Peaks Island Holiday Rentals

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Our top choices for Peaks Island holiday rentals

Escape to Positive Outlook

Escape to Positive Outlook
West Point
10.0 out of 10, Exceptional, (3)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is NZ$327
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to Positive Outlook

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
10.0 out of 10, Exceptional, (25)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
The price is NZ$361
includes taxes & fees
1 Jan - 2 Jan 2026
Pine Point Beach private, quaint, charming studio.

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (7)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is NZ$233
includes taxes & fees
9 Jan - 10 Jan 2026
Studio Apartment near downtown Walkable!

Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
10.0 out of 10, Exceptional, (3)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is NZ$339
includes taxes & fees
4 Jan - 5 Jan 2026
Adorable 1 bedroom cabin only 50 ft from beach#1

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
Knightville
9.8 out of 10, Exceptional, (25)
"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$344
includes taxes & fees
4 Jan - 5 Jan 2026
Sunny Spot with Private Parking.

Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
Gray
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is NZ$1,174
includes taxes & fees
5 Jan - 6 Jan 2026
Waterfront Access with Kayaks, Private Deck and a Firepit

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard Beach
8.0 out of 10, Very good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is NZ$373
includes taxes & fees
5 Jan - 6 Jan 2026
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (14)
"The views are amazing! A very relaxing place to be, and the house was clean and comfortable. "
United States
Monika G.
The price is NZ$510
includes taxes & fees
2 Jan - 3 Jan 2026
Fantastic Waterfront Views

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is NZ$397
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End

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, (7)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is NZ$367
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful & minutes from the Old Port with private parking

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"Excellent location for an after Labor Day vacation. Easy access to the beach. Quiet street. Very nice accommodations with plenty of room. "
United States
Charles C.
The price is NZ$788
includes taxes & fees
1 Jan - 2 Jan 2026
Beach House ∆ Prime Location ∆ Steps to the Ocean

Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake
2.0 star property
Windham
10.0 out of 10, Exceptional, (4)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is NZ$221
includes taxes & fees
28 Jan - 29 Jan 2026
Spacious Studio Near Sebago Lake

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58)
"yes, nice view from backyard , fairly quiet spot , lots to do in the area , hikes , restaurants. "
United States
michael z.
Camp Forever cottage

Saco/Old Orchard Beach Get Away

Saco/Old Orchard Beach Get Away
2.0 star property
Downtown Saco
10.0 out of 10, Exceptional, (4)
"The host responded quickly and with all the info I could have ever needed. I didn't try the hot tub, but the shower in unit 2 was fantastic. All around very comfortable and clean place that i will go back to."
United States
Paul N.
The price is NZ$649
includes taxes & fees
3 Jan - 4 Jan 2026
Saco/Old Orchard Beach Get Away

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is NZ$274
includes taxes & fees
12 Jan - 13 Jan 2026
Beautiful 1st Floor Apartment & Amazing Shower

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128)
"The place was perfect. It was right in the middle of everything and a perfe spot for a getaway"
United States
Jon S.
The price is NZ$340
includes taxes & fees
2 Jan - 3 Jan 2026
Adorable Portland getaway on the Eastern Promenade

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
9.8 out of 10, Exceptional, (9)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is NZ$808
includes taxes & fees
4 Jan - 5 Jan 2026
Orchid Harbor, Bailey Island 3BR

In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt
West Bayside
8.6 out of 10, Excellent, (17)
"Good place to stay in. Safe. However, it would be good to know about the steep and narrow spiral staircase, in case you have lots of heavy luggage."
United States
Omar S.
The price is NZ$269
includes taxes & fees
1 Jan - 2 Jan 2026
In-town no frills 2 bedroom apt

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (98)
"Great location with easy parking"
United States
Lauren J.
The price is NZ$448
includes taxes & fees
8 Jan - 9 Jan 2026
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (63)
"Really enjoyed the unit and it was very convenient for our touring of Portland and up and down the coast. "
United States
Dan C.
Arlie`s Digs! - One Block To Willard Beach!
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, 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 NZ$232 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?

NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.: This highly rated holiday home rental in Peaks Island is located by the ocean, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a garden.

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 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.