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

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Peaks Island vacation homes

Interior

1. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (61 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AED 509
AED 1,552 total
includes taxes & fees
3 Sep - 4 Sep
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Exterior

2. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (12 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 AED 1,102
AED 2,220 total
includes taxes & fees
23 Aug - 24 Aug
Willard Square Family Home
Outdoor dining

3. 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 AED 1,315
AED 2,142 total
includes taxes & fees
14 Sep - 15 Sep
Modern & Sunny House Steps from the Promenade. Private Parking!
Outdoor dining

4. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (102 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is AED 1,506
AED 2,606 total
includes taxes & fees
15 Sep - 16 Sep
The Globe House on Munjoy Hill - Walk to Breweries
TV, fireplace

5. Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View
West End
10.0 out of 10, Exceptional, (12 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is AED 1,131
AED 2,326 total
includes taxes & fees
14 Sep - 15 Sep
Rare West End Home • Walk to Old Port, Harbor View
Exterior

6. The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.4 out of 10, Exceptional, (9 reviews)
"We had a wonderful time at the property! Super close walking distance to great shopping and restaurants. Host was so responsive and even checked in to make sure we were having a great stay. Would stay again!"
United States
Amy B.
The price is AED 1,261
AED 2,716 total
includes taxes & fees
16 Sep - 17 Sep
The 87th Townhome - Local Landmark
Interior

7. Pastoral Tranquil Walkable to Trails Dining Shopping Secure Bike Boat Storage

Pastoral Tranquil Walkable to Trails Dining Shopping Secure Bike Boat Storage
Cape Elizabeth
9.8 out of 10, Exceptional, (7 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is AED 1,653
AED 3,203 total
includes taxes & fees
24 Aug - 25 Aug
Pastoral Tranquil Walkable to Trails Dining Shopping Secure Bike Boat Storage
Interior

8. Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
10.0 out of 10, Exceptional, (17 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is AED 2,329
AED 3,927 total
includes taxes & fees
9 Sep - 10 Sep
Spacious 4-bedroom house located in the heart of Portland, ME.
Terrace/patio

9. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (62 reviews)
"Wonderful stay!"
United States
Erika T.
The price is AED 744
AED 1,355 total
includes taxes & fees
24 Aug - 25 Aug
Full sized home
Interior

10. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is AED 679
AED 1,525 total
includes taxes & fees
8 Sep - 9 Sep
Tranquility between the Lakes & Sea
TV

11. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is AED 636
AED 1,113 total
includes taxes & fees
28 Aug - 29 Aug
Mid Coast Getaway w/ water views
Living area

12. SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Ligonia
10.0 out of 10, Exceptional, (2 reviews)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
The price is AED 1,983
AED 3,775 total
includes taxes & fees
26 Aug - 27 Aug
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Exterior detail

13. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (78 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is AED 3,232
AED 4,780 total
includes taxes & fees
9 Sep - 10 Sep
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Outdoor dining

14. Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
8.6 out of 10, Excellent, (4 reviews)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
Spacious Portland Home + Parking
Terrace/patio

15. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (63 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AED 771
AED 1,349 total
includes taxes & fees
25 Aug - 26 Aug
Camp Forever cottage
TV, offices

16. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
10.0 out of 10, Exceptional, (2 reviews)
"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."
United States
Richard G.
The price is AED 650
AED 2,594 total
includes taxes & fees
19 Aug - 20 Aug
Windham Lakefront: Fire Pit and Modern Comforts
Beach nearby

17. Beachwood Cottage by Bayley Vacation Rentals

Beachwood Cottage by Bayley Vacation Rentals
Grand Beach
9.8 out of 10, Exceptional, (15 reviews)
"Great place Location was excellent and there are many activities nearby. The beach was just across the street! "
United States
Douglas K.
The price is AED 1,273
AED 4,487 total
includes taxes & fees
25 Aug - 26 Aug
Beachwood Cottage by Bayley Vacation Rentals
Coffee/tea maker, fridge, microwave, oven

18. Steps to Old Port, balcony, private outdoor space

Steps to Old Port, balcony, private outdoor space
Downtown Portland
The price is AED 3,173
AED 5,873 total
includes taxes & fees
20 Aug - 21 Aug
Steps to Old Port, balcony, private outdoor space
Interior

19. Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown
Oakdale
10.0 out of 10, Exceptional, (1 review)
"Great, renovated set of three units. The location was convenient along with the three parking spots. Window and mini split AC units worked well. The loft space and roof deck on the third floor was particularly nice for hanging out. The ice makers didn’t work and a couple other maintenance issues, but the owner said they would be fixing them. All in, a great space for our family of 11 to explore Portland. "
United States
Andy W.
The price is AED 4,044
AED 7,430 total
includes taxes & fees
1 Sep - 2 Sep
Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown
TV

20. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (4 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is AED 964
AED 1,475 total
includes taxes & fees
7 Sep - 8 Sep
2 bedroom w/ expansive water views
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

The Westin Portland Harborview

The Westin Portland Harborview

8/10 Good
"Convient location is why I chose it. A 15 minute walk to downtown wharf with all it’s charming restaurants & bars. No need to drive. Room OK. Not 5-Star. All of Portland is Manhattan prices. Parked in public garage adjoining hotel. Green sign. Hotel charged me $38 for the one night of parking. Breakfast was included but not allowed dishes that include lobster.😀"
Brian 1-night trip
Posted 9 hours ago
The Westin Portland Harborview

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