VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More
Smell the fresh air as you stroll on the magnificent sandy beaches of Long Island collecting seaglass or explore the rocky shoreline with your family and friends. This small, friendly island is just a 45 minute ferry ride from Portland, Maine and has approximately 200 year round residents. Our guests often comment about the beauty and tranquility of Long Island and how truly peaceful and relaxing a vacation here can be. Imagine having lobster delivered to your door freshly caught by one of the island lobsterman - this can be your next vacation!
Chestnut Hill Cottage is a very spacious and charming 100 year old island home offering 6 bedrooms and 5 1/2 baths with 5500 square feet of living space. Our maximum occupancy is 13 guests. We provide a cot for the 13th person but renters will need to bring their own linens.
Just a short walk to the beach, this charming turn of the century home has been lovingly restored and updated to provide maximum comfort for those looking for a relaxing vacation retreat. We offer lots of amenities - 4 of our bedrooms have private baths - one of those with a private screened porch, two refrigerators in our large kitchen, laundry room, wet bar, three season room, dining room, double living room and a large screened porch on first floor. We also have a large open front porch where you can sip your coffee and listen to the rolling waves of South Beach as well as the lobster boats chugging along. Another large open side porch abuts the lawn where croquet can be played by day and marshmallows are roasted by night. Our second floor also has a common screened porch and additional sitting room. The cozy island offers two stores (The Long Island Store and Boathouse Beverage and Variety) , a post office, gift shop, tennis courts, library and a restaurant. Just about everything you need is within walking distance from this island gem, however, golf cart rentals are nearby - contact us for information. Your car can also be brought over with you - please contact Casco Bay Lines for additional information. Just be prepared to smile and wave as you pass your neighbors because that is the Long Island way!
Bedroom arrangements are as follows - The Cove - Queen with private bath and screened porch The Seaglass Room - Queen with private bath The Garden Room - Queen with private bath Cottage Square - Queen with private bath **One cot is available in a upstairs space to accommodate a 13th person. Renters will need to bring their own sheets for the additional person.
The following rooms have a shared bath -
Beachside - Queen bed Chestnut Grove - Two Twin beds
Former Inn Keepers quarters are located in the back of the home with a separate entrance and may be occupied during the summer to assist with maintenance.
Day trips to historic Portland afford visitors the opportunity to walk around the famous Old Port where you will find fantastic restaurants, unique stores and other activities such as cinemas, The Portland Museum of Art, The Children's Museum, the Portland Observatory, the Longfellow House, the Victoria Mansion and many summer outdoor concerts. The Freeport shopping outlets are a 20 minute ride and is the location of Maine’s LL Bean store.
Keywords: large, island home, walk to beach, private baths, amenities, charming, family gatherings, peaceful, relaxing
Four bedrooms have private baths, large three season room on first floor, open front porch, large screened side porch, second floor screened porch, two refrigerators in kitchen, wet bar, double living room, dining room, short walk to beautiful beach, sand chairs, outdoor firepit...moreless
50% deposit required to reserve. Balance along with security due 30 days prior to arrival.
Travel with confidence
Pay with an approved method (credit card, check, or bank transfer) to protect your payment up to $1,000. Before making a payment always call the owner at the number listed on our website, and never use instant money transfer services such as Western Union and MoneyGram.
Adding our Vacation Protection services can make sure your getaway goes smoothly, no matter what. We offer Cancellation Protection, Carefree Rental Guarantee, and Damage Protection so you can truly relax.
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations.
Ensure you're prepared in case of accidental damage.