Holiday home rentals in Delmarva Peninsula

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Top-rated holiday home rentals in Delmarva Peninsula

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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

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

4.83 out of 5 average rating, 109 reviews
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

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..

4.99 out of 5 average rating, 114 reviews
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

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

4.97 out of 5 average rating, 115 reviews
Top guest favourite
The exterior features a welcoming front porch, accessed by brick steps. Two mint green doors lead to separate entrances, with elegant lanterns providing ambient light. A white railing frames the porch, complemented by dark mulch and neatly planted greenery, creating an inviting approach.
Holiday home in Cape Charles

Parkside South, Cape Charles

Parkside offers the perfect getaway for families and/or friends! Conveniently located next to Central Park, 2 blocks from the beach and the main street (Mason Ave). In peak summer we have full weeks available (Sun-Sun) or partial (Sun-Thurs). We open corresponding weekends once the Sun-Thurs books. Check our calendar or social media for weekend openings! We recommend a max of 4 adults or 2 adults and 3 (possibly 4) children, depending on their ages. Our family of 5 stays comfortably!

4.98 out of 5 average rating, 56 reviews
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

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.

5.0 out of 5 average rating, 58 reviews
Guest favourite
Holiday home in Brigantine

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

☀️ Welcome to your 4,900 sqft coastal home, just 750 ft from the sand! This 5-bedroom, 4.5-bath retreat is made for gathering and relaxing, with a heated pool, hot tub, cabana with bar, private elevator, and a game room with arcade games the whole family will love. Enjoy indoor-outdoor living, multiple lounge areas, and a fully equipped kitchen. All guests must complete online check-in and sign our rental agreement before arrival. Your door code is shared once both are complete.

4.93 out of 5 average rating, 150 reviews
Top guest favourite
Holiday home in Severna Park

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!

5.0 out of 5 average rating, 57 reviews
Top guest favourite
A screened-in porch features a picnic table center and two reclining chairs arranged for comfort. An inviting hammock hangs nearby, with windows offering views of the serene outdoors. The space is illuminated by natural light, creating a relaxing environment for gatherings.
Holiday home in Frankford

Spacious Vacation Home near Bethany Beach

This charming 3BR/2.5BA Bethany Beach getaway offers family-friendly fun. Relax in comfy bedrooms, game nights in the large family room, or chill in the loft office/TV area. Prepare meals in the fully-equipped kitchen & enjoy them on the outdoor living space with a peaceful pond view. Hike the Assawoman Nature Preserve, soak up the sun at Bethany or Fenwick , or marvel at wild horses roaming Assateague National Park (30 min). Create lasting memories at this tranquil retreat.

4.98 out of 5 average rating, 66 reviews
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

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.

4.98 out of 5 average rating, 63 reviews
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

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.

4.99 out of 5 average rating, 125 reviews
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

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!

4.95 out of 5 average rating, 420 reviews
Top 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

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.

4.96 out of 5 average rating, 114 reviews

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