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Happy Pines by Seaside Vacations & Sales

Photo gallery for Happy Pines by Seaside Vacations & Sales

A kitchen with wooden cabinets, a granite countertop, a built-in oven, a refrigerator, and bar stools. - Happy Pines by Seaside Vacations & Sales (Chincoteague Island)
A covered outdoor deck with a glass table and chairs, a ceiling fan, and a wooden staircase leading to a deck area. - Happy Pines by Seaside Vacations & Sales (Chincoteague Island)
A living room with a blue sofa, a TV on a stand, a ceiling fan, and a large window with curtains. - Happy Pines by Seaside Vacations & Sales (Chincoteague Island)
A modern kitchen with wooden cabinets, a central island with stools, and a dining area with a table and chairs. - Happy Pines by Seaside Vacations & Sales (Chincoteague Island)
A bedroom with a bed, two bedside tables, a ceiling fan, and a painting on the wall. - Happy Pines by Seaside Vacations & Sales (Chincoteague Island)
Take advantage of a water park, a garden and laundry facilities at Happy Pines by Seaside Vacations & Sales. Stay connected with in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor space
  • Fireplace

Add dates for prices

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 Holiday 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 Holiday.

    The warm and inviting Living Area with Gleaming Floors, Cosy 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, tonnes 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 holiday? 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 colours 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 Holidays does not allow group rentals to guests under age 25. Therefore, online bookings for group rentals will not be honoured. LINENS INCLUDED, NO SMOKING, NO VAPING, NO PETS. FAMILIES ONLY AND MUST BE AT LEAST 25.

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About the area

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. Visit our Chincoteague travel guide
View more Holiday homes in Chincoteague
Map
Chincoteague Island, VA

What's nearby

  • A lake with a dock extending into it, surrounded by houses and greenery.
    Chincoteague Channel
    8 min walk - 0.7 km
  • 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
  • Woody's Beach BBQ
    5 min drive
  • Asian Express
    6 min drive

Frequently asked questions

Is Happy Pines by Seaside Vacations & Sales pet-friendly?

No, pets are not allowed at this property.

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 mile (2 km) of Chincoteague Channel, Robert N. Reed Downtown Waterfront Park and Chincoteague National Wildlife Refuge. Maui Jack's Waterpark and Museum of Chincoteague are also within 3 miles (5 km).

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Reviews

Happy Pines by Seaside Vacations & Sales Reviews

9.6

Exceptional

9.4

Cleanliness

9.6

Location
Rating 10 - Excellent. 29 out of 36 reviews
Rating 8 - Good. 5 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 1 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful vacation home!

Our family had a great time at Happy Pines! The house was spacious, clean, and comfortable with two incredible decks.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super close

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.
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy Pines lives up to its name

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!
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beach getaway

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.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

These Pines are Indeed Happy

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!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Chincoteague beach house!

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!
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was just as it was portrayed. We loved our stay here!
Stayed 2 nights in Jun 2026
Verified review

4/10 Poor

Liked: Check-in, communication, listing accuracy
Disliked: Cleanliness
The area and the house were pleasant but needed more cleaning especially the floors.. and also recommend proper inspection.. otherwise we enjoyed our short stay and will definitely return to Chincoteague in the future..
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was nice and comfortable with all linens provided. The location is great - quiet spot, but you could walk to main street.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice n private!!! Perfect location!

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!!
Stayed 3 nights in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic house in a great location

Happy Pines is a nice home on a beautiful, quiet cul de sac. It is close to downtown and Chincoteague National Wildlife Refuge.
Stayed 2 nights in May 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family stay at Chincoteague

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!]
Stayed 5 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chincoteague for a few days

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!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Rocket from NASA Wallops from the backyard of the house
The moon from the backyard of the house
Deer in Wildlife Loop (very close)
Stayed 11 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip

Everything went well. Easy to deal with. Great location. Great trip. Would return.
Stayed 4 nights in Jun 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

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.
Stayed 2 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Nice place

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.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect island getaway

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.
Stayed 4 nights in Oct 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quick and Simple

The check in and checkout process was very easy and simple. No more waiting in line. Allows for more time with the family.
Stayed 7 nights in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 3 nights in Sep 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy Pine Stay

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.
Stayed 6 nights in May 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short vacay with Family

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.
Stayed 2 nights in Apr 2023
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location, listing accuracy

Garage parking!

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.
Stayed 7 nights in Aug 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Star gazing deck!

A lovely week! Don't forget kitchen towels if you aren't renting linens.
Stayed 7 nights in Aug 2020