Holiday home rentals in Delmarva Peninsula

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Top-rated holiday home rentals in Delmarva Peninsula

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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A sunny deck features white lounge chairs beside an above-ground pool. Lush greenery lines the background, providing a natural setting. A tall umbrella offers shade, and a potted plant adds a touch of greenery to the space.
Holiday home in Berlin
4.82 out of 5 average rating, 106 reviews

Berlin Beach House, near Ocean City & Assateague!

Close to everything when you stay at this newly renovated vacation home in historic Berlin. Big yard, lots of parking, & walking distance to downtown Berlins restaurants, breweries, grocery, & more. 10 minutes to the beaches of Ocean City Maryland or Assateague Island wild horses. Arcade games and bikes added for 2025 season. Above ground pool open Mid May - Mid Sept. 2 washer & dryers. Locally owned managed and cleaned for a worry free stay. All linens and bath towels provided.License#2023-3

Top guest favourite
A private entrance is visible on the exterior of a modern home, featuring a vibrant blue door framed by a welcoming porch. An outdoor seating area includes a round table with four dark chairs, complemented by blue cushions. A decorative sign adds charm to the space.
Holiday home in Colonial Beach
4.95 out of 5 average rating, 175 reviews

The Observatory on Rose Manor

The Observatory on Rose Manor is a private home. It’s 2 blocks from the heart of downtown & beach. Colonial Beach is the golf cart capital of Virginia, we all drive them here. Rent one when your in town. Just over an hour south of DC. This small town takes you back in time with events & local charm. This brand new rental is on the grounds of Rose Manor. Rose Manor was built 1896 it operated as the New Willard hotel for over 50 years. Come relax on its huge porches & enjoy the water view.

Top guest favourite
The open living area features a cozy seating arrangement with a plush sofa and armchairs, complemented by a rustic wooden dining table that seats six. A flat-screen television is mounted on the wall, and a decorative plant adds a touch of greenery.
Holiday home in Capitol Hill
4.99 out of 5 average rating, 111 reviews

Designer apt with high end finishes and furnishing

Located in a large, historic townhouse in the Historic District near Lincoln Park and the Eastern Market this professionally decorated English basement apartment includes original artwork; designer furnishings chosen for comfort; and an open concept living/dining/kitchen accented by a rustic antique dining table that seats up to 6. Lush front garden with cafe' table and seating for 6. The new bathroom features double sinks, lighted medicine cabinets and an extra-large shower. Parking permit..

Top guest favourite
The floating dock is shown along the intercoastal canal, featuring a green paddleboard and a bright orange kayak. A sunshade provides shade, while an additional chair rests nearby, and the calm waters reflect the blue sky.
Holiday home in Ventnor City
4.97 out of 5 average rating, 111 reviews

Waterfront Home in Ventnor

LIFE IS BETTER ON THE BAY! This 5 bedroom, 3 full bath home is beautifully decorated and sits on the intercoastal canal in Ventnor, just a 3 block walk to the Beach. Swim, paddleboard or kayak right off the dock. Catch beautiful sunsets from the rooftop deck. ** GUESTS MUST BE OVER 30YRS OLD AND HAVE ALL POSITIVE REVIEWS TO BOOK THIS HOME! A GOV'T ISSUED PHOTO ID IS REQUIRED TO BE SENT TO THE HOST WITHIN 24HRS OF BOOKING. The Guest booking the home, must stay at the home. ** NO PETS

Guest favourite
Holiday home in Brigantine
4.93 out of 5 average rating, 148 reviews

5BR | Heated Pool, Hot Tub, Elevator, Game Room

☀️ Welcome to your spacious 4,900 sqft coastal home, just 750 ft from the sand! Thoughtfully designed for gathering & relaxation, this 5-bedroom, 4.5-bath retreat offers the perfect blend of fun and comfort, featuring a heated pool, hot tub, cabana with bar, private elevator, and a game room with arcade games the whole family will love. Enjoy seamless indoor–outdoor living with multiple lounge areas, a fully equipped kitchen, and everything you need for an effortless beach getaway.

Top guest favourite
A comfortable living area boasts a gray sofa adorned with bright yellow decorative pillows. A wooden coffee table rests in front of the sofa, complemented by an antique trunk nearby. The warm yellow walls are accented with artwork and natural wood doors, creating a welcoming environment.
Holiday home in Milton
5.0 out of 5 average rating, 56 reviews

Serene Cozy Couples Getaway

Forget your worries in this lovely private getaway that's close to numerous attractions: The upstairs apartment is comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping, and outdoor activities. The charming deck is the perfect spot to relax and enjoy reading a book, having breakfast, dinner, or a nice evening drink. Not suitable for children, pets, Not handicap accessible. No one under 20. No Smoking on premises.

Top guest favourite
Holiday home in Severna Park
5.0 out of 5 average rating, 54 reviews

Waterfront 5 Bedroom Home Close to Annapolis

Beautiful waterfront 5 bedroom home located off of the Magothy River. Close proximity to many shops & restaurants, downtown Annapolis, the Naval Academy & a short drive from BWI. This home was recently renovated and offers a lot of room to host a weekend away with your family or friends. Enjoy the beautiful sunsets from the private pier and almost 1 acre of land. Feel free to use the kayaks, canoes, & stand up paddleboards to explore the breathtaking views of the Magothy River!

Top guest favourite
The kitchen features modern stainless steel appliances, including a gas stove and a spacious fridge. Marble countertops contrast with white cabinetry, and overhead glass cabinets provide storage while allowing visibility of dishes. Natural light floods in from a window above the sink.
Holiday home in Cape May
5.0 out of 5 average rating, 46 reviews

The Cape May House

Newly renovated 1917 Historical Home nestled by the Marina District on one of Cape May's most iconic tree lined streets. This stand-alone home has just been completed with high end finishes, lots of natural light and colorful, cozy, coastal décor. Enjoy the beach, an abundance of attractions and outdoor activities, or go wine/beer tasting. The home offers a gorgeous chef's kitchen and an outdoor eating area in its spacious backyard that includes an outdoor table and grill.

Top guest favourite
A modern dining area features a large white table surrounded by upholstered chairs. A vase with fresh flowers sits at the center, and sliding glass doors allow natural light to enter, providing a view of the outdoor space.
Holiday home in Dewey Beach
4.99 out of 5 average rating, 124 reviews

Luxury, Ocean Block 4B/3B Condo at Van Dyke Villas

Come stay at our stunning 4 bedroom, 3 full bathroom, ocean block condo with direct ocean views. This rental has every convenience for the perfect vacation. Located on the same block as the beach, you can have your feet in the warm sand within minutes. Newly renovated, this rental features modern amenities, including a fully upgraded kitchen and bathrooms, a gas fireplace, smart TVs throughout and an amazing, oversized screened-in porch with Ocean views.

Guest favourite
An outdoor space features a private heated pool surrounded by green grass and neatly trimmed bushes. A lounge chair is positioned nearby, and a fence provides privacy. Sunlight casts shadows from the nearby trees, creating a serene atmosphere.
Holiday home in Rehoboth Beach
4.95 out of 5 average rating, 21 reviews

5 bed 5.5 bath w/ heated pool, 5min walk to beach

NEW beach-modern farmhouse in S. Rehoboth built in 2022. Professionally interior designed. Sleeps up to 10, w/ 5 bedrooms, 5.5 bathrooms, en suite bathrooms in all bedrooms, modern kitchen, coffee bar, wet bar, patio w/ pool (pool open May - Oct, heated in spring & fall), outdoor fire table, grill & outdoor seating. Open floor plan with plenty of space to spread out and enjoy your vacation. On the 2nd ocean block, 5-min walk to beach & boardwalk.

Top guest favourite
A spacious living area features a large lovesac couch in soft blue fabric, arranged for comfort and relaxation. A sleek 65-inch flat screen TV is mounted on the wall, with a wooden media console beneath. Light-colored wood flooring complements the soft furnishings.
Holiday home in Capitol Hill
4.95 out of 5 average rating, 409 reviews

Stylish modern 2BR/2BA - Free Garage Parking!

*Fully renovated 2 BR 2 full bath basement apartment - renovated in 2021! *Private access *Extremely close to the restaurants, attractions, and grocery stores of H St *Short walk to Union Station, Amtrak, buses to/from NYC, and metro station. *Stainless Bosch appliances *Wine fridge. *King beds with excellent, comfortable mattresses. *Spacious and comfortable with a lovesac couch *Dining area *Included secure underground garage parking!

Guest favourite
A modern living space features a light color palette with wood accents and large glass doors offering ocean views. A sectional sofa, dining table, and stylish chairs are arranged for comfort. A telescope invites exploration of the expansive sea, while natural light brightens the area.
Holiday home in Rehoboth Beach
4.96 out of 5 average rating, 108 reviews

Mid century vacation condo newly renovated.

Enjoy a stylish experience at this centrally-located place. Expansive ocean views, fully renovated space with tasteful details and a serene palette to maximize your well deserved peaceful vacation time. Walk distance to a great variety of high-end restaurants and beach treasures, gift shops, ice cream parlor and games next door. The unit includes a free parking spot in the building. Enjoy brand new bedding and mattresses and everything else.

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