Holiday rentals in Oriole

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Top-rated holiday rentals in Oriole

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Guest favourite

Home in Solomons

4.96 out of 5 average rating, 24 reviews

Solomons Yellow House - Waterfront

This is a beautiful completely renovated light filled historic waterfront 3 bedroom house in the Avondale section of Solomons, MD. Solomons is a historic fishing village on the Western Shore of the Chesapeake Bay and is bounded by the Patuxent River to the South. Baltimore and DC are less than an hour away. The property slopes gently down to a private & protected cove of the Chesapeake Bay. There is a crab shack and dock where sunsets can be viewed and cocktails appreciated.

Guest favourite

Home in Chincoteague

5 out of 5 average rating, 33 reviews

Central Location & Parking! Walk to Restaurants!

Ask me about seasonal weekly & monthly discounts! Enjoy a relaxing experience at your vacation home just steps away from Maddox Blvd. Providing easy access to shopping, dining, and the beach road. This beautifully renovated home features luxury vinyl plank flooring, bright kitchen, white cabinets, granite counter tops and a tiled backsplash. 1st floor is open concept with 1/2 bath and laundry. The 2nd level has 2 bedrooms and 2 full bathrooms. The primary suite features a private bath & balcony.

Guest favourite

Home in Chincoteague

4.87 out of 5 average rating, 105 reviews

Sunny Claire-Beautiful Downtown Cottage w/Hot Tub

LOCATION, LOCATION, LOCATION!!! Located in the heart of Chincoteague, Sunny Claire is just steps away from downtown restaurants, shopping, theater, town park, fishing pier & carnival grounds. Relax in the hot tub, read a book or enjoy sunsets from one of the cozy porches, or just stroll along Historic South Main Street. This well appointed cottage offers the perfect vacation spot for your Chincoteague vacation. Sleeps 8 Master w/ King Sleep Number Bed Bedroom #2 (1 Q) Bedroom #3( 1 Q, 1 F)

Guest favourite

Home in Chincoteague Island

4.97 out of 5 average rating, 207 reviews

Jay’s Retreat: EV Charger-Fire Pit-Kayaks-Bikes

Welcome to Jay's Retreat, your perfect escape just minutes from Assateague National Seashore and the iconic Chincoteague Ponies! This fully equipped 1,000 sq. ft. home features 3 cozy bedrooms, a fire pit for starry nights, kayaks, bikes, and a private dock for your water adventures. Enjoy swimming, fishing, hiking, and bird watching right at nature’s doorstep. With linens and towels included, plus an EV charger for your convenience, you’ll have everything you need for a memorable getaway.

Guest favourite

Cottage in Frankford

4.99 out of 5 average rating, 131 reviews

19th Century Coastal Cottage with Modern Amenities

BOOK YOUR HALLMARK CHRISTMAS STAY! Built from “clinker bricks” to house poultry feed in 1941, this Airbnb is stunning inside and out. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you!

Guest favourite

Home in Chincoteague

4.9 out of 5 average rating, 110 reviews

Chincoteague Island Creekside Cottage

Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal small town". Private dock off large back yard for crabbing or catching the sunset, minutes away from the Chesapeake Bay and Historic downtown, 10 minutes to Chincoteague National Wildlife Refuge (Ponys) and the Beach (golf cart friendly). Everyone can hang on the huge sectional in the eve and play board games or catch up. Smart TV, Wifi, Large cooks kitchen (dbl oven), Table extends to 124". Make Memories!

Guest favourite

Home in Chincoteague

4.98 out of 5 average rating, 42 reviews

cozy sunset cottage

Feel at home as soon as you walk in. Indulge in a coastal retreat that embraces you with a beach-inspired ambiance from the moment you arrive. Experience the carefree comfort of this centrally-located home, thoughtfully designed to exude a beach-like charm. And don't miss the special touch—an inviting screened-in outdoor lounge area where you can relax, unwind, and soak up the coastal vibes, creating cherished moments reminiscent of blissful days by the shore.

Superhost

Home in Georgetown

4.85 out of 5 average rating, 146 reviews

Maplewood - Simply Comfortable, Dog Friendly

Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

Guest favourite

Home in Cambridge

4.98 out of 5 average rating, 121 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Superhost

Tiny home in Salisbury

4.83 out of 5 average rating, 120 reviews

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.

Guest favourite

Apartment in Tangier

5 out of 5 average rating, 16 reviews

The Tarryn Elizabeth Unit A

What better way to enjoy a getaway or family vacation than on a peaceful quiet island where the beach is clean and spacious and some of best fishing and crabbing in the world! Rent a four wheeler and drive on the beach 24/7 or lounge on the porch and soak in the sun, and not to mention the unlimited hi speed Internet with smart TVs in all 3 rooms for all your relaxing needs if you should choose to stay in the home!

Guest favourite

Home in Chincoteague Island

4.91 out of 5 average rating, 199 reviews

We’ve Thought of Everything So You Can Relax!

Relax and enjoy nature in our home with a light and airy coastal feel in every room. Get away from the sights and sounds of traffic and city chaos in our private, secluded cul-de-sac location. Take a peek at the water through the trees from our private, second floor deck. Listen to the song birds, ducks, toads and frogs all flourishing in the undeveloped lots surrounding our property.