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

Peaks Island Holiday Rentals

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Our top choices for Peaks Island holiday rentals

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 NZ$880
includes taxes & fees
7 Sept - 8 Sept
Fortland Island Campground

2. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (110 reviews)
"Really nice room and location"
United States
Victoria
The price is NZ$661
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel

3. 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, (24 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is NZ$553
includes taxes & fees
6 Sept - 7 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland

4. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (109 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is NZ$782
includes taxes & fees
23 Aug - 24 Aug
Ocean View East End Studio in a Historic Victorian

5. 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, (11 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is NZ$673
includes taxes & fees
1 Sept - 2 Sept
Peaceful & minutes from the Old Port with private parking

6. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (9 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is NZ$1,213
includes taxes & fees
31 Aug - 1 Sept
Evalina Hotel

7. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (140 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is NZ$527
includes taxes & fees
15 Sept - 16 Sept
Adorable Portland getaway on the Eastern Promenade

8. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (11 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 NZ$1,011
includes taxes & fees
23 Aug - 24 Aug
Willard Square Family Home

9. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 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 NZ$538
includes taxes & fees
1 Sept - 2 Sept
Sunny Spot with Private Parking.

10. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is NZ$1,126
includes taxes & fees
29 Aug - 30 Aug
NEW 1 BDR-Heart of Munjoy Hill

11. 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 NZ$788
includes taxes & fees
1 Sept - 2 Sept
Glorious getaway on Portland's Eastern Promenade.

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (68 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is NZ$1,103
includes taxes & fees
7 Sept - 8 Sept
Arlie`s Digs! - One Block To Willard Beach!

13. 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.
The price is NZ$879
includes taxes & fees
7 Sept - 8 Sept
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (82 reviews)
"I had a wonderful week at this perfect place. Met my expectations and way more. So walkable all over Portland. I will be back. Thank you so very much."
United States
Margaret H.
The price is NZ$852
includes taxes & fees
25 Aug - 26 Aug
Elegant condo - walk to Portland's best restaurants & Old Port

15. 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, (42 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 NZ$947
includes taxes & fees
1 Sept - 2 Sept
Modern & Sunny House Steps from the Promenade. Private Parking!

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

Portland’s Best Ocean Views from a 40-Foot Private Deck
Munjoy Hill
9.4 out of 10, Exceptional, (30 reviews)
"Beautiful location with easy walk to downtown. "
United States
Megan T.
Portland’s Best Ocean Views from a 40-Foot Private Deck

17. Prime Old Port 3BR • Free Parking • Sleeps 8

Prime Old Port 3BR • Free Parking • Sleeps 8
Downtown Portland
9.8 out of 10, Exceptional, (164 reviews)
"Everything was great! Excellent location, clean and great communication. Thank you!"
United States
Stephanie W.
The price is NZ$1,729
includes taxes & fees
19 Aug - 20 Aug
Prime Old Port 3BR • Free Parking • Sleeps 8

18. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (16 reviews)
"Ani was very friendly and communicative and the place was comfortable and inviting. We had a great stay!"
United States
Cristina Q.
The price is NZ$1,239
includes taxes & fees
2 Sept - 3 Sept
4br2ba House parking A Peaceful Oasis on Munjoy Hill

19. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (14 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is NZ$300
includes taxes & fees
18 Aug - 19 Aug
Studio Apartment near downtown Walkable!

20. Panoramic Water, Island & City Views w/Private Roof Deck

Panoramic Water, Island & City Views w/Private Roof Deck
Munjoy Hill
10.0 out of 10, Exceptional, (33 reviews)
"We had a super relaxing weekend! Great walks and proximity to restaurants. "
United States
Amy W.
Panoramic Water, Island & City Views w/Private Roof Deck
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 Peaks Island Hotel Reviews

Find out more about Peaks Island

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 Peaks Island 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 Peaks Island. 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 Peaks Island. Seeing all the best attractions is bound to make you fall in love with Peaks Island. 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 Peaks Island short-term rentals, that won’t be hard to do.

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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. Another good choice for your trip to Peaks Island is NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available..

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 Fifth Maine Museum and Umbrella Cover 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.