
Holiday Homes in Delmarva Peninsula
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Delmarva Peninsula
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

Luxury Private Estate Mins to Winery /Brewery
Bring the whole family to "FORTUNE HARMONY ESTATE" with lots of room for fun. 3 LV, 6BR, 4 BA. UL: huge owner's suite, Bluetooth skylight. Primary BA: lux bath w/heated floors, soaking tub. The primary suite has a private living room that leads to a balcony. Huge open kitchen with high-end appliances, double wall-oven, oversized island, granite counters, skylights, heated floors, new sunroom, ceiling speakers. Covered Porch with Brand New Hot Tub. Beautiful outdoors with firepit under the stars

Down By The Bay - Cape Charles -1st Floor Primary
🏖Come visit this updated 1930's bungalow. 5 blks to restaurants, shops & beach end of our street 🏠 1st floor Primary KING 2026, w/ large bunky upstairs sleeps up to 8 (+ pack and play & air mattress) 🛶 Take stroll/ride to the beach, hose off in outdoor shower, grill on patio & cozy up to a fire. Or relax in the clawfoot tub! 💻 Work remote? Work space ready for you! Wifi/Netflix. Updated kitchen & laundry space in your home away from home! 🐶 Dogs <50lbs (2 max) ☀️ Sunday-Sunday June - August

The Marsh Bungalow - a NEW Home 2 miles from LBI!
This NEW fully stocked coastal home is 2 miles from Long Beach Island with no direct neighbors! The perfect location offers close access to beaches, restaurants, and wedding venues! Professionally cleaned & maintained. Only used as Airbnb. 2 restaurants/bars within walking distance. Large driveway Distances to venues: (miles) Mallard Island Yacht Club: 0.5 Bonnet Island Estate: 2.5 Hotel LBI: 3.0 The Mainland: 3.3 Brant Beach Yacht Club: 5.6 Sea Shell Resort: 10 Parkers Garage: 10 STAC: 4.3

Teal on Teal Ave - Dog Friendly Getaway by the Bay
Kick back and relax in this calm, stylish and tech enabled cottage. Enjoy the fully fenced in yard and close proximity to Cape May’s best breweries and wineries! Your dogs will love the yard, stocked toys and designated pot filler for their water bowl. The kids who will enjoy the fire pit, close proximity to the bay and custom build bunk beds (with a TV in each bunk). Not your average beach cottage - brand new TVs / appliances. Sonos audio and customizable Philips Hue lighting throughout.

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

Newly Renovated 3BR Crest Cottage near EVERYTHING
Welcome to the Crest Cottage, our curated cottage in the heart of Wildwood Crest. Our newly renovated home features includes: - New kitchen and bathroom - New floors & paint throughout - New deck railings and deck - All new furniture and technology inside and out including beds and TV, Nest A/C control, Ring Security, and grill - Bunk beds for the kids !! You’ll be right near popular Wildwood attractions and restaurants & all reservations include discounts at Lakeview Docks Water Sports.

Tranquil Beachfront Getaway on the Chesapeake Bay!
Recharge your battery and reset your mind by staying at our waterfront home. Spend time with your crew while relaxing in this beautiful, well appointed home featuring stunning wide water views of the Chesapeake Bay. "Almost Heaven" is located at the end of a gravel lane, amongst trees, making it the perfect getaway. The expansive patio and beachfront yard offer infinity views of your private beach. Bait a crab pot to catch your own dinner or enjoy a meal from one of the local restaurants.

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.

Mountain Ferry Landing - Riverfront Access
A perfect fun and relaxing getaway with friends and family. Come relax and enjoy the Shenandoah River at this brand new stylish home. Managed by Heaven On Earth, Mountain Ferry Landing is family owned and operated. The family has lived on this land for over 3 decades and wishes to provide travelers with a comfortable place with river access to enjoy the natural beauties of the Shenandoah. Whether you are coming for summer activities or a peaceful winter retreat, this place is for you!

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

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.
Popular amenities for Delmarva Peninsula holiday homes
Family-Friendly holiday homes

Luxurious 5 Bedroom Near Beach, Amenities Galore!

House near Crystal City, Pentagon, Amazon &Museums

The Observatory on Rose Manor

Cricket House - cozy two bedroom house in downtown

Gettysburg Retreat 1853 Pre-Civil War Home

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

Cheerful 3 bedroom home with a pool and sauna

Sea Colony stunner...wooded retreat by the beach!
Holiday home rentals with a patio

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

Waterfront 5 Bedroom Home Close to Annapolis

South Bethany Newly remodelled Canal Front Home!

Sandy Bottom

Lovely Front 2 BR Cottage * Pets Considered *POOL

Farwell Cottage c.1752 New Renovated Historic Home

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

Spacious Ocean View Condo
Holiday home rentals with a washing machine and dryer

Fun and Sun in Ocean View! 5 bedrooms 12 guests

Sara's Cottage

Spacious Garden Apartment on Delightful Street

Waterfront fun at Sunset House! Stay on the bay!

Bayside Breeze in North Ocean City!

Relaxing 3-Bedroom Beach Cottage By Historic Lewes

The Cape May House

Parkside South, Cape Charles
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