
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.

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

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.

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..

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

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.

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.

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.

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!

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.

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.

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.

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.
Popular amenities for holiday home rentals in Delmarva Peninsula
Family-friendly holiday home rentals

House near Crystal City, Pentagon, Amazon &Museums

Cozy, updated condo. Pool, tennis, walk to beach.

Cozy 2-Bedroom Shore House Half Block From Beach

Cheery 3 bedroom by beach w/ 3 car driveway, pets

Tiltin Hilton

Oceanfront serenity only steps to beach

Dreams by the Sea Pool, Tennis, 2 miles to beach

Spacious Vacation Home Near Beach
Holiday home rentals with a patio

Man-Made Sandy Beach. Amazing Sunset Water Views!

Waterfront fun at Sunset House! Stay on the bay!

Waterfront 4 bedroom home with marina facilities

1BD North Wildwood Prime Location · Porch + Grill

Renovated 2 bedroom 1bath Cottage 2blocks to beach

Parkside South, Cape Charles

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

Lovely Rear 2 BR Cottage!~ Pets Considered *POOL*
Holiday home rentals with a washing machine and dryer

Charming Beach/Bay Escape with Activities for All!

Spacious Garden Apartment on Delightful Street

Sandy Bottom

Down By The Bay - Cape Charles -1st Floor Primary

Large 5BR for 15 | Game Room | Pet Friendly Stay

Bayside Breeze in North Ocean City!

Relaxing 3-Bedroom Beach Cottage By Historic Lewes

Spacious Ocean View Condo
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