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Beach house vacation rentals in Chincoteague

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Top-rated beach house rentals in Chincoteague

Guests agree: these beach houses are highly rated for location, cleanliness, and more.

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Top guest favorite

Four light blue adirondack chairs are arranged beneath a tree adorned with string lights, creating a cozy seating area. A large, detached garage with a light-colored exterior is visible in the background, complemented by a grassy lawn illuminated by soft evening light.

Home in Chincoteague

4.99 out of 5 average rating, 71 reviews

Bikes-Kayaks-Outdoor Shower Grill-Firepit-Beach Eq

Welcome to Happy Ours! Relax with the whole family at this peaceful Chincoteague home. Walk to the park (Pony Swim!). This beachy cottage offers all the charm with plenty of space, in a quiet area with a huge property. This is a family home that we enjoy with friends & family year-round. We would love to share that experience with you! If we can do anything to make your stay more enjoyable, don’t hesitate to reach out, and please kick back and relax and enjoy all that Chincoteague has to offer!

Top guest favorite

The living area features a comfortable seating arrangement with a sofa and two chairs, all upholstered in coastal-themed fabrics. A round wooden coffee table sits centrally on a patterned rug, and large windows allow natural light to fill the space. A ceiling fan adds functionality.

Home in Chincoteague

4.98 out of 5 average rating, 62 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 🌄

Top guest favorite

A coastal retreat is presented in a light-colored two-story home elevated on stilts. A set of steps leads to a covered porch with a railing. A small seating area with yellow chairs is visible beneath the porch. Lush green trees surround the property.

Home in Chincoteague

5 out of 5 average rating, 39 reviews

Pearl in the Pines

Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.

A modern kitchen and dining area feature light-colored cabinetry and stainless steel appliances. A large wooden dining table accommodates eight, surrounded by aqua-colored chairs. Natural light filters through the window, enlivening the space, while a decorative pendant light adds character above the table.

Home in Chincoteague

4.91 out of 5 average rating, 190 reviews

Rest A'Shored charming Chincoteague getaway

Spacious open floor plan great for entertaining family and friends with all the modern amenities you need! Eat inside at the large dining room table or enjoy the cool evening breeze outside on the fully screened in porch. 3 bedrooms and 2 full baths can comfortably accommodate 2 families with children or 3 couples. Located on Willow street, you are just a short walk to the Chincoteague carnival grounds and Main Street. We are dog friendly as we know they are really part of the family!

A charming cottage features a two-story structure with a white exterior and red roof accents. Balconies with railings are present on both levels, complemented by landscaped greenery and flowers at the entrance. Nearby structures are visible, creating a cozy neighborhood atmosphere.

Home in Chincoteague

4.87 out of 5 average rating, 114 reviews

Sunny Claire-Beautiful Downtown Cottage w/Hot Tub

Location, Location, Location! Just a few miles from Assateague Beach & the Chincoteague National Wildlife Refuge, Sunny Claire is located in the heart of historic downtown Chincoteague Island! You are steps away from the best restaurants, shopping & other popular attractions. Relax in the 6 person hot tub & enjoy evening sunsets & partial water views from one of the cozy porches. Features: Linens for all beds & towels provided King Sleep Number Bed Outdoor Shower Water Filtration System

A charming two-story island home is nestled among tall trees, providing a natural setting. The structure features a sloped roof and a front porch with a railing. Sunlight filters through the branches, casting dappled shadows on the ground.

Home in Chincoteague

4.97 out of 5 average rating, 165 reviews

Charming Island Home "Sandy Pines"

Come and enjoy a nice, relaxing vacation at this charming island home. "Sandy Pines" lies just a half a block from the water and a block and a half from the bridge to Assateague (where the beach is). The downstairs features a living room and dining room, 2 bedrooms (equipped with two twin beds each), a lovely kitchen, full bathroom and screened porch. On the second level you'll find the master bedroom with a private full bathroom, movie/game/yoga room, and a 2nd fully screened porch.

A single-story cottage is surrounded by a white picket fence, showcasing a well-tended front yard with greenery and flowers. The front porch features a screened area, while the exterior is painted in light tones, complemented by a peaked roof against a bright blue sky.

Home in Chincoteague

4.9 out of 5 average rating, 113 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!

Top guest favorite

The inviting exterior of the cottage is framed by lush greenery, featuring a charming front door and welcoming pathway. A bicycle leans against the railing, while vibrant flowers and decorative landscaping enhance the coastal appeal. Natural light brightens the front of the house.

Home in Chincoteague

5 out of 5 average rating, 23 reviews

The Cottage Bluefish -new in '24

Looking for the quintessential Chincoteague island retreat to make lasting memories? Welcome to COTTAGE BLUEFISH, a Chincoteague Island hideaway lovingly restored and newly available for the 2025 rental season. This island cottage offers classic Chincoteague seaside look & vibe, combined with fresh, clean, newly remodeled everything. Discerning guests will not be disappointed. Fresh bedding and linens are provided. Now EV FRIENDLY! 240v/50amp EV charging station on premises

A charming coastal home features a light blue front door and large windows adorned with greenery. Stone accents and a gabled roof complement the inviting appearance. A well-maintained lawn with potted plants and garden decorations surrounds the house, enhancing its welcoming atmosphere.

Home in Chincoteague

4.98 out of 5 average rating, 48 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.

A two-story cottage is presented with a light gray exterior and a white picket fence. A balcony extends from the second floor, offering blue accents. The front yard features greenery and flowering plants, while the clear blue sky adds to the home’s serene ambiance.

Home in Chincoteague

4.9 out of 5 average rating, 48 reviews

Oysterhaven Cottage

Forget your worries in this spacious and serene little waterman’s cottage facing the Chincoteague Bay. Our Balcony with water-views! Watch the sunset from the screened in porch or balcony! Perfect for watching the ponies walking by during Pony Penning! Peaceful and relaxing! Far enough away from the hustle and bustle but also a nice little walk down Main Street to restaurants and shopping. Very close to the Fireman’s Carnival!

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.

Home in Chincoteague

4.92 out of 5 average rating, 206 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.

A compact kitchen area is highlighted by a wooden breakfast bar with two high-backed stools. A coffee maker and dining settings are present, while white cabinets and modern appliances complement the space. Art pieces decorate the walls, adding a touch of character.

4.88 out of 5 average rating, 247 reviews

ISLAND RELAXATION Near Chincoteague Island

2 Story home build in early 1900's Near Chincoteague Island, Virginia Waterman's fishing village, surrounded by water on three sides & Virginia Wildlife Refuge on fourth side. 400ft. Walking Distance to Beach, Kayaking & Canoeing, Wildlife, Fishing Pier, Boat Ramp, Marina, Public Pavilion, Ice Cream Shop, 2 Restaurants, Museum, Multiple Seafood Shantys

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Chincoteague beach house rentals

Free parking on premises

Air conditioning

Private beach house rentals

Top guest favorite

A large wooden deck features several adirondack chairs positioned to face expansive views of the marshland and water. A clear blue sky complements the serene landscape, with gentle clouds casting soft shadows over the scene.

Home in Parksley

5 out of 5 average rating, 17 reviews

Serene Waterfront Metompkin Retreat - Entire Home

Top guest favorite

A scenic view of a sunset over the water, with a silhouette of a person kayaking. Adjacent, a cozy seating area is set up around a fire pit, surrounded by trees. In the foreground, a table with wine and glasses is shaded by a red umbrella, beside a hot tub.

Home in Dameron

5 out of 5 average rating, 110 reviews

Peace Point - Waterfront, Secluded, Home w/hot tub

Top guest favorite

The two-story farmhouse is surrounded by a spacious yard, highlighted by a prominent American flag flying in front. Large windows allow natural light, while the earthy green exterior blends with the surrounding trees. A charming white bench adds to the inviting outdoor space.

Home in Deal Island Historic District

4.97 out of 5 average rating, 29 reviews

Rusty Anchor

Top guest favorite

A wooden deck extends from the house, featuring several blue chairs positioned for relaxation. The front door, framed by a decorative oval window, is accentuated by bright yellow shutters. A blue umbrella adds color to the entrance, complimenting the light exterior of the home.

Home in Tangier

5 out of 5 average rating, 35 reviews

Hope Haven Cottage

Top guest favorite

Home in Reedville

5 out of 5 average rating, 68 reviews

The Haven On The Chesapeake Bay

A two-story house is depicted, featuring a light exterior and a gabled roof. A set of stairs leads to a spacious porch with railings. The surrounding area includes a gravel driveway and a fenced yard with patches of greenery.

Home in Chincoteague

4.92 out of 5 average rating, 24 reviews

Island Blessing

A dock extends over calm waters, framed by a vibrant sunset showcasing hues of orange and purple. A picnic table is positioned on the dock, and a flag gently flutters nearby, enhancing the peaceful scene.

Home in Deal Island Historic District

4.94 out of 5 average rating, 32 reviews

House of the Setting Sun/Deal Island Bayfront Home

A wrap-around deck features comfortable lounge chairs, offering expansive views of the Bay during sunset. The serene colors of the sky reflect on the water, creating a peaceful atmosphere. A private dock is visible, enhancing the tranquil waterfront setting.

Home in Hudgins

4.8 out of 5 average rating, 5 reviews

Chesapeake Bayfront Home with Amazing Views!

Beach house rentals with a pool

A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.

Home in Ocean City

4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

A large swimming pool is surrounded by a concrete deck, with numerous white lounge chairs arranged along one side. The calm water reflects the clear blue sky, while the distant community homes are visible in the background, creating an inviting leisure space.

4.79 out of 5 average rating, 194 reviews

OC MD trip bayside, great amenities

Home in Cambridge

4.97 out of 5 average rating, 115 reviews

Gorgeous, waterfront home - Perfect for Families.

Top guest favorite

The private pool is surrounded by a spacious wooden deck. Two lounge chairs and a small side table are positioned adjacent to the pool, along with additional seating in the background. Clear water can be seen invitingly reflecting the daylight.

Home in Rehoboth Beach

5 out of 5 average rating, 195 reviews

Beautiful Beach House in Rehoboth

A private in-ground pool is framed by lush greenery and comfortable lounge chairs. A diving board extends into the clear blue water, with vibrant flowering plants placed in a pot nearby. The surrounding area is designed for relaxation and outdoor enjoyment.

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

Top guest favorite

An aerial view of a community swimming pool is presented, surrounded by neatly manicured greenery. Poolside loungers are visible alongside a gazebo that offers shaded seating. Clear blue water fills the spacious pool, inviting relaxation under the sunlight.

Home in Rehoboth Beach

4.9 out of 5 average rating, 119 reviews

Luxury Carriage House in Rehoboth Beach

Home in Ocean City

4.9 out of 5 average rating, 126 reviews

Beautiful Cottage W/ shared pool & close 2 beach

A modern house featuring a sleek, horizontal design is surrounded by lush greenery. Large windows allow natural light to illuminate the interior, while a neatly landscaped gravel path leads to the front entrance. The exterior is characterized by a distinct combination of textured materials.

Home in Rehoboth Beach

4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

Beachfront house rentals

A spacious living area features large glass windows that frame a panoramic view of the Chesapeake Bay. Natural light illuminates the room, highlighting the wooden ceiling and modern decor. A seating arrangement overlooks an inviting outdoor patio with garden furniture, creating a seamless connection to the outdoors.

4.96 out of 5 average rating, 144 reviews

Coastal Oasis On The Chesapeake, King Bd sleeps 12

Top guest favorite

A cabin exterior is presented, showcasing a peaked roof with green trim and wooden shingles. The front porch features a rocking chair beside the door, which is framed by decorative woodwork. A window allows natural light to enter, while shadows play across the facade.

4.99 out of 5 average rating, 302 reviews

Cove Point Beach Cabin

The exterior of a charming Victorian house is displayed, featuring dark blue siding and white trim. A welcoming front door, painted in a muted green, is framed by decorative woodwork. Lush greenery surrounds the entrance, with flower pots adding subtle color to the garden.

Home in Cambridge

4.94 out of 5 average rating, 139 reviews

Peaceful Historic House Near Water, with Hot Tub!

Top guest favorite

A peaceful waterfront retreat is nestled among trees, showcasing a two-story blue house with a spacious deck. The property features a rock shoreline leading to a calm beach area, offering a serene setting by the water. The surrounding landscape is lush and inviting.

5 out of 5 average rating, 16 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

A fully renovated historic farmhouse displays a white exterior with a metal roof, set amid lush greenery. The inviting porch features seating options, and a second-floor balcony offers additional relaxation space. The expansive yard invites outdoor activities and creates a serene atmosphere.

Home in White Stone

4.94 out of 5 average rating, 111 reviews

Coastal Farmhouse Getaway

Top guest favorite

The kitchen features white cabinetry with a modern backsplash of varying blue tiles. Stainless steel appliances, including a stove and dishwasher, are present. Natural light enters through a window, illuminating the space. Decorative accents are arranged on open shelves, enhancing the kitchen's functionality.

Home in Chincoteague

4.95 out of 5 average rating, 359 reviews

Tranquil Shores - Nature Inspired Relaxation!

Top guest favorite

The kitchen showcases leathered granite counters and a large island with seating. Large windows provide natural light and stunning river views. Cozy seating areas are arranged with colorful cushions, and a gas fireplace adds comfort to the inviting open space.

Home in Deltaville

5 out of 5 average rating, 123 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

Top guest favorite

A large waterfront estate is viewed from a distance, framed by tall trees. The house features a wraparound porch with blue rocking chairs, surrounded by expansive green lawns. The soft glow of sunset casts elongated shadows on the ground, enhancing the serene atmosphere.

Home in Onancock

4.96 out of 5 average rating, 85 reviews

Family Retreat Private Beach Eastern Shore w dock

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