Vacation rentals in Crisfield

4.96 out of 5 average rating, 26 reviews

Two white Adirondack chairs are positioned on a wooden deck overlooking a calm waterway. Lush greenery and wooden posts can be seen in the background, with a soft, early morning light illuminating the scene. The sky features scattered clouds, creating a serene atmosphere.

Home in Solomons

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.

The kitchen and dining area feature a spacious table set for six, surrounded by white chairs. A modern chandelier hangs above, while stainless steel appliances complement the white cabinets. A colorful backsplash adds visual interest, and natural light brightens the inviting open layout.

4.98 out of 5 average rating, 53 reviews

Central Location- Walk to Dining & Entertainment!

Experience the ultimate in coastal living at this beautifully renovated home, a stone's throw from the Beach road. Seasonal discounts available, this is your perfect getaway destination. The interior features a bright chef's kitchen with granite countertops and a tiled backsplash, an open-concept first floor with a cozy living room, and a convenient half bath. Retire to the second level where 2 bedrooms await, including a primary suite with a private bath and balcony for serene morning views 🌄

A charming two-story cottage with a red metal roof features wraparound porches and white railings. The exterior showcases light-colored siding, while flower beds with greenery enhance the outdoor appeal. Clear blue skies create a bright backdrop for this inviting structure.

4.88 out of 5 average rating, 112 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)

4.94 out of 5 average rating, 115 reviews

An aerial view captures a secluded Victorian cottage nestled on a private island, surrounded by water and lush greenery. A footbridge connects the island to a winding path, merging into open fields and offering glimpses of the bay and forested areas in the distance.

Cottage in Hacksneck

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

4.9 out of 5 average rating, 112 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!

4.83 out of 5 average rating, 75 reviews

A sandy beach stretches along the riverfront, with a few colorful chairs and an umbrella positioned near the water's edge. Two cottages can be seen set back from the shoreline, surrounded by trees, providing a serene and spacious environment.

Cottage in Heathsville

Riverfront Retreat with PRIVATE POOL and BEACH!!

Welcome to your riverfront retreat. Only a 2 hour drive from DC/RVA, this riverfront cottage has everything you need to get away. After spending time on your private beach, relax in your own pool, before spending the evening relaxing in the screened in porch or by the firepit. Sunny? Take out the kayaks, stand up paddle boards or cornhole. Rainy? The home is furnished with TVs, chromecasts, high speed internet, board games and puzzles. Follow us on IG @riverfront_retreat for more

A screened-in outdoor lounge area is furnished with a large sectional sofa and a wooden coffee table, creating a comfortable space for relaxation. A round dining table with metal chairs is positioned nearby, and natural light filters through bamboo shades, enhancing the cozy atmosphere.

4.98 out of 5 average rating, 45 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.

4.83 out of 5 average rating, 127 reviews

A wooden deck leads down to a gravel path surrounded by lush greenery. Two red chairs are positioned on the gravel area, enjoying the serene view of the woods. Soft landscape lighting is present along the path, enhancing the natural surroundings.

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.

5 out of 5 average rating, 18 reviews

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. A spacious countertop offers room for food preparation. Natural light enters through the window, illuminating the neutral-toned flooring and decorative elements on the wall.

Condo in Tangier

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!

4.89 out of 5 average rating, 63 reviews

A serene view shows a wooden pathway leading towards the beach at sunrise, with gentle waves visible in the distance. A white chair is positioned on the deck, providing a perfect location to enjoy the peaceful morning scene.

Home in Lusby

Beachfront Oasis with Amazing Views

Perfect getaway home to relax and enjoy peaceful beach views. This beachfront home is perfect for a romantic weekend getaway or a family vacation. Enjoy long walks on the beach, conversations at the fire pit in the evening, kayaking or hunting for fossil sharks teeth. The perfect escape from DC, the home is just over an hour from the city and located in the quiet, private beach community.

A charming blue cottage features a screened-in porch, inviting outdoor seating, and a welcoming front entrance. A well-maintained yard is accented by greenery, and bicycles are casually positioned nearby. An American flag is displayed proudly, adding a touch of patriotism to the outdoor scene.

4.92 out of 5 average rating, 205 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.

4.88 out of 5 average rating, 180 reviews

A comfortable outdoor seating area features a gray wicker sectional sofa adorned with vibrant tropical-patterned cushions. A rectangular coffee table is positioned on a patterned area rug, with a backdrop of greenery and nearby homes visible beyond the railing.

Cottage in Chincoteague

Sunshine Retreat

Cute and cozy two bedroom cottage on the famous island of Chincoteague. Colorful, relaxing getaway for up to four people. Two porches and great place to have that morning coffee. Outdoor shower - HOT and COLD water. NON-SMOKING (please smoke outside near parking area if necessary). NO PETS

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Popular amenities for Crisfield vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Crisfield's top sights

Janes Island State Park19 locals recommend

Food Lion13 locals recommend

Linton's Crab House & Seafood Carry-Out10 locals recommend

The Crab Place9 locals recommend

From Scratch Restaurant9 locals recommend

Smith Island Baking Company7 locals recommend

Other great vacation rentals in Crisfield

4.97 out of 5 average rating, 128 reviews

A serene backyard scene is captured at sunset, featuring a concrete patio with four chairs arranged around a small table. A shed is visible in the distance, alongside lush green grass and mature trees. The sky displays a gradient of colors as daylight fades.

Home in Fruitland

Amazingly convenient yet secluded.

The front exterior of a charming house features a peaked roof and a welcoming entrance. Large windows provide ample natural light, framed by a neutral color scheme. A stone pathway leads to the front door, surrounded by a landscaped area with decorative rocks and seasonal plants.

5 out of 5 average rating, 32 reviews

The Shell Hunter

An outdoor shower area is enclosed with a white wooden structure. The door swings outward and features a black handle. Hooks are mounted on the side for towel storage, and the area is set on a composite deck adjacent to the house.

4.9 out of 5 average rating, 93 reviews

On a Whim, a family retreat!

A vibrant blue deck features two lounge chairs and a welcoming entrance adorned with dolphin accents. A sign reading 'Gone Coastal' marks the stairs, leading to a spacious outdoor area surrounded by grassy patches and a peaceful sky.

4.94 out of 5 average rating, 16 reviews

Angela’s Shore Dreams

4.89 out of 5 average rating, 37 reviews

A serene waterfront view is captured at dusk, with the moon reflecting on the calm water surface. Silhouetted trees frame the scene, enhancing the tranquility of the natural setting. The horizon showcases a subtle play of colors as night approaches.

Home in Lusby

Waterfront home with three bedrooms,3 full baths

4.97 out of 5 average rating, 39 reviews

Home in Taylors Island

A Vacation for All, Away From It All

The porch features elegant Gothic arches framing the entryway. Two white Adirondack chairs are positioned at opposite sides, while two dogs relax on the wooden deck. Lush greenery surrounds the area, and expansive glass doors lead into the inviting interior space.

Cottage in Irvington

4.85 out of 5 average rating, 39 reviews

CHARMING COTTAGE, 3 AND FULL 3, KAYAK DOCK, POOL