Vacation rentals in Janes Island

4.95 out of 5 average rating, 236 reviews

Two white adirondack chairs are positioned on a wooden dock, facing a calm waterway. Soft pastel colors in the sky reflect on the water, creating a serene atmosphere. The surrounding landscape features trees and distant hills, enhancing the peaceful waterfront view.

Cottage in Onancock

Eastern Shore Romantic Waterfront Getaway Upscale

A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles >save listing to your wishlist<<

4.94 out of 5 average rating, 116 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!

5 out of 5 average rating, 13 reviews

A sandy shoreline is lined with two lounge chairs under an umbrella, facing calm waters. A small table is placed nearby, offering a view of the distant pier and lush greenery along the shore.

Home in Reedville

Main & Guest House on a Private 5-acre Waterfront

Coastal Winns is a secluded retreat located 3hrs south of DC in Reedville, known as "The Fisherman's Town". This 5 acre property includes 2 beautifully decorated homes with views of the Chesapeake Bay & a private beach. Perfect for fishing, quiet getaways, retreats & family gatherings. Includes BBQ grills/griddle, kayaks, crab cages, 3 decks, fire pit (firewood provided), corn hole, hammock, games, picnic area, swing & obstacle play set. Boat landing 3 min drive/0.4 miles away from property.

4.91 out of 5 average rating, 64 reviews

A bright living room features a comfortable sectional sofa, an original wood-burning fireplace, and a coffee table. Large glass doors provide stunning views of the waterfront, while shelves display decorative items. Natural light illuminates the open space, creating a welcoming atmosphere.

Home in Onancock

Escape To A “True” Chesapeake Waterfront Property!

Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Bayview House", an updated 1950's cape cod featuring lots of original features with many modern upgrades. It sits on our 44-acre property along with our "Sunset House" - also available on Airbnb.

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

4.97 out of 5 average rating, 130 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.

Our place has views; the yard has beautiful shade trees that set the mood for deep relaxation. One can walk to Walmart, Denny's, Hampton Inn Suites, Ruby Tuesdays and many other business's in minutes. Ocean City is about a 35minute drive. Salisbury University is a five minute drive. UMES is a 13 minute drive.This home is ideally located. A retired teacher on one side is your closest neighbor; on the other property is a caregiver. Needless to say this is a very safe place; enjoy.

5 out of 5 average rating, 10 reviews

Home in Parsonsburg

M&M Guest House

Relax with the whole family on our 15-acre property. Quiet Cozy Country setting with privacy and nature trails on our property. Only 10 minutes away from Salisbury Md, 30 minutes away from the beaches of Assateague & Ocean city Md. Shopping in Rehoboth, Lewis, Bethany De is an easy 1 hour away. Plenty of things to do such as shopping, beach days, hiking, boating, farmers markets, great eateries in Berlin Md, OC wasabi, Tall Tales Taphouse and plenty more!

4.96 out of 5 average rating, 111 reviews

A tranquil waterside view shows kayaks resting on the grassy bank, with colors of green and red. The calm water reflects surrounding trees and homes, while a small dock extends into the creek, inviting guests to enjoy the scenic landscape and wildlife.

Cottage in Onancock

Little Cottage on the Creek

Experience Onancock....."a little slice of nowhere else". Whether you are looking for a romantic getaway for two, or just some rest and relaxation off the beaten path, Little Cottage on the Creek is the perfect place for your stay. Beautifully furnished and freshly renovated, this cozy waterfront cottage has all the comforts of home. Enjoy magnificent views of Onancock Creek along with the serenity for which the Eastern Shore is famous.

4.84 out of 5 average rating, 129 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.