Book Holiday Homes in Peaks Island

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Featured Holiday Homes in Peaks Island

The Moonglow! A beautiful ocean view house in Biddeford!

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford ME
With a stay at this vacation home in Biddeford, you'll be near the beach, within a 15-minute drive of Engine and Fortunes Rock Beach.
Opens in a new windowThe Moonglow! A beautiful ocean view house in Biddeford!
Sunny Modern Oasis in Portland’s Trendy East End

Sunny Modern Oasis in Portland’s Trendy East End

Portland ME
With a stay at this vacation home, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
Opens in a new windowSunny Modern Oasis in Portland’s Trendy East End
Fantastic Waterfront Views

Fantastic Waterfront Views

Phippsburg ME
The price is AU$561 per night from 21 Jan to 22 Jan
AU$561
per night
21 Jan - 22 Jan
With a stay at this vacation home in Phippsburg (West Point), you'll be within a 15-minute drive of Casco Bay and Popham Beach State Park.
Opens in a new windowFantastic Waterfront Views
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Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Old Orchard Beach ME
The price is AU$1,875 per night from 22 Jan to 23 Jan
AU$1,875
per night
22 Jan - 23 Jan
When you stay at this vacation home in Old Orchard Beach, you'll be by the sea, a 2-minute drive from Old Orchard Beach Pier and 8 minutes from Engine.
Opens in a new windowPerfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!
Large, light filled 4 bedroom house - walk to ocean and ferry

Large, light filled 4 bedroom house - walk to ocean and ferry

Peaks Island ME
With a stay at this vacation home in Peaks Island, you'll be by the ocean, just a 1-minute walk from Casco Bay and 7 minutes by foot from Umbrella Cover ...
Opens in a new windowLarge, light filled 4 bedroom house - walk to ocean and ferry
The Perfect Beach Escape: Cozy 4-Bedroom Retreat

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Old Orchard Beach ME
When you stay at this vacation home in Old Orchard Beach, you'll be on the beach, a 2-minute drive from Old Orchard Beach Pier and 9 minutes from Engine.
Opens in a new windowThe Perfect Beach Escape: Cozy 4-Bedroom Retreat
Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

Old Orchard Beach ME
With a stay at this vacation home, you'll be centrally located in Old Orchard Beach, within a 10-minute drive of Engine and Harmon Historical Museum.
Opens in a new windowBright & breezy beach house w/ private backyard, central AC, & relaxing hot tub
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Old Orchard Beach ME
The price is AU$1,179 per night from 23 Jan to 24 Jan
AU$1,179
per night
23 Jan - 24 Jan
With a stay at this vacation home in Old Orchard Beach, you'll be within a 10-minute drive of Engine and Harmon Historical Museum.
Opens in a new windowThe Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Beautiful house on the Harpswell Peninsula over looking Casco Bay

Harpswell ME
With a stay at this vacation home in Harpswell, you'll be by the ocean, just steps from Casco Bay and a 4-minute drive from Mitchell Field.
Opens in a new windowBeautiful house on the Harpswell Peninsula over looking Casco Bay
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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.

Peaks Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Peaks Island vacation homes are the perfect way for you to wing it.

Holiday houses in Peaks Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Peaks Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Peaks Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Peaks Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Peaks Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Peaks Island Holiday Homes essential information

Accommodation
623 Holiday Homes
Lowest Price
AU$112
Highest Price
AU$1,875
Popular accommodation
The Moonglow! A beautiful ocean view house in Biddeford!, Sunny Modern Oasis in Portland’s Trendy East End, Fantastic Waterfront Views, Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!, Large, light filled 4 bedroom house - walk to ocean and ferry, The Perfect Beach Escape: Cozy 4-Bedroom Retreat, Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub, The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach, Beautiful house on the Harpswell Peninsula over looking Casco Bay

Top trending hotels in Peaks Island

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 28 Dec to 29 Dec
AU$139
28 Dec - 29 Dec
includes taxes & fees
With a stay at Clarion Hotel Portland Airport ME in Portland, you'll be near the airport, within a 15-minute walk of Thompson's Point and Portland Exposition ...
Opens in a new windowClarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 11 Jan to 12 Jan
AU$147
11 Jan - 12 Jan 2026
includes taxes & fees
With a stay at The Westin Portland Harborview, you'll be centrally located in Portland, steps from State Theatre and Portland Museum of Art.
Opens in a new windowThe Westin Portland Harborview
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
With a stay at Portland Regency Hotel & Spa, you'll be centrally located in Portland, within a 10-minute drive of Maine Mall and Casco Bay.
Opens in a new windowPortland Regency Hotel & Spa
Save an average of 15% on thousands of hotels when you're signed in
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$112 per night from 25 Jan to 26 Jan
AU$112
25 Jan - 26 Jan 2026
includes taxes & fees
When you stay at Tru by Hilton Portland Airport Area in South Portland, you'll be near the airport, just steps from Maine Mall and a 3-minute drive from Nonesuch ...
Opens in a new windowTru by Hilton Portland Airport Area
Don't see what you're looking for?
See all available properties in Peaks Island
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.