Boothbay Vacation Rentals

Covid-19 Update
Safely Stay in Maine this Summer

Due to the Corona virus, we will be switching to monthly stays for the 2020 season.

For your safety, in addition to following CDC recommended cleaning protocols, we will be putting a gap of at least 2 days between all rentals. 

Get more details about our discounted monthly rates and availability here

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.

Linens

Great linens are essential! Your vacation rental will have:

  • Crisp, high quality sheets and duvet covers

  • Fluffy, soft towels

Cleanliness

Your vacation rental will be meticulously cleaned and cared for. We have an extensive check-list and a manager double checks each property before every check-in. No dust bunnies here!

Condition

Your vacation rental will be in great shape with:

  • Comfortable, clean furnishings & high quality mattresses

  • Everything will be fully functioning

Amenities

Your vacation rental will have:

  • Fully stocked kitchen

  • High speed WiFi, Flat-screen TVs Gas grill and much more...

Chill

Boothbay Vacation Rentals

Our area

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.

Service

We are happy to answer any questions you have about your stay or the Boothbay area. We live nearby and in the unusual event that something needs our attention, we are here to help 24/7.

Concierge

Have we mentioned that we LOVE Boothbay, and thoroughly enjoy sharing what we know. We can give you insider tips, schedule a private charter fishing excursion or help to get a table at one of the best restaurants in town. 

Trust

We have ALL 4 & 5 star reviews. We will let you know what expect, so there are no surprises and you can focus on enjoying your vacation in Boothbay Harbor.

No Fees/Easy Booking

Unlike most other websites and rental agencies, we do NOT charge service or booking fees. We accept all major credit cards and provide a seamless booking experience and even offer trip insurance.

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

Come to our seaside sanctuaries for the natural beauty, the salt air and the crashing surf.
Explore all that Maine has to offer and make memories that will last a lifetime.

Chill Vacation Rentals

P.O. Box 309 

East Boothbay, ME 04544

207-315-1863

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