You are here

Displaying 49 - 60 of 192 results matching your search criteria
Map View
List View

Compass Rose Retreat

3 Bedrooms
2 Baths
6 Guests
Cape Charles
Town & Country
Pool
Internet

Welcome to your next happy place in the heart of the Bay Creek community — Compass Bay Retreat! This charming three-bedroom, two-bathroom condo that's ready and waiting for you to arrive and start enjoying your best coastal vacation.

This gem sits in one of Virginia's Eastern Shore's most sought-after communities within Cape Charles, and honestly, it's easy to see why. Bay Creek is home to world-famous golf courses, sparkling pools, a fitness and life center, scenic walking trails, and private beaches. Yeah, you read that right — private beaches. Whether you're teeing off at sunrise, taking a sunset stroll along the shore, or just lounging poolside with a good book, there's never a shortage of ways to unwind here.

Inside, you'll find a comfortable layout with three bedrooms that give everyone their own space to spread out and relax. The primary bedroom is a peaceful retreat after long days spent exploring the shore, and the two full bathrooms keep morning routines running smoothly — even when the whole crew is getting ready at once.

The location is tough to beat. You're just a short drive from the Cape Charles Natural Area Preserve, perfect for nature lovers who enjoy birdwatching and hiking. Grocery runs are a breeze with Food Lion nearby, and the iconic Chesapeake Bay Bridge-Tunnel is within easy reach for those days when you want to explore beyond the shore.

This is the kind of place where weekdays feel like weekends and every evening ends with a golden sky over the bay. Don't let this one slip by - book your stay today!

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 require 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 with 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.

Porter's Barn

1 Bedroom
1 Bath
2 Guests
Mainland
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Internet
Outdoor Shower

Porter's Barn, where luxury meets seclusion on the water's edge...

There is a fanciful quality to this secluded property where nature's beauty and luxurious accommodations coexist in quiet harmony. Located on the banks of Holden's Creek, a headwater of the Chesapeake Bay and a 20-minute drive to the pristine white sand Atlantic beach on Assateague Island, Creek House Guest Cottages are private, convenient, and offer bespoke modern amenities. Explore life off the beaten path and take a true vacation. Whether you are kayaking or paddle boarding on the creek, sitting by the fire pit, biking down country roads or going to the beach, you will find plenty to do or enjoy doing nothing at all. The views of the creek are magical at any time of the day or night from inside your cottage or from any vantage point on the 3-acre property. The Cottages have been designed and decorated by a professional interior designer.

'Porter's Barn' 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! 

Shared amenities include: a gas grill, 20 ft. radius fire pit, 2 kayaks, a SUP, and 2 bicycles. There is a boat launch on the property and two docks (one floating). Linens and towels are provided.

Porter's Barn: 900 square ft. Full Kitchen and Laundry Room. Marble Bathroom. Sleeps 2 (Queen Bed). Outdoor Shower. Smart TV. WIFI

In addition to Porter's Barn, the compound is also home to two other luxurious dwellings: Hosta Cottage and Creek House. All combined, The Creek Compound will accommodate 18 with no parking problems. Please note that this listing is for Porter's Barn only; the other two homes - Creek House and Hosta Cottage - must be booked separately. A direct inquiry should be sent for special event pricing or if you wish to rent the entire compound.

- 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. Limitations: one dog only. No pets on the furniture, please.

- 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.

Salt & Pine

4 Bedrooms
2 Baths
8 Guests
Cape Charles
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Welcome to Salt & Pine, a beautiful 4-bedroom, 2-bath coastal retreat nestled in the heart of Historic Cape Charles. Just two short blocks from the beach, this charming home offers the perfect blend of small-town charm, modern comfort, and seaside relaxation. 

Spend your days strolling to the sandy shores of Cape Charles Beach, exploring local boutiques, enjoying fresh seafood at nearby restaurants, or simply relaxing on the porch and soaking in the laidback coastal atmosphere. With spacious living areas, comfortable accommodations for the family and friends, and all the conveniences of home, Salt & Pine is designed for making unforgettable memories. 

Whether you're planning a family vacation, a weekend getaway with friends, or a longer stay on Virginia's beautiful Eastern Shore, Salt & Pine places you within walking distance of everything that makes Cape Charles special-while providing a peaceful retreat to return to at the en of each day. 

Come experience the perfect combination of salt air, historic charm, and coastal comfort at Salt & Pine. 

- 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.

Diving Duck

5 Bedrooms
2 Baths & 1 Half
10 Guests
Captain's Cove
Waterfront
Pet Friendly
Boat Dock
Gas Grill
Pool
Hot Tub
Internet
Outdoor Shower

If you're looking for the complete vacation package, look no further! This 5 bedroom home features a spacious open floor plan with wall-to-wall sliding doors and windows, allowing natural light to permeate throughout the home. Downstairs you'll find the living room and great room with access to the waterside deck, a large dining area, kitchen with all the counter space you'd ever need, a half bathroom, and the master bedroom with private bath (with custom tile shower and soaking tub). Upstairs features a landing area with sofa and foosball table, 4 more bedrooms and another full bathroom. Aptly named, 'Diving Duck' is the perfect spot for watching the ducks and wildlife pitch in the bay just out the back door. There's even a floating dock perfect for launching canoes and kayaks! And as if all of that is not enough, the Captains Cove community features swimming pools (2 outdoor, 1 indoor), a fitness center, marina club restaurant and 9-hole golf course. (Fee applies for usage of community amenities.) This rental home is approximately 20 minutes to Chincoteague/Assateague Island (the beach) and 30 minutes to Ocean City, MD (beach & boardwalk attractions). What more could you ask for? Book your stay at 'Diving Duck' today! Additional game room with wet bar and pool table, and a private hot tub. All of this in addition to interior updates and renovations!

- 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.

- Community amenities require passes for an additional fee. Although the rental home can accommodate up to 10 guests, only 8 guests are permitted to use the community amenities (pool, etc.) at a time.

- 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. 

 

Junxtion

4 Bedrooms
3 Baths
10 Guests
Cape Charles
Charcoal Grill
Internet
Outdoor Shower

Introducing a captivating vacation home within the charming environment of Cape Charles, VA. This expansive four-bedroom, three-bathroom residence offers a unique blend of classic charm and modern elegance, recently transformed from a duplex into a single, large family home. Situated on a generous corner lot, this property provides ample street parking suitable for boat trailers and features delightful outdoor amenities including a shower, deck, fire pit, grill, and a spacious front porch.

The interior is a testament to meticulous craftsmanship and design. The open-plan first floor anchors the home with a grand gourmet kitchen, fully outfitted with all essential appliances and perfect for culinary enthusiasts. Adjacent to the kitchen, the dining area comfortably seats ten, complemented by a cozy coffee corner and a musical nook equipped with a guitar and microphone—inviting impromptu jam sessions.

Venture further to discover double French doors that reveal an ultra-cool TV room adorned with a personal vinyl collection. A convenient laundry and bathroom complete this level. The second floor boasts two queen-sized bedrooms and a thoughtfully appointed study. Enjoy the comfort of a large California king bedroom, designed with luxurious seating to provide a haven of relaxation.

The home’s crown jewel is the third-floor primary bedroom suite, which includes one king bed, two twin beds, and a sofa bed. A full bath features a large shower and a double slipper Victorian bath, enhancing the spa-like atmosphere. Blackout blinds in all bedrooms ensure a restful night's sleep.

This home is located within walking distance of the pristine Cape Charles Beachfront and a short stroll from the historical delights of the Cape Charles Historic District. Commuting is made easy with proximity to the Chesapeake Bay Bridge-Tunnel. Offering more than just a place to stay, this property encapsulates a meticulously curated lifestyle, infusing a London chic with the serene backdrop of historic Cape Charles. Experience the culmination of a decade’s worth of dedication and a heartfelt invitation to make lasting memories in what can truly be called a dream home.

Special Notes:

PET FRIENDLY (with fee). Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Linens and towels are included with your reservation.

- No smoking is 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.

Charlie's Cove

3 Bedrooms
2 Baths
8 Guests
Chincoteague Island
Pet Friendly
Internet

Charlie's Cove is waiting to accommodate you and your guests! Conveniently located on Ridge Road in the middle of Chincoteague Island, you will find yourself immersed in complete comfort. Upon stepping through the door you are greeted by the simple, yet welcoming décor. An oversized couch is sure to relax you after a long day in the sand, cuddle up and watch a movie or play a board game! Charlie's Cove has it all... The kitchen is perfectly designed, offering an abundance of place for the cook in your family to prepare meals. There is a private den if you'd like to spend some quiet time away from the group. This home offers 3 large bedrooms - the primary features a Queen bed and en suite bathroom with large soaking tub and stand-alone shower. The second bedroom features another Queen bed, while the third bedroom has 2 Twin beds. Bring your furry friend to run in the fenced in yard - Charlie's Cove is pet friendly!  

**While this home will accommodate up to 8 guests, there is only sleeping space for 6 (2 Queen beds and 2 Twin beds). Please feel free to bring an air mattress or cot. 

- 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.

All Done

3 Bedrooms
3 Baths & 1 Half
8 Guests
Chincoteague Island
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 included with your reservation.

- 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.

Cheriton Loft

1 Bedroom
1 Bath
3 Guests
Cape Charles
Internet

Coastal Living Made Simple in This Delightful Loft Retreat! Sometimes the best things in life come in perfectly sized packages, and this charming upper-level loft apartment is no exception. Nestled on the outskirts of the beloved town of Cape Charles, this open-concept, studio-style, one-bathroom rental offers an inviting blend of character, comfort, and convenience that is difficult to resist.

Step inside and immediately notice the bright, airy atmosphere that fills every corner of this thoughtfully designed space. The loft-style layout creates an open and welcoming environment, while the fun and tasteful decor adds a layer of personality that transforms this apartment from a simple rental into a genuine retreat. Natural light pours through the windows, enhancing the cheerful ambiance and making every day feel like a vacation.

The living area features a comfortable sofa bed, allowing the space to accommodate up to three guests with ease. Whether you are settling in for a quiet evening or hosting a friend for the weekend, the layout adapts effortlessly to your needs. The bedroom and bathroom provide a private sanctuary for rest and relaxation after long days spent exploring the Eastern Shore.

Location is where this property truly shines. The Cape Charles Beachfront is just a short drive away, offering sandy shores and spectacular sunsets over the Chesapeake Bay. Daily conveniences are equally accessible, with grocery shopping and local dining options located nearby. For those with a sense of adventure, the iconic Chesapeake Bay Bridge-Tunnel provides a gateway to the greater Hampton Roads region.

This affordable coastal gem books quickly! For more space, check out the sister unit downstairs - "Mermaid Hideaway". Come and discover the laid-back lifestyle that awaits you at this charming vacation spot!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets are permitted on the premises for an additional fee of $150 per pet, two pets 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.

Isla Villa

3 Bedrooms
2 Baths
8 Guests
Cape Charles
Water Access
Gas Grill
Pool
Internet

Welcome to your dream coastal retreat in the sought-after Bay Creek Resort community! This charming three-bedroom, two-bath condo offers the perfect blend of comfort and convenience for your next vacation by the bay.

Step inside to discover a well-designed living space that's ready for you to call home. The primary bedroom provides a peaceful sanctuary, while two additional bedrooms offer plenty of space for family or guests. Your stay includes a top-of-the-line golf cart, perfect for cruising to the beach, exploring local shops, or heading out to dinner in style. Embrace the laid-back coastal lifestyle — glide through the neighborhood or take a scenic ride into historic downtown Cape Charles, where small-town charm meets seaside elegance.

Bay Creek Resort surrounds you with amenities that make every day feel like vacation. Take a refreshing dip in one of the multiple community pools, maintain your wellness routine in the fitness room, or explore the natural beauty of the preserve's walking trails. Nature lovers will appreciate the preserved areas throughout the community, offering peaceful spots for bird watching or simply unwinding after a busy day. The community beach access lets you enjoy sand and surf whenever the mood strikes. The famous Cape Charles public beach is just minutes away, perfect for afternoon strolls or catching spectacular sunsets over the Chesapeake Bay. The townhome's location puts you right in the sweet spot – close enough to enjoy all the action but positioned for peaceful living. 

Whether you're looking for a summer spot or an off-season getaway, this townhome offers the ideal setting for your coastal lifestyle. With its pristine condition and perfect location, this home is ready to welcome you to the relaxed pace of bay living. Don't miss this opportunity to embrace the Bay Creek lifestyle – where resort amenities meet small-town charm in one of Virginia's most delightful coastal communities.

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 with 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, paddle boarding, beach yoga, kid's camps & more. 

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

     *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.

Marsh Point

2 Bedrooms
2 Baths & 1 Half
8 Guests
Chincoteague Island
Water Access
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Located just off of Ridge Road on the southern portion of the island, you'll find Marsh Point. A two bedroom, two and a half bath townhome unit with (shared) dock access. A lovely screened in porch dining area for cooking up the crabs you'll catch right off the dock and enjoying with family and friends, you're sure to be comfortable here! On the ground floor you'll find the comfortable living area with plush new furniture, a fully-equipped galley-style kitchen (electric range, refrigerator, dishwasher, microwave), a dining area with table, a utility closet with a washer and dryer, and a half bath/powder room in the hallway. Upstairs you'll find the bedrooms - a master suite with queen bed and a full bath. The other bedroom upstairs boasts a balcony with a beautiful view of the salt marsh below. For sleeping arrangements you'll find a bunk (a full on the bottom and a twin on top - always fun fighting over who gets that one!). Another twin is also located in the second bedroom as well. A full bath is located in the hallway upstairs. If you look to the grassy grove across the street you'll be looking at the location of the former Beebe Ranch, home of Misty of Chincoteague. You can almost see the little pinto paint filly frolicking through the paddock. Sit on the bench at the end of the dock with a cocktail or a cup of coffee at sunset and feel the cool island breezes coming off of the inlet and Curtis Merritt Harbor, just a little further down the road. Ride into town to get a bite to eat, or grab a few ingredients at one of our local seafood markets (a wonderful fishmonger and lobster lady lives just across the street) to make something easy at home. No matter what you decide, make a point to enjoy yourself at Marsh Point.

- 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.

Conch Shell

3 Bedrooms
1 Bath
6 Guests
Chincoteague 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 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. 

- 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.

Delmarva

1 Bedroom
1 Bath
2 Guests
Cape Charles
Pet Friendly
Internet

Nestled in the heart of historic Cape Charles, this exquisite one-bedroom condominium embodies coastal living at its finest. This newly constructed residence represents the pinnacle of architectural refinement, where simplicity meets sophistication in a harmonious blend of form and function.

Step into a meticulously designed living space where each detail has been thoughtfully curated. The living room features a fireplace and large TV, while the bedroom showcases a sumptuous king-sized bed, large TV and private balcony overlooking downtown - all complemented by a custom bathroom featuring splendid tile work. Truly a sanctuary of tranquility after a day of bayside adventures.

What truly distinguishes this property is its coveted upper-level position, affording the most captivating vistas of both the charming downtown area and the magnificent Chesapeake Bay beyond. As the golden light of sunset bathes the water in amber hues, you'll appreciate the privileged perspective this elevation provides.

The crown jewel of this condo is undoubtedly the rooftop terrace — an oasis where you can sip morning coffee or evening cocktails while overlooking the shimmering waters. The full wet bar sheltered beneath an elegant pergola makes entertaining a delight rather than a duty. One might say it's the perfect spot to raise a glass to coastal living without raising your stress levels!

The unparalleled location places you mere steps from Cape Charles' most coveted attractions. Stroll to boutique shops where local artisans display their crafts, savor culinary delights at nearby restaurants, or indulge in handcrafted spirits at Cape Charles Distillery. For sweeter cravings, premium ice cream awaits just around the corner.

The pristine beach, with its gentle waves and golden sands, lies just a few blocks away. No need to concern yourself with traffic. Similarly, the picturesque harbor invites leisurely promenades as boats gently rock against the backdrop of a painted sky.

This remarkable vacation home doesn't merely offer accommodations; it presents a lifestyle where luxury meets location in perfect equilibrium. Come and see for yourself!

PLEASE NOTE: 'Delmarva' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly with an additional fee of $150.  All pets must be disclosed prior to arrival. Only 1 small dog is permitted, less than 50 lbs. 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.

Pages