Search Condos Rentals in Five Islands from CA $90

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Five Islands Condo Rentals

"perfect love to be back next year"

"Clean, neat, short hop to Boothbay. Perfect for couple. Very safe as well. Neighborhood is not picturesque… not important to us. Only small, small picky note: heat was too high for us at night without ability to regulate. Highly recommend!"

CA $345 total

includes taxes & fees

Jan 20 - Jan 21

"Overall it was great for the money!"

"Staying at the Carousel Marina is like no other VASCA experience for vacation. First, anyone renting should realize they will be staying at the actual marina and will be witness to all the activities that occur there – boats arriving, departing, people coming and going on the docks and the influx of people coming each night to enjoy cocktails, dinner and live music at the attached restaurant either inside or outside on the patio by the firepit. If you are fortunate enough to stay for an extended...

"Check in process was very smooth. Communication with property management to assure the quality of the stay was appreciated. The property pictures accurately reflected the condition of the house which was clean and comfortable. The quiet neighborhood was a great place to unwind. Really enjoyed the deck overlooking the water. We were especially luck to view the Northern lights during our stay. Would definitely stay again and recommend to other travelers."

"Highly recommend! We absolutely loved our stay at this condo! It was beautifully styled, with lots of charming touches that made it feel like a cozy home away from home. We were provided with plenty of towels, which was a nice bonus, and the deck and balcony offered stunning views at any time of day—truly a highlight of our stay. The location was ideal: there were multiple great places to eat nearby, offering a variety of dining options, but the area itself was peaceful and quiet, perfect for...

"Place was clean, owners were very nice and attentive. Would stay there again."

"We loved our week in Maine. The condo on the river was perfectly located to cruise all that Maine has to offer. Everything was as revealed in the advertising. Lots of areas to explore. "

"The unit was perfect for our stay. It was well appointed and nicely decorated. The location is great as you are close to Boothbay Harbor but not in it. Ocean Point is a fantastic place to walk to really experience the Maine coast. The screen porch was a hit with the seating area and table where you could see Linekin Bay. Bed was comfortable and kitchen had everything we needed with a gas grill outside. Would definitely stay here again. "

Microwave, coffee/tea maker, toaster, cookware/dishes/utensils

"Owner greeted us and was very friendly and helpful. Room was very nice clean and easily accessible. Wonderful time! Would highly recommend staying there. "

CA $270 total

includes taxes & fees

Jan 21 - Jan 22

1 bedroom, iron/ironing board, free WiFi

"I wasn't aware I would be charged an additional fee on my card the day I was supposed to check in. We stopped by their offices which were closed for the season and left a message with no reply. I also tried to the phone number provided on here and it was disconnected. Very disappointed my credit card information was released and there was a charge without my knowledge. Even for a hold the fee is way too much. I paid less than half of this for my one night stay. Still trying to reach them...

CA $308 total

includes taxes & fees

Jan 20 - Jan 21

"This was the perfect place for our holiday. Very clean, perfect location, and gorgeous view from room. We will definitely go back. HIGHLY recommended!!!!!!"

"The condo unit was exactly as described and we found the property manager to be immediately responsive to our questions. The entire unit was beautifully decorated and the beds/furniture was quite comfortable. The kitchen was well appointed and there were plenty of towels/linens. The location is within walking distance of central Boothbay Harbor but in a secluded neighborhood that is very quiet. We enjoyed the “shoulder season” a few weeks before the tourists began to arrive, but found enough...

"My family spent one week in Boothbay Harbor for our first time to Maine. We thoroughly enjoyed the relaxed atmosphere of this small coastal town. Nothing disappointed us. Karen was great to work with! The location of this property is so close to everything in Boothbay. The only negative to this property is that there is no A/C, but fans are provided."

"My family of 5 had a lovely stay at this home in Boothbay Harbor. This home was roomy and had everything we needed. Location was great, walking to cute shops and restaurants. Only downside to location was noisy traffic at night and gas station lights outside. We had a great trip and would stay here again."

"Sebasco was an excellent host for our family weekend gathering. Highly recommend! The rooms in the Lighthouse and the main lodge as well as the generous hospitality, food, and resort activities was topnotch. Thanks Sebasco."

"Well appointed condo on a golf course. Easy drive to the highway. It was a great interim rental until we could get in our new home. Had everything we needed. The hosts were very easy to communicate with and very accommodating. I would highly recommend this condo."