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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Condo Rentals in Hermit Island and around

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Enjoy a serene view of the marina from this balcony, featuring a table and two chairs.

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.4 out of 10, Exceptional, (16)
"Loved the location, lots of activity but also very private and relaxing. Great place, everyone was really nice and friendly"
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
East Boothbay Waterfront One room Condo.Waterview from in side this room
Relax on the pier, surrounded by serene views and lush greenery, with benches and a covered seating area to unwind.

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (130)
"Our stay was great!!"
East Boothbay Waterfront One room Condo.Waterview from in side this room
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Enjoy a meal or social gathering on this balcony with a view of the harbor.

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (21)
"We thoroughly enjoyed a long weekend on Bailey Island. The condo was clean and new, very nicely furnished. It was a quiet easy to access property, very good experience."
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Waterfront Condo in Boothbay Harbor
Property grounds

Waterfront Condo in Boothbay Harbor

Waterfront Condo in Boothbay Harbor
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Enjoy cooking in this kitchen with a central island, stainless steel appliances, and a unique art piece.

Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

2.0 star property
9.6 out of 10, Exceptional, (5)
"This was a great condo. We really enjoyed watching the action on the harbor from the covered deck. The furnishings and appliances were brand new. There was plenty of room for a group with the layout of the bedrooms. It was very convenient to have the restaurant in the same building and it was a short drive to downtown. Our only suggestions would be to add a coffeemaker and directions for the dishwasher and garbage removal.Also it would be helpful to explain the parking situation and that the...
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Seabed @ The Offshore House
Outdoor dining

Seabed @ The Offshore House

10.0 out of 10, Exceptional, (12)
"This was a great place to stay that let me explore the area I wanted to."
Seabed @ The Offshore House
Two room condo with ocean view! First floor with a Handicap Bathroom!
Relax in a serene outdoor seating area with two comfortable chairs, surrounded by a wooden fence and a paved walkway.

Two room condo with ocean view! First floor with a Handicap Bathroom!

8.6 out of 10, Excellent, (17)
"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. "
Two room condo with ocean view! First floor with a Handicap Bathroom!
Shipwright @ The Offshore House
Smart TV

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (11)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
The price is €321
includes taxes & fees
7 Aug - 8 Aug
Shipwright @ The Offshore House
Solitude @ The Offshore House
1 bedroom, iron/ironing board, free WiFi

Solitude @ The Offshore House

9.6 out of 10, Exceptional, (4)
"Awesome place will stay again… Owners were a pleasure to deal with."
The price is €312
includes taxes & fees
1 Sept - 2 Sept
Solitude @ The Offshore House
Walking Distance To Shops, Restaurants And Footbridge
Enjoy cooking in this well-lit kitchen with an oven, stainless steel refrigerator, and wooden countertop.

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (39)
"This is a great place right downtown which makes for easy walking access. Would definitely stay again!"
Walking Distance To Shops, Restaurants And Footbridge
Spacious 4 bedroom luxury Condo
Relax on the covered porch with two comfortable chairs and a charming planter.

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (32)
"A great place to stay minutes from downtown Freeport and a short ride to Portland. Had a great time visiting family and the house was perfect for our getaway! Very close to all the Freeport attractions but quiet enough to rest and relax!"
Spacious 4 bedroom luxury Condo
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
Relax on the porch with a view of the serene lake, surrounded by lush greenery and comfortable seating.

1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.

10.0 out of 10, Exceptional, (48)
"This is a great place to stay. Very close to downtown, Karen is extremely helpful, and the deck is a wonderful spot to enjoy the water and nature. I’m coming back!!"
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
Waterfront Condo: Walk to Downtown Boothbay Harbor
Cozy living room with a fireplace, comfortable seating, and a view of the water through large glass doors.

Waterfront Condo: Walk to Downtown Boothbay Harbor

9.6 out of 10, Exceptional, (4)
"Everything about this lovely condo is absolutely wonderful! Condo was immaculate upon arrival, location is within walking distance to downtown and the owners thought of every detail you could imagine. Beds were extremely comfortable and the condo is stunningly decorated- highly recommend!"
Waterfront Condo: Walk to Downtown Boothbay Harbor
Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse
Fridge, microwave, oven, stovetop

Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse

Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse
Boothbay Cottg | Oceanfront+Deck | No Hidden Fees
Enjoy a refreshing swim in the pool surrounded by lounge chairs and umbrellas, with a dock extending into the water and a scenic shoreline.

Boothbay Cottg | Oceanfront+Deck | No Hidden Fees

Boothbay Cottg | Oceanfront+Deck | No Hidden Fees
Cozy Forest Cottage + 2 Porches | No Hidden Fees
Enjoy a refreshing swim in the pool surrounded by a deck with lounge chairs and umbrellas.

Cozy Forest Cottage + 2 Porches | No Hidden Fees

Cozy Forest Cottage + 2 Porches | No Hidden Fees
Oceanfront King Rm | Sunset View | No Hidden Fees
Enjoy a scenic waterfront view from the comfort of your pool and lounge area.

Oceanfront King Rm | Sunset View | No Hidden Fees

Oceanfront King Rm | Sunset View | No Hidden Fees
Oceanfront Condo on Bailey Island with Ocean Views
Walk along the boardwalk to a scenic pier with a covered seating area and shelter.

Oceanfront Condo on Bailey Island with Ocean Views

Oceanfront Condo on Bailey Island with Ocean Views
3BR Cottage | Near Main Inn | No Hidden Fees
Enjoy a scenic waterfront view from the comfort of your pool and lounge area.

3BR Cottage | Near Main Inn | No Hidden Fees

3BR Cottage | Near Main Inn | No Hidden Fees
Cozy Forest Cottage | Stone FP | No Hidden Fees
Relax by the waterfront pool surrounded by lounge chairs and umbrellas, with a dock perfect for boating or fishing.

Cozy Forest Cottage | Stone FP | No Hidden Fees

Cozy Forest Cottage | Stone FP | No Hidden Fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hermit Island Hotel Reviews

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"A very pleasant facility, clean and convenient to Boothbay harbor. The room and the bathroom were perfectly adequate and the staff were friendly and professional."
Catherine 1-night trip
Posted 19 hours ago
Flagship Inn and Suites

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