Five Islands Holiday Rentals

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Holiday Rentals in Five Islands

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Boothbay
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is NZ$489
includes taxes & fees
5 Dec - 6 Dec
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Brunswick
10.0 out of 10, Exceptional, (144)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is NZ$211
includes taxes & fees
16 Nov - 17 Nov
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Captain's 1BR Quaters. Quiet. Walk to everything. No fees. Dogs stay free!

Bath
7.6 out of 10, Good, (12)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
United States
Carol N.
The price is NZ$192
includes taxes & fees
1 Dec - 2 Dec
Captain's 1BR Quaters. Quiet. Walk to everything. No fees. Dogs stay free!

Captain's Guest Room w/private bath. Walk to everything.

Bath
8.2 out of 10, Very good, (21)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
United States
Benjamin E.
The price is NZ$202
includes taxes & fees
16 Nov - 17 Nov
Captain's Guest Room w/private bath. Walk to everything.

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Harpswell
10.0 out of 10, Exceptional, (4)
"Beautiful location!! Very comfortable and clean home "
United States
Beth L.
The price is NZ$988
includes taxes & fees
14 Dec - 15 Dec
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

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

Boothbay
7.8 out of 10, Good, (7)
"Nice place to stay for a quick trip to the area! Would stay there again. "
United States
Lisa M.
The price is NZ$384
includes taxes & fees
1 Dec - 2 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Mere Point Sunrise Views at Eastern Shore!

Brunswick
9.8 out of 10, Exceptional, (7)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is NZ$669
includes taxes & fees
16 Nov - 17 Nov
Mere Point Sunrise Views at Eastern Shore!

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Boothbay
9.2 out of 10, Wonderful, (69)
"The house was so charming, clean, and comfortable. We couldn’t have found a better place to stay during our visit to the Boothbay area. The Dome House is off the beaten track, right on a tidal river, which made every day and every hour a new private view. Be sure to schedule time to simply be. This is the perfect house for it!"
United States
Lawton S.
The price is NZ$545
includes taxes & fees
16 Nov - 17 Nov
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Little Lincoln beautiful home

Brunswick
9.0 out of 10, Wonderful, (13)
"Nice little cottage, lots of sun, great layout, full kitchen which is so important to me, and less than a block to the commercial center! Plenty of parking, easy to unload and load my car, only a step up or two into the property which was perfect for my very small dog. "
United States
Linda B.
The price is NZ$416
includes taxes & fees
17 Nov - 18 Nov
Little Lincoln beautiful home

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick
8.4 out of 10, Very good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is NZ$466
includes taxes & fees
24 Nov - 25 Nov
Brunswick Downtown Sugar Cube next to Bowdoin

Solitude @ The Offshore House

Boothbay
9.8 out of 10, Exceptional, (6)
"Awesome place will stay again… Owners were a pleasure to deal with."
United States
Philip M.
The price is NZ$530
includes taxes & fees
21 Nov - 22 Nov
Solitude @ The Offshore House

Modern style in historic building in downtown Bath

Bath
10.0 out of 10, Exceptional, (8)
"Urban loft in a great location in the coolest little city in Maine. Highly recommended!!"
United States
Christopher D.
The price is NZ$393
includes taxes & fees
17 Nov - 18 Nov
Modern style in historic building in downtown Bath

First Floor Little Cozy Studio with King Size Bed Downtown

Brunswick
8.8 out of 10, Excellent, (6)
"Location is ideal for walking or train or car. Nice place for 2 people. Full kitchen and comfy bed. "
United States
anne T.
The price is NZ$318
includes taxes & fees
16 Nov - 17 Nov
First Floor Little Cozy Studio with King Size Bed Downtown

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

Boothbay
10.0 out of 10, Exceptional, (54)
"Our stay was wonderful- the house was exactly as pictured and described. The location was ideal- very close to the inner Boothbay Harbor. "
United States
Rachel M.
The price is NZ$1,304
includes taxes & fees
7 Dec - 8 Dec
Modern woodland privacy with ocean, trails, and lobster all in walking distance.

Seabed @ The Offshore House

Boothbay
9.8 out of 10, Exceptional, (14)
"A very clean and well appointed property. The attention to detail for every aspect of our stay was impressive. We especially appreciated the guideline booklet that dealt with rules of the house to what to do in Boothbay Harbor. The location was perfect for our puffin cruise. We would totally book again. "
United States
Joan K.
The price is NZ$530
includes taxes & fees
16 Nov - 17 Nov
Seabed @ The Offshore House

King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

Topsham
8.8 out of 10, Excellent, (3)
"Very clean, new, and modern. Only complaint is there could be a lot more kitchen utensils (ie. cheese grater, measuring cups/spoons, more pots/pans/mixing bowls. And more availability of blankets/pillows/garbage bags etc. Otherwise a beautiful spot in a great location! "
Canada
Ellen
The price is NZ$474
includes taxes & fees
16 Dec - 17 Dec
King size Bed Big Smile Big Sunshine 1st FL Washer&Dryer

King Size Sun Rise Midcoast Lovely Stay

Topsham
10.0 out of 10, Exceptional, (14)
"Great location surroundings a little unkept but tis the spring cleanup season. Excellent accommodation and located near town shopping but quiet neighborhood"
United States
Douglas H.
The price is NZ$401
includes taxes & fees
24 Nov - 25 Nov
King Size Sun Rise Midcoast Lovely Stay

Mid Coast Getaway w/ water views

West Point
9.2 out of 10, Wonderful, (5)
"You couldn’t ask for a better view, it was everything we had hoped and more."
United States
Andrew S.
The price is NZ$358
includes taxes & fees
18 Nov - 19 Nov
Mid Coast Getaway w/ water views

Vacation Creation Downtown Brunswick 2King Beds

Brunswick
9.6 out of 10, Exceptional, (18)
"Overall, this apartment is a good place to stay in Brunswick. It was the right size for 2 adults. It was cozy even in the dead of winter. It was clean, tidy, and had a fresh appearance. The beds were comfortable and the bathroom well-maintained and neat, with very good water pressure. It is a short 2-block walk to Maine Street shops or grocery store, and a 10 minute walk to campus.There are only 4 detractions we had, all MINOR, but which grew mildly irksome after two weeks - if you are only...
United States
Eric B.
The price is NZ$556
includes taxes & fees
17 Nov - 18 Nov
Vacation Creation Downtown Brunswick 2King Beds

Fantastic Waterfront Views

West Point
9.6 out of 10, Exceptional, (13)
"The place is amazing with lots of room for a family, and great views of the water from almost everywhere. The neighborhood is quiet and the people were very friendly. "
United States
Joseph V.
The price is NZ$477
includes taxes & fees
3 Dec - 4 Dec
Fantastic Waterfront Views
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 Five Islands Hotel Reviews

Find out more about Five Islands

Everything you need to know about Five Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Five Islands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Five Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Five Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Five Islands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Five Islands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Five Islands holiday rentals we have selected for you start as low as NZ$202 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Five Islands rentals

At Expedia, we put the best Five Islands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Five Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Five Islands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Five Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

New 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 6 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.