Great Island Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Great Island

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

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

Bailey Island
10.0 out of 10, Exceptional, (232)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Exterior
Beautiful Oceanfront House- Stunning Water Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell
9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views
Fridge, microwave, oven, stovetop
1 room luxury ocean front studio cottage

1 room luxury ocean front studio cottage

Harpswell
9.6 out of 10, Exceptional, (168)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage
Property grounds
Centerview cottage

Centerview cottage

Harpswell
9.6 out of 10, Exceptional, (59)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
Centerview cottage
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (87)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
$238 nightly
The price is $253
Nov 24 - Nov 25
Total with taxes and fees
The Weldon Hotel
1 bedroom, bed sheets
Studio Unit Walkable Everywhere

Studio Unit Walkable Everywhere

West Bayside
5.8 out of 10, (6)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
$138 nightly
The price is $140
Nov 19 - Nov 20
Total with taxes and fees
Studio Unit Walkable Everywhere
TV
In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt

West Bayside
8.4 out of 10, Very Good, (15)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
$149 nightly
The price is $151
Nov 19 - Nov 20
Total with taxes and fees
In-town no frills 2 bedroom apt
Fridge, microwave, oven, stovetop
Private Entrance Residential Portland

Private Entrance Residential Portland

Deering Center
9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
United States
Michelle S.
Private Entrance Residential Portland
Property grounds
Captain's Guest Room w/private bath. Walk to everything.

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

Bath
8.2 out of 10, Very Good, (21)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
$106 nightly
The price is $115
Nov 19 - Nov 20
Total with taxes and fees
Captain's Guest Room w/private bath. Walk to everything.
Exterior detail
Sunny Modern Oasis in Portland’s Trendy East End

Sunny Modern Oasis in Portland’s Trendy East End

Munjoy Hill
10.0 out of 10, Exceptional, (62)
"Cozy, clean and quiet, within short walking distance to restaurants, coffee shops, breweries, distilleries and shopping. "
United States
Jane
Sunny Modern Oasis in Portland’s Trendy East End
Fridge, oven, stovetop, coffee/tea maker
Updated Long Island Maine Cottage

Updated Long Island Maine Cottage

Long Island
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage
3 bedrooms, WiFi
Fantastic Waterfront Views

Fantastic Waterfront Views

West Point
9.6 out of 10, Exceptional, (14)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
$255 nightly
The price is $269
Nov 30 - Dec 1
Total with taxes and fees
Fantastic Waterfront Views
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
$433 nightly
The price is $472
Nov 19 - Nov 20
Total with taxes and fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Terrace/patio
Large, light filled 4 bedroom house - walk to ocean and ferry

Large, light filled 4 bedroom house - walk to ocean and ferry

Peaks Island
9.8 out of 10, Exceptional, (36)
"Lovely home with comfortable porch and bonfire area to enjoy outside. "
United States
Patti M.
Large, light filled 4 bedroom house - walk to ocean and ferry
Property grounds
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Falmouth
8.8 out of 10, Excellent, (6)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
United States
Darcie B.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor
9.2 out of 10, Wonderful, (100)
"Great views from backyard and living room. Others have described the place as rustic, which is fair as regards wood flooring, paneling and rugs. But beds, sofas and chairs are very comfortable. Heating wasn’t working on the second floor, but they sent someone to look at it almost immediately. Although they couldn’t fix it during our stay, they gave us a fair partial refund."
United States
Daniel
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Interior
Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland

Munjoy Hill
9.6 out of 10, Exceptional, (11)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
United States
Kirsten
$209 nightly
The price is $228
Nov 19 - Nov 20
Total with taxes and fees
Charming Studio apartment with WiFi, AC in welcoming Portland
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill
10.0 out of 10, Exceptional, (92)
"Beautiful house in great area."
United States
Amber W.
The Globe House on Munjoy Hill - Walk to Breweries
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

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.
$184 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Outdoor dining
Knock on Wood | Airy Charm in Heart of Downtown

Knock on Wood | Airy Charm in Heart of Downtown

Parkside
8.8 out of 10, Excellent, (25)
"Clean and comfortable in a great location. Walking distance to the Portland Farmer’s Market on Saturdays. Easy to access and very handy off street parking. Team was very easy to work with. "
United States
Natalie R.
$299 nightly
The price is $326
Dec 9 - Dec 10
Total with taxes and fees
Knock on Wood | Airy Charm in Heart of Downtown
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 Great Island Hotel Reviews

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent
"Everyone was very friendly.. we really liked our room and the amenities. Great location!"
Sara 1-night trip
Posted 2 days ago
Hilton Garden Inn Portland Downtown Waterfront

Find out more about Great Island

Everything you need to know about Great Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Great Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Great Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Great Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Great Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Great Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $115 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Great Island rentals

At Expedia, we put the best Great Island vacation 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 Great Island 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 Great Island vacation.

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

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