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Gather in Comfort at The Flying Cloud

Photo gallery for Gather in Comfort at The Flying Cloud

A wooden cabin with a lofted ceiling, large windows with curtains, a blue sofa, and a wooden dresser.
A modern kitchen with white cabinetry, a wooden island, and a black countertop.
A covered outdoor seating area with wicker furniture and cushions, wooden beams, and a ceiling fan.
A kitchen with white cabinetry, a wooden countertop, and a coffee maker.
Room

Reviews

9.4 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
6 bedrooms6 bathroomsSleeps 14

Popular amenities

  • Washer
  • Internet access
  • Dryer
  • Non smoking

Explore the area

View in a map
Newcastle, ME
  • Place, Frances Perkins Center
    ‪16 min walk‬
  • Place, Coastal Maine Botanical Gardens
    ‪22 min drive‬
  • Place, Samoset Resort Golf Course
    ‪36 min drive‬
  • Airport, Wiscasset, ME (ISS)
    ‪16 min drive‬

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 Twin 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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4321080
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property

About the neighborhood

Newcastle

Newcastle is home to this vacation home. Frances Perkins Center and Fort Edgecomb State Historical Site are local landmarks, and travelers 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.
View more Vacation Homes in NewcastleOpens in a new window
Map
Newcastle, ME

What's nearby

  • Frances Perkins Center - 16 min walk - 1.4 km
  • 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 Aug 10, 2026, prices found for a 1-night stay for 2 adults at Gather in Comfort at The Flying Cloud on Oct 26, 2026 start from $731, 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?

Check-out is at 11:00 AM.

Where is Gather in Comfort at The Flying Cloud located?

Situated in Newcastle, this vacation home is within 2 mi (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 mi (5 km).

Reviews

9.4

Exceptional

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. 2 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Rachel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very well stocked kitchen, plenty of towels, easy entry, responsive host, great location. Our large group had a great stay!
Stayed 2 nights in Jan 2026
Verified review

8/10 Good

William D.

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!!
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

harrison s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful!
Stayed 5 nights in Jul 2025

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