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

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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 £272
includes taxes & fees
5 Aug - 6 Aug
Fortland Island Campground

2. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (107 reviews)
"Really nice room and location"
United States
Victoria
The price is £305
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel

3. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (7 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is £605
includes taxes & fees
1 Sept - 2 Sept
Evalina Hotel

4. Fall In Love With Portland!

Fall In Love With Portland!
Munjoy Hill
9.4 out of 10, Exceptional, (144 reviews)
"Host was great as well as the accommodations. The place was very clean ."
United States
Lisa B.
Fall In Love With Portland!

5. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is £357
includes taxes & fees
3 Aug - 4 Aug
City Amenities, Casco Bay Sunrises and Natural Beauty

6. 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, (106 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is £350
includes taxes & fees
23 Aug - 24 Aug
Ocean View East End Studio in a Historic Victorian

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

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Jennifer’s VRBO is exactly as cute, clean and cozy as the listing’s photos depict. It is so well maintained that she has living house plants that are thriving 10/10. I can’t wait to stay again!"
United States
Liz P.
The price is £334
includes taxes & fees
9 Aug - 10 Aug
Peaceful & minutes from the Old Port with private parking

8. 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, (29 reviews)
"Beautiful location with easy walk to downtown. "
United States
Megan T.
The price is £586
includes taxes & fees
1 Sept - 2 Sept
Portland’s Best Ocean Views from a 40-Foot Private Deck

9. 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 £442
includes taxes & fees
30 Aug - 31 Aug
Willard Square Family Home

10. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (182 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is £352
includes taxes & fees
1 Sept - 2 Sept
Glorious getaway on Portland's Eastern Promenade.

11. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (139 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is £235
includes taxes & fees
1 Sept - 2 Sept
Adorable Portland getaway on the Eastern Promenade

12. 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 £244
includes taxes & fees
1 Sept - 2 Sept
Sunny Spot with Private Parking.

13. Eastbayside/Munjoy - Charming Downtown Escape

Eastbayside/Munjoy - Charming Downtown Escape
East Bayside
9.8 out of 10, Exceptional, (37 reviews)
"Very nice location, clean and comfortable!"
United States
Ryan R.
The price is £662
includes taxes & fees
14 Aug - 15 Aug
Eastbayside/Munjoy - Charming Downtown Escape

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, (42 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is £438
includes taxes & fees
1 Sept - 2 Sept
Modern & Sunny House Steps from the Promenade. Private Parking!

15. Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers

Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers
Munjoy Hill
10.0 out of 10, Exceptional, (53 reviews)
"We have stayed here multiple times and every time it’s amazing!"
United States
Erica L.
The price is £770
includes taxes & fees
2 Sept - 3 Sept
Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers

16. Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (234 reviews)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
The price is £980
includes taxes & fees
27 Aug - 28 Aug
Downtown Penthouse Suite - Stunning Harbor Views

17. 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 £502
includes taxes & fees
18 Aug - 19 Aug
4br2ba House parking A Peaceful Oasis on Munjoy Hill

18. 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.
The price is £482
includes taxes & fees
4 Aug - 5 Aug
Panoramic Water, Island & City Views w/Private Roof Deck

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

Prime Old Port 3BR • Free Parking • Sleeps 8
Downtown Portland
9.8 out of 10, Exceptional, (163 reviews)
"Everything was great! Excellent location, clean and great communication. Thank you!"
United States
Stephanie W.
The price is £883
includes taxes & fees
16 Aug - 17 Aug
Prime Old Port 3BR • Free Parking • Sleeps 8

20. Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Munjoy Hill
9.8 out of 10, Exceptional, (15 reviews)
"Great space in a nice neighborhood location. "
United States
Sheila G.
The price is £410
includes taxes & fees
31 Aug - 1 Sept
Island View House BnB Self Check-In # 4 / Free Off-Street 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.
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Top Peaks Island Hotel Reviews

Find out more about Peaks Island

Everything you need to know about Peaks Island 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 Peaks Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Peaks Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Peaks Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Peaks Island. 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 Peaks Island 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 Peaks Island holiday rentals we have selected for you start as low as £146 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Peaks Island rentals

At Expedia, we put the best Peaks Island 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 Peaks 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 Peaks Island 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 Peaks 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. 

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 23 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 Richard Boyd Art Gallery. Umbrella Cover Museum 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.