Holiday Homes in Delmarva Peninsula

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Top-rated Holiday Homes in Delmarva Peninsula

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A compact in-law suite is displayed, featuring a full kitchen with stainless steel appliances. A comfortable pull-out couch sits adjacent to a wooden coffee table on a patterned rug. A small dining table with two chairs is present, along with a stacked washer and dryer.
Holiday home in Washington
4.96 out of 5 average rating, 294 reviews

In-Law Suite in Van Ness/Cleveland Prk/free parkin

Bright, well organized in-law suite with a separate entrance, full kitchen, washer & dryer, fast internet, pull-out couch, laptop desks, and a pack n' play for little ones. Easy access to National Mall via Van Ness metro stop four minutes away. Flexible check in and check out, no cleaning fees (though smoking, marijuana and incense are a firm no). We've been hosting people from all over the world for several years, and we're happy to help you have a great time in Washington, for leisure or work!

Superhost
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, 103 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, 165 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 Washington
4.99 out of 5 average rating, 109 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
A view from the balcony features a beach scene with sand dunes and scattered beach umbrellas in the distance. A traffic signal stands at the corner, while a bench and bicycles are visible along the roadside. The sky is clear with a few clouds.
Holiday home in Cape May
4.94 out of 5 average rating, 88 reviews

Best Beach Block in Cape May

Steps to the beach, mall, restaurants. Steps to it all. Please also note: this is a second floor unit above two VERY BUSY businesses (hot dog stand/clothing) Last note:once you park your car, you will have a designated parking spot about 3 blocks away (or you can choose to pay the meter and keep it closer). When we lived here, we parked our cars blocks away. You are on the two most popular streets in town…Jackson and Beach. We lived here for years. It truly is the best location in town.

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 Fredericksburg
4.9 out of 5 average rating, 87 reviews

Cheerful 3 bedroom home with sauna

Tucked next to the Frederal civil war park in very quiet 2 acres land at a dead end street but very close to the historic Fredericksburg downtown (In 2026 summer, the pool is closed). You can take 5 minutes short walk to access the civil war park and enjoying more than 10 miles of historical beautiful federal civil war park land. Or you can just stay in the house and relax with the tranquility or the sauna. Or visit the historical Fredericksburg downtown or George Washington boyhood home.

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 out of 5 average rating, 50 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 Brigantine
4.95 out of 5 average rating, 147 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
Holiday home in Severna Park
5 out of 5 average rating, 49 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 exterior of a two-story garage apartment is shown, featuring beige siding and contrasting dark shutters. A distinctive teal sign is mounted above the entrance, while two white garage doors are visible at the base. A tree with green leaves is partially displayed on the right.
Holiday home in Ocean City
4.98 out of 5 average rating, 56 reviews

Vacay Stay-2BR/1Bath, Family Groups Only

Family friendly upstairs, garage apartment. Located on the same property as Dolores by the Sea, only 0.2 miles away from beach and boardwalk. Nestled in a quiet part of town but close to everything. This quaint apartment is perfect for small family’s looking for a relaxing beach vacation. Due to neighborhood restrictions we can only rent to family groups or individuals 25 y/o and over. This is a upstairs unit and may not be for those who have mobility restrictions.

Superhost
A comfortable bedroom features a spacious bed with floral bedding, complemented by three framed botanical prints on the wall. A cozy chair is positioned next to the bed, and a light rug creates a soft contrast against the wood-like flooring.
Holiday home in Rockville
4.96 out of 5 average rating, 112 reviews

One Bedroom Guest Studio Suite

Come stay at our newly renovated guest suite in the heart of Rockville, MD. The 1-bedroom studio suite is fully furnished with a fully equipped kitchenette and bathroom. Our suite is steps away from public transportation (Route 48) which takes you to the red-line metro (Wheaton or Rockville), and a walkable distance from a shopping center featuring a grocery store, restaurants, etc. There is ample space for parking in front of the property.

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