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Villa holiday rentals in Delmarva Peninsula

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Top-rated villa rentals in Delmarva Peninsula

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Guest favourite
A sandy pathway leads from a wooden fence to a wide, open beach. The calm ocean stretches into the horizon under a clear blue sky, with gentle waves lapping at the shore. Dune grass flanks the sides of the path, creating a natural border.
Villa in Frankford
4.73 out of 5 average rating, 11 reviews

Milo's By the Beach

Welcome to your home away from home at the Delaware Shore! Our home is minutes away from Bethany Beach, and just a short drive from Rehoboth Beach, Dewey Beach, Fenwick Beach, and Ocean City, MD. Along with our beautiful beaches, this area is a golfer's dream with Bear Trap Dunes just 2 1/2 miles away and many other beautiful golf courses nearby. This 2025 coastal 4-bedroom villa hosts 2400+ square ft of great modern living space with a one-car garage and driveway for your parking convenience.

Superhost
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.
Villa in Chincoteague
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!

Guest favourite
A spacious villa is nestled amidst lush greenery, featuring a combination of stone and wood exteriors. A well-maintained yard is highlighted by a gravel pathway, surrounded by colorful flowers. Large windows reflect the serene surroundings and allow ample natural light into the home.
Villa in Millville
4.96 out of 5 average rating, 51 reviews

Exotic Riverfront Villa, Sunsets, HotTub, Fishing

Enjoy the entire Sai Villa on Maurice River, NJ This classic, carbon neutral Mediterranean style villa, with 3+ acres of nature, sits on the gorgeous Maurice River in Millville. Enjoy amazing sunsets, hot tub, fishing, kayaking & family time, or host private events. A perfect pleasure & wedding spot. You are guaranteed to enjoy the slice of paradise. Sai Villa is close to Cape May, Wildwood Beaches, Atlantic City, NLMP, NYC, Poconos and Maurice River Cruises will add to your 5-Star experience.

Guest favourite
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, 128 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.

Guest favourite
An aerial view captures a heated pool and hot tub surrounded by a spacious patio. Beach chairs with umbrellas provide shaded seating areas. A colorful pool float and a basketball hoop complete the outdoor space, set against the backdrop of a blue-clad villa.
Villa in Brigantine
4.94 out of 5 average rating, 99 reviews

6 BR, Pool & Hot Tub Open Beginning of April

Our brand new costal villa offers the perfect location & home for multiple families & small groups, providing an unparalleled blend of comfort, convenience, & style. At this villa we offer an elevator, heated pool & hot tub. Please note that the pool and hot tub are available from April to October. We provide all the linens, towels, & pool towels you'll need. As well as beach chairs, beach tags, & a beach cooler. *25 years or older to rent. * No bachelor/bachelorette parties, or senior week.

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!

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, 76 reviews

Entire Lakehouse property / Private DOCK (DC/DMV )

Perfect for WORK AND/OR PLAY !! Amazing waterfront property. Tranquility meets convenience of 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 around deck!

Guest favourite
A tranquil bayside view is captured, with calm waters reflecting the clear sky. A small outdoor table adorned with a silver bucket and glasses sits on a deck, framed by white railings that lead to the water's edge.
Villa in Bethany Beach
4.81 out of 5 average rating, 16 reviews

Beach Cove Bliss

Bayfront Villa in Bethany Beach – Sleeps 16, Walk to the Beach! Beach Cove Villa #15, a stunning 5-bedroom, 4-bath bay view vacation home in Bethany Beach, Delaware. With 2,700 square feet of beautifully designed space, this coastal getaway is perfect for large families, multi-family groups, or friends traveling together. Just minutes from Bethany Beach boardwalk and sandy shores, this villa offers breathtaking water views from six private decks, plus all the comforts of home.

Guest favourite
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
4.84 out of 5 average rating, 109 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

Top guest favourite
The living area features comfortable seating options arranged around a central area rug, with a fireplace adding warmth. A large television is mounted on the wall opposite, while natural light streams through the windows, which are adorned with blinds.
Villa in Ocean City
4.99 out of 5 average rating, 74 reviews

Walk to the Beach! Firepit-Grill-Bikes-Fence-N64!

Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Rrecord Palyer Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST

Top guest favourite
Aerial view showcases the lush, green property spanning 7.5 acres with a shoreline along the water. The expansive lawn and trees provide a natural backdrop, while the private dock extends into the water, offering access to the serene Chesapeake Bay.
Villa in Neavitt
4.95 out of 5 average rating, 83 reviews

Breathtaking Waterfront Estate

Durham-Hythe Estate is nestled within 7.5 acres of idyllic grounds with its own 750ft shoreline, 75ft private dock (5ft MLW), boat slip, sun deck, waterside in-ground pool, pool houses, and crab shack at water’s edge. Its position at the tip of Neavitt fishing village’s peninsula affords breathtaking sunset views of Chesapeake bay at the font of the property and spellbinding sunrises above Choptank River at the back. This destination is set to exceed your expectations!

Top guest favourite
A single-story ranch home is surrounded by well-maintained lawns and shrubs, showcasing a tidy driveway leading to a garage. Sunlight highlights the property, emphasizing the clear blue sky and vibrant greenery of the surrounding landscape.
Villa in Cape May
4.9 out of 5 average rating, 31 reviews

Dottie's Ocean Getaway

This dog friendly corner property is only a 15-minute walk or 3-minute drive to the bay beach, free parking and no beach tags required all year. Dogs are allowed on the beach before 11 AM and after 4 PM in summer. There is a fenced in yard to keep your family & dog safe. You will enjoy our large screened-in rear patio. Linens and towels are NOT provided but may be rented from local companies. Washer & Dryer and many other amenities. Enjoy your stay! No Smoking inside.

Popular amenities for villa rentals in Delmarva Peninsula

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

Villa in Lewes
New place to stay

Serenity By The Beach!

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.
Villa in Williamsburg
4.94 out of 5 average rating, 35 reviews

Kingsmill Resort! Williamsburg, Va! 3Bed 3Bath

Guest favourite
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
4.92 out of 5 average rating, 53 reviews

River Retreat with Eagle's Eye View

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

Top guest favourite
A spacious outdoor patio is surrounded by lush greenery, featuring comfortable seating arrangements and a gas grill. Flagstone flooring connects the area to a vibrant garden, with trees providing shade and creating a serene atmosphere for outdoor gatherings.
Villa in Arlington
4.99 out of 5 average rating, 68 reviews

New! Bright Arlington Retreat!

Top guest favourite
A cheerful living space features light blue walls and a starfish-patterned rug. A navy blue couch is complemented by patterned curtains and decorative poufs. Two windows provide natural light, and a lamp stands on a side table. A wall sign conveys a family-oriented theme.
Villa in Millville
4.92 out of 5 average rating, 13 reviews

Firepit/Beach Shuttle/Pools/Office/Smart TVs

A spacious outdoor pool area is shown, surrounded by lounge chairs and shaded areas. Tall trees provide greenery in the background. A lifeguard chair is positioned next to the pool, with swim lanes visible, inviting guests for leisure and relaxation.
Villa in Bethany Beach

3BR Sea Colony Stay | Full Access to Resort Perks

Luxury villa rentals

Guest favourite
The exterior of the home displays a charming two-story design with a mix of dark and light siding. Large windows allow natural light to enter, while the inviting entrance features a well-maintained front yard with a young tree and a driveway leading to a one-car garage.
Villa in Ocean View
5 out of 5 average rating, 7 reviews

Spacious Retreat Near the Beach.

Superhost
A bright living area features a wall-mounted television above a white fireplace. Two cozy chairs are positioned beside a pastel-colored sofa. Natural light enters through large windows, while a sliding glass door provides access to a screened-in porch with additional seating.
Villa in Cape Charles

BRAND NEW immaculate villa

Guest favourite
A welcoming beach club features a grand facade with multiple levels, highlighted by decorative umbrellas on the top balcony. Lush green landscaping surrounds the entrance, while a well-paved pathway leads to the main door, creating an inviting atmosphere.
Villa in Cape May
5 out of 5 average rating, 6 reviews

Cape May Ohana Beach Club - Aloha Hale/Villa

Guest favourite
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

Top guest favourite
A bright living area is presented, featuring two white sofas and a dark wood coffee table at the center. Large windows allow natural light, showcasing views of the pond outside. A patterned rug complements the space, adding a playful element to the decor.
Villa in Selbyville
5 out of 5 average rating, 8 reviews

Fenwick Island-GOLF CART-Bayfront pool and beach!

Guest favourite
An exterior view of the home is presented, featuring a welcoming entrance with a red door and a small porch. The driveway leads to a garage with a maroon door. Surrounding greenery and a natural wooded area are visible in the background.
Villa in Cape May
4.9 out of 5 average rating, 10 reviews

Your Dream 4 Bedroom Vacation Villa w. Heated Pool

Guest favourite
An aerial view highlights the proximity to the beach, visible along the horizon. A private backyard shows a heated inground pool surrounded by a paved patio, with neighboring houses and streets providing context to the serene environment.
Villa in Brigantine
4.93 out of 5 average rating, 15 reviews

5 Bedroom Beachside Mansion with heated pool

Superhost
The living room features ample seating with light-colored tufted sofas and accent chairs. A large smart TV is mounted on the wall above a modern fireplace. Natural light flows in through expansive windows, creating an inviting atmosphere.
Villa in Arlington
4.82 out of 5 average rating, 89 reviews

Luxury Arlington Farmhouse ~5 Min from D.C.~

Villa rentals with a pool

The front exterior of the villa features a light-colored facade with stone accents and a symmetrical roof. Two garage doors are visible on the left, complemented by well-maintained landscaping and a walkway leading to the entrance, under a blue sky adorned with fluffy clouds.
Villa in Millville
4.88 out of 5 average rating, 51 reviews

Spacious Villa 3 miles to Bethany Beach Water Acc

Guest favourite
A modern kitchen is featured, equipped with high-end appliances including a double oven and gas cooktop. A 15-foot white quartz island provides seating, complemented by sleek white barstools. Large windows allow natural light to brighten the space, creating a welcoming atmosphere.
Villa in Frankford
4.83 out of 5 average rating, 6 reviews

Summer Breeze – 4BR Villa. Fall & Winter Gateway

Top guest favourite
The living area features a dark blue sofa adorned with plaid and nautical-themed cushions. A matching upholstered chair is present, along with a decorative ottoman. Wall art depicting coastal scenes is mounted above, flanked by oars. Two lamps provide ambient lighting beside the sofa.
Villa in Bethany Beach
4.89 out of 5 average rating, 36 reviews

Sea Colony West-Summer Breeze, villa 2bdrm/2bth(8)

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.
Villa in Williamsburg
4.81 out of 5 average rating, 31 reviews

Quiet Villa with Access to Amazing Amenities

A modern bathroom is furnished with a sleek vanity featuring a spacious countertop. A glass-enclosed shower is visible, complemented by a rain showerhead. Light wood flooring and neutral-colored walls create a clean, bright atmosphere. Soft towels hang neatly on wall hooks.
Villa in Ocean City
4.69 out of 5 average rating, 13 reviews

The Beach House: POOL, Boardwalk, 1 Min 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

Top guest favourite
The exterior of the villa is shown, featuring a modern design with a combination of stone and painted siding. The first-floor unit is highlighted, showcasing a private entrance and a small patio area. Large windows offer a view of the well-kept landscaping.
Villa in Ocean View
5 out of 5 average rating, 9 reviews

Cozy, Brand New Villa - Bethany Beach, DE

The exterior of a two-story beach villa is presented, featuring a combination of blue and beige siding. A welcoming front door is paired with a small blue bench, while lush grass and a paved driveway enhance the entrance. A garage is visible to the right.
Villa in Sussex County
4.93 out of 5 average rating, 15 reviews

Luxury Bishop's Landing Villa Near Bethany Beach

Destinations to explore