Search Hermit Island Condo Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Condo Rentals in Hermit Island and around

Walking Distance To Shops, Restaurants And Footbridge
Fridge, microwave, oven, stovetop

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (41)
"This is a great place right downtown which makes for easy walking access. Would definitely stay again!"
Walking Distance To Shops, Restaurants And Footbridge
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth
Property grounds

Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth

10.0 out of 10, Exceptional, (3)
"Beautiful place to stay. We are planning on doing this again next year. "
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Outdoor dining

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
Terrace/patio

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

9.8 out of 10, Exceptional, (133)
"Our stay was great!!"
East Boothbay Waterfront One room Condo.Waterview from in side this room
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

10.0 out of 10, Exceptional, (1)
"Magnificent find in Freeport! Every bedroom is an en suite, which is super-convenient. Decor is absolutely beautiful! It has a washer/dryer, BBQ grill, a porch out back and split units. The split units were whisper-quiet and allowed my relatives from Florida to be toasty at night while the rest of us enjoyed a cool night’s sleep. Jennifer, the host, was very kind, gracious, and accommodating. I look forward to more stays at this charming condo that felt more like a house."
Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse
Waterfront Condo in Boothbay Harbor
Property grounds

Waterfront Condo in Boothbay Harbor

10.0 out of 10, Exceptional, (1)
"This home was fully stocked and organized. Beautiful view and a great location. Easy walk to restaurants and shops. Would stay again!!"
Waterfront Condo in Boothbay Harbor
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Fridge, microwave, oven, stovetop

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
Spacious 4 bedroom luxury Condo
Exterior

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
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Outdoor dining

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

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

8.4 out of 10, Very good, (18)
"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 €320
includes taxes & fees
19 Aug - 20 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 €318
includes taxes & fees
1 Sept - 2 Sept
Solitude @ The Offshore House
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
Property grounds

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
TV, fireplace, books

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
Boothbay Cottg | Oceanfront+Deck | No Hidden Fees
Pool

Boothbay Cottg | Oceanfront+Deck | No Hidden Fees

Boothbay Cottg | Oceanfront+Deck | No Hidden Fees
Cozy Forest Cottage + 2 Porches | No Hidden Fees
Pool

Cozy Forest Cottage + 2 Porches | No Hidden Fees

Cozy Forest Cottage + 2 Porches | No Hidden Fees
Oceanfront King Rm | Sunset View | No Hidden Fees
Pool

Oceanfront King Rm | Sunset View | No Hidden Fees

Oceanfront King Rm | Sunset View | No Hidden Fees
Oceanfront Condo on Bailey Island with Ocean Views
Property grounds

Oceanfront Condo on Bailey Island with Ocean Views

Oceanfront Condo on Bailey Island with Ocean Views
3BR Cottage | Near Main Inn | No Hidden Fees
Pool

3BR Cottage | Near Main Inn | No Hidden Fees

3BR Cottage | Near Main Inn | 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hermit Island Hotel Reviews

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

10/10 Excellent
"Beautiful views from room. Peaceful area away from the crowds of the town. "
Diane 3-night trip
Posted 12 hours ago
Bluebird Ocean Point Inn

Frequently asked questions

Why book your condo in Hermit Island with Expedia?
Getting away should be a walk in the park, so if you're seeking condos at an affordable rate, Expedia delivers. Save cash and check in to something small and cosy, or splurge on a 5-star condo and spoil your favourite people. Use our search filters to lock in a stay in Hermit Island that suits your needs.
How can I find cheap condos in Hermit Island?
Expedia can help you track down cheap condos in Hermit Island. To reserve your special stay in a few quick clicks, simply use the filter tool to refine your search results by budget, amenities and star rating.