Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
81 min drive
Room options
About the neighborhood
Chincoteague
Within a short walk of Chincoteague Channel, this vacation home is within a mile (2 km) of Robert N. Reed Downtown Waterfront Park. The vacation home includes a kitchen, a balcony, and a refrigerator.
Robert N. Reed Downtown Waterfront Park - 3 min drive - 1.1 miles
Maui Jack's Waterpark - 7 min drive - 2.6 miles
Museum of Chincoteague - 7 min drive - 2.4 miles
Chincoteague National Wildlife Refuge - 8 min drive - 2.8 miles
Assateague Point - 24 min drive - 6.2 miles
Getting around
Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 66 min drive
Restaurants
Island Creamery - 4 min drive
McDonald's - 7 min drive
Ropewalk - 16 min walk
Famous Pizza & Sub Shoppe - 6 min drive
Mister Whippy - 4 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Lookout on Main - Your Waterfront Wonderland!
Traveling - it leaves you speechless, then turns you into a storyteller…..
And oh, the stories that newly renovated ‘Lookout on Main’ has in store for you! This one-of-a-kind Dream Home is located on South Main Street, directly facing THE most amazing Chincoteague Sunsets you could imagine. And you want waterfront, you say? It doesn’t get much more waterfront than at this fantastic home! Lookout on Main’s huge backyard is perched right on the banks of the Chincoteague Bay - 95 wonderful feet of shoreline with both a Dock and a Ladder. You can easily launch your kayak, canoe, or paddleboard right from the Dock, or bring your water shoes and do some clamming! Two kayaks and a canoe will be waiting for you to enjoy, as a matter of fact, along with crab pots, 2 boogie boards, and 4 beach chairs. In the evening, gather around the Fire Pit, sink into an Adirondack, and share stories of the day’s adventures - it doesn’t get much better than this…..
You’ll love relaxing in the Living Area with Soaring Ceilings and floor to ceiling windows. The Wall of Windows lets in stunning Bay Views, right from the sofa. This is a lovely place to curl up with a good book, or catch up on some work with Free WiFi. Wander out the sliders to the huge Screened Porch which lines the back of the home. With a huge 10 person Outdoor Table, it’s the perfect place to enjoy some Local Crabs or the Fresh Catch of the Day - which hopefully you caught! Only steps away from the Living Area is the Family Room/Entertainment Room with a 70 inch Flat Screen TV with DVD/Blu-Ray Player and Sound Bar!
Lookout on Main has the perfect open layout for spending time with those who matter most without ever feeling crowded. The Kitchen and Dining Area are just off the Living Area and also offer lovely water views. The Kitchen is well-stocked with all you need to make mealtime a bay breeze - and talk about dining with a View! Not one to cook on Vacation? Wander down to Main Street for many dining options, or grab some J and B's famous subs - just a short stroll away.
Lookout on Main sleeps 10 more than comfortably in 5 Bedrooms. The Master Bedroom sits on the top floor with great views, a comfy King Bed, and even a Private Waterfront Balcony. Just imagine slipping out to stargaze while everyone else slumbers…..
Bedrooms 2 through 5 are located downstairs, along with yet another Family Room, where you will find Flat Screen Cable TV with Streaming capability. Bedroom 2 has a Queen Bed, Bedroom 3 has a Twin Bunkbed, Bedroom 4 has 2 Twins, and finally, Bedroom 5 has a Pyramid Bunk with Twin over Full - plenty of room for the whole gang!
Not that you’ll ever want to leave this phenomenal Vacation Home, but Lookout on Main is ALL about the experience - definitely Outdoor Living at its finest. The large, level waterfront backyard is perfect for yard games, gathering around the fire, all of your waterfront sports, or just chasing lightning bugs. Sip coffee and watch Herons and Egrets fish for their morning meal, and then enjoy a glass of Pinot as the sun sinks into the water.
Lookout on Main is a true Vacation Experience - Book your time in Paradise today!
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.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony, and there's space to spread out with 5 bedrooms. Guests can expect to find free WiFi and a TV with a DVD player. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
This property doesn't allow pets
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher and a smoke detector.
Property is also known as
Lookout on Main - Your Waterfront Wonderland! Chincoteague
164736
Frequently asked questions
What's there to do near this vacation home?
This vacation home is located in Chincoteague, a short 13-minute walk from Chincoteague Channel and also 17 minutes on foot from Robert N. Reed Downtown Waterfront Park. You'll also find Captain Timothy Hill House and Maui Jack's Waterpark within a short drive.
Is parking available on site at this vacation home?
No, there isn't parking at this vacation home.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What will couples enjoy most about a stay at Lookout on Main - Your Waterfront Wonderland!?
At this waterfront vacation home, amenities that appeal to couples include a kitchen, kitchens in some accommodations, as well as a garden.
Are there hot tubs at Lookout on Main - Your Waterfront Wonderland!?
No, there isn't a spa tub at this vacation home.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Does this vacation home have connecting rooms?
No, there aren't connecting rooms at this vacation home.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is about 29.7 mi away.
Are there rooms with balconies that I can book at Lookout on Main - Your Waterfront Wonderland!?
Yes, every accommodation at Lookout on Main - Your Waterfront Wonderland! comes with a balcony with some featuring water views.
Lookout on Main - Your Waterfront Wonderland! Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 12 out of 13 reviews
10 - Excellent
12
Rating 8 - Good. 1 out of 13 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 13 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 13 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 13 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Kathy B.
Apr 23, 2025
Liked: Cleanliness
Great Waterfront Wonderland
Seven of us (3 generation) stayed at Lookout on Main Easter week, 2025. The house was wonderful as described. The weather was cool, but we got to spend part of every day on the beach, with campfires several nights in the back yard. We used the host’s kayaks and beach chairs, which were very convenient. The kitchen was extensively stocked with equipment and spices, which made it easy to cook nice meals. We would love to stay here again!
Kathy B.
Stayed 7 nights in Apr 2025
10/10 Excellent
Bethany C.
May 22, 2024
Liked: Cleanliness
Lovely Getaway
Had a great 3 nights here with our large family. Very much enjoyed the screened in back porch, the fire pit and canoe and kayaks. Takes about 28 minutes to walk into a couple shops but everywhere is easy to drive to. Loved Amarin coffee shop! The Pearl restaurant and Ropewalk. 😊
Bethany C.
Stayed 3 nights in May 2024
10/10 Excellent
Linda E.
Oct 3, 2023
Liked: Cleanliness
Family getaway
We had 6 adults and 4 children, ages infant to 4. It was great to have so many bedrooms to accommodate everyone. We had to be very vigilant with safety as the stairs are open and a little one could fall through them. We blocked them at bottom so that worked for us. The view is beautiful and the house is very well equipped. We would stay here again.
Linda E.
Stayed 4 nights in Sep 2023
10/10 Excellent
ALYCIA K.
Aug 27, 2023
Liked: Cleanliness
Lookout on Main is perfect
Very nice location, easily accessible to everything the island has to offer. Large, clean and open spaces! Loved our stay and will be back next year!
ALYCIA K.
Stayed 7 nights in Aug 2023
10/10 Excellent
Kent G.
Jun 1, 2023
Liked: Cleanliness
Celebration of Life
Lookout on Main wrapped us in a warm, welcoming environment to share after the sudden death of our oldest brother. There was plenty of space for gathering both in and out with space for our individual private times as well. It was very healing.
Kent G.
Stayed 7 nights in May 2023
10/10 Excellent
Michelle B.
Apr 29, 2023
Liked: Cleanliness
Wonderful getaway
We loved this house and are looking forward to going back! Everything is as listed, the house is spacious and the views are amazing!!
Michelle B.
Stayed 3 nights in Apr 2023
10/10 Excellent
Victor H.
Oct 29, 2022
Liked: Cleanliness
Roomy and Centrally Located
Nice roomy home with plenty of amenities. Great location to everything. Easy and professional experience with Seaview!
Victor H.
Stayed 3 nights in Oct 2022
10/10 Excellent
Jackie K.
Oct 23, 2022
Liked: Cleanliness
Fall Getaway
This house was everything the listing said. It was much larger than we expected and very clean. The view was unbeatable. We would definitely stay here again.
Jackie K.
Stayed 2 nights in Oct 2022
10/10 Excellent
Jenny F.
Oct 17, 2022
Liked: Cleanliness
The location is stunning and the house was cozy and perfect
We highly recommend this property. Everything was easy and the house well stocked. It was cosy and cute. The house in right on the water and O won’t even try to describe the beautiful sunsets. Hope to come back and stay again!
Jenny F.
Stayed 2 nights in Oct 2022
10/10 Excellent
Wayne C.
Oct 2, 2022
Liked: Cleanliness
Amazing Getaway by the Water
Could not have asked for a more prefect vacation. With four kids under the age of 9 years old there were so many amenities at our fingertips… fishing from the backyard, playing ball, and canoeing. The house was beautiful and it was the perfect spot on the water. The communication with the host as superb. Would stay again!
Wayne C.
Stayed 3 nights in Sep 2022
8/10 Good
Verified traveler
Sep 21, 2022
Liked: Cleanliness
Could do better, by supplying inexpensive condiments
Nice property, a little older, but still a beautiful house, nice view over the bay, fun time fishing and kayaking from the back yard. Would be nice if they could supply some of the small inexpensive condiments.