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Sunset Dreams

3 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Internet
Outdoor Shower

If you're familiar with the island you know that the best sunsets can be found on Main Street, and the sunsets waiting for you at Sunset Dreams (located on south Main Street), are NO EXCEPTION. A luxury waterfront townhome overlooking Chincoteague Bay, offering 3 bedrooms and two and a half baths - with a private pier, it's the perfect place to unwind and get on "island time". On the lower level you'll find the open area kitchen and dining area that features a stunning view of Chincoteague Bay and the salt marsh - that has everything you'll need to enjoy the various fresh catches waiting for you just off of the dock, or at our local seafood markets. A comfortable living area also boasts a beautiful waterfront view, with sliding doors that open up to a lovely little sitting porch - perfect for taking in the sunset with a cocktail without having to go too far. There is also a bedroom downstairs with two twins, a half-bath powder room, and a beautiful large sunroom/sitting area - great for sneaking away for a minute to get some work done or curl up with a good book. On the upper level you'll find the master bedroom with a queen bed, a full bath, and a beautiful waterfront view. Another bedroom with a queen bed is upstairs as well. A full bath can also be found upstairs in the hallway, and both bedrooms have televisions. Full sized washer and dryer for washing all those beach towels and bathing suits. You have full access to the dock across the street, so bring your fishing poles and crabbing gear (or visit Captain Steve's on Maddox Blvd to get what you need!). You're a quick two-minute ride to downtown to restaurants and the grocery, or an easy bike ride to the carnival or the sub shop to grab a quick bite to eat. Come stay with us and enjoy sweet dreams at Sunset Dreams, and bring along your favorite four-legged friend, as this rental is dog- friendly! Need more space? Rent "Saltwater" right next door! Note: The pier is shared with the other 2 adjoining townhomes.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. Pet restriction: two pet max.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Timeout

2 Bedrooms
2 Baths
6 Guests
Chincoteague Island
Pet Friendly
Gas Grill
Screened Porch
Internet
Outdoor Shower

Welcome to your island getaway! This charming 2-bedroom cottage offers the perfect blend of comfort and coastal living. Lovingly renovated with care, this rental home captures the relaxed spirit of Chincoteague Island.

Step outside to enjoy the screened porch where you can sip morning coffee while listening to seabirds or unwind in the evening with a cold beverage. The inviting backyard is ideal for soaking up sunshine or enjoying a cookout on the gas grill.

Water enthusiasts will appreciate the kayak provided for exploring the island's scenic waterways. For land adventures, hop on one of the two bikes to cruise around town. When you're feeling competitive, challenge your companions to a friendly game of croquet or cornhole — all equipment included!

Your four-legged friends are welcome to join in the island fun, as this property is pet friendly.

Location is a true highlight! Just a short stroll away is the Downtown Chincoteague Waterfront Park, perfect for picnics and people-watching. For family adventures, Maui Jack's Waterpark offers splashy fun just minutes away. The crowning jewel of the area—Assateague Beach—is a quick drive from your rental, where you can witness the famous wild ponies and enjoy pristine shorelines.

Experience the casual, laid-back lifestyle of Chincoteague Island in this cozy home that's the perfect launch pad for creating unforgettable vacation memories!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Waterman's Daughter

3 Bedrooms
3 Baths
6 Guests
Chincoteague Island
Water View
Pet Friendly
Charcoal Grill
Internet

We are excited to introduce Waterman's Daughter! This stately townhome is located on a quiet lane off of East Side Drive. The first floor of the home features two bedrooms, both featuring full attached baths! A full size washer and dryer are conveniently located off the hall in between these bedrooms. As you make your way to the second floor of the home, you are greeted by a bright living space featuring a flat screen TV, fireplace, large windows, and doors that lead you out to the second floor balcony that features a table for two with a view. Right beyond the dining area of the home, you will find the fully equipped kitchen that features additional seating for three at the kitchen bar, a stove top oven, microwave, and dishwasher. The large Master bedroom is on the second floor of the home and features yet another full attached bath and wall-mounted flat screen TV. There's even a shared waterfront area - perfect for launching your kayak or canoe. This home is truly the perfect setting for your next Chincoteague Island vacation; clean, relaxing, and accommodating! Call us or book online today!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises.

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Egret's Cove

3 Bedrooms
3 Baths
11 Guests
Chincoteague Island
Waterfront
Pet Friendly
Gas Grill
Screened Porch
Hot Tub
Internet
Outdoor Shower

Breathtaking views call your attention at this gorgeous waterfront home! 'Egret's Cove' is located next door to our ever popular sister vacation home, 'Heron's Cove'. Egret's Cove is rich with amenities, leaving nothing to be desired for an enjoyable vacation stay. With the amazing views, blissful sunrises, bay breezes, pet-friendly, you'll be in awe that this bay front home has to offer! This home was built directly on Little Oyster Bay in 2004, and has a large screened porch with a hot tub. Boasting beautiful water views from almost every room, the interior features tasteful decor, lots of natural light and a vaulted ceiling in the living room that lends to the "openness." One bedroom with a king is located on the first floor (with a Jack and Jill bath). The kitchen also features everything you will need to cook for the family while vacationing, and there is a wet bar adjacent to the dining area. In the large open living room you will also find a full size sleeper sofa. Moving upstairs, you'll again be "wowed" by the views! In the loft, you will find a queen sleeper sofa as well as a game table, twin sleep sofa and plenty of room to relax. One bedroom features a king size bed, with a private balcony. Across the hall you will find another bedroom with a queen size bed, lots of natural light and a dedicated workspace. There is a large deck that has a spiral staircase to make your way down to the screened porch.. You will also find two full bathrooms in this space. Each bedroom also features a smart TV for your enjoyment! Outside, experience a private oasis and enjoy a relaxing soak in the hot tub overlooking the Bay while finding peace in the natural elements surrounding the space. Relax on the front deck or by the fire pit - all of which is enclosed by a fence so your furry friends can roam without worries. There is also a shared dock with the home next door, perfect for kayaking or crabbing.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

The Blue Pearl

4 Bedrooms
3 Baths & 1 Half
10 Guests
Cape Charles
Waterfront
Gas Grill
Screened Porch
Pool
Internet

** New Coastal Shore Vacations listing! ** Welcome to your dream waterfront home at Bay Creek Resort in beautiful Cape Charles, VA! This stunning 4-bedroom, 3.5-bathroom luxury retreat boasts direct beach access and breathtaking sunset views over the bay. Enjoy the open floor plan downstairs - perfect for entertaining or just enjoying your own space. The expansive decks lend themselves to comfortable outdoor lounging or dining al fresco. Upstairs you'll bask in the spaciousness of the two primary bedroom suites—one is beachfront and features a king bed and jacuzzi tub, and the other has a king bed and private sitting area—perfect for adults seeking comfort and relaxation. The two-level all-season rooms with floor-to-ceiling windows invite you to soak in the natural beauty and wildlife that surround you. The world-class community amenities complete the 5-star package -  professionally designed golf course, fine dining, expansive fitness room, pools with water slides, and golf cart trails - and they all enhance your vacation experience. Make unforgettable memories in this luxurious beachfront paradise where every day feels like a getaway!

SPECIAL NOTES:

This rental home is NO SMOKING and NO PETS.

Linens and towels are included with your reservation.

Usage of the Bay Creek Resort amenities and golf cart requires an additional fee of $75 per day*.

BAY CREEK RESORT AMENITIES:

Waterfront area perfect for kayaks, canoe, fishing or crabbing.

27 hole World-class golf course (requires additional golf fee).

Golf lessons and clinics available for all skill levels.

Member lounge will billiards and entertainment.

Cardio and weight training studio.

Two outdoor pools w/ decks and furniture.

350 acre Nature Preserve w/ trails and wildlife viewing.

Clubhouse with private restaurant and dining experiences.

Structured activities and programs such as bird watching, paddleboarding, beach yoga, kid's camps & more. 

*Fee is subject to change without prior notice or authorization. Bay Creek Amenity offerings can be seasonal and may change without prior notice or authorization.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Lazy Days

3 Bedrooms
2 Baths
7 Guests
Chincoteague Island
Pet Friendly
Screened Porch
Internet

Located on Main Street just north of town, "Lazy Days" may be just the perfect spot for your vacation! Cute and comfortable, this cottage is adorned with nothing but island charm. Downstairs features a cozy living room with flat screen TV, an eat-in kitchen with a back door that leads out to the yard, a full bathroom (tub & shower), a bedroom with a Double bed, and a second bedroom with a Twin bed and Bunk bed (2 Twins). Upstairs you'll find another bathroom (shower only) and bedroom with Queen size bed. (Please note: the stairs are steep and the upstairs has "knee walls".) The Chincoteague Bay is just a stone's throw - across the street - from the front steps... enjoy snippet water views! Nature trails, dog park, and downtown Chincoteague are just a minute or two by car. Enjoy a relaxing vacation at this affordable beach house!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Daisey Cottage

2 Bedrooms
1 Bath
7 Guests
Chincoteague Island
Pet Friendly
Charcoal Grill
Internet

Come visit Chincoteague Island and stay in this adorable coastal cottage with your family. Lovingly remodeled and updated, this charmer located on Ridge Road is sure to book up fast! Close enough to hustle and bustle of carnival and downtown, but far enough away to enjoy some peace and quiet - you'll find all the comforts of home at Daisey Cottage. Upon entering you'll be greeted by a comfortable living area with television. Skylights to let in a ton of natural light, letting you bask in island sunshine. A cute kitchen featuring everything (electric range, fridge, dishwasher, coffee maker) you'll need to make a family meal, if you're heart so desires. A bright and cheery open dining area is connected to the kitchen - allowing you to chat while preparing meals or snacks. A full bathroom. A utility closet with washer and dryer. Two bedrooms - the master with a queen and television. And the second bedroom boasts a bunk that has a full on the bottom and a twin on the top - how fun is that?! Bring your bikes and ride down to Memorial Park for a little fishing or crabbing. Outside you'll find a cute patio area with sitting area, as well as a small fenced in area that is perfect for your four legged friends to enjoy while you're outside as well. Daisey Cottage is pet-friendly, all members of the family are welcome - book today!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Island Estate

5 Bedrooms
3 Baths
14 Guests
Chincoteague Island
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This beautiful waterfront home is located on a tidal creek and boasts over 3,000 sq ft of living space. All amenities - central air, all kitchen appliances & washer/dryer, and so much more! The formal dining room is great for large gatherings. Beautiful back deck area with private pool for your enjoyment. Island Estate is a PET FRIENDLY home. Please Note: Pool is open Memorial Day weekend through end of season/last renter (weather permitting).

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Stella del Mare

3 Bedrooms
2 Baths & 1 Half
10 Guests
Chincoteague Island
Water View
Charcoal Grill
Internet
Outdoor Shower

Stella del Mare - or "Star of the Sea" in Italian - is about as charming as it gets. Located on South Main Street, this beautiful newly-remodeled home has everything you could want in a coastal cottage. Enjoy coffee on the front porch while watching the island come to life in the morning, or sip on a cocktail while waiting for the sun to set. The ground floor features an open floor plan with fully equipped kitchen - gas range, refrigerator/freezer, dishwasher, coffee maker. A beautiful breakfast bar area, as well as dining area. And a beautifully decorated living area with tv. The master bedroom is located on the ground floor featuring a king bed and full bath attached. Another full bath is located on the ground floor as well. On the second floor you'll find two additional bedrooms - one with two full beds, and the other with twin bunks, as well as a comfortable futon. Perfect spot for the kiddos! A comfortable living area in the middle to put a movie on for the kids. There is also a full bath located upstairs as well. Walk downtown for some shopping, then come back to the house and order a cheesesteak from the best sub shop in town - located just across the street. Or, maybe you'll catch a whiff of the oyster fritters frying down at the carnival grounds and walk down to sample one. Go ahead, you're on island time! Newly added patio on the back with lovely seating area to enjoy your meals al fresco, or just to sit and chat and enjoy the sunshine. You're sure to find plenty to put a smile on your face at Stella del Mare - the star of the sea. Floor plan: Downstairs (main level) features an open living/dining room and kitchen with breakfast bar. The master bedroom with connected bathroom (tub and shower) is also downstairs. Upstairs there's an open living room/sitting area, a full bathroom (with separate shower and tub) and two more bedrooms. One bedroom features a Double and Queen bed, and the other bedroom features a bunk bed (2 Twins) with a pull-out Twin trundle, as well as a Queen size futon. There is a portable Pack-n-Play crib and high chair for guest use as well.

 If you're traveling with a larger group but like the separate of "your own place", check out 'Stella Della Baia' ! Book both homes and receive a 5% discount off of each!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Herbie's Hideaway

3 Bedrooms
3 Baths
8 Guests
Chincoteague Island
Water Access
Gas Grill
Screened Porch
Internet

Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beautiful views of Assateague Island. The oversized chef's kitchen offers ample room for family gatherings and preparing meals, and it compliments the spacious dining area that opens up to the large screened porch. Beautiful custom windows and large sliding doors complete the open and airy floor plan. The geothermal heating/ac system lends to your ultimate vacationing comfort! Close to Memorial Park (playground, basketball, tennis, trails, water access) and directly across the street from a family restaurant! For larger groups or family reunions, check out nearby Moon Rising or Wildflower!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Anchors Away

4 Bedrooms
3 Baths
8 Guests
Captain's Cove
Waterfront
Pet Friendly
Gas Grill
Pool
Internet
Outdoor Shower

Welcome to "Anchors Away," a captivating waterfront home now available for rent, offering an unparalleled living experience. This remarkable property boasts four generously sized bedrooms and three well-appointed bathrooms, providing ample space for comfort and privacy.

Nestled in a vibrant community known for its welcoming atmosphere and scenic beauty, this home is designed to impress with its stunning waterfront views that can be enjoyed from the spacious decks - perfect for entertaining or simply unwinding in nature's embrace.

The first-floor suite offers convenience and accessibility, ensuring that everyone can enjoy this home's charm without compromise. The interior is just as impressive, featuring granite countertops and stainless appliances that add a touch of elegance to the functional and stylish kitchen. 

With parking space for up to four vehicles, you'll find this property not only beautiful but also practical. The pet-friendly policy ensures that your beloved companions can join you in calling "Anchor's Away" home.

This house is more than just a place to vacation; it's an opportunity to make life-long memories for those who value beauty, community, and comfort. Whether you're gazing at the serene waters from your deck or enjoying the modern amenities inside, this home invites you to live your best life.

Don't miss the opportunity to make "Anchor's Away" your new haven. Contact us today to experience firsthand everything this exceptional rental property has to offer.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. Pet restriction: No cats

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

- Community amenities require passes for an additional fee.

- Additional community requirements: Each occupant must disclose their name. Vehicles must be registered; make and model of each vehicle is required. Incomplete or incorrect information will result in revocation of the use of community amenities and facilities.  

Creek House

5 Bedrooms
4 Baths
14 Guests
Mainland
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

Creek House, Privately located in an imaginative setting; nature and history are perfectly coupled with luxurious accommodations.

Rounding the corner of the private country lane, you'll sense something special unfolding before you. What can best be described as an imaginative setting, nature and beauty are perfectly coupled with luxury - a modern 5 bedroom home that's part of a family compound is before you. It sits at the edge of Holdens Creek, where the Pocomoke Sound meets the Chesapeake Bay. You’ve reached Creek House!  Newly renovated and nothing short of spectacular, the WOW factor kicks in as soon as you enter.  Large living spaces with breathtakingly scenic and panoramic water views captivate you. There are Waterside balconies on every level and world class amenities at every turn.  Professional interior finishes bring true elegance to the home’s aesthetic of simple, sexy... and just plain cool. The natural flow from space to space is perfect for a couple to enjoy a romantic getaway or for a large group gathering.  With room for 14 guests, the generous bedrooms offer waterside balconies and marble bathrooms. The kitchen/ dining area can host any size party.

In the garage level of the home, enjoy a game of ping pong on the regulation size table or play a game of cards with the family! Also enjoy the shared use of 2 single kayaks, 1 canoe, and 1 paddleboard.

'Creek House' has partnered with our friends at Sun Outdoors Resort (located less than 2 miles from the house) so that all guests may enjoy the fun resort amenities FREE OF CHARGE. This extra bonus includes a private beach w/ water rentals, pool, playground, "snak shak", comfort stations & more! 

Where is Creek House located? Only a 20 minute drive to Chincoteague Island, Creek House is situated on one of the most beautiful slices of Virginia's Eastern Shore. Day trips to the beach are easy and convenient. Other beach towns like Ocean City, MD and Cape Charles, VA are less than an hour away.  

Creek House has a boat launch, two docks, five porches and a 20’ radius fire pit with outdoor lighting and wi-fi (Bluetooth) speakers system. Simply staying on the property to enjoy a vacation with down time is an option with endless possibilities. The entire compound is available for events and can accommodate up to 18 people (each of the three dwellings are rented separately). Pets will be considered upon request. 

In addition to The Creek House, the compound is also home to two luxurious cottages: Porter’s Barn and Hosta Cottage. Please note that this listing is for Creek House only; the other two cottages - Hosta Cottage and Porter's Barn - must be booked separately. A direct inquiry should be sent for special event pricing or if you wish to rent the entire compound.

GPS is inconsistent on Holden’s Creek Road. Please follow Holden’s Creek Road approximately 1/2 mile and take the first right Drive down the private gravel driveway (labeled: Porterville RD)  past the horse pasture. Take a left at the Y and follow the driveway to the property.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises.

- This property is pet friendly on a case by case basis, with a pet fee per pet. Pet fee is $200 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

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