Holiday houses in Pocomoke City

4.81 out of 5 average rating, 146 reviews

Bungalow in Horntown

Nature's retreat @ the Bug-a-Boo. Beaches nearby

We're inside a lovely gated campground community with full amenities @ the Club House: Wi-Fi, pool, fishing n crabbing, boat ramp, laundry, and bath houses. The Bug-a-Boo is a lovely single dwelling home. It is ADA handicap accessible. There's an outdoor fire pit and space for camping. We are 20 miles from Chincoteague National Wildlife Refuge with miles of protected beaches. This is a peaceful place for soul searching & social distancing. We are also 42 mi from Assateague Is. Nat. Seashore.

4.89 out of 5 average rating, 284 reviews

Tiny home in Snow Hill

Private cottage and gardens/comfortable queen bed.

Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

4.97 out of 5 average rating, 587 reviews

Apartment in Greenwood

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

4.96 out of 5 average rating, 277 reviews

Condo in Ocean City

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

4.96 out of 5 average rating, 287 reviews

Home in Crisfield

Cozy Home near Waterfront in Crisfield, MD

Our home is close to great views, restaurants and shopping, the beach and family-friendly activities. You’ll love the sunsets over the water and viewing working boats in the harbor. Great for couples, solo adventurers, business travelers, and families (with kids). Beach is walking distance and the boat launch is 1/2 mile away. New library, playground, fishing, crabbing and gorgeous sunsets are all close by. Owners live only 15 minutes away for anything you may need.

4.87 out of 5 average rating, 131 reviews

Houseboat in Snow Hill

"Jolly"- Houseboat Getaway

#BoatLife! Jolly is a 42ft Holiday Mansion. Baywater Landing offers a laid back, coastal style. It buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & 3 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

4.75 out of 5 average rating, 211 reviews

Guest suite in Crisfield

The Serenity House

Regenerate at the Serenity House! Second floor apartment; three spacious queen bedrooms with SmartTV, equipped kitchenette, work space with WiFi, mudroom and laundry on the first floor. Large yard with big mature shade trees nestled in a quiet neighborhood. One corgi and two cats live on the property. The pets are not allowed into the guest rooms. Continental breakfast served in the shared space. Private entrance, off street parking available.

Apartment in Chincoteague

4.86 out of 5 average rating, 189 reviews

Sunset Haven Downtown

Broadband WIFI newly installed and dependable! This special place is located in the heart of historic downtown Chincoteague above a wine shop/jewelry boutique. Your backyard is a waterfront park with our famous Love Chairs! Watch the sunset from your waterfront window or deck. Walk to shopping, restaurants, and more! An apartment with old time charm and new polished adds to feel as modern as needed! Onsite Laundry- Linens provided

4.85 out of 5 average rating, 136 reviews

Tiny home in Salisbury

Cattail's Branch

Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

Guesthouse in Pocomoke City

4.95 out of 5 average rating, 145 reviews

2 Bedroom Apartment

Centrally located between Chincoteague Island and Ocean City, MD. This pet friendly two bedroom apartment which offers laundry and a spacious kitchen is only steps away from Shad Landing state park and Public Landing. This ground level guesthouse apartment is located 200 feet from our main house is on an over 12 acre partially wooded parcel. Plenty of privacy and room for boat trailer parking.

Guest suite in Machipongo

5 out of 5 average rating, 107 reviews

Peaceful Suite in Machipongo

Welcome to our soul-nourishing space perfect for your getaway! A magical place where time seems to stand still in the peace and tranquility. Nature beckons as birds fly back and forth, chimes sing in the breeze, stars glisten in the sky. Welcome to Feather Tree Retreat, a refreshing haven on the Eastern Shore of Virginia!

4.98 out of 5 average rating, 102 reviews

Condo in Ocean City

Jamaica Couples Getaway

Newly renovated downtown studio unit perfect for a couple (or single traveler). Located right next to jolly rogers water park and within walking distance to several bars and restaurants. Condo is an efficiency so a smaller space than a one bedroom condo but very cute and cozy.

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Other great holiday rentals in Pocomoke City

4.67 out of 5 average rating, 272 reviews

Condo in Chincoteague

Le Petit Paradis-Waterfront, pet-friendly Studio

DanielleRating, 5 stars2 days ago

We loved our stay here. A quiet location with gorgeous views, just minutes away from everything downtown and to nearby beach access and fishing access. A comfy space that was great for the two of us for a couple of days, we will absolutely recommend this to anyone looking to visit the island and we look forward to coming back.

4.93 out of 5 average rating, 15 reviews

Apartment in Snow Hill

The Top of Downtown Snow Hill

JeffRating, 5 starstoday

Blair's apartment was spotless and very organized. Linens and sheets were immaculate. Great location for a quiant downtown stroll to Oak 110 or Elliot's Tavern. Great communication too. We will be back as we have family in the area.

4.99 out of 5 average rating, 86 reviews

Home in Crisfield

Marshall’s Retreat Chesapeake small town getaway

WillettaRating, 5 stars3 months ago

I am originally from the area and I come here occasionally. I usually stay about 45 minutes from Crisfield. This Home had everything that we needed. I always bring a special bag with cleaning supplies, toiletries, hand soap, etc. But this place has it all. I love the wall decorations and am going to use some of those for ideas for our home. Thank you for the use of your home. It was very affordable. We will definitely book again.

4.92 out of 5 average rating, 36 reviews

Apartment in Salisbury

Studio Apt. Close to the Beach

LeeRating, 5 stars1 week ago

I would book again with Tasha, she was quick to respond with answers to questions. We felt comfortable in our surroundings. It was a very nice place to stay and very welcoming.

4.92 out of 5 average rating, 93 reviews

Farm stay in Pittsville

Kits Cottage on "Just Ducky Acres"

JenniferRating, 5 stars3 weeks ago

Kits cottage was a wonderful stay for our family. We loved seeing the ducks and cats roam around. Ms. Beverly and Tony were wonderful hosts that made us feel welcome and right at home. We had everything we needed and slept comfortably! Would love to come back again!

4.96 out of 5 average rating, 77 reviews

Condo in Ocean City

Gorgeous New Beachfront! King Bed, Direct Sea View

ConnorRating, 5 stars6 days ago

Fun place. Extremely easy to get to the beach. Very clean and had a GREAT coffee nook. Everything was clean and as described. Host was very responsive and we would recommend to anyone!

Guesthouse in Chincoteague

4.97 out of 5 average rating, 88 reviews

Cozy Beach Cottage

PollyRating, 5 stars1 week ago

This was my second stay at Barbara’s spot in chincoteague and it was excellent! My husband, dog, and I had a fantastic time. Her place is absolutely perfect for exploring the area and conveniently located to everything. The space is super cozy and we loved returning here in the evenings. Being able to bring my dog with us is also a huge plus as he loved going on vacation too! :) thanks so much for everything Barbara! We hope to return soon!