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
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 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 and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Smart TV

2. Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
Munjoy Hill
10.0 out of 10, Exceptional, (5 reviews)
"I loved spending time in this thoughtfully put together home. It is indeed chic, very personal, and our cat was comfortable here. The downstairs shower was my favorite bathroom, the shower is beautiful and cozy. The beds are wonderfully comfortable, and there were featherdown pillows in each room. My kids did argue over who got the small cute though "
United States
Penelope L.
The price is AED 1,197
AED 2,154 total
includes taxes & fees
30 Aug - 31 Aug
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Exterior

3. 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
30 Aug - 31 Aug
Willard Square Family Home
Outdoor dining

4. 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
1 Sep - 2 Sep
Modern & Sunny House Steps from the Promenade. Private Parking!
Property grounds

5. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (29 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
The price is AED 547
AED 1,277 total
includes taxes & fees
7 Sep - 8 Sep
Serenity between the lakes and seashore
Outdoor dining

6. 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, (103 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is AED 1,175
AED 2,198 total
includes taxes & fees
15 Sep - 16 Sep
The Globe House on Munjoy Hill - Walk to Breweries
Exterior

7. 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 1,448
AED 2,947 total
includes taxes & fees
7 Sep - 8 Sep
The 87th Townhome - Local Landmark
TV, fireplace

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

Rare West End Home • Walk to Old Port, Harbor View
West End
9.8 out of 10, Exceptional, (14 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is AED 1,062
AED 2,238 total
includes taxes & fees
14 Sep - 15 Sep
Rare West End Home • Walk to Old Port, Harbor View
Interior

9. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is AED 639
AED 1,485 total
includes taxes & fees
8 Sep - 9 Sep
Tranquility between the Lakes & Sea
Interior

10. 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 2,259
AED 3,843 total
includes taxes & fees
9 Sep - 10 Sep
Spacious 4-bedroom house located in the heart of Portland, ME.
Outdoor dining

11. 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.
The price is AED 1,265
AED 3,176 total
includes taxes & fees
10 Sep - 11 Sep
Spacious Portland Home + Parking
TV, offices

12. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
Fully Updated Airy Historic Home in South Freeport
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, (79 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is AED 3,269
AED 4,808 total
includes taxes & fees
21 Sep - 22 Sep
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Interior

14. 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 2,314
AED 5,321 total
includes taxes & fees
15 Sep - 16 Sep
Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown
Smart TV

15. Two Beautiful apartment

Two Beautiful apartment
Back Cove
10.0 out of 10, Exceptional, (28 reviews)
"Such an amazing property and host in an incredible location! "
United States
Devin M.
The price is AED 3,964
AED 5,589 total
includes taxes & fees
4 Sep - 5 Sep
Two Beautiful apartment
Terrace/patio

16. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (66 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is AED 826
AED 1,465 total
includes taxes & fees
22 Sep - 23 Sep
Full sized home
Beach nearby

17. Knotty Nauti by Bayley Vacation Rentals

Knotty Nauti by Bayley Vacation Rentals
Grand Beach
8.0 out of 10, Very Good, (7 reviews)
"we had a memorable vacation. great location."
United States
Leanne S.
The price is AED 699
AED 4,841 total
includes taxes & fees
1 Sep - 2 Sep
Knotty Nauti by Bayley Vacation Rentals
Dining

18. Sleeps 16+ | W/D | Parking | 15 mins to Old Port

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Westbrook
The price is AED 1,506
AED 3,647 total
includes taxes & fees
30 Aug - 31 Aug
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
TV, fireplace, offices

19. Charming Historic Estate | In-town location

Charming Historic Estate | In-town location
West End
10.0 out of 10, Exceptional, (2 reviews)
"Steve was wonderful and readily available for any of our questions or just helpful recommendations! Made our stay so much more pleasurable!! We enjoyed 3 meals by their on staff chef. She also did an amazing job. We travel with 17 so needless to say it’s a lot but we had more than enough space for everyone. Also, have to mention the outdoor space was delightful!"
United States
shelley w.
Charming Historic Estate | In-town location
Property grounds

20. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is AED 1,484
AED 2,146 total
includes taxes & fees
28 Aug - 29 Aug
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
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

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"Only issue was house keeping did not clean our room after two nights. Went to the front desk the morning and they apologized. The room was cleaned when we came back. Everyone was very helpful"
Kathleen 3-night trip
Posted 1 hour ago
Cambria Hotel Portland Downtown-Old Port

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