Holiday home rentals in Delmarva Peninsula

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.

Lovely Front 2 BR Cottage * Pets Considered *POOL

You'll be close to everything when you stay at this centrally-located, completely remodeled 2 unit building in beautiful Stone Harbor. Close to the beach, this 2 bedroom has a POOL (May-September) & a washer/dryer. Primary has a King sized bed, 2nd BR has 2 single beds, sofa has a Queen sleeper. YOU WILL NEED TO BRING SHEETS & TOWELS. No smoking. Check-in at 1pm, check out at 10am. Pets considered on a case by case basis, additional fees will apply. Summer Season runs Memorial Day to Sept 26.

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.

Sandy Bottom

** House is located 5-7 min from the beach** Make this your summer escape. This property is situated on a quiet residential street is part of a two-family home with its own private and separate entrance and backyard access. It’s a fun and tastefully furnished apartment. You will enjoy privacy while being a walking distance from the beach/bay and other activities this area has to offer, including the Boardwalk, legendary restaurants, live bands, endless water activities and waterparks.

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.

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.

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.