A rocky shoreline with a lighthouse and a calm sea under a colorful sky.

Peaks Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Peaks Island holiday rentals

A yurt with a bed, a desk, and a view of the outdoors.

1. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is HK$2,080
HK$3,549 total
includes taxes & fees
7 Sept - 8 Sept
Fortland Island Campground
A beach with a wooden chair and a small building in the background.

2. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is HK$4,733
HK$7,603 total
includes taxes & fees
4 Sept - 5 Sept
Arlie`s Digs! - One Block To Willard Beach!
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

3. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (115 reviews)
"Really nice room and location"
United States
Victoria
The price is HK$3,098
HK$3,376 total
includes taxes & fees
31 Aug - 1 Sept
The Weldon Hotel

4. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
10.0 out of 10, Exceptional, (111 reviews)
"Lovely home in a beautiful location and Dan is a fantastic host. Ask him about his hot sauce!"
United States
Elliott H.
The price is HK$2,352
HK$3,666 total
includes taxes & fees
31 Aug - 1 Sept
Ocean View East End Studio in a Historic Victorian
A multi-story building with a stone facade, large windows, and a corner entrance.

5. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (11 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is HK$4,275
HK$5,836 total
includes taxes & fees
31 Aug - 1 Sept
Evalina Hotel
A building named Willard Square with a storefront and a red vehicle parked outside.

6. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (12 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is HK$3,136
HK$5,721 total
includes taxes & fees
31 Aug - 1 Sept
Willard Square Family Home
A dining table with chairs, a potted plant, and decorative items.

7. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (6 reviews)
"Excellent in every way."
United States
Robert B.
The price is HK$1,294
HK$2,769 total
includes taxes & fees
16 Sept - 17 Sept
Willard Beach–Apartment Near Portland & Parks
A street lined with buildings, one with a red door and a sign that reads "MINATO".

8. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (143 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is HK$1,545
HK$2,453 total
includes taxes & fees
27 Sept - 28 Sept
Adorable Portland getaway on the Eastern Promenade
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

9. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (26 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is HK$1,458
HK$2,401 total
includes taxes & fees
17 Sept - 18 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland
A street lined with buildings, one with a red door and a sign that reads "MINATO".

10. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (183 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is HK$2,329
HK$3,683 total
includes taxes & fees
9 Sept - 10 Sept
Glorious getaway on Portland's Eastern Promenade.
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

11. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (32 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is HK$1,313
HK$2,277 total
includes taxes & fees
1 Sept - 2 Sept
Sunny Spot with Private Parking.
A building with a sign for "The Send Brewing Co." and a logo featuring a stylized tree.

12. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (12 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is HK$1,853
HK$3,045 total
includes taxes & fees
31 Aug - 1 Sept
Peaceful & minutes from the Old Port with private parking
A harbor with boats docked, a pier, and buildings in the background.

13. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was very comfortable; beautiful view from our deck. Mat was great with communication and the atmosphere was a perfect fit for us. We highly recommend for your stay in Portland."
United States
Susan R.
The price is HK$1,999
HK$3,470 total
includes taxes & fees
14 Sept - 15 Sept
Casco Bay Vista
A restaurant window with 'OYSTER CO. EVENTIDE' signage, indicating a raw bar, chowders, and cocktails.

14. Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (43 reviews)
"Overall amazing experience! Property is beautifully maintained. Perfectly located, within walking distance from bakeries, pubs, and restraunts. Host was responsive and helpful."
United States
Jacqui B.
The price is HK$2,386
HK$4,045 total
includes taxes & fees
1 Sept - 2 Sept
Modern & Sunny House Steps from the Promenade. Private Parking!
A spacious living room with large windows, a sofa, a coffee table, and a view of the city.

15. Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
Munjoy Hill
10.0 out of 10, Exceptional, (19 reviews)
"Great host and very clean, comfortable stay! We all wished we would have had more time here and loved every bit of our stay. Sunrise on the rooftop deck, city lights up there at night. It was wonderful! We hope to return someday! "
United States
JESSICA S.
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

16. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.4 out of 10, Exceptional, (83 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
The price is HK$1,317
HK$4,022 total
includes taxes & fees
31 Aug - 1 Sept
Elegant condo - walk to Portland's best restaurants & Old Port
A two-story house with a balcony, a covered patio, and a fenced yard.

17. 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, (103 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is HK$2,509
HK$4,692 total
includes taxes & fees
15 Sept - 16 Sept
The Globe House on Munjoy Hill - Walk to Breweries
A deck with wicker furniture and a view of the water.

18. Portland’s Best Ocean Views from a 40-Foot Private Deck

Portland’s Best Ocean Views from a 40-Foot Private Deck
Munjoy Hill
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful location with easy walk to downtown. "
United States
Megan T.
The price is HK$4,116
HK$6,102 total
includes taxes & fees
1 Sept - 2 Sept
Portland’s Best Ocean Views from a 40-Foot Private Deck
A room with a wooden floor, a round table, two chairs, a sofa, and a patterned rug.

19. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (8 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is HK$2,344
HK$4,290 total
includes taxes & fees
1 Sept - 2 Sept
NEW 1 BDR-Heart of Munjoy Hill
A modern kitchen with a central island, stainless steel appliances, and contemporary artwork.

20. A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking

A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
Munjoy Hill
10.0 out of 10, Exceptional, (8 reviews)
"This apartment was perfect. Great location, spotlessly clean, very spacious rooms and comfortable beds. Thank you Ani for letting us stay in your lovely apartment. "
United States
Lauren
A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Peaks Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

8/10 Good
"Great location. Loved the outdoor space. Bed comfort could have been better and room air control too loud and disruptive Comfier chairs in room would have been welcome"
lorraine 1-night trip
Posted less than an hour ago
Portland Harbor Hotel

Find out more about Peaks Island

Search for holiday rentals in Peaks Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Peaks Island using one of the methods below:

  • View our selection of featured holiday rentals in Peaks Island
  • Use the map to find apartments and other holiday homes in the Peaks Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Peaks Island while they last

Look no further and take a look at our great range of rental properties in Peaks Island!

Frequently asked questions

Can I find a holiday rental in Peaks Island?

Yes, there are holiday rentals close to the most popular sights in Peaks Island, or you can select a more secluded option if you're looking for a relaxing stay. Peaks Island is known for its architecture and mountain views. Make sure you have time to check out the restaurants and festivals during your trip.

What are some of the best holiday rentals that Peaks Island has to offer?

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!: This highly rated holiday home rental in Peaks Island is located by the ocean, and has a garden, a selection of games 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.

How many holiday rentals will I find in Peaks Island?

With 24 Expedia holiday rentals, you're guaranteed to find just the right place for your Peaks Island stay.

What can I see and do in Peaks Island?

Cultural attractions to visit include Umbrella Cover Museum and Fifth Maine Museum. Richard Boyd Art Gallery and Battery Steele are other places to visit while you're in town.

What are holiday rentals like in Peaks Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Peaks Island. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family getaway.