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.
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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 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. Coastal Maine Botanical Gardens and Wiscasset, Waterville and Farmington Railway Museum are also worth visiting.
Coastal Maine Botanical Gardens - 22 min drive - 32.2 km
Bowdoin College - 34 min drive - 50.8 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
The Alna Store - 16 min drive
Frequently asked questions
Is Gather in Comfort at The Flying Cloud pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Gather in Comfort at The Flying Cloud?
As of 16 July 2026, prices found for a 1-night stay for 2 adults at Gather in Comfort at The Flying Cloud on 1 Oct 2026 start from AU$3,594, 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 Gather in Comfort at The Flying Cloud?
Check-in begins at 4:00 PM.
What time is check-out at Gather in Comfort at The Flying Cloud?
Checkout is at 11:00 AM.
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.
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!!