Five Islands Holiday Rentals from NZ$273: Search Short-Term Rentals

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Our top choices for Five Islands holiday rentals

A narrow hallway with a window on the right, leading to a room with a visible door.

1. Modern style in historic building in downtown Bath

Bath

Kristina M.

includes taxes & fees

1 Sept - 2 Sept

A patio with a round glass table and two chairs, overlooking a grassy area with trees.

2. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay

Cassie M.

includes taxes & fees

25 Aug - 26 Aug

A treehouse with a wooden staircase and a small building with a colorful mural.

3. Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.

Bath

Esther

includes taxes & fees

13 Sept - 14 Sept

A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

4. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Georgetown

Palmer M.

includes taxes & fees

31 Aug - 1 Sept

A cabin with a large wooden barrel-shaped structure attached to the main building, featuring a warm interior light.

5. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Georgetown

includes taxes & fees

17 Sept - 18 Sept

A two-story house with a covered porch, a garage, and a front yard with potted plants.

6. Large suite/private bath/private entrance on quiet street near Thomas Bay

Brunswick

"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"

Asha

includes taxes & fees

2 Sept - 3 Sept

A wooden staircase with a wooden railing, surrounded by green foliage.

7. Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.

Bath

michael

includes taxes & fees

30 Aug - 31 Aug

A fenced garden area with a wooden gate, surrounded by greenery and trees.

8. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Boothbay

Audreyana P.

includes taxes & fees

25 Aug - 26 Aug

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Top Five Islands Hotel Reviews

Travelers Inn

8/10 Good

"Breakfast. It will be good if there’s an egg variety"

Best Western Plus Brunswick Bath

10/10 Excellent

"The hotel was good - Clean and adequate well lite safe parking area - Staff was very courteous and helpful when or if needed. Morning breakfast included with room was also very nice and good - Clean dining area and good morning meal - Overall this hotel was a good choice and I would return another time"

Flagship Inn and Suites

10/10 Excellent

"We stayed just one night as we went to a concert at the Opera House which was less than a mile from this hotel. Great location. Room was clean, nothing fancy but had what we needed. Breakfast was included, continental breakfast-the staff kept it stocked. Good enough. Our second stay here. Would stay again."

Spark by Hilton Brunswick

8/10 Good

"The door from the hallway into the room had to be forcibly opened & closed, making it very loud. The paint was rubbed off the side, so obviously been like that awhile. The bathroom door didn’t t close at all! The holder in the shower for the body wash was broken off & just a glob of caulk in its place. The plug in on the nightstand didn’t work, but we used the one on the desk to charge our phones. Hopefully it was just that one room that needed some maintenance. Nothing was so bad that we asked for a different room, it just needs some attention."

Find out more about Five Islands

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Five Islands holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Five Islands. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Five Islands. Seeing all the best attractions is bound to make you fall in love with Five Islands. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Five Islands short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Five Islands?

Yes, there are holiday rentals close to the most popular sights in Five Islands, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Five Islands has to offer?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Five Islands is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Five Islands?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Five Islands stay.

What’s there to see and do in Five Islands?

Explore the area and family-friendly sights such as Maine Maritime Museum, or get out into nature at a spot like Coastal Maine Botanical Gardens. In the wider area, you’ll find Reid State Park and Burnt Island Living Lighthouse.

What’s a holiday rental in Five Islands like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Five Islands. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for families.

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Check prices for these dates

Our top choices for Five Islands holiday rentals

1. Modern style in historic building in downtown Bath

2. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

3. Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.

4. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

5. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

6. Large suite/private bath/private entrance on quiet street near Thomas Bay

7. Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.

8. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

9. Tide Haven Cottage on Bay Point

10. Mid Coast Getaway w/ water views

11. Happy Cottage Near Everything 11

12. Spacious 1 Bedroom Cottage Close to Everything 5

13. Cheerful Cottage with Loft 9

14. A Spacious Vacation Cottage in Sheepscot Harbour

15. Boothbay Harbor, 2-Story Cottage, downtown

16. Newly Renovated Cozy Cove Cabin at White Anchor Inn

17. 1 Mi to Maine Street! Mcm-style Home in Brunswick

18. Apartment over shops in Bath Historic District

19. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

20. Top floor loft apartment in downtown Bath

Find holiday rentals that suit your style

Top Five Islands Hotel Reviews

Travelers Inn

Best Western Plus Brunswick Bath

Ocean Gate Inn

Relax Inn

Cod Cove Inn, BW Signature Collection

Topside Inn

Flagship Inn and Suites

Spark by Hilton Brunswick

Smuggler's Cove Inn

Find out more about Five Islands

Frequently asked questions

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