A rare find — relax in the peaceful, private garden space.
Discover nearby landmarks
Walk to beach near Downtown Chincoteague
3 bedrooms2 bathroomsSleeps 8
Popular amenities
Kitchen
Washing machine
Air-conditioning
Charcoal barbecue
Deck or patio
Internet access
Explore the area
Chincoteague Island, VA
Chincoteague Channel
Place, Chincoteague Channel
8 min walk
beach near Downtown Chincoteague
Place, beach near Downtown Chincoteague
9 min walk
Robert N. Reed Downtown Waterfront Park
Place, Robert N. Reed Downtown Waterfront Park
2 min drive
Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
70 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
2 Single Beds
Bedroom 2
1 Queen Bed
Bedroom 2
1 Queen Bed
Common Area
1 Queen Bed
2 bathrooms
Bathroom 1
Towels provided · Bathtub or shower
Bathroom 2
Towels provided · Bathtub or shower
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
Dining area
About this property
Happy Pines by Seaside Vacations & Sales
Happy Pines - Refresh, Renew, & Reconnect
As you turn onto Pine Creek Drive, you will feel the hustle & bustle of the busy world melt away. Happy Pines is located near the end of this quiet street, nestled in a Pine Grove, and surrounded by beautiful trees and Beach Grasses. This lovely 3 Bedroom, 2 Bath Vacation Home is in THE perfect place - walking distance to the famous Carnival Grounds and everywhere you want to be, yet you will feel a million miles away. It is a wonderful combination of convenience and serenity. With a layout suitable for one family or two small families, this awesome home is definitely the place to be for your Chincoteague Island Vacation.
The warm and inviting Living Area with Gleaming Floors, Cozy Fireplace, Free WiFi, and huge Flat Screen Cable HDTV is a wonderful place to relax after a day of exploring the Beach and Assateague Island. Sink into the oversized, comfy furniture and share stories of the day's adventures and Wild Ponies. A wall of windows lets in glorious Natural Light and adds to the beauty of this Classic Home. Decorated with a Coastal Theme throughout, you will love the Local Art and pictures taken by the Owners themselves of their many beautiful Chincoteague Island memories.
Just around the corner, you will find Happy Pines has a large Dining Area that opens to the equally large Kitchen. There is seating for 6 at the Dining Table and 3 at the super-handy Breakfast Bar. The Kitchen is very well-stocked with all you need to make family meals a bay breeze. With rich Wood Cabinets, tons of Counter space, and every gadget you could possibly need, the Chef in your family will love cooking up some fresh Chincoteague Seafood here - or grilling some burgers on the Charcoal Grill! Not one to cook on vacation? No worries, you are a hop, skip, and jump away from many of our fabulous Local Restaurants. Just off the Dining Area is a spacious Screened-in Porch with comfortable furniture and Ceiling Fan overlooking the secluded Backyard. Just imagine relaxing here with your morning coffee and taking in that salty, sweet air. Wander upstairs to the Rooftop Deck and you will wonder why you never noticed how many stars really are in the sky.
Happy Pines has 3 Roomy Bedrooms and 2 Full Baths. The Master Bedroom, adorned in Nautical Navy and Sandy tones, has a Queen Bed and Flat Screen Cable TV. The Master Bath is delightful with Beachy Blue Walls, a large Walk-in Shower, and a window to let in those sea breezes and natural light. Bedroom 2 has a Queen Bed and is accented with colors of Fresh Lime and Navy Blue. Bedroom 3 features 2 Twins - a great room for the kids! A 2nd Full Bathroom with a Tub/Shower Combo is shared between these rooms. There is also a Queen Sleeper Sofa in the Living Area!
At Happy Pines, the Outdoor Living is as wonderful as the Indoor Living. The spacious and private Backyard is a great place to throw a Frisbee with the kids, play some Bocce Ball, or just chase Lightning Bugs. That is what this time is about, right? Relaxing, reconnecting, discovering, playing......ahhhh, the simple pleasures that are Chincoteague Island and Happy Pines.
Happy Pines - Relax. Unwind. Get in a Flip Flop state of mind.
Seaside Vacations does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honored. LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.
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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
On-site 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 that there is a smoke detector on the property
About the area
Chincoteague
Chincoteague is home to this holiday home. The area's natural beauty can be seen at Chincoteague National Wildlife Refuge and Chesapeake Forest - Dunn Swamp Complex, while Museum of Chincoteague and Captain Timothy Hill House are cultural highlights. Maui Jack's Waterpark and Wallops Flight Facility are also worth visiting. Power boating, fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
beach near Downtown Chincoteague - 9 min walk - 0.8 km
Robert N. Reed Downtown Waterfront Park - 2 min drive - 1.4 km
beach near Down the Marsh - 2 min drive - 1.4 km
beach near Snotty Ridge - 2 min drive - 1.4 km
Getting around
Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 66 min drive
Restaurants
Island Creamery - 4 min drive
McDonald's - 6 min drive
Ropewalk - 16 min walk
Asian Express - 6 min drive
Teaguers - 4 min drive
Frequently asked questions
Is Happy Pines by Seaside Vacations & Sales pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Happy Pines by Seaside Vacations & Sales?
As of 25 July 2026, prices found for a 1-night stay for 2 adults at Happy Pines by Seaside Vacations & Sales on 27 Sept 2026 start from AU$1,334, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Happy Pines by Seaside Vacations & Sales?
Check-in begins at 4:00 PM.
What time is check-out at Happy Pines by Seaside Vacations & Sales?
Checkout is at 10:00 AM.
Where is Happy Pines by Seaside Vacations & Sales located?
Situated in Chincoteague, this holiday home is within 1 mi (2 km) of Chincoteague Channel and Chincoteague National Wildlife Refuge. Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark are also within 3 miles (5 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Everything was just as it was portrayed. We loved our stay here!
Jason S.
Stayed 2 nights in Jun 2026
Response from VrboOwner on 15 June 2026
Thanks so much for choosing to stay with Seaside Vacations, Jason! We're so glad to hear you enjoyed your time with us, and hope to have you back soon!
The house was nice and comfortable with all linens provided. The location is great - quiet spot, but you could walk to main street.
Gerta B.
Stayed 2 nights in Aug 2025
Response from VrboOwner on 16 Aug 2025
Hi Gerta – thank you for your review! We’re so glad you enjoyed the comfort of Happy Pines and its quiet yet convenient location close to Main Street. We’d love to host you again anytime! – Julia
This is a lovely place to stay with family! Very nice n private! We will definitely come back again! It has a lovely screened in back porch!!
Liz L.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 14 Sept 2022
Liz, WOW, thank you for the 5 Star review. We are happy you enjoyed the home and location. Yes, the screened porch is perfect. We hope you do come back and soon! Best, Lynn with Seaside Vacations
The house was perfect, tucked away on a small side street. Ideal for the children and super close to eveything we wanted to do. Would highly recommend to others and would galdly book again!]
Kody M.
Stayed 5 nights in Jul 2023
Response from VrboOwner on 8 Aug 2023
Thanks so much for choosing to stay with us, Kody! We hope to have you back soon!
The place was very pleasant—quiet and free from any noise. I even had the chance to photograph a rocket launch from NASA Wallops. The house was wonderful, and everything worked out perfectly
Pablo T.
Stayed 11 nights in Aug 2025
Response from VrboOwner on 25 Aug 2025
Thanks so much for choosing to stay with Seaside Vacations, Pablo! We're so glad you enjoyed your time at Happy Pines, and hope to have you back soon!
Best, Tim
Stayed here with a friend for a few days. Quiet and peaceful neighborhood - just what was needed. House was just as advertised and rental company was great to work with. I would stay here again and again!
Patricia S.
Stayed 3 nights in Jan 2023
Response from VrboOwner on 19 Feb 2023
Thanks so much for choosing to stay with us, Patricia! We're so glad you both enjoyed your stay, and hope to have you back soon! :)
Our stay was absolutely wonderful. The property was clean, the check in process super easy and we were even notified that the property was ready and we could check in early. Communication from management was awesome. I definitely will book and stay with these guys again. Thanks for an awesome time away.
Wanda T.
Stayed 2 nights in Jun 2025
Response from VrboOwner on 23 June 2025
We're so glad to hear you enjoyed your experience staying with Seaside Vacations, Wanda! Thanks for allowing us to be a small part of your island getaway. We hope to have you back soon!
Best, Tim
We loved our stay at the Happy Pines. It is tucked away at the end of a gravel road and provides solitude and opportunity to observe wildlife. There IS a microwave, even though it's not listed. We would definitely stay there again!
Stephen F.
Stayed 7 nights in Aug 2023
Response from VrboOwner on 25 Sept 2023
Thanks so much for choosing to stay with us, Stephen! We're so glad you enjoyed your stay, and hope to have you back soon! :)
This was the first time I have ever rented a house for a vacation and the experience was very positive. If I knew there were kayaks in the garage I would have stayed longer and enjoyed them too. It was a very positive experience.
Scott G.
Stayed 2 nights in Oct 2022
Response from VrboOwner on 10 Oct 2022
Thanks so much for choosing to stay with us, Scott! We're so glad to hear you enjoyed your visit, and hope to have you back soon! The kayaks will be waiting for you! :)
We needed to tread water for a week while moving across country. We enjoyed beach life, cycling and kick scooters around Chincoteague. Toms cove is a great sandy beach for boogie boarding.
Avi W.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 10 Aug 2024
Thanks so much for choosing to stay with Seaside, Avi! We're so glad you enjoyed your stay at Happy Pines and hope to have you back soon!
We can’t say enough good things about the Happy Pines. This is our second stay and it is clear that the owners are invested in the quality of the property. We only had to go out to the screened in porch to enjoy endless opportunities to observe wildlife. We will be back!
Stephen F.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 12 Aug 2024
We're so glad to hear you enjoyed your return to Happy Pines, Stephen! We're so glad you enjoyed your stay, and can't wait to have you back next year! :)
very good location the only think it really wasnt very clean. But we left it clean. The house is nice my husband said he would like to buy it.
Sue s.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 28 July 2023
We're so glad you enjoyed your stay, Sue and truly apologize for any cleaning concerns. We take great pride in that aspect of your process, and certainly wouldn't have minded sending someone back to touch up the home!
It was absolutely wonderful. Everyone enjoyed our trip and had a great time. It is definitely family friendly. We saw the deer out back. The screened porch was great and we used it all the time. The only thing I found to be not so good was the master bed. It needs a better mattress. But all in all we loved it and will be back some day. Thank you
verna s.
Stayed 3 nights in Sep 2025
Response from VrboOwner on 10 Sept 2025
Thanks so much for choosing to stay with us, Verna. We're so glad to hear you enjoyed your time at Happy Pines! Mattresses can be pretty subjective, but we'll be sure to have our inspectors check it out to ensure that all is well with it. We can't wait to have you back!
Best, Tim
The house is located on a very quiet street, with lots of nature around. The screened-in porch and the deck above above make you want to spend more time at the property, but there is so much to do on the island and nearby - biking, hiking, kayaking. or just hanging out on the beach. And at the end of October, it feels like you get the island to yourself, while the weather is still nice.
W L.
Stayed 4 nights in Oct 2022
Response from VrboOwner on 11 Nov 2022
W L, Thank you so much for the 5 star review. We agree, we could hang out there 24/7. October is a great time here! Please visit us again and soon! Best, Lynn with Seaside Vacations!
We were really happy with our short stay at Happy Pines. Great communication from the property manager and easy online check-in/check out.
The house was pretty clean aside from a bit of sand on the floors and in the beds/sofas which seems to be par for the course for beach houses. Appliances seemed to all work though we didn't make use of all of them since it was a short stay.
We really enjoyed the screened in porch and there was a double rainbow we were able to enjoy viewing from the rooftop deck the evening we checked in. We would definitely consider returning to Happy Pines in the future!
Lisa L.
Stayed 2 nights in Aug 2024
Response from VrboOwner on 9 Aug 2024
Thanks so much for choosing to stay with Seaside Vacations, Lisa! We're so glad your family enjoyed its stay at Happy Pines, and hope to have you back soon! :)
The house is very spacious and comfortable with a very nice screened in deck and the wildlife was entertaining in the yard. The house is in a very quiet section of town with no traffic. The only drawback was the bathroom which we thought the commode was very low and the type of shower door was a little inconvenient. Otherwise everything was great and we'll be back in the future.
Michael S.
Stayed 6 nights in May 2023
Response from VrboOwner on 24 June 2023
Michael, thank you so much, and hope to have y'all again!
Property was as described., not fancy but comfortable. House is located on a private quiet street, but a little off the beaten path. You need to drive to get to stores and restaurants. Nice rooftop deck and screened patio. There was a slight mildew smell upon entering the property but seemed to go away once we aired it out. Ants traps were visible and accessible to our 2 year old (put them up high and out of his reach). Kitchen pans need to be replaced. Enjoyed our 2 night stay.
Dan & Laurie D.
Stayed 2 nights in Apr 2023
Response from VrboOwner on 24 June 2023
I am glad you enjoyed your stay! I am happy to report that we have updated the cookware! So sorry about the ant traps - we would not leave those there, but it's possible a guest did. Thank you for staying with us.
Check in & out was easy, property is semi private and very quiet. A much appreciated perk was parking in the attached garage to avoid loading and unloading the car in a cloud of mosquitoes each day! This rental is nice and clean but basic. It would benefit from upgrades such as more comfortable beds and couches. Bring your own pillows and blankets to make yourself at home! Overall, it’s a nice space and location, and the roof deck is great for star gazing on clear nights. We enjoyed the screened in porch even though it wasn’t totally mosquito proof :) The porch ceiling fan did not work during our stay, no big deal. Upon checkout, I relayed this to the management company and they said they’d resolve this. They were very responsive and communicative. We had no issues.
abbey b.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 30 Sept 2022
Abbey, so glad you enjoyed the house! So sorry for the issue with the fan! Hope to have y'all again! Best, Elaine
Everything about the house was great except for the internet, which was slow and very intermittent. The host told us that there were Island wide outages and issues, but it was still disappointing that when it was available (at random times), the connection was still slow for something that was listed as hi-speed.
Andrew G.
Stayed 3 nights in Jun 2026
Response from VrboOwner on 27 June 2026
Thanks so much for choosing to stay with us, Andrew! We're so sorry about the internet issues you experienced during your stay. Spectrum did have some issues in the area both on the island and on the mainland that affected countless residents, visitors, and businesses, but this is not typical. We hope you were still able to enjoy your time on the island, and hope to have you back soon!
A lovely week! Don't forget kitchen towels if you aren't renting linens.
Jennifer B.
Stayed 7 nights in Aug 2020
Response from VrboOwner on 21 Aug 2020
Hi Jennifer! So happy you enjoyed Happy Pines - and the location is great - close enough to everything but far enough away to enjoy quiet time! :) We hope to see you guys next year!
Best, Lea Anna ~ Seaside Vacations
Place was clean and little off the main road witch offered a little bit of a relaxed environment. Would stay again
Tim H.
Stayed 7 nights in Aug 2020
Response from VrboOwner on 18 Aug 2020
Hi Tim! We are so happy you enjoyed Happy Pines! It is off the beaten path which makes for a quiet vacation! :) We hope to see you and your family again next summer! Best, Lea Anna ~ Seaside Vacations
About the host
Hosted by Seaside Vacations & Sales
Languages:
English
Premier Host
They consistently provide great experiences for their guests