Ferieboliger med terrasse i Chincoteague Bay

Dog friendly, Close to outlets, fire pit, Sleeps 6

Tucked away in a quiet neighborhood, this adorable cottage awaits your next peaceful vacation. With 3 beds/2 baths, there’s space to enjoy a relaxing stay for up to 6 guests with cozy blankets and beds as well as beautiful surrounding gardens. We are only 4 miles to the beaches, 1 mile to outlet shopping, and close to amazing restaurants. You may not even want to leave the cottage at all. Pet friendly (1 dog please). NEW FOR 2024: beautiful bathroom updates and NEW comfy mattress in the master!

Stylish & New | Pet Friendly | Walkable Downtown

This stunning detached, comfortable, pet-friendly home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Downtown Annapolis. This highly walkable property is located in the Arts District, w/ close by shops, restaurants, bars, waterfront, State House, and Naval Academy! ☞ 15+ seconds to great restaurants! ☞ 13 min walk to State House ☞ 15 Min walk to Navy-Marine Memorial Stadium ☞ 19 Min walk to City Dock ☞ 35 Min drive to Baltimore ☞ 40 Min drive to DC ☞ Fenced Yard

The Jungalow - Dog Friendly&Pool

Centrally and peacefully located. Find yourself immersed in a thoughtfully designed vacation space where the relaxing days don’t end at the beach. Dog friendly (2), community pool, walkable to restaurants, bus stop, outlets, and local bars! Fenced in yard perfect for kiddos and pups while grownups can relax on the porch! Also, a comfortable space to enjoy a movie night in or relax outside under the stars. Our little slice of paradise is waiting for you, your guests and well behaved doggies!

The Boardwalk by the Bay - Captains Quarters

Welcome to the Captain’s Quarters, where you’re steering the ship and creating the vacation of your dreams. Located directly on a quiet boardwalk on the bay, this is a taste of beach town living you won’t soon forget. After a busy day at the beach or nearby amusement and water parks, enjoy fresh seafood cooked at home or take a stroll to nearby restaurants and bars before retiring to your charming patio for sunset. There’s no better way to experience Wildwood like a local.

Summer Camp Tiny Cottage Walk to the beach & shops

At less than 470 sq feet, this 1920s house is super fun & ready to be enjoyed for a couples, friends, and small families! • King sized bed with smart tv on the first floor • Two twin beds in a cozy sleeping loft • Small kitchen with propane stove, Nespresso maker & living space with a smart tv • Patio w/ charcoal grill, solo stove, & dining table • Paddle board & floats Please read through our totally honest disclaimer below!

Best of Both Worlds Bungalow Oasis

Relax with the whole family or friends at this peaceful place to stay. Tucked away from the crowds and the traffic and immersed in a campers delight. 10 Minutes to Sea Isle and Ocean City Beaches. 25 Minutes to Cape May's fine dining and gambling in Atlantic City. Pets stay free! Includes: 6 Ocean City Beach Tags, fresh linens, towels, and toiletries! Reserve today!

Captain's Cottage

The Captain's Cottage was originally built in 1886 and has recently undergone extensive renovations to create a home of charm, history, and comfort. Located a block away from Cape Charles's Central Park, four blocks from the beach, and two blocks from Mason Avenue, the Captain's Cottage is in a prime location in Cape Charles.

Virginia is for Lover’s Lane

Enjoy a stylish experience at this centrally-located place. Just a minute to Mathews Courthouse and within walking distance to downtown shopping and eating. You will be renting one side of this updated duplex boasting a peaceful open space with patio and fire-pit.

Del Haven Delight

Relax with the whole family at this peaceful place to stay. Just blocks from the bay, you are guaranteed to want to take nightly strolls to watch the most beautiful sunsets.