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Joint Venture

2 Bedrooms
2 Baths & 1 Half
6 Guests
In Town
Water View
Pet Friendly
Internet

Joint Venture is the perfect townhouse for an affordable vacation! Take a short stroll to Maddox Blvd (Beach Road) and enjoy ice cream, mini golf or any of the shops & restaurants. Bike or drive to the beach! Joint Venture offers a water view of Little Oyster Bay (tidal creek) that can be enjoyed any time of year. This property offers Wi-Fi and is pet friendly! Don't miss out! | | Please Note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & PET FRIENDLY (with fee).

Sea Tag #22

2 Bedrooms
1 Bath
6 Guests
East Side
Waterfront
Boat Dock
Internet

We are pleased to be able to offer you this fabulous 2nd level unit! The interior has been completely renovated, from the drywall and paint, to the furniture! You'll enjoy all modern amenities including flat-screen TVs (3), internet, washer/dryer facility and updated kitchen (appliances, cabinets, everything!). This unit is waterfront with a boat slip! Call us today; this one will book quickly! | | Note: This unit offers a shared laundry facility with coin-operated machines. Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Shady Side

4 Bedrooms
2 Baths
10 Guests
Piney Island
Water Access
Gas Grill
Screened Porch
Internet

Shady Side is located in Piney Island, which is among the closest communities to the beach. There is community water access, suitable for a kayak or canoe. The house features two queen bedrooms and a full bath downstairs. Upstairs you'll find two additional bedrooms, one has two twins and the other has a queen bed. There is also a full bath on the second floor. The loft features a futon with a full mattress. The large back porch is equipped with a gas grill and picnic table for your cookouts and crab feasts! | | Please Note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Conch Shell

3 Bedrooms
1 Bath
6 Guests
Piney Island
Waterfront
Internet
Outdoor Shower

The house is located on Pine Drive in Piney Island - the closest neighborhood to the beach - convenient for shopping and dining on Maddox Blvd. This wonderful waterfront beach bungalow features a wrap around deck with views of Assateague and the light house. You can bring your boat, jet skis or kayaks and keep them tied up out front. There is a spacious living room for entertaining and a nicely remodeled kitchen! Your rental also includes water access (a short walk from the home) to a tidal creek that comes up from Oyster Bay - it's a great place for the kids to crab or to launch a kayak or canoe. New for 2020: 'Conch Shell' is undergoing some fabulous new renovations. Stay tuned! | | Please note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Casa del Mar

5 Bedrooms
4 Baths
12 Guests
In Town
Pet Friendly
Gas Grill
Hot Tub
Internet
Outdoor Shower

Casa del Mar - "House by the Sea" - is your home away from home... at the beach! Located in the heart of downtown Chincoteague Island, this grand home has been lovingly maintained and is conveniently situated within walking distance to the waterfront park, boutique shops, restaurants, movie theater and coffee shops! Casa del Mar is one of our newest vacation rental offerings, and we know you'll love it! The spacious, open floor plan features a family room and kitchen, as well as a formal living room and plenty of outdoor space. There's a master bedroom en suite, and the bathroom features a tiled shower and jacuzzi tub. Outside you'll find the perfect backyard, complete with a grill, outside shower. Perfect for relaxing in the evenings after a long day at the beach! And you can even bring the 4-legged family members as well! Don't delay; this one will book quickly! Floor Plan: Downstairs features the living room, family room, kitchen w/ dining area, dining room, master bedroom (King bed & Futon) and full bathroom (shower only). Upstairs features 4 bedrooms - one with a King, one with 2 Queens, one with a Queen, and another with a Queen. The King bedroom and 2 of the Queen bedrooms have attached bathrooms (tub & shower). There is a 3rd upstairs bathroom w/ tub & shower off of the hallway. Please note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & PET FRIENDLY (with fee).

Osprey

3 Bedrooms
2 Baths
6 Guests
Oyster Bay
Water Access
Pet Friendly
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

This great contemporary beach home is located at the edge of the community harbor area, a perfect location for you and your guests. As a pet friendly house, you'll enjoy the wide open spaces for your dogs. The home features an open floor plan with a lovely eat-in (and completely renovated!) kitchen and cook area that is flanked by a huge screened porch overlooking the community harbor. You can enjoy all your meals on the porch! In addition, you'll find bright, airy and spacious bedrooms with TVs including a master bedroom suite with King size bed and private bath. There's plenty of parking. You and your guests can crab and fish from the community dock, located just a few steps from your door. Enjoy a great vacation at Osprey! | | Please Note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & PET FRIENDLY (with fee).

Saltwater Pony

3 Bedrooms
3 Baths & 1 Half
9 Guests
South Ridge
Gas Grill
Screened Porch
Internet
Outdoor Shower

Sunny and fresh inside and out, 'Saltwater Pony' is a contemporary, newly constructed home perfectly appointed for an unforgettable beach vacation - one where all you have to do once you arrive is drop your bags and find your bathing suit! This home has 3 spacious bedrooms, each with large closets and en suite bathrooms. With an additional 1/2 bath located near the kitchen and the front door, convenience is just steps away throughout the home. The kitchen has a generous center island with plenty of seating, along with the dining room and living room also included in the open floor plan. Guests can watch TV, enjoy the ambient glow of the wall mounted fireplace, share meals, and cook in this one space. The home has a warm and stately presence, where enjoying the outdoors is part of the experience. With a large gas grill, fire pit, outdoor dining area and a front porch made for the story books, everyone in your party can spread out or congregate together. Located off Ridge Road, directly in the center of Chincoteague Island, the back roads leading to the Assateague beach or Main Street shopping just add to the ease convenience of this home away from home! And, to add to the charm and excitement, you can watch the Chincoteague Ponies parade right in front of the house during Pony Penning week! Brand new, brand new, BRAND NEW! That applies to everything at this fabulous rental home that just hit the vacation rental market! Adorned with high end finishes, appliances and fixtures, there was no detail left untouched in this beautiful 2-story home. Amenities include a screened porch, fire pit, smart TVs in each bedroom, a Foosball table, DVD player w/ DVD collection, WIFI, fireplace in the living room (electric), standard & Keurig coffee maker. There is a downstairs master bedroom with a king bed, upstairs master with a king size bed as well as an oversized chair that converts into a twin sleeper. The upstairs king bedroom also boasts views of the lighthouse as well as snippet water views of the Assateague Channel. The laundry room is conveniently located upstairs, along with another bedroom that will have bean bag chairs for the kids, a twin over full bunk and a pull out twin trundle. This room will also feature a Foosball table for the little ones' enjoyment. Each bedroom features a private en suite bathroom. From this home, you are also in the perfect location for watching the ponies during pony swim week! PLEASE NOTE: Please inquire about our available linen and towel rental packages. This rental home is NO SMOKING. NO PETS are permitted during Prime, In and Mid seasons. Pets are permitted during off season stays (small dogs only with fee).

Wildflower

3 Bedrooms
3 Baths
6 Guests
South Ridge
Waterfront
Boat Dock
Gas Grill
Screened Porch
Internet
Outdoor Shower

Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio perfect for those summer time seafood feasts. The first level is great room boasting reclaimed barn board walls and wide plank pine floors with a separate den and full bath. There is a second screened porch overlooking that water from the great room. The second level has a large waterfront master suite with a private balcony, two more bedrooms and another full bath. Close to Memorial Park right across the street from a family restaurant! (Spiral staircase in home, may not be suitable for small children.) For larger groups for family reunions, check out nearby Moon Rising or Herbie's Hideaway! | | Please Note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Shady Grove

4 Bedrooms
2 Baths
8 Guests
North Main
Water View
Internet

Come and relax at this fabulous beach home that is tucked away on the quiet northern end of Chincoteague Island! Aptly named, "Shady Grove" is situated in a natural marshland grove in the Richardson's Landing community. Features include 4 bedrooms, 2 bathrooms, numerous updates and remodeling and a bright, open floor plan. Come and see for yourself - you won't be disappointed! PLEASE NOTE: Linens and towels are available at an additional cost - please inquire about our packages. This rental home is NO SMOKING and NO PETS.

Moon Rising

3 Bedrooms
2 Baths & 1 Half
8 Guests
South Ridge
Waterfront
Screened Porch
Internet
Outdoor Shower

Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck areas. Long pier and dock (deep water) shared with house next door. New waterside screened porch and upper level balcony. Relax and chill out after a long day at the beach. Close to Memorial Park right across the street from a family restaurant! This is the perfect place for your island vacation -- and for larger groups or family reunions, check out nearby Herbie's Hideaway or Wildflower! | | Please Note: Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Sunset Bay Villa 118

3 Bedrooms
2 Baths
7 Guests
Sunset Bay
Waterfront
Boat Dock
Pool
Internet

Come and sit a spell. Grab a cocktail and watch your worries sail away as you enjoy the cozy private outdoor seating area to be found at Sunset Bay Villa 118. The unit is on the ground level, providing easy access after a long day at the beach. Beautifully styled with nautical decor and special attention to detail. Situated on the edge of the bay, this villa offers a private balcony with walk-out access to the marina and a reserved 40' foot deep-water boat slip. Villa 118 at Sunset Bay boasts an en suite bedroom with king bed, private bath featuring a stand up shower AND a bathtub - along with private outdoor patio access from the bedroom. Two other bedrooms feature a queen in one, and a twin in the other. Fully equipped kitchen and dining area with coffee maker, refrigerator/freezer, dishwasher, electric range, and plenty of countertop for that family seafood feast you will want to make while you're with us. Have a few friends sit at the bar while you mix up a few cocktails, then enjoy "people-watching" on the Chincoteague Channel as the evening picks up. Once the sun goes down you can retire to the cozy living area in the heart of the villa. Maybe a movie on the flat screen? Or perhaps a game of chess? No matter what you decide on, you and your guest will most certainly enjoy your stay at Sunset Bay Villa 118. Please Note: This unit includes a deep-water boat slip and use of the marina. Linens and/or towels are optional and can be provided upon your arrival - please inquire about our linen packages. This property is NO SMOKING & NO PETS.

Beach Bungalow

3 Bedrooms
2 Baths & 1 Half
10 Guests
In Town
Waterfront
Pet Friendly
Charcoal Grill
Internet

This fabulous "Beach Bungalow" is waiting for you! Tucked away on the marshlands overlooking Oyster Bay and the East Side of the island is where you'll find this 3 bedroom cute-as-a-button cottage. There are fresh new upgrades, including the kitchen and bathroom. The bright, natural sunlight streams into the rooms via skylights and the floor plan is open and inviting. The living room extends to the dining area, which is completely open to the kitchen. Off of the kitchen you step down into a family room/bedroom with a full bathroom (shower), futon fold-out bed and a Twin pull-out sleeper chair. From the hallway off of the dining area, you'll find two more huge bedrooms, as well as a full bathroom and half-bath/powder room connected to the master suite. Speaking of the master bedroom suite - this will be your favorite spot in the house! With large sliding doors on 3 sides and a fabulous, cozy sitting area overlooking the marshes and bay, it's perfect for unwinding after a day at the beach, or quietly starting your day. Conveniently located to Maddox Boulevard (Beach Road) and downtown Chincoteague Island means you're only a few minutes from restaurants, shopping, movies, the beach and more! The kitchen and bathroom have been newly remodeled and the bedrooms are large and spacious. There's room for everyone, even your pet(s)! Not to mention the fenced in yard... Fido will love it! NOTE: Linens and towels are available as an additional option - please inquire. This rental home is NO SMOKING and PET FRIENDLY (with additional fee). Beach Bungalow also offers a 10% MILITARY DISCOUNT!!!! (with ID)

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