Ski-in/Ski-out holiday rentals in Delmarva Peninsula

Find and book unique ski-in/out homes on Airbnb

Top-rated ski-in/out rentals in Delmarva Peninsula

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite

A spacious living area is shown, featuring a comfortable sectional sofa with decorative cushions. A glass coffee table is placed in front of a modern fireplace. A wall-mounted TV is visible near a decorative cabinet, while a dining area with white chairs is set in the background.

Apartment in Ocean City

4.93 out of 5 average rating, 30 reviews

Steps to Sand! Family-Friendly Ocean City Getaway

The perfect beachside getaway awaits at this 3-bedroom, 2-bath Ocean City vacation rental! Ideal for families and friends, this condo offers a prime location near the shore and all of the best dining options in town. Take a walk along the Ocean City Boardwalk, catch a movie at the Sun & Surf Cinema, or visit the Jolly Roger Amusement Park. If you’d rather stay close to home, make a splash in the community pool, cool off on your covered balcony, and enjoy stunning sunsets over the Atlantic Ocean!

LocationFamilyNearby

A cozy living area features a comfortable leather couch with decorative pillows and a round coffee table at its center. Natural light filters in through two windows adorned with light curtains. A colorful area rug adds warmth, while a ceiling fan provides a refreshing breeze.

Apartment in Ocean City

4.65 out of 5 average rating, 17 reviews

BeachBlock Experience Spring, Summer, fall 2026

Welcome to Our Family Beach House Rental in Ocean City New Jersey! Walk less than a block to Our World Class beach and boardwalk ! Our Home is well maintained, Spotless and has all the comforts of Home. Comfortable & Charming with a private covered outdoor front porch for your enjoyment. Every Amenity needed for a memorable Family hassle free Vacation. Centrally located for e-z walking & biking to Amusement and water Parks, Playgrounds ,Restaurants, coffee shops, Ice Cream and Pizza parlors.

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A bright living area features light blue and neutral yellow walls. Comfortable leather seating is arranged around a coffee table. A large flat-panel TV is positioned against the wall, with decorative fish artwork adding a playful touch. Natural light fills the space through a window with light curtains.

Apartment in Ocean City

4.65 out of 5 average rating, 20 reviews

BeachBlockLife Luxury Fl1 Spring, Summer, Fall2026

Located at 36 Atlantic Avenue, This Beach Block Unit is comfortable as could be for your Family to have a memorable vacation. Two Car Parking, Fully Stocked Kitchen, New Leather furniture and Pillowtop mattresses with comfortable Bedding. Master suite with private deck & comfortable patio furniture. There is a separate rear entrance so everyone doesn't have to go thru the master bedroom. Double sinks in larger bath and a granite top sink in master. Peaceful shaded outdoor Patio to enjoy !!

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Top guest favourite

A scenic view of the Rappahannock River reveals a wide pathway lined with paving stones leading towards a wooden dock. Lush green grass frames the waterfront, complemented by flowering plants in a decorative pot. The sky above is partly cloudy, enhancing the tranquil setting.

Guest suite in Dunnsville

5.0 out of 5 average rating, 310 reviews

The Bird's Nest at Holly Bluff-Riverfront. Beach.

This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

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Home in Rehoboth Beach

4.14 out of 5 average rating, 14 reviews

Cozy Downtown Rehoboth Beach Efficiency Clean Deck

Welcome to 93 Sussex St #2! This charming cottage in The Pines is perfect for couples or small families. Just a short walk to the beach and one block from Rehoboth Ave’s great restaurants and tax-free shopping. The efficiency condo features a double sleep sofa, kitchen, full bath, and a private deck. Amenities include a parking permit, window AC, community outdoor shower, Keurig, gas grill, and beach gear. No pets or smoking.

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Guest favourite

An outdoor deck is surrounded by lush trees, providing a secluded atmosphere. Comfortable seating is arranged around a central table, with decorative cushions adding a touch of color. A grill stands at the edge of the deck, offering outdoor cooking options. Water views are visible through the trees.

Home in Heathsville

4.89 out of 5 average rating, 96 reviews

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit!

WATERFRONT RETREAT! Peaceful escape on the Coan River in Heathsville, VA. Private dock, kayaks, paddleboards, game room (shuffleboard, foosball, Pac-Man), and sunroom with river views. 3BR, 3BA, first-floor master, new stainless appliances, and 75” Smart TV. Two private workspaces for remote needs. Crib, bassinet, and high chair available. Reliable WiFi. Pet friendly. Weekly discounts applied at checkout! #246rowes

FamilyLocationBack garden

Townhouse in Ocean View

4.69 out of 5 average rating, 26 reviews

Bear Trap Dunes * 4BR Luxury Townhouse End Unit

Bear Trap Dunes Luxury Townhouse End Unit - Bethany Beach Vacation Rental Home with The Best Resort Amenities in The Area 202W Luxury Townhouse at Bear Trap Dunes Resort: Bethany Beach Luxury Home in Award-Winning Bear Trap Dunes Resort near Bethany Beach, DE. Great views, neighborhood charm & relaxing small town feel with the best resort amenities in the area.

FamilyValueBiking

A traditional Cape Cod house is presented with a well-manicured garden and a spacious front yard. The exterior features light-colored siding and a prominent chimney, while the entrance is accentuated by wide steps and large windows. A driveway accommodates parked vehicles.

Home in Rehoboth Beach

4.0 out of 5 average rating, 3 reviews

207 Park & Walk Pet Friendly Downtown Rehoboth

Charming 5BR Cape Cod just 3 blocks from the beach and steps to Rehoboth Ave. Enjoy a cozy living room, well-stocked kitchen, enclosed front porch, smart TVs in every room, and parking for two cars. Pet-friendly (2 dogs, fee applies). Amenities include Wi-Fi, outdoor shower, grill, central A/C, and laundry. Perfect walkable location for a relaxing family getaway.

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Home in New Castle

Cozy house, we accept pets

Your family will enjoy this very cozy, clean and functional home in a very quiet neighborhood and everything is close by, such as the store to buy groceries 3 minutes away and Walmart just 7 minutes away. You could also enjoy your tax-free shopping at Christian mall just 10 minutes away. We are prepared for long stays if you need it

Home in Rehoboth Beach

4.4 out of 5 average rating, 5 reviews

Cozy Downtown Rehoboth Beach Home w/ Private Pool

Welcome to 2 State Rd—an elegant, pet-friendly 4BR/4.5BA home steps from Rehoboth Ave and a short walk to the beach. Each bedroom has an ensuite + Smart TV. Enjoy an open-concept main level, gourmet kitchen, screened porch, private pool, outdoor shower, and game/recreation room. Driveway parking for 3. Park once and walk everywhere!

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Home in Lewes

New place to stay

Coastal Club Lewes 3BR Villa Resort Home: Sleeps 8

New Coastal Club Luxury Villa w/ Resort Amenities | Premium Beds, Two-Zone HVAC | Sleeps 8 | 3BR / 2.5 Baths Enjoy a comfortable, upgraded stay at this beautiful new 3-bedroom villa in Coastal Club Lewes, featuring premium Sealy Posturepedic and Nectar memory foam mattresses.

A welcoming living space is presented with a large red sectional couch facing a wall-mounted television. A wooden accent wall adds warmth, while a small dining area is visible. A patterned rug is placed on the carpeted floor, enhancing the cozy atmosphere.

Home in Oxon Hill

Landmark place

This place is strategically located: it will be very easy to plan your visit! And get to know the city's iconic places. There is a lot of nature and animals, wild birds

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