Waterfront home with spectacular sunsets by Seaside Vacations & Sales | House in Chincoteague Island
5 Bedroom House in Chincoteague, Chincoteague Island
Ninety-five feet of private Chincoteague Bay shoreline. That's what's waiting in your backyard at Lookout on Main — along with a dock, a ladder, two kayaks, a canoe, crab pots, and front-row seats to the most spectacular sunsets on the island.
Set on South Main Street in one of Chincoteague's most coveted locations, this beautifully renovated 5-bedroom home is the kind of place families return to year after year. Floor-to-ceiling windows and soaring ceilings flood the living space with panoramic bay views, while the massive screened porch stretching across the back of the home was made for crab feasts, late-night conversations, and breezy summer evenings. After sunset, gather around the fire pit in Adirondack chairs and watch the stars come out over the water.
Inside, the home was designed for relaxing together without ever feeling crowded. The main living area offers sweeping water views from nearly every seat, comfortable gathering spaces, and fast WiFi if you need to check in with the outside world. Just off the living room, the entertainment room features a 70-inch TV with Blu-ray player and sound bar — perfect for movie nights after long beach days.
The open kitchen and dining area overlook the bay and are fully stocked for everything from pancake breakfasts to seafood dinners with the day’s catch. Prefer to leave the cooking to someone else? Main Street’s restaurants, ice cream shops, and local favorites — including J&B Subs — are all just a short stroll away.
Lookout on Main comfortably sleeps up to 10 guests across five bedrooms. Upstairs, the private primary suite features a king bed, waterfront balcony, and incredible bay views — the perfect spot for morning coffee or stargazing before bed.
Downstairs, a second family room gives everyone space to spread out. Bedroom 2 features a queen bed, Bedroom 3 has a twin bunk bed, Bedroom 4 offers two twin beds, and Bedroom 5 includes a twin-over-full pyramid bunk that kids are sure to claim first.
But the real magic of Lookout on Main happens outside. Spend your days kayaking from the backyard, crabbing off the dock, playing yard games on the waterfront lawn, or simply watching herons and egrets drift along the shoreline. End the evening with a glass of wine as the sun melts into the bay and the sky turns shades of orange and pink you won’t quite believe are real.
This is the kind of Chincoteague vacation people talk about all year long.
Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. We do NOT rent to party groups, high school groups, or bachelor-type parties.
Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations cannot be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation home owners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Waterfront home with spectacular sunsets by Seaside Vacations & Sales is located in Chincoteague. Waterfront home with spectacular sunsets by Seaside Vacations & Sales provides accommodation, featuring Barbecue/Outdoor Cooking, Air Conditioner, Security/Safety, among other amenities. This House features Barbecue/Outdoor Cooking, Air Conditioner, Security/Safety, to make your stay a comfortable one.
Waterfront home with spectacular sunsets by Seaside Vacations & Sales has 5 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Chincoteague has interesting places to visit. If you want to learn more about the House in Chincoteague, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Policies
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
Reviews
FAQ's
Is this Chincoteague house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Chincoteague house have a swimming pool?
No, this Chincoteague house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Chincoteague house?
Best-rates for the Chincoteague house starts from $635 per night with includes TV, Balcony/Terrace, Guest Services, Bedding/Linens, Internet, Barbecue/Outdoor Cooking, Air Conditioner, Security/Safety, Sports/Activities, Wellness Facilities, Kitchen, Fireplace/Heating, Entertainment, Child Friendly, Laundry, Parking with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Chincoteague house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Chincoteague house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Chincoteague house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Chincoteague house?
Based on the information reported by the owner or manager, the Chincoteague house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Chincoteague house?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
