Boothbay Vacation Rentals
Covid-19 Update
Get more details about current travel restrictions & our enhanced cleaning protocol here
2021 Bookings
Due to uncertainty with the pandemic, we are not yet taking deposits for reservations for next year, so we have the calendar blocked. But we are taking holds, so if you are interested in booking for 2021, please send an inquiry with your desired timeframe and property.
The Chill DIFFERENCE
We are a small locally owned company who offers exceptional Boothbay vacation rentals and takes loving care of our guests and our wonderful rental homes. We hold all of our properties to the highest standards, so you can relax and focus on enjoying your Boothbay Harbor vacation. Come chill in Maine!
Property Standards
Each of our beautiful vacation rentals has its own unique style, but ALL are held to the same HIGH STANDARDS. Every property is SPOTLESSLY CLEAN, has HOTEL QUALITY LINENS, is in TOP CONDITION and is full of GREAT AMENITIES.
Our Vacation Rentals
Availability
The Boothbay Region
Renowned for it's natural beauty, there's no better place to have a vacation rental than the Boothbay Region. The region is made up of the charming villages of Boothbay, Boothbay Harbor, East Boothbay and Southport that are each unique in their history and character. Though our peninsula is only some 10 miles long, the area boasts over 100 miles of rugged and scenic coastline, and provides the opportunity for all kinds of water activities and many scenic destinations. In addition to the numerous restaurants, shops and galleries that you will find here, the area is also home to The Boothbay Botanical Gardens, which was recently rated as the #1 public garden in the nation by Tripadvisor, The Maine State Aquarium and a large fleet of tour boats. Plan your Boothbay Harbor vacation here!
BOOTHBAY HARBOR
The charming seaside village of Boothbay Harbor is one of the most popular vacation destinations in Maine. With over 25 restaurants, from fine dining to lobster shacks, and numerous shops and galleries, there aren't many places anywhere that offer so much to do in such a picturresque setting. Boothbay Harbor also has all kinds of boat tours, kayak rentals and even a world renowned live music venue, The Boothbay Opera House.
EAST BOOTHBAY
East Boothbay is nestled between Linekin Bay and the Damariscotta River, only a few miles east of downtown Boothbay Harbor. It's renowned for its absolutely stunning natural beauty. Whether you enjoy the scenery from a hike on a waterfront trail, or a beach chair on the rocks at Ocean Point, you will quickly understand why East Boothbay has been a favorite vacation rental spot for decades.
Chill Standards
Chill takes pride in forming relationships with our guests. We absolutely love the Boothbay Region and are thrilled to offer such beautiful vacation rentals from which to share this incredible part of Maine.
WHAT CHILL GUESTS ARE SAYING
CHILL LAKE HOUSE
"This house was first rate in every way. It was so pleasant and quiet. It is a nice house if you need at least three bedrooms each with a bath and the location is centrally located in the state of Maine. It was ideal for our situation."
- Bob C
Homeaway.com Oct 2018
SEAGLASS COTTAGE
"This is a beautiful cottage right on the water with an awesome dock for coffee, reading, cocktails and fun. The cottage is well equipped for everything. The towels and linens are first class. Bed we slept in was awesome. The views are incredible and the cottage is beautifully decorated for the area. We totally enjoyed our stay."
-Sharon M
VRBO.COM Oct 2018
SAIL LOFT
We came up to Boothbay not knowing what to expect. The place was terrific! The views were amazing, the place was clean, well kept and safe. Pam was thoughtful, communicative and just a great host!
-David S
AirBnB Oct 2018
