House in Damariscotta, ME
14 guests · 6 bedrooms · 6 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.
Amenities at Gather in Comfort at The Flying Cloud
Non-smoking
No pets allowed
Family friendly
Map of Damariscotta, ME
Ratings and reviews
10 / 10Outstanding·Jan 2026
Very well stocked kitchen, plenty of towels, easy entry, responsive host, great location. Our large group had a great stay!
8 / 10Excellent·Aug 2025
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!!
10 / 10Outstanding·Aug 2025
Wonderful!
$$$$
Top rated by guests
9.4Outstanding
(3 Ratings)
"Very well stocked kitchen, plenty of towels, easy entry, responsive host, great location. Our large group had a great stay!"
Rachel M.Don't miss out! Price and availability may change
