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

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Our top choices for Peaks Island vacation homes

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

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is ¥15,033
¥55,429 total
includes taxes & fees
Nov 9 - Nov 10
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

2. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (13 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is ¥56,689
¥101,746 total
includes taxes & fees
Nov 12 - Nov 13
Willard Square Family Home

3. Modern & Sunny East End House.

Modern & Sunny East End House.
Munjoy Hill
10.0 out of 10, Exceptional, (51 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is ¥49,424
¥83,843 total
includes taxes & fees
Nov 10 - Nov 11
Modern & Sunny East End House.

4. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
9.4 out of 10, Exceptional, (3 reviews)
"Great location. Very nice place."
United States
Bernie G.
Tranquility between the Lakes & Sea

5. 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, (23 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is ¥79,967
¥136,873 total
includes taxes & fees
Nov 9 - Nov 10
Spacious 4-bedroom house located in the heart of Portland, ME.

6. 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, (85 reviews)
"Absolutely perfect rental!Great location with an amazing view!"
United States
Mike G.
The price is ¥110,547
¥159,712 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

7. 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 ¥26,128
¥96,484 total
includes taxes & fees
Nov 12 - Nov 13
Spacious Portland Home + Parking

8. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. Alexa was a great host. Having garaged parking and the indoor pool/hot tub was perfect for our stay that coincided with a snow. Would definitely stay here again next winter."
United States
Stuart R.
The price is ¥52,731
¥107,359 total
includes taxes & fees
Nov 10 - Nov 11
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

9. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
North Deering
9.4 out of 10, Exceptional, (17 reviews)
"The house was perfect for our week in Portland. New, great features in the home, lovely backyard and close to everything Portland"
United States
Patrick J.
The price is ¥65,615
¥121,942 total
includes taxes & fees
Nov 22 - Nov 23
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

10. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
The price is ¥22,664
¥73,075 total
includes taxes & fees
Nov 6 - Nov 7
Fully Updated Airy Historic Home in South Freeport

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

Steps to Old Port, balcony, private outdoor space
Downtown Portland
The price is ¥102,611
¥196,766 total
includes taxes & fees
Nov 10 - Nov 11
Steps to Old Port, balcony, private outdoor space

12. The 87th Townhome by Everrow

The 87th Townhome by Everrow
West End
9.6 out of 10, Exceptional, (11 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 ¥31,349
¥84,096 total
includes taxes & fees
Nov 9 - Nov 10
The 87th Townhome by Everrow

13. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is ¥20,057
¥56,074 total
includes taxes & fees
Nov 10 - Nov 11
Orchid Harbor, Bailey Island 3BR

14. 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.
The price is ¥287,659
¥414,264 total
includes taxes & fees
Nov 8 - Nov 9
Charming Historic Estate | In-town location

15. Newly Renovated Luxury House with Game Room

Newly Renovated Luxury House with Game Room
Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
United States
Michelle T.
The price is ¥40,827
¥113,948 total
includes taxes & fees
Nov 9 - Nov 10
Newly Renovated Luxury House with Game Room

16. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is ¥55,423
¥253,034 total
includes taxes & fees
Nov 30 - Dec 1
Classic New England Waterfront House Big Lawn Beautiful Sunrise

17. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (80 reviews)
"Wonderful stay!"
United States
Erika T.
The price is ¥31,698
¥55,109 total
includes taxes & fees
Nov 30 - Dec 1
Full sized home

18. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is ¥22,438
¥60,456 total
includes taxes & fees
Nov 11 - Nov 12
Quiet Spot in lovely Freeport neighborhood

19. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is ¥16,627
¥32,416 total
includes taxes & fees
Nov 17 - Nov 18
Mid Coast Getaway w/ water views

20. Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access
Old Orchard Beach
9.0 out of 10, Wonderful, (10 reviews)
"Had a great stay. Plenty of amenities that made it nice since it's the winter months. "
United States
Bradford P.
The price is ¥30,579
¥82,738 total
includes taxes & fees
Nov 8 - Nov 9
Spacious 5BR Family Dream with Private Beach Access
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

Peaks Island Vacation Homes information

Number of reviews
389
Accommodation
664 Vacation Homes
Lowest Price
¥32,416
Highest Price
¥414,264