Verified
10/10 Excellent
Rachel M.
11 Jan 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rachel M.
Stayed 2 nights in Jan 2026
Entire home
Gather in Comfort at The Flying Cloud
Photo gallery for Gather in Comfort at The Flying Cloud
Reviews
9.49.4 out of 10
Exceptional
6 bedrooms6 bathroomsSleeps 14
Popular amenities
- Washing machine
- Internet access
- Dryer
- Non-smoking
Rooms & beds
6 bedrooms (sleeps 14)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
Bedroom 5
2 Single Beds
Bedroom 6
2 Queen Beds
6 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 3
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 4
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 5
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 6
Soap · Towels provided · Toilet · Shower only · Shampoo
About this property
Gather in Comfort at The Flying Cloud
Visiting for an event or getaway? The Flying Cloud offers space for your group—where everyone gets their own bedroom and bathroom.
Relax in the swim spa and hot tub, share meals at the 14-person dining table, and enjoy games, TVs, and quiet spaces. Just a 5-minute walk to downtown Damariscotta, you’re close to shops, dining, and waterfront views.
The Flying Cloud is a former Bed and Breakfast that has been reimagined to host groups that wish to stay together. The 4,000+ square foot house features 6 bedrooms (3 king beds, 3 queen beds, and 2 twin beds), and 6 full bathrooms.
There are larger gathering spaces, and smaller spaces to get away for a chat or to read one of our many books. There are plenty of games, and there are TVs connected to WiFi in every room except the kitchen.
The large hot tub/swim spa can fit everyone in your group.
Relax in the swim spa and hot tub, share meals at the 14-person dining table, and enjoy games, TVs, and quiet spaces. Just a 5-minute walk to downtown Damariscotta, you’re close to shops, dining, and waterfront views.
The Flying Cloud is a former Bed and Breakfast that has been reimagined to host groups that wish to stay together. The 4,000+ square foot house features 6 bedrooms (3 king beds, 3 queen beds, and 2 twin beds), and 6 full bathrooms.
There are larger gathering spaces, and smaller spaces to get away for a chat or to read one of our many books. There are plenty of games, and there are TVs connected to WiFi in every room except the kitchen.
The large hot tub/swim spa can fit everyone in your group.
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House Rules
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Property # 4321080vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Newcastle
Newcastle is home to this holiday home. Frances Perkins Center and Fort Edgecomb State Historical Site are local landmarks, and travellers looking to shop may want to visit Damariscotta Farmer's Market and Boothbay Farmers' Market. Wiscasset, Waterville and Farmington Railway Museum and Penobscot Marine Museum are also worth visiting.
Newcastle, ME
What's nearby
- Frances Perkins Center - 16 min walk - 1.4 km
- Coastal Maine Botanical Gardens - 22 min drive - 32.2 km
- Boothbay Harbor Marina - 24 min drive - 33.6 km
- Samoset Resort Golf Course - 36 min drive - 56.1 km
- LL Bean Flagship Store - 46 min drive - 71.7 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
- Newcastle Publick House - 6 min walk
- Reunion Station - 5 min drive
Frequently asked questions
Is Gather in Comfort at The Flying Cloud pet-friendly?
No, pets are not allowed at this property.
Where is Gather in Comfort at The Flying Cloud located?
Situated in Newcastle, this holiday home is within 2 miles (3 km) of Frances Perkins Center, Little Point and Jan Kilburn Watercolor Studio and Gallery. Whaleback Shell Midden State Historic Site and Damariscotta Lake are also within 3 miles (5 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new windowRating 10 - Excellent. 2 out of 3 reviews
10 - Excellent
2
Rating 8 - Good. 1 out of 3 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 3 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
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Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
0
10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
8/10 Good
William D.
19 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for a large group. Walking distance to town with plenty of parking. Great front porch for sitting with great view. Hot tub with swim tub was fantastic. Enjoyed our stay. Thank you!!
William D.
Stayed 2 nights in Aug 2025
Verified
10/10 Excellent
harrison s.
7 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful!
harrison s.
Stayed 5 nights in Jul 2025
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