Chill Vacation Rentals

Chill Vacation Rentals We offer high quality waterfront and water view vacation rentals in the Boothbay Harbor Region.

At Chill, we offer you the finest cottage and vacation home rentals in mid-coast Maine. We select only waterfront properties that are in great condition, fill them with great stuff and keep them super clean. We hold our properties to very high standards so that you don't have to worry about what you will get when you arrive. All of our properties have WiFi, Down Bedding with Duvets, cozy furniture and everything you need to enjoy your vacation.

Another beautiful day for work or play!
08/26/2026

Another beautiful day for work or play!


Huge shoutout to Ames True Value Supply in Wiscasset — called this afternoon needing a grill fast (mid-turnover of cours...
07/10/2026

Huge shoutout to Ames True Value Supply in Wiscasset — called this afternoon needing a grill fast (mid-turnover of course), and they had a new one delivered and working in under 2 hours. They always provide incredible service, and this time truly outdid themselves. Grover's Hardware always comes through for us too. Don’t know what we’d do without our awesome local hardware stores! 🙌

Heading to Hendricks Head Beach? Southport General Store and Barn is right on the way, about a mile from the beach — gra...
07/10/2026

Heading to Hendricks Head Beach? Southport General Store and Barn is right on the way, about a mile from the beach — grab-and-go sandwiches and salads to keep your beach day moving. Quick stop, easy eats, on to the sand in no time! 🏖️🩴☀️

Our Grab & Go is stocked and ready for you!

Fresh salads:
Chicken Caesar Salad
Greek Salad
Cran-Walnut Chicken Salad

So many fresh sandwiches too!

🇺🇸 Happy 4th of July from East Boothbay! 🇺🇸Wishing everyone a fun, sunny holiday on the water — whether you’re grilling,...
07/03/2026

🇺🇸 Happy 4th of July from East Boothbay! 🇺🇸
Wishing everyone a fun, sunny holiday on the water — whether you’re grilling, out on the boat, or just soaking up that Maine summer sun. Stay cool out there! ⚓☀️

Gluten-free doesn’t mean settling for less — not when you’re eating at Shannon’s Unshelled! 🦞Some of the best fried hadd...
07/02/2026

Gluten-free doesn’t mean settling for less — not when you’re eating at Shannon’s Unshelled! 🦞

Some of the best fried haddock in the area also happens to be gluten-free and is prepared in a dedicated fryer! Lobster rolls are also available on a GF bun.

If you’ve been on the hunt for a delicious GF spot, this is it!

📍 Boothbay



Not dedicated gluten-free but has a gluten-free menu, and is reported to offer gluten-free fries, bread/buns, lobster rolls, fish & chips and more. Read real reviews and safety reports from the gluten-free community!

LAST MINUTE DEAL! July’s almost a wrap — but we’ve got one sweet last-minute opening! 🌊Appalachee Ocean View in Boothbay...
06/27/2026

LAST MINUTE DEAL! July’s almost a wrap — but we’ve got one sweet last-minute opening! 🌊
Appalachee Ocean View in Boothbay Harbor, Maine, open July 17–25: 2BR/2BA, pet-friendly, with a community lake beach AND Linekin Bay access. Best of both worlds!
Grab it before it’s gone — inquiry form link in comments👇

🐦 Did you know Maine is the ONLY place in the US to see Atlantic Puffins in the wild?! 🐦 Hop aboard a Cap’n Fish boat ri...
05/25/2026

🐦 Did you know Maine is the ONLY place in the US to see Atlantic Puffins in the wild?! 🐦 Hop aboard a Cap’n Fish boat right out of beautiful Boothbay Harbor for an experience you’ll never forget! 🌊⚓




The puffins have been incredible so far this season! 🤩
Join us on an Audubon Puffin and Scenic Cruise and learn about puffins and the other seabirds of Eastern Egg Rock from Audubon naturalists!

📸: Passenger, Walter Brooks

Looking for that special Maine getaway for your family and pup? We've gotcha covered! 🐶👀
05/02/2026

Looking for that special Maine getaway for your family and pup? We've gotcha covered! 🐶👀








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Boothbay Harbor, ME

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