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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

Rooftop bay and river views

Watch sunrise and sunsets overlooking the Potomac River and Monroe Bay on a beautiful rooftop deck. Your brand new, modern, spacious townhome(end unit) fully furnished with everything you need AND DOG FRIENDLY. This quiet family friendly town has walkable restaurants or rent a golf cart and explore. Kids can have their smart tv on the 3rd floor and adults can have their smart tv on the 2nd floor. Or relax by the fire pit on the roof. Close to the city, but world's apart! $100/dog/stay

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!

Tranquility 4 me

Relax at this peaceful place to stay. Many new upgrades in this beautiful home including central air/heat, new appliances including washer/dryer. New dual reclining couch, 50” tv with WiFi throughout. Situated on a very quiet street close enough to all the major attractions yet very peaceful and quiet when you’re looking to truly decompress. Take a short stroll to the end of the block to see the beautiful sunsets or walk along the bay. 4 beach chairs and umbrella included.

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.

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.