

Villa rentals with a pool

Private room in Washington

A modern bedroom features a spacious bed with a striped blanket, complemented by colorful wall art. A low wooden shelf with books and decorative items provides storage, while a soft area rug adds warmth to the hardwood floor.

4.93 out of 5 average rating, 810 reviews

Capitol Hill elegant, charming room

A compact bathroom is presented with neutral-colored walls and a tiled floor. A round mirror is mounted above a small pedestal sink, and a toilet is positioned against the wall. A shelf is located above the sink, providing additional storage.

4.62 out of 5 average rating, 13 reviews

Surfers Villa

A functional kitchen is displayed, featuring a white refrigerator, microwave, and coffee maker. Dark wood cabinetry lines the walls, complemented by a light-colored countertop. A door leads outside, allowing natural light to illuminate the space, while a window invites fresh air.

4.56 out of 5 average rating, 9 reviews

Coral Villa

An indoor pool is illuminated by bright overhead lights. The clear blue water reflects the light and surrounding windows. Lounge chairs are positioned along the edge of the pool, providing a space for relaxation. Large windows allow natural light to fill the area.

4.81 out of 5 average rating, 31 reviews

Quiet Villa with Access to Amazing Amenities

Villa in Norfolk

4.89 out of 5 average rating, 46 reviews

Spacious 4 bedrms, pool, close proximity to beach

Two adirondack chairs are positioned on a balcony, facing a golf course with lush green grass and a serene lake. A small table holds two cocktails, complemented by the backdrop of trees and a clear sky.

Villa in Ocean Pines

5 out of 5 average rating, 4 reviews

Lakeview/Golf course front home - 4 Bed/3 baths

4.7 out of 5 average rating, 10 reviews

Sand Dollar Villa

A two-story building with a light blue exterior features multiple windows and air conditioning units. A white railing encircles a deck area at the front, providing access to the entrance. Clear skies enhance the inviting appearance of the structure.

4.36 out of 5 average rating, 11 reviews

Sunset Villa

Villa rentals with a hot tub

A charming house is set within a lush green landscape, framed by well-maintained gardens featuring various plants and trees. The exterior showcases a blend of siding and screen-enclosed areas, with a spacious lawn inviting outdoor activities.

Villa in Gloucester County

4.77 out of 5 average rating, 43 reviews

Stay, Play, Relax, and Explore …

A spacious bathroom features a freestanding soaking tub and a glass-enclosed shower with textured tiles. Two doors provide easy access, while a large window allows natural light to brighten the room. A vibrant red towel hangs elegantly near the shower.

Villa in Gaithersburg

4.22 out of 5 average rating, 9 reviews

Welcome this beautiful single family house

The exterior of the villa townhouse is presented, showcasing a charming combination of light grey siding and white trim. Two covered porches are featured, complemented by large windows that allow natural light. The driveway leads to a two-car garage, providing convenient parking.

5 out of 5 average rating, 11 reviews

Coastal Club * 3BR Luxury Villa Townhouse

A spacious living area features a high ceiling with multiple windows allowing natural light. Comfortable seating includes a blue sofa and an armchair, while a decorative coffee table sits at the center. A fireplace and green plants enhance the serene environment.

4.61 out of 5 average rating, 18 reviews

Cheerful 2 Bedrooms 2 Baths @ Kings Creek Resort

A welcoming two-story home features a stone facade and a spacious front porch with white railings. Lush, neatly trimmed shrubbery lines the walkway leading to the entrance. Large windows allow natural light to illuminate the interior, enhancing the overall inviting appearance.

Private room in Falls Church

Room 1 - 2 full beds

A spacious queen bed is positioned against a textured wall, illuminated by two bedside lamps. Framed artwork decorates the nearby walls, adding a touch of elegance. A side table holds glassware, complementing the overall contemporary design.

Private room in Cockeysville

4.76 out of 5 average rating, 29 reviews

Westmore Estate II Contemporary Cave Gorgeous B&B