Chill Vacation Rentals

08/30/2024

This Labor Day, join us as we celebrate the hard work and dedication of American workers with a serene sunset sail. Reflect on your achievements and enjoy a well-deserved break with stunning views and a gentle breeze.

Stay connected for the latest specials and events, follow us Harbor Sailing

📍 Boothbay Harbor Maine USA
🗺️ Travel+Discover Maine

08/29/2024

🌊✨ Last-minute escape alert! 🚨

Pack your bags and head to Seaglass Cottage for Labor Day weekend!!!

Unwind in coastal charm, breathe in the salty air, and soak up the final moments of summer — all at 25% OFF! 🎉🌞

Don’t miss out — it’s time for one more adventure before fall rolls in! 🍂

Book now with Chill Vacation Rentals and make this Labor Day one for the books!
(Link in comments on FB and in our bio on Insta)

08/28/2024

Get your Maine on NOW!

Check the link in bio on insta and in the comments on FB to get a no obligation quote or to book!

08/28/2024

September in Maine is not to be underestimated!

We still have warm days for exploring the local sights, plenty of daylight for coastal adventures, and cool nights to be spent snuggled under a blanket stargazing with your loved ones ✨

We still have a tiny bit of September availability, as soon as next week for some properties, at some fantastic properties if you want to experience some fall magic 💫

If the small amount of colors the trees are already showing are any indication we are in for a beautiful symphony of fall colors this year 🍁🍂🍃

Please DM for more info and use the link in our bio on insta and in the comments on FB for a no obligation quote, including any discounts we have in place, for your super September stay!

08/25/2024

Saturday Spotlight-Welcome to Cedar Lodge in Boothbay !

This cozy cabin offers amazing lake views, fun activities like fishing and kayaking, and nearby attractions like

Come and relax by the fireplace or soak in the extra large bathtub and experience the perfect balance of adventure and relaxation!

With this cabin’s fantastic location, close to Knickerbocker Lake, a beach area that is shared with the other homes in the community, you can spend your days using the shared kayaks at the beach, and soaking up the salty Maine air.

This is the stuff Maine vacation dreams are made of, don’t you agree?

All Chill Vacation Rentals proudly offer the following:

🌊 Luxury Linens & Fluffy Towels
🌊 Duvets with Covers
🌊 Hi Speed WIFI
🌊 Beach Chairs
🌊 Gas Grill
🌊 Fully stocked Kitchen
🌊 Microwave
🌊 Flat Screen TV

More info can be found in our bio on Insta and in the comments on FB.

08/24/2024

Magic awaits—opening night for Gardens Aglow is November 16! We’re just as excited as you for this year’s show.

❄️ Gardens Aglow tickets go on sale to the general public on September 10.

⛄ Members get early access to tickets during the members-only presale starting on September 3. There's still time to become a member and get your tickets early!

✨ Popular days sell out quickly, so we recommend planning ahead! Set your alarms, mark your calendars, and start getting those winter coats out of storage.

For an extra reminder, sign up for our newsletter and receive updates on all things Gardens: https://bit.ly/3SIHxcz

08/22/2024

“In Maine, where the wild winds blow,
The mountains rise, and rivers flow.
The rocky coast, the ocean’s roar,
Calls to your heart forevermore.

The pines stand proud, the lakes so clear,
Each season shines, from far to near.
With lobster feasts and stars at night,
Maine’s beauty fills your soul with light.”

Fill your soul with a perfect last min trip to the Pine Tree State and stay with us at Chill.

We have the following availability in August and September with some last min discounts available!

🦅 Birdsong Landing 9/6-9/25

🪵 Cedar Lodge 8/25-9/6 NEXT WEEK!

🦞 Lobstercliff Cottage 9/1-9/25

🦆 Loon Cottage 9/16-9/25

🌞 Morning View 8/31-9/7

🌊 Seaglass Cottage 8/30-9/6

🦀 Seaside Cottage 9/1-9/8

Get an instant, no obligation quote using the link in bio on insta and in the comments on FB and please feel free to DM us with any questions!

08/21/2024

Last minute deal at Cedar Lodge for NEXT WEEK! Three night minimum.

Check it out using the link in bio on insta and in the comments on FB.

08/17/2024

Saturday Spotlight ~ Rosewater Cottage 🌹 💦 🏡 in East Boothbay !

Welcome to Rosewater Cottage!
If you’re looking for a special waterfront escape with views that will take your breath away, and has all the comforts of home, two beds, two baths, and full of Maine charm, then look no further.

Rosewater has incredible sunsets and great light all day. And views, did we mention the views???

Enjoy swimming and kayaking on the calm bay water and make magic Maine vacation memories that will last a lifetime.

All Chill Vacation Rentals proudly offer the following:

🌊 Luxury Linens & Fluffy Towels
🌊 Duvets with Covers
🌊 Hi Speed WIFI
🌊 Beach Chairs
🌊 Gas Grill
🌊 Fully stocked Kitchen
🌊 Microwave
🌊 Flat Screen TV

How would you spend your perfect Maine days here?

Rosewater still has 9/14-9/20 open for bookings!

(More info on Rosewater Cottage in the link in comments on Facebook and in the link in Bio on Insta)

08/16/2024

Breakfast Edition!

Breakfast, oh breakfast, you start my day,�With a sizzle, a pop, and a buttery display.
�The eggs do their dance in a golden sun,�While toast leaps up, “Hey, this is fun!”

Bacon’s the diva, crisp and so grand,�And pancakes, the softies, just lend a hand.
�The coffee’s the boss, with a bold, rich brew,�Saying, “Wake up, sleepyhead, the day’s brand new!”

Oh cereal, you’re crunchy, with milk as your side,�A little bowl of joy, I simply can’t hide.
�So here’s to you, breakfast, my morning delight,�You fill me with smiles and start my day right!

We love these breakfast spots in Boothbay and close by Wiscasset:

Bakers Way Boothbay harbor; fabulous breakfast sandwiches and pastries

Treats Wiscasset; amazing, fresh from scratch baked goods

Southport General Store and Barn; a delightful selection of breakfast sandwiches, baked goods, and breakfast PIZZA!

Blue Moon Cafe in Boothbay Harbor; full breakfast with super fresh baked gluten free bread

Waves Downtown Boothbay Harbor; too cool, old school, breakfast joint

08/11/2024

Yum!

Sundays are for spoiling yourself for lunch! Here until 4:00! 😋

08/11/2024

08/10/2024

Saturday Spotlight ~ Seaside Cottage in East Boothbay !

This gorgeous, upscale cottage, perched on the edge of the Damariscotta River with an absolutely stunning view, boasts three beds, two full baths, and comfortably sleeps six.

Wake up at Seaside Cottage and breathe in the salty Maine air in the incredible master suite on the 2nd floor with huge picture windows and an en-suite bath.

The large open living area has a beautiful new kitchen with quartz countertops and stainless stove/oven.

There is a great covered balcony and an outdoor sitting area right on water’s edge for taking in those show stopping views!

All Chill Vacation Rentals proudly offer the following:

🌊 Luxury Linens & Fluffy Towels
🌊 Duvets with Covers
🌊 Hi Speed WIFI
🌊 Beach Chairs
🌊 Gas Grill
🌊 Fully stocked Kitchen
🌊 Microwave
🌊 Flat Screen TV

How would you spend your perfect Maine days here? We have September 1st-8th open at Seaside for some lucky group to enjoy. Will it be you?

(More info on Seaside Cottage in the link in comments on Facebook and in the link in Bio on Insta)

08/09/2024

08/08/2024

⭐️⭐️⭐️⭐️⭐️
By Jessica R – stayed Jul 2024

“This home (Grand Vista) exceeded pictures and all expectations. Our family loved every minute - everything was wonderful.

My two boys said their favorite parts were seeing all the wildlife on the property and the fire pit every night (smores 🤣).

My husband and I agree the view and peace was our favorite.

Stay here you won’t regret it.”

Want to make your own memories at Grand Vista?
There’s still availability from August 24th- early September, including Labor Day!

Link in bio on Insta and in the comments on FB.

08/05/2024

It's been a while since this beast has been on tap. Super Hoppy Monster has made it's way back to Footbridge Brewery!

08/04/2024

Atlantic Edge
Private Oceanfront Cottage with Wall of Windows and Panoramic Views!
Welcome to Atlantic Edge (formerly Driftwood Cottage) in East Boothbay Maine! This beautiful 2 bedroom, 1 bath, oceanfront cottage sits high above the shore of the Damariscotta River, offering you unrivaled panoramic water views. Set well back from the road, at Driftwood the only noise you will hear is the crashing surf below. It is quiet and private! Driftwood has recently been renovated and re-decorated. It has all new high-end linens, down bedding and a brand new queen mattress in the master bedroom!!

Located in the perfect spot to get away from it all and relax, Atlantic Edge is waterfront and has one of the most breathtaking views anywhere. But, if you are looking for more action, it is only 5.5 miles to Boothbay Harbor, which is home to many fine dining and casual restaurants, shops and galleries. It is only 3 miles to the popular Ocean Point area where you can relax on the rocks and take in the breathtaking views. One of the areas most scenic hiking trails, The Linekin Preserve, is only 2/10ths of a mile away. Also nearby is the Boothbay Country Club, Maine Botanical Gardens, and numerous boat excursions including whale watches, schooners tours and trips to Monhegan Island and Burnt Island Light House. A great home base for daytrips, Driftwood is within an hour's drive of the mid-coast's best attractions.

Basics

Property Type: Cottage
Size: approx. 950 sq ft
Bedrooms: 2
Baths: 1
Sleeps: 4
Master Bedroom: Queen Bed
2nd Bedroom: Queen Bed


Region: Mid-Coast
Town: East Boothbay
Location Type: Oceanfront
Exposure: Eastern
Smoking Allowed: No�Pets Allowed: No �Wheelchair Accessible: No
Extra Beds: No

https://www.chillvacationrentals.com/atlanticedge

08/03/2024

⭐️Saturday Spotlight⭐️

🌊 Escape to Atlantic Edge in East Boothbay, Maine, where your dream coastal getaway awaits! Formerly known as Driftwood Cottage, this charming 2-bedroom, 1-bath oceanfront retreat, perched gracefully above the shimmering Damariscotta River, offers unparalleled panoramic water views. Here, the symphony of crashing waves is the only soundtrack you’ll need.

This recently renovated gem boasts high-end linens, luxurious down bedding, and a brand-new queen mattress in the master bedroom, ensuring your stay is as comfortable as it is memorable. Whether you’re lounging inside or exploring outside, the views are simply breathtaking.

Atlantic Edge is the perfect blend of seclusion and adventure. Just 5.5 miles away, the vibrant Boothbay Harbor beckons with its delightful array of fine dining, casual eateries, unique shops, and art galleries. Only 3 miles away, the stunning Ocean Point area invites you to relax on the rocks and soak in the breathtaking vistas. For those who love the great outdoors, the Linekin Preserve’s scenic hiking trail is a mere 0.2 miles away.

With the Boothbay Country Club, Maine Botanical Gardens, and exciting boat excursions—including whale watches and tours to Monhegan Island—close by, Atlantic Edge is your ideal base for exploring the mid-coast’s best attractions. Make your trip to Maine unforgettable at this cozy coastal haven! 🏡✨

More info using link in bio on insta and in the comments on FB. DM with any questions!

08/01/2024

🏡🔍 At Chill Vacation Rentals, our inspection squad goes into full detective mode after every clean, to help ensure that every corner is spotless and every gadget is in tip-top shape before our next guests check in.

No dust bunnies here, folks. 🐰🚫 We send those critters packing long before you arrive!

08/01/2024

4,000+ Reviews - 5 ⭐️

07/30/2024

07/29/2024

07/29/2024

Ships Wheel
Charming Ocean View with Sunset Views in Ocean Point!
Welcome to Ship's Wheel! An awesome place to chill! Combine an authentic Maine camp with great amenities and linens, in one of the best spots in Maine and you've found Ship's Wheel. Set back from the road, the screened-in porch is the perfect place to relax with your morning coffee or enjoy the sunset. With a nearby beach, tennis, playground and restaurant, you have everything you need and more.

The Basics

Property Type: Cottage
Size: 800 Sq Ft
Bedrooms: 2
Baths: 1
Sleeps: 4
Main Bedroom: Queen Bed
2nd Bedroom: Full Bed


Region: Mid-Coast
Town: East Boothbay
Location Type: Ocean View
Exposure: Sunset
Smoking Allowed: No�Pets Allowed: No�Wheelchair Accessible: No



Amenities
Ship's Wheel

* Wood Burning Fireplace
* Spectacular Sunsets
* Community Dock, Tennis Court
* Screened-in Porch
* Flat Screen TV
* Direct Ocean Access
* Walk to Beach
* Walk to Restaurant/Bar
* Walk to Tennis Court

https://www.chillvacationrentals.com/shipswheel

07/27/2024

🌟 Saturday Spotlight: Ship’s Wheel in Ocean Point! 🌊

Step into the serene embrace of Maine’s coast with Ship’s Wheel, your ultimate escape to oceanic bliss. Picture yourself waking up in this charming cottage, where the morning sun dances over the ocean and fills the air with salty freshness. Grab a steaming cup of coffee and step onto the screened-in porch. Listen to the gentle whispers of the sea as the day begins.

Nestled in the heart of East Boothbay, this delightful 800 sq. ft. haven is more than just a getaway—it’s your gateway to Maine’s enchanting landscapes. The quiet road beckons for a leisurely stroll, surrounded by captivating water views and the comforting rustle of the woods. When evening rolls around, cozy up by the wood-burning fireplace and let the spectacular sunset color your dreams.

At Ship’s Wheel, you’re not just visiting Maine—you’re living it. With direct ocean access, your days are filled with as much action or relaxation as you desire.
Whether it’s the call of the sea or the tranquility of the sunset that draws you, Ship’s Wheel promises an authentic Maine experience. Pack your bags and let the magic of Mid-Coast Maine weave its spell on you. 🏡✨

07/25/2024

What are your August plans?
If a dream trip to Maine is one of them, then come stay with us at Chill and let us show you the way life should be.

Check out our link in bio on insta and in the comments on FB for more info and an instant quote on any of these available properties.

Feel free to DM us with any questions as well!

07/22/2024

Morning View
Beautiful Water View Home on Trevett
Enjoy stunning sunrise views over the water from Morning View's comfy screened-in porch. Recently renovated, this beautiful home offers two living areas and four bedrooms for ample space to relax and gather together with your family. Located in Trevett, you'll be close to the fun while feeling a world away.

Morning View is located on East Side Road in Trevett, Maine.

The location is within 1 mile to the Trevett Store where you can pick-up live or cooked lobsters, or grab a lobster roll or burger for lunch on the deck. Within 2 miles, you'll find the world renown Botanical Gardens, 2 great hiking trails and a boat and kayak launch.

It's only about 4.5 miles to downtown Boothbay Harbor and all of the shops, restaurants and guided boat tours.

Basics

Property Type: House
Size: 1,500 sq ft
Bedrooms: 4
Baths: 3
Sleeps: 8

Main Bedroom: King Bed
2nd Bedroom: Queen Bed
3rd Bedroom: Queen Bed
4th Bedroom: 2 Twin Beds

1st Bathroom: Shower
2nd Bathroom: Shower/Tub Combo
3rd Bathroom: Shower

2 1
Region: Mid-Coast
Town: East Boothbay
Location Type: Water View
Exposure: Eastern
Smoking Allowed: No�Pets Allowed: Considered�Wheelchair Accessible: No
AC: No

Access
* There is parking for up to 4 cars in the driveway, There is no street parking.
* There is easy access with only 3 stairs to enter, and one level living.

Important Things to Know

* There is a small pond in the back yard.
* There is an outdoor firepit.

https://www.chillvacationrentals.com/morningview

07/21/2024

Commercial Street in Boothbay Harbor, Maine.

07/21/2024

⭐️Saturday Spotlight⭐️

Morning View at Chill Vacation Rentals: An Enchanting Coastal Escape in Trevett, Maine

Imagine waking up to the gentle glow of the sunrise, painting the sky in hues of pink and gold, as you sip your morning coffee on the comfy screened-in porch at Morning View. The salty breeze carries the faint calls of seagulls and the soothing sounds of water lapping against the shore, setting the perfect tone for a day of relaxation and adventure.

This recently renovated gem boasts two spacious living areas and four cozy bedrooms, offering ample room for your family to spread out and unwind. Each room is designed with comfort in mind, blending coastal charm with modern amenities to create a home-away-from-home feeling that will make your stay unforgettable.
(Psssst, the first week of Sept is open!)

Nestled on East Side Road in the picturesque village of Trevett, Morning View provides the perfect balance of tranquility and convenience. Just a mile down the road, the Trevett Store awaits, offering fresh, live or cooked lobsters and mouthwatering lobster rolls that you can enjoy on their inviting deck. A little further, within a two-mile radius, you’ll discover the enchanting Coastal Maine Botanical Gardens, two scenic hiking trails, and a boat and kayak launch for your aquatic adventures.

Despite feeling like a secluded retreat, Morning View is only 4.5 miles from the bustling heart of Boothbay Harbor. Here, you can explore charming shops, savor local cuisine at delightful restaurants, and embark on guided boat tours to experience the stunning coastline from a new perspective.

Whether you’re seeking a peaceful escape or an active getaway, Morning View at Chill Vacation Rentals offers an idyllic setting to create lasting memories with your loved ones. So come, breathe in the crisp sea air, and let the serene beauty of Trevett, Maine, rejuvenate your soul

Link to learn more, get a quote, or to book is in our bio on Insta and in the comments on Facebook.