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Lottie's Lookout

3 Bedrooms
3 Baths
8 Guests
In Town
Pet Friendly
Internet

Come stay at this Chincoteague Island Charmer, better known as Lottie's Lookout! This large spacious home features 3 levels, with 3 large bedrooms, and 3 bathrooms. The first level features a front porch, pull out sofa, large dining table for family meals, and a full bathroom. Upstairs you will find 3 twins, (one bunk) and another bedroom down the hall with a queen sized bed. There is a full bathroom on this level as well. On the third floor, you have a full sized bed and bathroom with a tub (no shower). Enjoy the outdoors in the large yard, or grill up some good food from one of the many local markets. Lottie's Lookout is in a perfect location, close to the downtown area!

- 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
South Main
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.

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 $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 Sea Horse

4 Bedrooms
2 Baths
10 Guests
South Ridge
Pet Friendly
Gas Grill
Screened Porch
Internet
Outdoor Shower

We are pleased to offer 'The Sea Horse'! This fabulous home features a spacious, open floor plan with room for the whole family - and even the furry family members! The grand room downstairs features an open kitchen and dining space with center island, and the living room with large windows that allow natural lighting. There are French doors that open up to the wonderful screened porch - perfect for enjoying morning coffee or cool drinks after a day at the beach! To compliment the outdoor space, there's a fenced yard that's perfect for the pup! The master bedroom (King bed) with en suite bathroom, as well as a second bedroom (Twin bed) and full bathroom complete the downstairs space. Upstairs is where you'll 2 more sleeping areas/bedrooms - one with a Queen bed and the other with 2 sets of bunk beds (Twin over Full each). Clean, modern and comfortable, you're sure to love all that 'The Sea Horse' has to offer. From the beachy-chic decor and design, to the fully stocked kitchen and open spaces, there's nothing left undone. Come and see for yourself!

- 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.

Ms. Kitty's Bayside Bungalow

2 Bedrooms
1 Bath
6 Guests
East Side
Pet Friendly
Gas Grill
Internet
Outdoor Shower

Welcome to Ms Kitty's Bayside Bungalow!  A charmingly remodeled home now available for rent on Eastside Drive. This delightful two-bedroom house offers comfortable living with modern amenities in a serene bayside setting. Each bedroom is furnished with a plush double bed, ensuring a restful night's sleep, and for additional guests, a queen air mattress is also available.

As you step inside, you'll be welcomed by a fresh, contemporary interior that has been newly updated to provide both style and function. The living area is equipped with a Smart Tv and Roku as well as a work desk,  perfect for entertainment and relaxation. The kitchen features all the necessary appliances and ample space, making it ideal for cooking and dining.

One of the highlights of this home is its expansive, fenced backyard. It’s an ideal space for pets  and for you to enjoy outdoor activities. The nice deck area offers a perfect spot for barbecues or simply soaking up the calm atmosphere of the neighborhood. Also enjoy a large firepit for smores in the evening hours!

Situated within close proximity to Memorial Park, the location offers convenience with easy access to the boat launch, fishing pier,  playgrounds, basketball and scenic views—perfect for outdoor enthusiasts and families alike.

This rental home captures the essence of convenient and laid-back bayside living. Whether you're looking for a peaceful retreat or a cozy place close to amenities, Ms Kitty's Bayside Bungalow provides an excellent choice for individuals, couples, or small families. 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is dog friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. (No cats or certain dog breeds, please inquire.)

- 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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