Entire home

Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters

Photo gallery for Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters

A white two-story house with a central entrance, a chimney, and a porch with a bench.
A waterfront property with a dock extending into the water, a white building with a sign, and several boats.
A dock with several boats, including a sailboat and a motorboat, anchored in calm water.
A living room with a fireplace, wooden flooring, and patterned rugs.
A white porch with a railing, steps leading up to it, and a small garden area with flowers.

Reviews

9.0 out of 10
Wonderful

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Toys
  • Air conditioning
  • Pet-friendly
  • Refrigerator
  • Washer
  • Onsite parking available

Explore the area

View in a map
Newcastle, ME
  • Place, Frances Perkins Center
    ‪13 min walk‬
  • Place, Coastal Maine Botanical Gardens
    ‪24 min drive‬
  • Place, LL Bean Flagship Store
    ‪48 min drive‬
  • Airport, Augusta, ME (AUG-Augusta State)
    ‪48 min drive‬

Rooms & beds

5 bedrooms (sleeps 8)

Blue Room

1 Queen Bed

Child bedroom

1 Twin Bed

Green room

1 Double Bed

Red room

1 Double Bed

Spare bedroom

1 Double Bed

2 bathrooms, 1 half bathroom

Clawfoot Tub shower bathroom

Bathtub · Toilet · Shower only

Downstairs Powder Bathroom

Toilet

Master Bathroom

Toilet · Shower only

Spaces

Porch or lanai
Kitchen
Garden
Dining area

Add dates for prices

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About the neighborhood

Newcastle

Located in Newcastle, this vacation home is on a river. Wiscasset, Waterville and Farmington Railway Museum and Pemaquid Craft Co-op are local attractions and those in the mood for shopping can visit Damariscotta Farmer's Market and Boothbay Farmers' Market. The Boothbay Playhouse and Dolphin Mini Golf are also worth visiting. Enjoy the area's slopes with cross-country skiing, snowboarding, and skiing, and don't miss out on the snowmobiling.
View more Vacation Homes in NewcastleOpens in a new window
Map
Newcastle, ME

What's nearby

  • Frances Perkins Center - 13 min walk - 1.1 km
  • Coastal Maine Botanical Gardens - 24 min drive - 33.6 km
  • Bowdoin College - 36 min drive - 52.2 km
  • Samoset Resort Golf Course - 39 min drive - 56.8 km
  • LL Bean Flagship Store - 48 min drive - 73.1 km

Getting around

  • Wiscasset, ME (ISS) - 18 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Dunkin' - ‬2 min drive
  • ‪Oxbow Brewing Company - ‬9 min drive
  • ‪The Alna Store - ‬17 min drive
  • ‪Schooner Landing - ‬7 min walk

Frequently asked questions

Is Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters pet-friendly?

Yes, this property allows pets (limit 1 total) with a maximum weight of up to 20 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters?

As of Oct 29, 2026, prices found for a 1-night stay for 2 adults at Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters on May 1, 2027 start from $782, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters?

Check-in begins at 3:00 PM.

What time is check-out at Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters?

Check-out is at 11:00 AM.

Where is Enjoy the Pumpkin Festival w/ family & friends eating lobster dinners & oysters located?

Situated on a river, this vacation home is within 2 mi (3 km) of Frances Perkins Center, Jan Kilburn Watercolor Studio and Gallery, and Little Point. Whaleback Shell Midden State Historic Site and Damariscotta Lake are also within 3 mi (5 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 56 out of 84 reviews
Rating 8 - Good. 20 out of 84 reviews
Rating 6 - Okay. 4 out of 84 reviews
Rating 4 - Poor. 2 out of 84 reviews
Rating 2 - Terrible. 2 out of 84 reviews

9.4/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Bathrooms are marginal. Location is ideal.
Stayed 2 nights in Aug 2026
Response from VrboOwner on Sep 4, 2026
Robert and his family were great guests, very respectful, we plan on updating the shower area next spring
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A perfect home base for our family vacation. The Captain’s House is a wonderful old home on a beautiful dead end street - walking distance to downtown Damariscotta and easy access to Boothbay and Pemaquid. The owner, Melanie, was quick to respond and accommodating. We loved it!
Stayed 3 nights in Jun 2026
Response from VrboOwner on Sep 16, 2026
Michael and his family were wonderful guests, very respectful of the property and kept the the home nice and neat and tidy, very kind. We would be delighted to host them in the future
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was a beautiful example of Maine architecture and history. It was a real pleasure for us to share our trip within its walls. Thank you!!
Stayed 4 nights in May 2026
Response from VrboOwner on Jun 6, 2026
Brian and his family were wonderful guests, very respectful and super clean and tidy. We would be delighted to host them again. My property manager and cleaner give them 5✨✨✨✨✨
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such an enchanting neighborhood and the home was perfectly cozy.
Stayed 6 nights in Sep 2025
Verified review

10/10 Excellent

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

Comfortable and clean

Comfortable and clean. Great place to stay while birding the Maine coast
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The captain’s house is on a beautiful street full of stately old homes and just a 10 minute walk across the bridge to Damariscotta. The house is roomy and comfortable and has a gorgeous front porch where you can sit and watch the people passing by and look out over the river. We love it there. This is our fourth stay.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. We could walk to town. Stayed for a wedding that was 20 minutes away. Easy drive. Nice to all be together under one roof with our married kids and grandchildren.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

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

Lovely Home

We didn’t want to leave.
Stayed 2 nights in Jun 2025
Response from VrboOwner on Jul 3, 2025
Lin and her family were wonderful guests, very respectful and left the home very clean. We would be delighted to have them stay with us again.
Verified review

10/10 Excellent

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

Great family spot

Had a wonderful time. Easy walk into town. Plenty of space for everyone to stretch out.
Stayed 4 nights in Sep 2022
Response from VrboOwner on Sep 4, 2023
We look forward to hosting Kathleen again
Verified review

10/10 Excellent

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

Great location

Wonderful location. Walking distance to quaint town. Spacious historic home. Fantastic trip!
Stayed 35 nights in Jun 2019
Response from VrboOwner on Sep 4, 2023
Thanks for the kind words
Verified review

10/10 Excellent

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

A wonderful place to stay!

We stayed in this house for two weeks and really enjoyed it. It was well furnished, clean, close to town, a beautiful street and the perfect place for our family to spend our time. Our local contact was easy to reach and was very helpful. Can’t wait to come back!
Stayed 14 nights in Aug 2024
Verified review

10/10 Excellent

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

Amazing stay in a great location

We loved everything about this house! One of the bedrooms maybe would be more appropriate for a kid as there weren’t outlets and internet access wasn’t great. But this didn’t dim our enjoyment whatsoever. We had a great time lounging and relaxing on the porch and felt super close to everything. The town was beautiful and so many fun options. Highly recommend!
Stayed 4 nights in Jul 2025
Response from VrboOwner on Jul 18, 2025
We will be installing an outlet in this room. I recently went to the house and the speed of the internet access was fine. I will confirm with Spectrum.
Verified review

10/10 Excellent

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

Perfect

We were in town for a wedding and this house was perfect for our group of friends. Each room is very well appointed and beautifully decorated. The location is perfect for getting in and out of town. Thank you for a wonderful stay!
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

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

Anderson Bday

It was so nice to be next door to family to celebrate our uncle’s 90th birthday. We enjoyed staying in a house with a lot of history.
Stayed 5 nights in Oct 2024
Verified review

10/10 Excellent

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

Fourth of July

Gorgeous house. Comfortable accommodations. Easy walk into town - perfect for our group. Thank you!
Stayed 3 nights in Jul 2022
Response from VrboOwner on Sep 4, 2023
Seri is a wonderful guest and Lissette and I would be delighted to host her family again in the future
Verified review

10/10 Excellent

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

Great location!

Had a great time! House is right down the road from Damariscotta. Plenty of places to eat and shop within walking distance. Beach and lighthouse only 20 minutes away. House is stunning and very uniqiue. It has plenty of charm.
Stayed 4 nights in Aug 2022
Response from VrboOwner on Sep 4, 2023
We look forward to hosting Sean and his family again
Verified review

10/10 Excellent

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

Wedding weekend

We had a very nice and comfortable stay this past weekend. The house was ready and inviting fir when we arrived. The house was huge! Definitely enough space for everyone to spread out! Thank you!
Stayed 2 nights in Aug 2022
Response from VrboOwner on Sep 4, 2023
We enjoyed hosting Diana and her family and look forward to future visits
Verified review

10/10 Excellent

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

Perfect

We were attending a family event in Damariscotta and this home was perfect for our visit. On a beautiful, quiet street and and walking distance to downtown. Also close to other great midcoast Maine destinations like Camden, Pemaquid and Harpswell. The house is cozy with plenty of room and a very historic feel. The beds were comfortable and the wifi good, so no complaints from our a youg adult childern.
Stayed 4 nights in Jun 2022
Response from VrboOwner on Sep 4, 2023
Wonderful and respectful guests
Verified review

10/10 Excellent

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

Happy in Newcastle

Wonderful location - easy to walk to restaurants and quaint shops. Large home with 5 full/queen beds and at least a few new mattresses - very comfortable. No central air - window units in most bedrooms.
Stayed 4 nights in Jul 2022
Response from VrboOwner on Sep 4, 2023
We enjoyed having Caral and her family. We will continue to add AC to additional areas.
Verified review

10/10 Excellent

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

Wonderful older house

Nice stay, plenty of room for everyone. The house was nice. There are quirks, like the layout and floors that are a little uneven, but that's expected in an older home. The hot water faucet in the upstairs bathroom should be looked at as it was lose. Overall we were very happy and would stay again.
Stayed 4 nights in Sep 2023
Response from VrboOwner on Sep 18, 2023
The home is very old and will have plumber check faucets in upstairs bathroom
Verified review

10/10 Excellent

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

Quaint house

We enjoyed our stay at the Captain’s House. It’s quaint and quirky. It was clean and comfortable. We were able to easily walk into Damariscotta for the pumpkin festival and other local sights. There’s a fantastic playground near the local Y and Great Salt Bay community school that’s worth the visit if you are traveling with kids. When we were in the house, it was cozy to hang out near the kitchen and living room combo
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

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

Pumpkin Festival weekend

Our group of six friends came up from Massachusetts for Pumpkin Festival weekend. The location of the Captain’s House can’t be beat for access to downtown Damariscotta. It’s about a 10 minute walk. The whole street is lined with beautiful old homes and across the street from the house is a lovely cemetery right on the river. The house is huge with multiple living-rooms and sitting rooms - plenty of space for a group of people to spread out and relax. This is our third visit and we hope to return!
Stayed 2 nights in Oct 2022
Response from VrboOwner on Sep 4, 2023
We enjoyed hosting Mary and her family for the Pumpkin Festival and look forward to hosting her family in the future!!
Verified review

10/10 Excellent

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

Our stay at the Captain's house

This was our second visit to this house which is a really lovely old home in a wonderful location. It’s on a very quiet dead end street but just a short walk to downtown Damariscotta across the river. The plumbing is not modern but is completely functional. The kitchen is well furnished with cooking equipment but there is no salt and pepper or other spices and condiments. We love this old house and would highly recommend a stay there. It’s great for two couples - plenty of space to spread out.
Stayed 2 nights in Sep 2021
Response from VrboOwner on Sep 4, 2023
Mary is a wonderful guest and we would be delighted to host her family in the future. Due to covid we removed all condiments.
Archival

6/10 Okay

Great location but somewhat lacking inside

This house is on a charming road and has a great overall location to be sure (short walk to downtown Damariscotta), yet there is much mustiness and many furnishings that are in need of repair or replacement. The one shower is tremendously small, scarcely over 2' x 2' wide. (The claw foot tub has old world charm but no shower.)
Stayed 3 nights in Aug 2016
Response from VrboOwner on Sep 4, 2023
We are renovating the two bathrooms this year and will be replacing some of the furniture
Verified review

8/10 Good

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

Great location

We enjoyed our stay in this quiet neighborhood. Lots of room to spread out and a lovely front porch to enjoy a cup of morning coffee. Close to downtown Newcastle and Damariscotta, excellent restaurants and shops, and short drive to beautiful nature walks, the ferry to Monhegan and swimming in nearby Damariscotta Mills (freshwater pond). The property manager was very responsive. We were disappointed when the DVD player did not work (frown) since there were many movies we wanted to watch, but whoever stays here next time will have a new one. Kitchen window did not open and the kitchen fan wasn't working, but there were portable fans in other rooms, so we used them instead. Old windows especially in the bedrooms needed sticks to stay up, but all in all we enjoyed our stay in this grand old home. It was terrific having a new W/D to use. Thank you!
Stayed 4 nights in Aug 2023
Response from VrboOwner on Sep 4, 2023
We purchased s new DVD player. The fan does work and was checked after guest departure and the kitchen window opens.
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