Magical Long Island Retreat | Steps to Quiet Beach

Entire home in Long Island, Maine

  1. 14 guests
  2. 7 bedrooms
  3. 5.5 baths
Hosted by Emmalie
  1. Superhost
  2. 5 years hosting

Listing highlights

Self check-in

Check yourself in with the keypad.

Extra spacious

Guests love this home’s spaciousness for a comfortable stay.

Unbeatable location

100% of guests in the past year gave this location a 5-star rating.
Escape to Chestnut Hill Inn on Long Island, Maine—a 7-bedroom, 6-bath coastal retreat just a short walk from some of the most highly rated, hidden Maine beaches. Ideal for family reunions, group getaways, and retreats, with bathrooms thoughtfully placed for convenience—4 bedrooms with private ensuites, the whole 'converted inn' is shared family-style. Long Island was featured on Chronicle and the inn is praised as “magical,” it’s the perfect place to relax, reconnect, and make lasting memories!

The space
Hi and welcome to Chestnut Hill Inn! 🌞

We’re so excited to host you!

The commercial kitchen is fully stocked with two fridge/freezers, a dishwasher, small appliances, a Keurig and 12-cup coffee maker, a high chair, and most essentials — just bring your own food and drinks. You'll also find pantry basics like spices, oil, sugar, and flour to get you started. (Please only leave unopened items for future guests.)

🛏 The home has 7 bedrooms and 5.5 bathrooms, including four queen rooms with ensuite baths (some with private or shared decks), and additional rooms with twin or queen beds and shared baths. There’s also a futon space and a Pack 'n Play available (please bring your own bedding for the Pack 'n Play).

📺 There’s a Roku TV in the living room and one in the screened porch, plus an older TV with VHS players (functionality not guaranteed). You’ll also find books, puzzles, and games in the library for rainy-day fun!

🏝 Island highlights:

The Bakehouse (oceanside dining)

Boathouse by the Pier (drinks & essentials)

Seasonal gift shop

Pottery studio, playground, basketball and pickleball courts, and ball field

And some of the most magical beaches, sunrises, and sunsets you’ll ever experience!

About this space
Welcome to our island home — a place guests often describe as magical. This 120-year-old house has hosted generations of celebrations, from weddings to anniversaries to spontaneous family getaways. It’s full of character, warmth, and stories — the kind of place where memories are made.

Because of its age and the love it’s received over the years, the home carries the gentle marks of time — creaky floors, scuffed steps, and other small imperfections that come with history. While we work hard to keep the space clean, comfortable, and well cared for, it’s not a brand-new or “pristine” environment — and we don’t try to make it one.

If you're looking for sleek, spotless perfection, this may not be the best fit — and that’s okay! But if you're drawn to charm, comfort, and an authentic island experience, we think you’ll feel right at home here.

When it comes time to rate your stay, we hope you’ll keep that in mind. Just as we graciously overlook the little things that come with joyful, well-used spaces — like sandy footprints or a dinged suitcase — we ask for the same understanding in return.

🛑 Please note: The owner’s quarters are located behind the inn and above the garage. These are private spaces and will remain locked and clearly marked during your stay.

This island was recently featured on Chronicle, and we were honored to be visited by a world-renowned travel journalist who will include Chestnut Hill Inn in an upcoming book!

We hope you enjoy your stay and make beautiful memories in this truly special spot. Please don’t hesitate to reach out with any questions at all!

Warmly,
Billy & Emmalie Arvidson
📍 Chestnut Hill Inn, Long Island, ME

Guest access
🔐 Door Locks & Safety

All exterior doors lock securely from the inside, but please note there are no physical house keys. Entry is through the keypad by the kitchen door, and I’ll send you your unique access code before arrival.

🏡 The owners’ quarters are located at the back of the inn and above the garage. These areas are private, clearly marked, and remain locked during your stay.

🛠️ Guests have full access to the shed, which includes beach gear, yard games, and other helpful extras—feel free to use anything that makes your stay more fun and comfortable!

If you have any questions or need anything during your stay, we’re just a message away!

Other things to note
🏝 Getting Around the Island
People use all kinds of transportation on the island—here are the most popular options:

Golf Carts – A fun way to explore! Per Maine law, you must have a valid driver’s license to operate one. You can reserve rentals through Long Island Golf Carts (highly recommended!).

Bikes – Bring your own on the ferry, or feel free to borrow a couple of our “beater bikes” from the shed.

Walking – We’re located just a short stroll from the main beaches, the Bakehouse, and the Boathouse. The Pier is about a 15-minute walk.

Personal Vehicles – Casco Bay Lines offers car transport. Check their site for more details.

📶 Cell & Internet Service
Cell service can be spotty in some spots, but we now have high-speed Wi-Fi! The password is posted inside the Inn. Need a boost? The library around the corner tends to have excellent service.

🦞 Lobsters
Long Island is home to some of the best lobsters in the world! We recommend Fern Lobster Park, just nearby—she prefers a heads-up before pickup.

🐚 Transfer station tip: “Lobster and crab shells go overboard—it’s where they came from!” We’ll have a compost bucket available for scraps and leftovers.

🧺 Utilities & Comfort
Washer/Dryer available – please bring your own detergent.

Dishwasher – load and run any dirty dishes before checkout.

Baseboard heat for cooler nights – please turn it off when not in use.

Pellet stove in the living room – bring pellets if you’d like to use it.

No A/C – but the Inn sits high on a hill and was designed to catch amazing cross breezes. Most rooms also have ceiling fans.

🚿 Water & Septic
Island living is a little different! The house uses a well and septic system, so please:

Flush only toilet paper

Be mindful of water usage (especially during busy weekends!)

The tap water is safe to drink and brush teeth with, but you’re welcome to bring filtered water if you prefer.

🛖 Shed Access
The shed is full of helpful extras—beach chairs, sunshades, toys, bikes, and firewood. Feel free to use anything you like, but please return items neatly for the next guests.

🗑 Trash & Recycling
Long Island recycles—it helps keep the island beautiful and costs down.
You’ll find three barrels for:

Trash

Cardboard

Recyclables (cans, plastic bottles, etc.)

🦞 A compost bin will also be provided for food scraps and seafood shells.

🔥 Grill & Propane
There’s a gas grill on the kitchen deck. The tank should be full—if it runs out during your stay, just let us know so we can have it replaced for the next guests.

🛏 Towels & Bedding
Each bedroom includes:

Fresh bedding

A set of bath towels and face cloths

🚫 Please do not take house towels to the beach. We’ve placed 5–6 beach towels in the laundry room cabinet for your use.

What this place offers

Garden view
City skyline view
Shared beach access
Kitchen
Wifi

Select check-in date

Add your travel dates for exact pricing

Rated 4.93 out of 5 from 28 reviews.

Guest favorite
This home is a guest favorite based on ratings, reviews, and reliability

Overall rating

  1. 5 stars, 93% of reviews
  2. 4 stars, 7% of reviews
  3. 3 stars, 0% of reviews
  4. 2 stars, 0% of reviews
  5. 1 stars, 0% of reviews

Rated 4.8 out of 5 stars for cleanliness

Rated 5.0 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 5.0 out of 5 stars for communication

Rated 5.0 out of 5 stars for location

Rated 4.8 out of 5 stars for value

Guest reviews mention

Where you’ll be

Long Island, Maine, United States

Neighborhood highlights

Long Island is a 3 mile x 1 mile island approx 30 minutes off the coast of Portland Maine. You reach the island by taking a ferry from Casco Bay Lines in Portland . In the summer, the ferries run almost every hour during the day. Long Island has the Byers bakehouse for yummy snacks and eating out experience, a couple churches, a school with playground, library, seasonal gift store, a small ice cream shop, restaurant, small convenience store, a ball field and tons of activities through out the year. Most people travel on the island by bike or golf cart.

Meet your host

Superhost
100 reviews
4.88 out of 5 average rating
5 years of hosting
Born in the 70s
My work: Realtor/ wife/mom

Emmalie is a Superhost

Superhosts are experienced, highly rated hosts who are committed to providing great stays for guests.

Host details

Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.

Things to know

Cancellation policy
House rules
Check-in after 4:00 PM
Checkout before 10:00 AM
14 guests maximum
Safety & property
Exterior security cameras on property
Nearby lake, river, other body of water
Climbing or play structure