Peaks Island Holiday Rentals

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Holiday Rentals in Peaks Island

Comfort Duplex, 3 Bedrooms | Private kitchen
2 duplex
3.0 star property
The price is NZ$449
per night
18 May - 19 May
2 duplex
Exterior
Completely remodeled 2 bedroom apartment in Portland's West End
10.0 out of 10, Exceptional, (35)
"We very much enjoyed our stay at this location. The stairs were a bit scary, but with the light on, you'll be fine. :) Cozy spot for the three of us, well appointed and in a fantastic area. Very walkable, even down to the wharf. We are from a very non-walkable area, so it was amazing to see all the activity and places we could go just walking a bit. We enjoyed our first time in Maine, and can't wait to get back for a longer trip. Thanks to the hosts!"
The price is NZ$669
per night
21 May - 22 May
Completely remodeled 2 bedroom apartment in Portland's West End
Property grounds
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (15)
"This was a great spot for a weekend away! The unit is well equipped with higher end finishes and furnishings which makes the u it well worth visiting. The roof deck was a lovely addition as well! We left on Sunday so was happy to be able to move the car close to the unit Saturday evening to make packing a breeze."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
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On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (74)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (174)
"Even with a snow/ice storm, the beach doesn’t disappoint! Beautiful sunrises, sunsets, and waves crashing. The condo was warm and cozy and I was very happy to be able to watch the Bruins on tv. Already planned my next visit!"
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Property grounds
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
Exterior
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
Beach/ocean view
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (112)
"Very clean and comfortable! We loved our time there!"
The price is NZ$885
per night
27 May - 28 May
Oceanfront Condo! Spectacular Views From Private Large Balcony
Property grounds
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (124)
"We really enjoyed our stay. We loved being able to walk to the Eastern Promenade. The beds, including the sofa bed were very comfortable. Very cute and cozy There are stairs to enter the building for anyone with mobility issues. If you are unfamiliar with older buildings, the radiators do make some noise while heating in the winter."
The price is NZ$742
per night
27 May - 28 May
Glorious getaway on Portland's Eastern Promenade.
Aerial view
Everybody's favorite Maine beach location
9.2 out of 10, Wonderful, (12)
"The property was updated and very clean. The pillows were not very good, but the bed was great! The location was not where we anticipated. It was very easy checking in and out."
Everybody's favorite Maine beach location
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.2 out of 10, Wonderful, (15)
"The house was cozy and well equipped. We had a wonderful time."
The price is NZ$457
per night
20 May - 21 May
Large 2BD cottage 10 min to Pier & Beach Pets ok
Beach nearby
Little Miss Cottages
2.5 star property
8.2 out of 10, Very good, (68)
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
Private kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
Elegant condo - walk to Portland's best restaurants & Old Port
Beach
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
7.4 out of 10, Good, (25)
"The unit has a really nice view of downtown and the pier. Cool view of the ferris wheel lit up at night. At first glance, the unit is nicely decorated. However, it needs to be refreshed - there are chunks missing out of the walls, things falling apart, ongoing water damage next to the tub. Maintenance from the building came by on the first morning of the stay to check on the kitchen sink because there was a massive leak happening to the unit below. Overall, it seemed as if no one has been...
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
Beach nearby
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, (22)
"Great place to stay"
The price is NZ$354
per night
21 May - 22 May
2 min walk to the beach. Pet friendly condo
2 bedrooms, cots/infant beds, Internet, bed sheets
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
8.0 out of 10, Very good, (5)
"This home was clean, bright and comfortable. Great location, no issues. Would definitely stay here again."
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
Beach
East Grand Ave Fabulous Cottage
9.0 out of 10, Wonderful, (110)
"Good location, owner was very responsive to our needs."
East Grand Ave Fabulous Cottage
Beach nearby, beach towels
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
9.0 out of 10, Wonderful, (48)
"Wonderful location, steps from the beach. And what a beach it is! We were there off season, but it is close to everything you need. Had issue that TV didn't work due to corroded batteries, and wifi didn't work due network being unstable."
The price is NZ$1,014
per night
1 Jun - 2 Jun
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Property grounds
Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦
9.6 out of 10, Exceptional, (10)
"This place is just as nice as it looks in the pictures! My friends and I had a blast! What we appreciated the most was how communicative Jason was with us, and how welcome he made us feel! 10/10 recommend. Awesome place! :)"
The price is NZ$1,013
per night
20 May - 21 May
Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦
Smart TV
Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8
The price is NZ$893
per night
19 May - 20 May
Spacious 3BR, 12-Min to OOB Beach & Pier, Sleeps 8
Don't see what you're looking for?
See all available properties in Peaks Island
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.

Other types of properties in Peaks Island you may be interested in

Water view
The Westin Portland Harborview
4.0 star property
8.6 out of 10, Excellent, (1055)
"The Westin is very conveniently located in downtown Portland. Great harbor view and wonderful staff."
The price is NZ$278
per night
27 May - 28 May
The Westin Portland Harborview
Honeymoon Suite, 1 King Bed
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, (1190)
"Rooms are nice, beds a little too hard, employees not very friendly. I did like you can get coffee in the morning in the lobby. Breakfast not so good. "
The price is NZ$339
per night
19 May - 20 May
Portland Harbor Hotel
Lobby
Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.6 out of 10, Excellent, (1474)
"The hotel was clean, check in was quick and the bed was comfortable. Breakfast was the expected waffles, pastries, cereal, sausage, eggs, coffee, juice. Some of the maintenance details were a little off like cream colored caulk on a white fixture, the level lines for the shower rod were scratched into the surround instead of pencil marked. It didn't change the stay but it made you wonder how that was accepted in what looked like a new or newly refurbished hotel."
The price is NZ$175
per night
20 May - 21 May
Casco Bay Hotel, Ascend Hotel Collection
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.

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.

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.

How many holiday rentals will I find in Peaks Island?

With 20 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 Sand Beach are a couple of places you'll find in the wider area.

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.

Recent reviews of Peaks Island properties
Expedia verified reviews