You are here

Share Results
Displaying 25 - 36 of 151 results matching your search criteria
Refine Search
Map View
List View
Add Favorite

Horseshoe Hideaway

3 Bedrooms
2 Baths
9 Guests
In Town
Gas Grill
Screened Porch
Internet

Located in a secluded neighborhood, in the middle of town, 'Horseshoe Hideaway' is comfortably situated back off of a back road, fully enclosed by a fence, and ensconced by a generous yard and mature wooded area. With all the convenience of traveling around the island with ease, this home allows guests to drive or bike to Maddox Blvd, the beach or to the Main Street shops within minutes. Enjoy the outdoors on the fully screened in porches located on both the front and the back of the home, or take advantage of the generous back deck (accessed by a ramp or stairs) and supplied with a large gas grill, picnic table and Adirondack chairs. Inside the home features 3 bedrooms and 2 full bathrooms, a separate dining room, living room and eat in kitchen. There are several seating areas where guests can spread out or congregate as a group. The home is appointed with everything you need to enjoy a vacation at the Beach. This cute-as-a-button rancher home is waiting for your family vacation! Clean, comfortable and modest best describe the single-level home; there's an open kitchen, living and dining area that opens up to a front AND back screened porch. Enjoy all of the outdoor space from one of the 2 screened porches, or the spacious back deck and back yard! Located on a side street just off of Ridge Road, 'Horseshoe Hideaway' is conveniently located just minutes from downtown Chincoteague, as well as the "Beach Road." Come and check it out for yourself!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

View Details
Add Favorite

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!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee 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.

View Details
Add Favorite

Avalon

4 Bedrooms
2 Baths & 1 Half
10 Guests
Oyster Bay
Waterfront
Screened Porch
Internet
Outdoor Shower

Avalon is a charming 4 bedroom, 2.5 bathroom home situated on a bulkheaded waterfront lot on Oyster Bay! There is a large great room that boasts two family rooms, a dining area and large kitchen. From the gas fireplace, to the 16' cathedral knotted pine ceilings, this home is bright, warm and inviting. Avalon offers two queen bedrooms with screened porch access (one private) and two twin bedrooms. Offering over 600 sq. ft. of screened porch - you could live outdoors! The first level also offers a full size futon and 1/2 bath. Avalon is one of our most popular offerings; it books quickly! 

- No smoking is permitted on the premises. 

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

View Details
Add Favorite

Gone Coastal

2 Bedrooms
2 Baths & 1 Half
8 Guests
In Town
Pet Friendly
Screened Porch
Internet

Enjoy the cool breezes coming off the Chincoteague Channel while relaxing on the porch at Gone Coastal! Nestled in a grove of pines and tucked just off East Side Drive, this charming unit has everything your family desires for a wonderful stay on Chincoteague Island. Bright and cheery nautical decor will help to put you on "island time". Featuring two bedrooms, two and a half baths, a spacious living and dining area, and a fully-equipped kitchen. The two bedrooms are on the upper level. The master features a full bed with flat screen television, full bath, and balcony with sliding door and comfortable outdoor furnishings. An additional bedroom featuring a full size bed and double bunk, and a full bath is located in the hallway upstairs as well. On the ground floor you'll find a spacious living area with large flat screen tv, plush seating, and plenty of reading material. The eat-in kitchen features everything you'll need to prepare and enjoy meals "at home" - electric range, roomy refrigerator, dishwasher, coffee bar, and dining table. A full-sized washer and dryer are located in a utility closet just off the kitchen, and a barbecue grill is located on the back porch for your convenience. Located centrally on the island - you're a quick bike ride or easy walking distance to the commerce on Maddox Boulevard or downtown Main Street, or to Memorial Park located just down Eastside Drive. Pop into one the oyster farms and grab a sack to bring back and enjoy with a glass of wine as the sun sets on another day Gone Coastal. Please Note: No boats or trailers are allowed at the complex.

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee 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.

View Details
Add Favorite

Shreiner's Tradition

2 Bedrooms
2 Baths
6 Guests
In Town
Pet Friendly
Screened Porch
Internet
Outdoor Shower

As one of our newest vacation rental offerings, we're pleased to be have this downtown charmer! Shreiner's Tradition is a renovated 2+ bedroom home located just outside the downtown area. Enjoy walking to restaurants, shopping, ice cream and the movie theater! This home features an eat-in kitchen, 2 living room/sitting areas, 2 bedrooms upstairs (each has a double bed) and a walk-through room with bunk beds. Not to mention the great front porch - you'll enjoy mornings and afternoons sipping coffee or relaxing after the beach!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee 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.

View Details
Add Favorite

Serenity at Deep Hole Hideaway

2 Bedrooms
1 Bath
6 Guests
In Town
Pet Friendly
Charcoal Grill
Internet

Welcome to your blissful oasis, "Serenity at Deep Hole Hideaway!" This charming haven has been given a complete makeover to cater to all your vacation dreams. The kitchen is stacked with top-notch gadgets to whip up that perfect meal. The living room features a cozy sleeper sofa to squeeze in a few extra guests. The main bedroom boasts a luxurious queen-sized bed, while the guest room offers a snug twin daybed, providing ample space for up to six guests. Step outside and relax on the deck, indulging in a long-awaited book. And, if you're in the mood for some classic campfire fun, gather around the firepit and toast up some scrumptious S'mores and hotdogs!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee 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.

View Details
Add Favorite

All Done

3 Bedrooms
3 Baths & 1 Half
8 Guests
East Side
Water View
Pet Friendly
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

All Done is located on the popular East Side Road, just minutes from downtown, Maddox Blvd (Beach Road), Memorial Park and the beach on Assateague Island. There are snippet water views of the Assateague Lighthouse and Channel. It is a brand-new home just built in Spring of 2024, and features an open first floor plan joining the kitchen, dining and living rooms into one, as well as a first floor bedroom with full bath. The second floor has 2 more bedrooms including individual full bathrooms, with a walk-in shower in the primary bedroom. There is a spacious laundry room also conveniently located on the second level. The outside of All Done includes a screened porch on the side of the home, and a spacious front porch with ample rockers to enjoy the sunsets over the tree line. There is also a charcoal grill, a large yard for games and parking for up to 4 cars.

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee 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.

View Details
Add Favorite

Bay Mist

2 Bedrooms
2 Baths & 1 Half
6 Guests
East Side
Water View
Charcoal Grill
Pool
Internet

Bay Mist is a nice two bedroom town home that features water and lighthouse views. There have been major updates and renovations to enhance your vacation experience! The first floor has a large dining/kitchen area, living room with TV, and a half bath. Upstairs features a master suite bedroom (with newly remodeled bathroom) and a private balcony that offers lighthouse/water views, as well as a second full bath (also remodeled) and another bedroom with a double bed and two twins. Lighthouse Estates offers a community pool and water access/shared dock for guests.

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

View Details
Add Favorite

High Tide

3 Bedrooms
2 Baths
9 Guests
Piney Island
Water Access
Screened Porch
Internet
Outdoor Shower

We're pleased to be able to offer 'High Tide' as one of our most popular vacation rental selections! The true epitome of a beach house, you'll enjoy the bright, cheery decor and spacious feel of this fabulous home. The downstairs features an open living room (with fireplace and flat-screen TV), dining area and kitchen, as well as over-sized windows and access to the two (yes, TWO!) screened porches. One porch features a wonderful dining set; perfect for dining al fresco. The second spacious porch features a large hammock and nice sectional lounging sofa. As if that's not enough outdoor space, there are also multi-level, open air decks on the front and back of the home! There's also a bedroom (king) and full bathroom downstairs. The upstairs features two additional bedrooms (one with a queen & two twin beds, and the other with a queen & one twin bed), and a full bathroom. Both upstairs bedrooms are enhanced by sliding doors and private balconies. You'll enjoy snipet water views of the Assateague Channel! Don't delay, 'High Tide' books quickly. Please note: As part of the Piney Island Community, this rental includes water access at a shared community location just a short distance from the home.

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

View Details
Add Favorite

Wildcat Haven

4 Bedrooms
4 Baths & 1 Half
10 Guests
North Main
Waterfront
Gas Grill
Screened Porch
Internet
Outdoor Shower

Only for the discerning traveler, 'Wildcat Haven' is the newest in luxury vacation accommodations on Chincoteague Island. The reverse floor plan is over 2,800 square feet and offers views of the bay and marshlands where wildlife abounds from nearly every room. The first floor features 4 bedrooms, all en suite with full bathrooms and a large recreational room with second kitchen and waterside deck. The second floor features the main living areas - living room, dining room, kitchen, powder room - as well as another waterside deck and screened porch. If you love to fish and crab, or just sit at the water's edge, you'll LOVE the 500' private pier! Vacationing with a large group? Check out the sister house 'Wildcat Retreat' right next door!

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

View Details
Add Favorite

Channel Watch

3 Bedrooms
2 Baths
7 Guests
Piney Island
Waterfront
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Located down a gravel road that runs parallel to Assateague Channel, you'll find Channel Watch nestled in between the pine trees. The perfect getaway on Chincoteague Island for you and your family! On the ground level you'll find a bedroom with King bed and sitting/television area, an open-floor plan for the living area with plenty of comfortable seating, a fully-equipped gourmet kitchen, and a dining area with table for enjoying family meals together. There is also a large screened in porch area with seating if you want to take in the views and enjoy that meal outside - and honestly, why wouldn't you? A full bath is also located in the hallway downstairs too. Upstairs you'll find two more bedrooms. The master featuring a roomy king bed and private balcony overlooking the water, and the other bedroom with two beds - one Queen sized and one Full size. A full bath is also located upstairs, as well as a utility closet with a full size washer and dryer. Enjoy the island sunshine and cool breezes coming off the water off of the private dock in the back. Bring your fishing poles and crabbing gear, and haul in a bounty to prepare back at the house. Or ride the bike to one of the many favorite restaurants located just up the street on Beach Road - The Village or AJ's for something a little more upscale, or maybe tacos from Pico or a pizza from Famous for something a little easier. You're sure to find something to please everyone! If you happen to be an early bird, you're in for a real treat when it comes to sunrises at Channel Watch. Brew yourself a cup of coffee and take it out on the pier with you, take a seat, and wait for the show. It's just for you. Bring your family and come experience island life for yourself at Channel Watch.

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- 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.

View Details
Add Favorite

Lighthouse Estates #8

2 Bedrooms
2 Baths & 1 Half
6 Guests
East Side
Water View
Pet Friendly
Boat Dock
Charcoal Grill
Pool
Internet

Welcome to Lighthouse Estates #8, Formerly known as 'Natalie's Nook'! This 2 bedroom beach retreat is located in the popular Lighthouse Estates community on the East Side of Chincoteague Island. Enjoy all the amenities and features one could desire during their vacation - a pool, water & lighthouse views, a pier perfect for fishing, crabbing or kayaking, not to mention a vacation rental filled with all the comforts of home! Downstairs you'll find an open floor plan with living room, kitchen, dining area and powder room. Upstairs features 2 bedrooms (one master en suite with private bathroom and water view balcony) and a full bathroom off the hallway. Lighthouse Estates #8 is conveniently located to Etta's Restaurant, the waterfront Memorial Park, boat rentals, the Town public boat ramp & more! Come for a fabulous, relaxing stay! . 

- Linens and towels are not included with your reservation. Please inquire about our new attractive linen packages!

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. All pets must be disclosed prior to arrival. Pet restriction: limited to one dog, 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.

View Details

Pages