Frye Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Frye Island holiday rentals

Living area
The Weldon Hotel

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (89)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,435
HK$2,732 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Weldon Hotel
Dining
Sunny Spot with Private Parking.

Apartment in Knightville

2.0 star property
9.8 out of 10, Exceptional, (24)
"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 HK$755
HK$1,569 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunny Spot with Private Parking.
Interior
Adorable Portland getaway on the Eastern Promenade

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (127)
"Very convenient location. Comfortable accommodation! I would stay here again. "
United States
Cynthia W.
The price is HK$575
HK$1,263 total
includes taxes & fees
10 Dec - 11 Dec
Adorable Portland getaway on the Eastern Promenade
2 bedrooms, WiFi, bed sheets
Large, luxurious geodesic dome - 04

Cabin in Freeport

10.0 out of 10, Exceptional, (1)
The price is HK$1,035
HK$1,976 total
includes taxes & fees
10 Dec - 11 Dec
Large, luxurious geodesic dome - 04
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Parkside

9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is HK$539
HK$1,224 total
includes taxes & fees
14 Dec - 15 Dec
Beautiful 1st Floor Apartment & Amazing Shower
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Condo in Munjoy Hill

9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
The price is HK$1,035
HK$2,180 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End
Property grounds
New England Charm, Portland - Parking included

Apartment in Oakdale

10.0 out of 10, Exceptional, (17)
"Wonderful stay! The place is beautiful, plus it's a great location for walking to coffee shops, running in the park, or a quick trip downtown."
United States
Rachel F.
New England Charm, Portland - Parking included
Interior
Downtown Penthouse Suite - Stunning Harbor Views

Apartment in Downtown Portland

10.0 out of 10, Exceptional, (224)
"Outstanding customer service and the view from our loft was incredible. I can’t say enough about how much we enjoyed our stay and we look forward to coming back someday."
United States
Scott M.
The price is HK$2,681
HK$4,728 total
includes taxes & fees
10 Dec - 11 Dec
Downtown Penthouse Suite - Stunning Harbor Views
TV
In-town no frills 2 bedroom apt

Apartment in West Bayside

8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is HK$654
HK$1,212 total
includes taxes & fees
14 Dec - 15 Dec
In-town no frills 2 bedroom apt
Interior
Charming West End Hideaway. Private Parking

Apartment in West End

10.0 out of 10, Exceptional, (46)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is HK$840
HK$1,611 total
includes taxes & fees
10 Dec - 11 Dec
Charming West End Hideaway. Private Parking
Dining
Harborview - Curated East End Escape w/ Parking

Apartment in Munjoy Hill

10.0 out of 10, Exceptional, (9)
"It was a beautiful property with everything you could need available. There were a lot of little touches that made it really nice! "
United States
Jeannette B.
The price is HK$2,301
HK$4,077 total
includes taxes & fees
10 Dec - 11 Dec
Harborview - Curated East End Escape w/ Parking
TV
Port City Nest: Beautiful 2bd w/ Balcony & Parking

Apartment in Parkside

The price is HK$973
HK$2,137 total
includes taxes & fees
5 Jan - 6 Jan 2026
Port City Nest: Beautiful 2bd w/ Balcony & Parking
Exterior detail
Glorious getaway on Portland's Eastern Promenade.

Apartment in Munjoy Hill

9.8 out of 10, Exceptional, (171)
"Great location, clean and cute."
United States
Erin M.
The price is HK$988
HK$1,984 total
includes taxes & fees
14 Dec - 15 Dec
Glorious getaway on Portland's Eastern Promenade.
Interior
Charming Studio apartment with WiFi, AC in welcoming Portland

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is HK$875
HK$1,650 total
includes taxes & fees
10 Dec - 11 Dec
Charming Studio apartment with WiFi, AC in welcoming Portland
Fridge, microwave, oven, stovetop
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Apartment in Munjoy Hill

9.8 out of 10, Exceptional, (121)
"once again the perfect spot for an extended vacation with family. the location is perfect and the accommodations great.Thank you!!!Well hopefully be back again next year."
United States
Nancy N.
The price is HK$1,751
HK$4,122 total
includes taxes & fees
1 Jan - 2 Jan 2026
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
Fridge, microwave, oven, stovetop
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Holiday Home in East Deering

10.0 out of 10, Exceptional, (66)
"Nice stay. Good amenities. "
United States
Laura H.
The price is HK$5,427
HK$8,341 total
includes taxes & fees
10 Dec - 11 Dec
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
TV
Chic 3-bedroom house in Munjoy Hill with off-street parking.

Holiday Home in Munjoy Hill

2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Outdoor dining
Waterfront Access with Kayaks, Private Deck and a Firepit

Cabin in Gray

2.0 star property
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is HK$1,159
HK$5,671 total
includes taxes & fees
10 Dec - 11 Dec
Waterfront Access with Kayaks, Private Deck and a Firepit
Fridge, microwave, oven, stovetop
Fall In Love With Portland!

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (130)
"Everything was good with our stay. Communication was easy and the place was just as advertised. "
United States
Joe D.
The price is HK$1,548
HK$3,867 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fall In Love With Portland!
1 bedroom, WiFi, bed sheets
Studio Apartment near downtown Walkable!

Apartment in West Bayside

8.0 out of 10, Very good, (6)
"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 HK$531
HK$1,090 total
includes taxes & fees
14 Dec - 15 Dec
Studio Apartment near downtown Walkable!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Frye Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Everything was great! However it would nivce if there was a microwave at the snack stations on each floor."
Ann 3-night trip
Posted 1 day ago
Portland Harbor Hotel

Find out more about Frye Island

Search for holiday rentals in Frye Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Frye Island using one of the methods below:

  • View our selection of featured holiday rentals in Frye Island
  • Use the map to find apartments and other holiday homes in the Frye Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Frye Island while they last

Look no further and take a look at our great range of rental properties in Frye Island!