This house at 2 Juniper Court is in the Island Park community on the west side of the island. It has four bedrooms and two baths on two levels. Both downstairs bedrooms have a queen bed in each, and they share a hall bathroom. Upstairs, one bedroom has a queen bed, one …see more
This third row house at 210 East Second Street has four bedrooms plus a loft, and three baths on two levels. On the main floor, one bedroom has a queen bed and a double, and the second bedroom has two double beds. Upstairs, one bedroom has a king bed and one has two dou …see more
IRISH GAMBLE - This oceanfront house at 381 West First Street has six bedrooms and six bathrooms on two levels. With the large deck, the extended living area to the outdoors, and the gorgeous ocean view, you might not ever want to go back inside. Both levels have the …see more
OCEAN COVE - 16 East First Street Unit 120 - This oceanfront condo is on the first floor. It has one bedroom and one bath on one level. There's a king bed in the bedroom, and a set of bunk beds recessed in a hallway nook. There's also a queen sleeper sofa in the living …see more
SAND DWELLER PHASE I - 447 East Second Street Unit
23F - View of the ocean - This first floor condo features two bedrooms and two baths on one level. One bedroom has a king bed and TV, and one has two doubles. One bedroom has a private bath, and there's also a hall bat …see more
This second row house at 247 East First Street has five bedrooms and five bathrooms on two levels. Downstairs, one bedroom with two double beds has a TV and a bathroom that opens to the bedroom and to the hallway. The second bedroom has two queens and a private bath. U …see more
This property at 56 Concord Street is on a concrete canal. It has four bedrooms and two baths, all on one level, plus an additional loft. All four bedrooms on the main level have a queen bed in each, and the loft has two singles. All bedrooms have TV's. Amenities incl …see more
OCEAN POINT - 63 Ocean Isle West Blvd. Unit 1305 - This thirteenth floor, 1535 square foot oceanfront condo, in the island's only high-rise complex, has two bedrooms and two baths on one level. There's a king bed in the master bedroom on the ocean side, and TV; the seco …see more
OCEAN POINT - 63 Ocean Isle West Blvd. Unit 1306 - This thirteenth floor, 1953 square foot oceanfront condo, in the island's only high-rise complex, has three bedrooms and three baths on one level. There's a queen bed in the master bedroom on the ocean side, and TV; the …see more
This sound side Island Park house at 5 Skimmer Court has four bedrooms and two and a half baths on two levels. This sound side property is a short walk from both the beach access and the community pool. Downstairs, on the main level, there are two bedrooms with a queen …see more
OCEANSIDE WEST PHASE I - 31-2 Ocean Isle West Blvd. Unit B-4 - This second floor, side unit of an oceanfront condo has three bedrooms and two baths on one level. There's a king bed in the master bedroom and TV, a queen bed in the street side bedroom, and two double beds …see more
SUMMER PLACE COMMUNITY - SUN OF DIXIE - WEEKS OF 5/31, and 6/14 NOW DISCOUNTED. This home features five bedrooms and five baths on two levels. Downstairs one bedroom has two singles, exterior access, and a bathroom which also has access to the hallway; one bedroom h …see more
This second row house at 396 East Second Street has seven bedrooms plus a loft, and five baths on two levels. On the main floor, one bedroom has two double beds and a set of bunk beds, one bedroom has two double beds, and these two bedrooms share a bathroom; the third b …see more
This oceanfront east side of a duplex at 430 East Second Street has four bedrooms and three and a half baths on two levels. There's one bedroom on the main level with a queen bed. Upstairs there are two bedrooms with a set of double/single bunk beds, and a single bed w …see more
This Waterway house at 95 Fairmont Street has four bedrooms and two baths on one level. Two of the bedrooms have a queen and a day bed, one bedroom has a queen bed, and one bedroom has a king. Amenities include two boat docks, central heat and air, dishwasher, washer a …see more
OCEANFRONT CONDO - SAND CASTLES - 11 Ocean Isle West Blvd. Unit C-4 - This second floor condo features three bedrooms and two baths on one level. One bedroom has a king bed and TV, one bedroom has a queen, and one has two singles. The dining table seats four and there a …see more
This oceanfront west side of a duplex at 430 East Second Street has four bedrooms and three and a half baths on two levels. There's one bedroom on the main level with a queen bed and a single with a private bath and TV. Upstairs there's a bedroom with a queen and a sin …see more
BUCKEYE BEACH RETREAT - This oceanfront house, features five bedrooms and three and a half bathrooms on two levels. Downstairs, there are two street side bedrooms, one with a king and one with two double beds. The half bath has access to the hallway and to the bedroom …see more
WINDJAMMER - 27 Ocean Isle West Blvd Unit 3C - This third floor oceanfront condo features three bedrooms and two and a half baths on two levels. The private balcony offers a gorgeous view of the ocean.One bedroom has two doubles, and one bedroom has a double bed and a s …see more
This house at 179 East Second Street is on the T of a concrete canal between Pender and Leland Streets. It has four bedrooms and three baths on two levels. On the main level, there are two bedrooms with a queen bed in each and a bathroom off the living room. Upstairs, o …see more
SUMMER PLACE COMMUNITY - This home features partial ocean view from kitchen and deck, is the closest house to pool in Summer Place, four bedrooms and three and a half baths on two levels. The downstairs bedroom has a king bed, private bath and TV. Upstairs, one bedroom …see more
This concrete canal house at 7 Moore Street features five bedrooms and four baths on two levels. Downstairs, one bedroom has a king bed and TV, and this bedroom has a private bath with shower only (no tub). The second bedroom has a queen and a double. On this level one …see more
NATURAL CANAL - This natural canal house features four bedrooms and two baths, on two levels. The first level has two bedrooms each with one double and a single. Upstairs has one bedroom with a queen and the second bedroom has a double and a single. The downstairs bat …see more
THE LEGAL PAD - This concrete canal house at 14 Leland Street, with direct beach access, features four bedrooms and four baths, on two levels. Downstairs, both bedrooms have two double beds. There are two bathrooms on this level. Upstairs, one bedroom has a queen, and …see more
This house at 30 Private Drive, in the Summer Place community, is new to our rental program. It features four bedrooms and three and a half baths on two levels. The two bedrooms downstairs have a queen bed in each, and they share a bathroom. There's also a half bath on …see more
ANGEL'S VIEW -This second row house at 361 East First Street features four bedrooms and three bathrooms on one level. One of the bedrooms, on the ocean side, has a king bed, two of the bedrooms have a queen in each, and the fourth has two singles. All bedrooms have TV' …see more
OCEANSIDE WEST PHASE II - 43 Ocean Isle West Blvd. Unit B1 - SEABREEZE This first floor, oceanfront condo features three bedrooms and two baths on one level. Watch dolphins play in the surf by day and fall asleep to the rhythmic sounds of the breaking waves by night. T …see more
OCEANSIDE WEST PHASE I - 31-1 Ocean Isle West Blvd. Unit A-1 - This first floor, side unit of an oceanfront condo has three bedrooms and two baths on one level. There's a queen bed in the master bedroom and TV, two doubles in the second bedroom and TV, and two single be …see more
This concrete canal house at 37 Raeford Street features five bedrooms and five and a half baths on two levels. Downstairs, one bedroom has a queen and one has a double and a set of bunk beds. There are two and a half bathrooms on this level. Upstairs, one bedroom has …see more
This property at 10 Channel Drive is in the Island Park community on the west side of the island. It has four bedrooms and two and a half baths on two levels. Downstairs there are two bedrooms with a queen bed in each. Upstairs, one bedroom has a queen bed and TV, and …see more
This property at 2 Dare Street is on a concrete canal. It has four bedrooms and three and a half baths, on two levels. Downstairs, there's one bedroom with a king bed, and TV. This bedroom has a private bathroom, and the washer and dryer is in this bathroom. Upstairs …see more
This sound front home at 147 Via Old Sound Blvd. features five bedrooms and five and a half baths, on two levels. Conveniently built on a reverse floor plan to maximize the views from the main living area. On the second level one bedroom has a king bed with private bat …see more
STARBOARD BY THE SEA - 258 West Second Street Unit
4A - This first floor, mid island condo has three bedrooms and two baths on one level. One bedroom has a queen bed, one has two doubles, and the third has two singles. Amenities include tide dependent community dock, t …see more
This Island Park house features four bedrooms and three baths on two levels. Downstairs the street side bedroom has two single beds, and the lagoon side bedroom has a king bed. Upstairs, both bedrooms have a queen bed in each. Amenities include access to two communi …see more
Stunning home in the prestigious Lely Resort - short drive to central Naples and the beach. There are 2 lounges and 2 dining areas, in the family room there is flat screen tTVand Blue Ray player …see more
Newagen Cove Cottage is a three-bedroom cottage with a guest house (called Camp David) on Southport Island in the village of Cape Newagen. Built in 1928, this two-story, 2,500 square foot home is light and bright with lots of windows, a living room with cathedral ceilin …see more
14 Feb 2013
"Super location and view"
The location and view of Newagen Cove are superb. The house is big and comfortable. The grounds are pretty and well maintained. We had three complaints. The main bedroom has large windows that face… More
A beautiful salt-water cove is fed by the tides and Little River. This is a magical spot that will steal your heart and keep you coming back year after year. You won't want to "dash" anywhere after you arrive at this incredible cove-side retreat. The wall of wi …see more
11 Aug 2013
"An amazing property. Bob and Maria Luisa Dash have created a wonderful home away from home."
3 bedrooms and 2 baths on two floors. A very private master suite on the bottom floor. Two fireplaces kept us cozy.… More
6 Feb 2013
"Very comfortable home"
We have been in East Boothbay Harbor previous summers staying at a hotel. This time we were travelling with our adult children. The house was comfortable for the 6 adults. Situated on the water, mo… More
NOTE: For groups of 12 and under, see Note Tab for special pricing.
CAPTAIN’S QUARTERS ON LINEKIN BAY
Check out our Special Page! Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! …see more
6 Feb 2013
"I would definitely go back to Captains Quarters!"
Although Captains Quarters does not have a/C (and we were told it did), I would totally go back again. The house is full of charm and very welcoming. It is fully equipped to house large families wit… More
Perfectly located on McKown’s Point and part of the Juniper Point Association this beautifully quaint little two bedroom cottage is the perfect family retreat for your summer vacation! Enjoy views of Mouse and Squirrel Island from the living room windows an …see more
28 Sep 2014
"a little piece of heaven"
We love comming to this cottage. It is one of the most relaxing places on earth. It has all the conviences of home with none of the stress. Close enought to loads of attractionsto yet far enough away … More
Thank you for the review of this great little cottage on the edge of the sea. We look forward to your visits. See you next year.
Launch your kayak at the nearby town dock or from the cottage seaside shoreline (rocky), then paddle out around Cuckolds Lighthouse and Cape Island. Take an icy dip in the Atlantic from the rocky shore. Walk. Commune with nature. Meet the locals. Enjoy all …see more
10 Oct 2013
Very comfortable home. Clean and in excellent condition.
Close to dining and shopping. Quiet with a beautiful view… More
Thank you. It is a great spot and the owners have thought of everything to make it a great vacation spot.
Come spend your days enjoying the beautiful water views overlooking Pleasant Cove. Site on the open deck and watch the activity in the Cove, boats of all kinds, along with birds, seals and sometimes porpoises. A wonderful spot for canoeing/kayaking, as a canoe is includ …see more
3 Aug 2014
"Great cottage in a picture-perfect location"
My family and I have vacationed in the Boothbay Harbor/Southport area for the past 30 years. When our regular rental spot on Newagen wasn't available, we aggressively began a search for something in s… More
We are so glad that you enjoyed the cottage. It is in a wonderful spot. We find that cottages here on the coast, when closed up for a day or two, can have a woodsy odor. Wish you had called so we could have come fixed it for you by re-cleaning the cabinets. Give us a call when you are ready to return and we'll be happy to assist you.
OH WHAT A VIEW
Oh What a View is just that! If your soul is hungry for beautiful views from almost every room, the decks and yard, then this is the house for you! Sunsets can be enjoyed from inside or out! The colors and light throughout the day and into the dewy gloami …see more
26 Aug 2013
"Best most relaxing vacation ever!"
This house couldn't have been more perfect for me and my family if I had designed it myself. From the moment we walked in until we left we felt so at home. None of us wanted to leave when the time cam… More
Glad you had a great time. It is a wonderful spot for a vacation and the owners have done so much to make it so. We'll look forward to your return.
The beautiful view is what Bella Vista is all about. The frosting on the cake is the private dock and float from which you can easily kayak, canoe, fish or float. You will be happy as a clam to simply stay put and relax and enjoy all this cottage has to offe …see more
29 Jun 2014
"Best Vacation Ever"
Fantastic house, beautifully appointed and perfect location if you want to be private, quiet and do nothing but relax. Waterfront was great, too cold this early to do much swimming, but sitting on th… More
Thank you. We are glad you enjoyed your stay and that the cottage provided all that you wanted. It is truly a great spot. Those sunset are spectacular. See you next year!
Spectacular Ocean Views from almost every room of this Island Cottage! Ocean, islands, boats of all kinds and a sandy beach, make it the perfect spot for a Maine Oceanfront Vacation.
Enjoy your meals outside on the terraced area using the gas grill. There is an outdoor …see more
2 Jun 2015
"Spectacular view and beach access"
We had a wonderful time on a 5-day weekend in May. We had 3 teens and 2 younger ones (and the dog) and we all had enough space and enough to do. We could barely get into town because the family want… More
Thank you for the great review. We are so glad your family enjoyed the cottage and hope you will return again. As you know there is so much to see and do here it is hard to fit it all in. Hope the water was warm enough. Although kids never mind the temperature. See you again soon.
CAPTAIN KENT’S PLACE
Step back in time on this secluded piece of land, water and sky! Take a nap in the bottom of a canoe as the gentle water rocks you. Watch the sun slip into the Atlantic from the boat house –you can almost hear the sizzle! Spin on the hand-hewn w …see more
23 Aug 2014
"Beautiful water views and private setting make this a special place."
Loved the views from every room. Very quaint and quiet. The dogs loved the property too.
Many of the beds were not comfortable, old furniture needs updating, would have preferred an outdoor eatin… More
Thank you for your review of Captain Kent's Place. We agree that it is a wonderful spot for family and four legged friends. The owners are in the process of updating/grading the property as they inherited it recently. The stove is scheduled for repair. We're sorry it didn't happen during your stay. Do come back and see the improvements planned for next year. Those views are hard to duplicate!
Location, location, location! Close to the water with an amazing, unobstructed westerly view, the cottage is in a peaceful out-of-town spot on Barter’s Island. Only 2.5 miles from the Coastal Maine Botanical Garden, closer still to Porter Preserve, Fairview …see more
1 Jun 2015
"Best 60th Birthday vacation ever!"
I traveled to Fairview as a guest of the owner. She spent 3 days showing me around Boothbay. I had a great time. We went to the Farmers market, the botanical gardens, the library book sale, the fabric… More
Thank you for your review. Fairview is a great spot for a vacation. The owners have made it a comfortable, relaxing place to spend a vacation - not to mention the spectacular sunsets seen here or the seals playing on the ledges just off the shore. Please come back again and enjoy more of our area.
20 Sep 2014
We rented this wonderful cottage at the very last minute when another rental fell through. And to be honest, I'm so glad the other rental fell through! This home was perfect for us and we thank the f… More
Thank you so much for your kind words. It was a pleasure helping you find a cottage for your vacation when you were so disappointed at what happened to you. Glad you didn't have to go back home without a much needed and deserved vacation here in Maine. We're glad it was just what you wanted (we thought it would be). Fairview is such a delightful cottage and very well equipped and cared for. We're looking forward to your return visit next summer.
For boaters, Spruce Point is the entrance to Boothbay Harbor. Lazy Days is the perfect spot to watch the ‘commuters’ come and go! From your private water-side deck, you have one of the best views around. Relax with a cocktail as the sun goes down for spect …see more
10 Aug 2013
"Great location and view!"
This was our second stay at this house? It is a great house for our family with four children and a dog. They loved being able to swim right outside at the small cove. They swam, played with the dog… More
Garravale sits at the head of West Harbor Pond in Boothbay Harbor. This garrison style cottage has plenty of room for the family with four bedrooms and two baths, eat in kitchen and open living/dining room; not to mention the large wrap deck just off the kitch …see more
27 Oct 2014
"Mislead from the beginning"
When I inquired about this rental for two weeks, I was given the price for one week. I stopped looking for rentals at that point , even though I had several other houses I liked but thought this was a… More
Having to make last minute decisions about where you are going to stay can at the very least be stressful. In October our season is winding down and there are very few choices available that have heat sources. At the time Kathleen contacted us she needed to leave where she had been staying and into something else ASAP. The only property we had available, as she had two dogs, was Garravale. Initially the Reservationist was under the impression that she was looking for just a week, however, she needed two weeks. This doubled the price she was originally quoted. She moved into the cottage the day after she contacted us and was to stay for two weeks. She, as is everyone who books with us, was asked if she wanted trip insurance and she declined given she was already here and checking in the next day.
At the end of her first week she called to say someone in the family had passed away and she needed to leave immediately and that her husband was driving up from New York to pick up her and the dogs so they could return to New York and then go to where the funeral was going to be. At that time she was told that we were not sure there could be any refund but would see what we could find out. She was reminded of the cancellation policy.
While we can sympathize with her family issue, our cancellation policy is very specific in regards to cancellation and was explained to her during the reservation process. October is the end of our season and so the chance of being able to re-rent her second week and provide her with any type of refund was non-existent.