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3 Bedrooms
2 Bathrooms
Max. 6 Guests
Waterfront

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3300 Main Street Chincoteague Island, VA, 23336

Location Area

South Main

Why Choose Chincoteague Resort Vacations?

  • Family owned & operated for over 20 years!
  • Two LOCAL office locations to serve you!
  • Friendly & knowledgable year-round staff!
  • Guest-friendly, flexible cancellation policy!
  • 24/7 After-hours support and emergency service!
  • Thorough cleaning and inspection prior to each arrival!

Save with us - Freebies with each stay!

  • Free Contactless Check-In
  • Free Keyless Entry
  • Free WIFI
  • Free Payment Plans
  • Free Starter Guest Amenity Bag
  • Free Guest Hospitality App with Local Recommendations & Info

Description

Private pier with boat docking, Waterfront, Pet friendly, Internet, A/C, Fireplace, Charcoal grill. Vintage charm with all  modern comforts!

Welcome to your new favorite island getaway! This charming Victorian cottage on Chincoteague's popular South Main Street offers the perfect blend of traditional character and modern comfort. With 3 bedrooms and 2 bathrooms, there's plenty of space for family and friends to unwind after a day of island exploring and adventures.

Step onto the open front porch and prepare to be amazed — breathtaking bayside sunsets await you nearly every evening. Pour yourself something refreshing, kick back in a rocking chair, and watch as the sky transforms into a canvas of orange and pink hues over Chincoteague Bay.

One of this home's standout features is the private pier extending directly into the bay, complete with boat dockage capabilities. Imagine morning fishing sessions, dropping a crab line to try your hand at catching dinner, or evening cruises right from your rental home! No need to haul your boat to a public launch — your nautical adventures begin here.

Traveling with 4-legged family members? No problem here - 'Almost Heaven' welcomes your pet(s)!

Location? Simply perfect. You're just minutes from downtown's delightful shops, restaurants, and even the downtown movie theater. Grocery runs are a breeze with Island Foods just a short drive away. For summer fun, Maui Jack's Waterpark is nearby, and the stunning Assateague Beach is waiting to capture vacation memories, and for your footprints in the sand.

The primary bedroom on the first floor offers a peaceful retreat after long days exploring island trails or collecting seashells. The second floor features two more bedrooms and a full bathroom (shower only). This isn't just a rental — it's your ticket to the relaxed island lifestyle you've been dreaming about. Make it your "home away from home'... at the beach!

- 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.

Amenities

Amenities

  • Air Conditioning
  • Cable/satellite TV
  • Dryer
  • Fireplace
  • Heating
  • Internet
  • Linens provided
  • Towels provided
  • Washer
  • Hair Dryer
  • Fishing
  • Water View
  • Waterfront
  • Enhanced Cleaning Practices
  • Self Check In / Check Out
  • Decked area
  • Pets allowed
  • Smoking Not Allowed
  • Street Parking
  • DVD player
  • Coffee Maker
  • Dishwasher
  • Microwave
  • Toaster
  • Patio
  • Boat Dock
  • Charcoal Grill

Room Details

Bedroom 1
1 Queen
Bedroom 2
1 Double
Bedroom 3
2 Twin Single

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Reviews

Average

:
4.6667
(36 Reviews)

"Home away from home"

5
It was amazingly clean when we walked in. Smelled nice and clean. No damp smell. Love the updates. A couple of times I forgot where I was! Very Homey and comfortable. Great view. Kitchen VERY well stocked. Has everything you need! The only thing that could be better was the water pressure in the showers. My complements to the owners! A great place for our family to meet every year!
- on2025-06-17

"Really enjoyed it!"

5
Really enjoyed our stay here! Cozy house with all the essentials we needed. Kitchen was well-equipped and the place was nice and clean. We watched sunsets from the living room each evening - a great way to end the day. The private dock would have been perfect for launching our paddle boards. We’ll bring them next time. The property manager was responsive when we texted a question. Would definitely recommend for a relaxing getaway.
- on2025-04-13

"Stay"

4
Lovely home, beautiful views and sunsets thank you for the gifts. We had a wonderful stay with our friends.
- on2024-12-02

"IT WAS ALMOST HEAVEN"

4
The location could not have been any better. It was perfect for the Pony Swim, but would be perfect for any get a way - so relaxing. The porch, the dock, the view, and the household furniture/beds, etc... met our families needs perfectly. We would like to come back!
- on2024-07-29

"Truly Almost Heaven!"

5
This house has everything you could need for a perfect beach vacation. Great location, excellent amenities. We had a great time and the dog loved it too.
- on2024-06-22

"Love this home!"

5
This has become our home away from home! Sunsets are spectacular!
- on2024-04-16

"Very Good"

4
We loved our stay at "Almost Heaven." Here are a few modest suggestions that would really enhance the experience. First, consider a suction-type safety bar in the second floor bathroom. The fiberglass bottom gets pretty slick for us seniors. Same with the throw rugs in the front and side doors that may contribute to the decor but not so much to the safety of the entrance. Again "Almost Heaven" was all that and more. Sitting on the couch in the living rooom and simply watching the sunset was a daily treat. We would recommend. Cheers,
- on2023-09-17

"ALMOST HEAVEN"

5
LOCTION AND HOUSE WERE PERFECT. ENJOYED LOOKING AT ALL THE GREAT PHOTOS AND ARTWORK INSIDE AS WELL AS THE BEAUTIFUL SUNSETS. VERY NICE FLOWERS ALTHOUGH THE GRASS NEEDED TO BE CUT AT THE HOUSE AND AT THE DOCK. WE ALREADY PLAN ON STAYING HERE AGAIN NEXT YEAR.
- on2023-05-12

"Chincoteague familiar nest"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
As with earlier rentals of this property (“Allmost Heaven”) over the years, this visit was peaceful and rest-filled. Sunsets from the porch were as magical as ever. And the comfortable (and neat) facilities were appreciated.
- from Washington, DC US on2022-11-04

"fabulous as usual"

5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4
We have been renting Almost Heaven for our family vacation for years. It is the perfect location, reasonably priced and the sunsets are amazing. We love the dock to fish and relax.
- from Manassas, VA United States on2022-09-24
We look forward to seeing you next year! :)

"Family vacay"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Very nice older home with all of the comforts needed for a home away from home.
- from Walkersville , MD United States on2022-07-12
Thank you for staying with us Melissa! :)

"Wonderful Place to Hibernate for the Winter"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Spectacular Sunsets, warm, comfortable and well equipped.
- from PINEHURST, NC United States on2022-01-30
Thank you so much for your kind review. We are glad you enjoyed your stay and look forward to the opportunity to host you again in the future!

"Wonderful Place to Hibernate for the Winter"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Spectacular Sunsets, warm, comfortable and well equipped.
- from United States on2022-01-30
Thank you so much for your kind review. We are glad you enjoyed your stay and look forward to the opportunity to host you again in the future!

"Truly Almost Heaven"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We have rented this house for years and have always been happy there. The Island has always been our peaceful place. Need to get the ants out of kitchen though.
- from Johnstown, PA United States on2021-10-24
Hi Stephen! Thank you for staying with us year after year! :)

"Truly Almost Heaven"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We have rented this house for years and have always been happy there. The Island has always been our peaceful place. Need to get the ants out of kitchen though.
- from Johnstown, PA United States on2021-10-24
Hi Stephen! Thank you for staying with us year after year! :)

"We really enjoy this home!"

5
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4
We have booked for the past two years and will book again! The only draw pantry to store dry goods and lots of knick knacks/books lying around. Kudos to the housekeeper! Thanks for the new bed in the master bedroom! Whoever stays after us gets a dog bed, we left ours behind!
- from Glen Burnie, MD United States on2021-10-17
Hi Kim! Thank you for staying with us at Almost Heaven! We hope to have y'all back again soon! :)

"Serenity"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Upon arrival the water was beautiful. The shops on Main Street reminded me of being in a downtown setting. Approaching Almost Heaven (the house) was gorgeous. The inside of the home was just as beautiful as the view of the water from the front door. The queen bed on the first floor was so comfortable it was hard getting out of bed. There were a lot of just a few more minutes. The location of the house was perfect everything we needed was just a few minutes away by car. So many great memories and I will definitely be back.
- from York, PA United States on2021-09-22

"My Happy Place"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
This is the 4th time I've rented Almost Heaven and it's still my favorite vacation destination. On the water, pet friendly, clean, and in a great location, this house has become a place where I can relax and enjoy nature. I spent most of my week on a bicycle and in a kayak. I highly recommend Almost Heaven and Chincoteague.
- from New Paltz, NY United States on2021-09-13

"The dock is great"

3
Services from rental manager
5
Cleanliness
3
Location
5
Property condition
3
The rental was older and that would have been okay but the master bedroom had a strong urine smell maybe from pets before us? It was worse on the days it rained. The whole house had a musty odor. The master sink has no water pressure beware. And the rental housekeeping didn't clean one room upstairs at all and the former renters left fingernail cuttings all over the rug. The queen bed frame broke and had to be fixed and you could see where it had been repaired before. The dock is a great plus as is the view from the house.
- from VALATIE, NY United States on2021-08-31

"Always great"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
16 years and counting at this little house and it's always a great time crabbing on the dock, sitting on the porch and relaxing by the channel.
- from Leesburg, VA United States on2021-07-20

"Always great"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
16 years and counting at this little house and it's always a great time crabbing on the dock, sitting on the porch and relaxing by the channel.
- from Leesburg, VA United States on2021-07-20

"Generally good"

4
Services from rental manager
5
Cleanliness
5
Location
3
Property condition
5
Did not realize from the photo that young children would have to cross a major road to get to the water/pier and would not rent it again. Perhaps my fault at not reading the description carefully enough. Perfectly ok for older children or adults.
- from Chevy Chase, MD United States on2021-07-06

"Generally good"

4
Services from rental manager
5
Cleanliness
5
Location
3
Property condition
5
Did not realize from the photo that young children would have to cross a major road to get to the water/pier and would not rent it again. Perhaps my fault at not reading the description carefully enough. Perfectly ok for older children or adults.
- from Chevy Chase, MD United States on2021-07-06

"Almost Heaven...Absolutely "

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Almost Heaven is the perfect name for this house! It was so charming & cozy inside. An older home which has been updated inside made for a super comfy feel.The house smelled great & was very clean upon entry. Absolutely loved all the artwork & photos in the house. The home was well stocked too, from beach chairs to spices, which is a huge plus when renting a home.Perfect amount of yard outside & the front porch was perfect for early morning coffee & watching the incredible sunsets.The only thing that could be better was the downstairs queen bed. The bed was pretty rough.New bedframe & mattress would make it absolutely perfect. My mom stayed in the the second floor queen bed & thought it was super comfy.Overall, this is a great house. Close to everything & the views are phenomenal!We even got to witness the NASA launch of a rocket front our front yard! We will definitely be staying here again!Thanks
- from QUAKERTOWN, PA United States on2021-05-24

"Clean and good location"

4
Services from rental manager
5
Cleanliness
4
Location
4
Property condition
3
I would recommend the property based on everything but the mattresses. In particular the queen-size in the master BR was not supportive at all — my husband and I had to sleep in different rooms due to this issue. The upstairs beds were way too hard. So if it’s for a person that these don’t matter, then I would recommend. We contacted the office and the owner was going to put a board under the queen mattress, which apparently wasn’t done.
- from Chambersburg, PA United States on2021-05-17

"Almost Heaven"

5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
very good experience
- from Chesterfield, VA United States on2021-04-12

"August 2016 Stay"

5
Experience Rating
5
Property Rating
5
Value Rating
5
we loved the trip. This is are fourth stay at this house. We thoroughly enjoy our stay.
- from manassas on2021-01-18

"October 2020 Stay"

4
Experience Rating
5
Property Rating
4
Value Rating
4
Wonderful house with a very handy dock for fishing! Had great weather, warmer than usual for October, and enjoyed the very clean, well-stocked home. Only thing that kept us from giving it 5 stars is the bedding queen mattress very unsupportive, and upstairs beds were too hard. We would love to stay here again, especially if the main BR mattress is updated. Perfect location!
- from Chambersburg on2020-10-26

"September 2020 Stay"

5
Experience Rating
5
Property Rating
5
Value Rating
5
Great home to stay in! Lots of character, kitchen stocked with everything you need. The upgrades are looking good! We hope to be able to book this home next year!
- from Glen Burnie on2020-09-27

"August 2019 Stay"

5
Experience Rating
5
Property Rating
5
Value Rating
5
Our first time renting a house on the island. Usually we rent a cottage at inlet view but this year we wanted to have our dog with us. Booking the house and any questions i had were answered swiftly via email. Check in/out was so easy and i appreciated that due to having our dog. The house was clean and had a fully stocked kitchen of pots/pans/utensils/plate settings/mixing bowls, coffee pot, toaster oven, etc. We only utilized the downstairs but the house is very spacious for a group of people. We enjoyed the dock and front porch sitting area. Some areas of the house has an older feel but its really homey. I didnt search through closets until a few days in when i was looking for a broom or vacuum and i found a supply of beach chairs and umbrellas with a note saying it was okay to use. I felt that was really generous! It is on a main road so those with kids or animals should be weary of that. We felt really comfortable here and will try to rent again for the future.
- from Sewell, NJ on2019-09-24

"August 2016 Stay"

5
Experience Rating
5
Property Rating
5
Value Rating
5
we loved the trip. This is are fourth stay at this house. We thoroughly enjoy our stay.
- from Manassas on2019-06-11

"October 2018 Stay"

5
Experience Rating
5
Property Rating
5
Value Rating
5
This is our fourth visit to Chincoteague Island and have prolonged our stay the last two years to two weeks (which is still not enough) It is a wonderful Island, very relaxing. We always rent Almost Heaven. From the first time we rented it, it just had a warm, cozy feel of times gone by. Our son and his family have rented the same house and felt the same. Thank the owners for sharing. This house is one of the reasons we return each year. Also, we thank all of you for being so helpful. Especially this year when we had to evacuate in Sept, very kind to offer us our days in October. Very much appreciated.
- from Johnstown on2019-06-11

"November 2017 Stay"

4
Experience Rating
4
Property Rating
4
Value Rating
4
Cute, quiet, cozy house with a great view, close to everything. Great for the family. The only negative thing that I would have to say is the main matress was worn out and not too comfy. Everything else was great. Kitchen was stocked with cooking utensils, pots, pans, coffee, tea, sugar, etc so it was great for a forgetful person like me. We went on a super cold weekend and the home heated up very quickly.
- from Silver Spring on2019-06-11

"July 2018 Stay"

4
Experience Rating
5
Property Rating
4
Value Rating
5
House is very nice. Perfect for a small family. The porch is mice for sitting and morning coffee.
- from Wrightstown on2019-06-11

"August 2018 Stay"

4
Experience Rating
4
Property Rating
4
Value Rating
4
Lovely little house - very comfortable. We felt right at home. We enjoyed sitting out on the porch and watching the water. The kitchen was a great size for us with plenty of counter space. We also very much liked that we had access to the dock for crabbing and fishing.
- from Hillsborough on2019-06-11

"Perfect pet-friendly little house in a wonderful location!"

5
We have been to Chincoteague Island many times and have always stayed at various Chincoteague Resort vacation homes. Our favorite place was sold and we needed to find a new place. Almost Heaven was the one that was available, accepted dogs and was waterfront, so it matched our needs. We were afraid we wouldn't like it nearly as much as our former rental on Piney Island, but we loved it! The house was spotless (save for a few previous dog hairs which delighted our two corgis) and perfect for our family of five (well, 7 if you count the two corgis.) My husband loves to fish, so he was out of the dock early in the morning seeing what he could catch (not sure what he caught, but he definitely caught some fish.) The area is very nice - I enjoyed exploring all the little roads off Main Street with the dogs and chatting with the neighbors, both vacationers and residents. My mother-in-law enjoyed sitting on the porch and watching the world pass by. The two teenagers enjoyed the wifi (as well as fishing with dad, talking walks with the corgis and mom and chatting with their grandma.) All in all, a perfect vacation!One other thing that has nothing to do with the house, but with the management company. This is our 7th summer renting a place through Chincoteague Resort Realty. Every summer the process is absolutely smooth with friendly people on the phone and in person. This summer was the first time I needed to call regarding a problem in the house (the AC quit in the bedroom where my hubby and I stayed.) I am a woman of a certain age and AC is vital to my well-being. They sent somebody out within 1.5 hours with a new AC unit. I was thoroughly impressed. Good job, Chincoteague Resort!! Can't wait to come back :-)
- on2018-08-19

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