Five Islands Holiday Rentals

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Holiday Rentals in Five Islands

Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK

9.2 out of 10, Wonderful, (7)
"This was a wonderful place to stay!"
Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK

Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access

4.0 out of 10, (4)
"The amenities on Travelocity site does not match the amenities Vacasa sends to you after you book. No washer, no (working?) central heating (1 electric oil heater on wheels provided). Safety lists deadbolt lock but only 2 of 5 doors have a deadbolt, 2 doors have no locks or latches. Several windows also don't have locks. We didn't have anyone in our party willing to try the shower but the stains downstairs hinted it might leak. The house is acrossed the street from the water, not on the...
Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (4)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (20)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.8 out of 10, Exceptional, (27)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (111)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.4 out of 10, Good, (11)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is AU$237
includes taxes & fees
28 July - 29 July
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Captain's Quarters 2BR Apartment. Walk to Everything!

9.0 out of 10, Wonderful, (4)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
The price is AU$401
includes taxes & fees
12 Aug - 13 Aug
Captain's Quarters 2BR Apartment. Walk to Everything!

Beautiful Studio in downtown Boothbay Harbor

9.0 out of 10, Wonderful, (8)
"Very cozy comfortable and convenient. Every thing we needed. "
Beautiful Studio in downtown Boothbay Harbor

Dog-friendly bay view home - water views, dock access

6.4 out of 10, (6)
"Nice and quiet. Beautiful view of the water"
Dog-friendly bay view home - water views, dock access

Beautiful Oceanfront House- Stunning Water Views

9.8 out of 10, Exceptional, (8)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views

Large beautiful ocean front studio with private dock

10.0 out of 10, Exceptional, (31)
"Great stay at a well-maintained property with a wonderful view and private dock! Fantastic communication with the owner, thank you!"
Large beautiful ocean front studio with private dock

Oceanfront Cabin-Castle in Maine Woods

10.0 out of 10, Exceptional, (26)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods

Cozy Waterfront Cottage with Dock

10.0 out of 10, Exceptional, (2)
"My husband and I stayed at the cozy little cottage for a weekend getaway and everything about it was great. It was in the perfect location."
Cozy Waterfront Cottage with Dock

Centerview cottage

9.8 out of 10, Exceptional, (51)
"Very good people, excellent stay and we highly recommend this place, good home feeling and beautiful view"
Centerview cottage

Sunrise Catcher with a Panoramic View!

10.0 out of 10, Exceptional, (42)
"Great get away & girls weekend. Plenty to do & see. Home is very well equipped for guest needs."
Sunrise Catcher with a Panoramic View!

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (221)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

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

10.0 out of 10, Exceptional, (133)
"Wonderful hosts, truly made guests feel welcomed and valued. "
The price is AU$260
includes taxes & fees
11 Aug - 12 Aug
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (35)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!
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

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?

Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK: This highly rated holiday home rental in Five Islands is located in a rural location, and has a fireplace, a balcony 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Five Islands is Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access.

How many holiday rentals will I find in Five Islands?

With 8 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 State Aquarium, 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.