Frye Island Holiday Rentals

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Holiday Rentals in Frye Island

6 bedroom waterfront cabin -enjoy beautiful sunsets!

9.8 out of 10, Exceptional, (18)
"John was a phenomenal host and made sure we had all the necessary resources and information for an amazing getaway. His house has spectacular views and all the amenities that a person could ask for. Don't HESITATE BOOK NOW!"
6 bedroom waterfront cabin -enjoy beautiful sunsets!

Breathtaking Lake Views

9.6 out of 10, Exceptional, (29)
"We loved this property and look forward to coming back!"
Breathtaking Lake Views

Sensational House on Sebago Lake, Raymond, ME

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME

Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist

10.0 out of 10, Exceptional, (35)
"Beautiful place , had everything you need . Very comfortable bed . Great shower & Kitchen . Also a great location! "
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

9.8 out of 10, Exceptional, (99)
"Property was as described, communication was easy and fast, property was clean, spacious, and felt homey. We will be back! "
The price is AU$827
includes taxes & fees
11 Dec - 12 Dec
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

Cozy, Elegant and Bright 2 bed in the East End

9.6 out of 10, Exceptional, (35)
"Fabulous location for us as it’s just 1/2 block from our son’s apartment. So close to Casco Bay and the Portland Port area. Walkable to restaurants and shopping. Nice sunny apartment! "
The price is AU$572
includes taxes & fees
11 Dec - 12 Dec
Cozy, Elegant and Bright 2 bed in the East End

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Beautiful Old Port Apt-Downtown

9.8 out of 10, Exceptional, (12)
"Spacious and clean only downside is very loud music until 1am Friday and sarudays. "
The price is AU$822
includes taxes & fees
28 Nov - 29 Nov
Beautiful Old Port Apt-Downtown

Lakefront home with lovely lake views - one mile from the casino

9.8 out of 10, Exceptional, (41)
"This was the perfect location to get away for the weekend and celebrate my wife and I’s 10 year anniversary. The property was clean, private, and had great views being on the pond. The hot tub was an added bonus. I would definitely recommend this home and stay here again! "
Lakefront home with lovely lake views - one mile from the casino

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

9.0 out of 10, Wonderful, (27)
"Cute place - makes very good use of the space. It was comfortable and very conveniently located to everything we wanted to do. We have a few suggestions but overall very happy, had a wonderful time, and the ultimate compliment - we look forward to staying there again. "
The price is AU$598
includes taxes & fees
1 Dec - 2 Dec
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

8.0 out of 10, Very good, (14)
"This property is situated right on the lake. In the listing it is not clear that it comes stocked with almost everything you could possibly need including pots and pans and plates and toilet paper and towels towels..towels.embedding"
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

Romantic getaway for two Thanksgiving at Trickey pond early check in

10.0 out of 10, Exceptional, (291)
"A lovely conferable place"
Romantic getaway for two Thanksgiving at Trickey pond early check in

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (56)
"We really enjoyed this home and the location. The upgrades were beautiful and the restaurants nearby were amazing. When we checked out and took out our trash the outside bin had a lock on it so our only issue was not being able to access that but that wasn’t anyone’s fault. "
The price is AU$654
includes taxes & fees
1 Dec - 2 Dec
Elegant condo - walk to Portland's best restaurants & Old Port

Incredible Location! Heart of Old Port|Roomy Condo

10.0 out of 10, Exceptional, (23)
"Four friends (65+) met for our annual reunion. The unit was very centrally located to explore Old Port. It was clean, well equipped and we had excellent communication with property manager. Fabulous restaurants within easy walking distance, had a great time! Definitely would book again! 5 stars!"
Incredible Location! Heart of Old Port|Roomy Condo

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (139)
"Nice and spacious 2 bedroom unit steps from the promenade. Jennifer was very helpful and accommodating. Easy check in and plenty of parking. Amazing central location. "
The price is AU$478
includes taxes & fees
16 Dec - 17 Dec
Glorious getaway on Portland's Eastern Promenade.

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

8.6 out of 10, Excellent, (35)
"We would absolutely book this house again. Super peaceful location. Loons in the morning were a stellar start to each day. "
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

Rent a room in the gorgeous Holt House

8.2 out of 10, Very good, (22)
"We loved staying at the Holt House. It's a truly beautiful building. It's like staying in a hotel from another era. The room was beautifully decorated with victorian decor and we loved it. It was also handy to have access to a full kitchen on the first floor where we washed some of our dishes. Overall, it was a cozy and quiet place to stay."
Rent a room in the gorgeous Holt House

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (15)
"Good location near lots of hiking and not far from Portland "
The price is AU$445
includes taxes & fees
13 Dec - 14 Dec
Serenity between the lakes and seashore

The Globe House on Munjoy Hill - Walk to Breweries - monthly Dec-May

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries - monthly Dec-May

Lakefront House

10.0 out of 10, Exceptional, (21)
" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "
The price is AU$1,265
includes taxes & fees
17 Dec - 18 Dec
Lakefront House
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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Other types of properties in Frye Island you may be interested in

La Quinta Inn & Suites by Wyndham Portland

2.5 star property
9.0 out of 10, Wonderful, (2052)
"Different area for a motel. "
The price is AU$137
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Portland

Casco Bay Hotel, Ascend Hotel Collection

3.5 star property
8.4 out of 10, Very good, (2375)
"I like most everything about this place and have stayed several times. The only flaws: the rooms often smell very strongly of air freshener, including the pillows. Bring your own pillow! And there is often no dark roast k-cups. Bring your own dark roast K-cups. And finally, they used to have a wonderful coffee maker downstairs, but the machine has been broken for months. Now it's brewed ahead and can be weak. "
The price is AU$120
includes taxes & fees
16 Dec - 17 Dec
Casco Bay Hotel, Ascend Hotel Collection

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1433)
"Friendly and professional staff. Room spacious with lovely view. Walkable to dining and shopping. Thank you. Travel well. "
The price is AU$273
includes taxes & fees
1 Dec - 2 Dec
Portland Harbor Hotel
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.