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Villa rentals near Chesapeake Bay

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Top-rated villa rentals near Chesapeake Bay

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Superhost
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
4.81 out of 5 average rating, 31 reviews

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.

Top guest favorite
A comfortable living area features a light gray sectional sofa and a glass coffee table. Natural light enters through the window, illuminating the space. A television stands on a wooden cabinet, and a decorative plant adds a touch of greenery.
Villa in Richmond
4.96 out of 5 average rating, 76 reviews

Classic Richmond Retreat - Carytown-Downtown-VCU

Classic Richmond Retreat- Steps from authentic neighborhood restaurants, coffee houses and culture! Stay in this stylish Art Deco style Villa, perfectly located in Richmond’s Museum District! Walk to Carytown, VCU, top restaurants, parks & museums. ✔ Experience the 4 Cs - Cozy, Comfortable, Clean, & Convenient ✔ Prime Location – Steps from downtown attractions ✔ Modern Amenities for a hassle-free stay ✔ Private fenced backyard w/ dining area and porch swing -Off Street Parking

Guest favorite
The home features a single-story brick facade with green shutters on multiple windows. A gently sloping lawn leads to the entrance, surrounded by landscaped greenery. Tall trees form a backdrop, enhancing the peaceful wooded setting.
Villa in Manassas
4.8 out of 5 average rating, 131 reviews

Newly updated Wooded Estate 4BR/3BA in Manassas,VA

Welcome to this beautiful 2 level single-family private wooded getaway, located in historic district Manassas off Virginia State Route 234. This lovely retreat sits on 2 acres of land, has been renovated inside and out with our guests in mind. Three bedrooms/Two bathrooms on main level and huge finished basement to comfortably sleep 10. Fully equipped kitchen, in-home office, gym, washer and dryer. If you are in town for business or pleasure, this home is everything you will need for your stay.

Superhost
Waterfront views are presented, featuring a marina with multiple docks extending into the water. Colorful buildings line the shore, reflecting a blend of styles. Natural landscaping with shrubs enhances the scene, while clear skies and sunlight create a bright atmosphere.
Villa in Chincoteague
4.79 out of 5 average rating, 19 reviews

Sunset Bay Villa 315-Downtown, Pool, Gym, Sunsets!

Located just a few miles from Assateague Beach & the Chincoteague National Wildlife Refuge. Sunset Bay Villa #315 is walking distance to Historic Downtown Chincoteague, Restaurants, Shopping & Carnival Grounds. Open concept, kitchen, living room & dining room. Enjoy sunset views from the deck off the Living Room & Primary King bedroom. King bedroom features jetted tub & separate shower & double sink. Queen bedroom & pyramid bunk bedroom share hall bath. Great fitness room next to pool area!

Superhost
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.
Villa in Williamsburg
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*

Superhost
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.
Villa in Chincoteague
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.

Guest favorite
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
4.85 out of 5 average rating, 41 reviews

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.

Superhost
A serene view of a landscaped backyard leads to a calm lake, framed by vibrant green trees and blooming azaleas. A wooden deck with a pergola offers an inviting outdoor space, perfect for relaxation and enjoying the surrounding nature.
Villa in Manassas
4.78 out of 5 average rating, 77 reviews

Entire Lakehouse property / Private DOCK (DC/DMV )

Perfect for WORK AND/OR PLAY !! WATERFRONT property. Tranquility AND Convenience ! Major Business hubs, DC metro area!Secluded w Phenomenal View from every corner! Ideal setting for vacation too ! !This gorgeous Lake house comes w a private Dock ready for your excursion! 4 Bedrooms furnished w sleeper on lower level (or 5th bedroom). NEW updates & furnishings ! Great amenities incl kayaks & pedal boat complimentary or simply just enjoy the amazing sunset from the wrapped ar

Guest favorite
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
4.85 out of 5 average rating, 112 reviews

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

Superhost
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.
Villa in Chincoteague
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.

Popular amenities for villa rentals near Chesapeake Bay

Quick stats about villa rentals near Chesapeake Bay

  • Total vacation rentals

    Explore 20 vacation rentals in Chesapeake Bay

  • Nightly prices starting at

    Chesapeake Bay vacation rentals start at G$10,462 GYD per night before taxes and fees

  • Verified guest reviews

    Over 960 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Chesapeake Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesapeake Bay rentals

  • 4.7 Average rating

    Chesapeake Bay stays receive an average rating of 4.7 out of 5 from guests

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