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Littlejohn Island Vacation Rentals

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Our top choices for Littlejohn Island vacation rentals

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (109 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $381
CA $520 total
includes taxes & fees
Sep 1 - Sep 2
The Weldon Hotel

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (9 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is CA $719
CA $992 total
includes taxes & fees
Sep 1 - Sep 2
Evalina Hotel

3. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (162 reviews)
"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"
United States
Asha
The price is CA $183
CA $230 total
includes taxes & fees
Sep 3 - Sep 4
Large suite/private bath/private entrance on quiet street near Thomas Bay

4. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (140 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is CA $273
CA $428 total
includes taxes & fees
Sep 15 - Sep 16
Adorable Portland getaway on the Eastern Promenade

5. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (183 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is CA $412
CA $649 total
includes taxes & fees
Sep 1 - Sep 2
Glorious getaway on Portland's Eastern Promenade.

6. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (109 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is CA $416
CA $646 total
includes taxes & fees
Sep 1 - Sep 2
Ocean View East End Studio in a Historic Victorian

7. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (62 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is CA $291
CA $505 total
includes taxes & fees
Sep 1 - Sep 2
Camp Forever cottage

8. Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (200 reviews)
"We’ve stayed here several times and have had a wonderful experience each time. The property was clean and comfortable and the host was very responsive. Highly recommended!"
United States
Arthur B.
The price is CA $1,525
CA $2,234 total
includes taxes & fees
Aug 28 - Aug 29
Waterfront Two Master Suite Penthouse with Rooftop

9. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (68 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
The price is CA $514
CA $943 total
includes taxes & fees
Sep 7 - Sep 8
Arlie`s Digs! - One Block To Willard Beach!

10. Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (53 reviews)
"A wonderful stay with wonderful hosts. So cozy and quiet, not to mention charming. We will be back!"
United States
Anne G.
The price is CA $343
CA $529 total
includes taxes & fees
Sep 1 - Sep 2
Charming West End Hideaway. Private Parking

11. Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (235 reviews)
"Amazing property and location. Perfect to explore the old port."
United States
Kevin P.
The price is CA $1,224
CA $1,778 total
includes taxes & fees
Aug 27 - Aug 28
Downtown Penthouse Suite - Stunning Harbor Views

12. Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (59 reviews)
"Perfect cozy apartment for a get away! Great location that’s walkable for shopping, brunch, and coffee and less than a 15 minute drive from everything else on our itinerary!"
United States
Callie R.
The price is CA $315
CA $520 total
includes taxes & fees
Sep 7 - Sep 8
Historic Home in the West End. Private Parking.

13. 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 CA $569
CA $963 total
includes taxes & fees
Sep 15 - Sep 16
The Globe House on Munjoy Hill - Walk to Breweries

14. Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (39 reviews)
"Absolutely wonderful little place to stay in Scarborough! "
United States
Eric S.
The price is CA $278
CA $476 total
includes taxes & fees
Sep 12 - Sep 13
Pine Point Beach private, quaint, charming studio.

15. Prime Old Port 3BR • Free Parking • Sleeps 8

Prime Old Port 3BR • Free Parking • Sleeps 8
Downtown Portland
9.8 out of 10, Exceptional, (164 reviews)
"Everything was great! Excellent location, clean and great communication. Thank you!"
United States
Stephanie W.
The price is CA $967
CA $1,681 total
includes taxes & fees
Aug 19 - Aug 20
Prime Old Port 3BR • Free Parking • Sleeps 8

16. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 reviews)
"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 CA $274
CA $452 total
includes taxes & fees
Sep 1 - Sep 2
Sunny Spot with Private Parking.

17. Captain's Guest Room. Authenticity. Great Value. Walk to everything.

Captain's Guest Room. Authenticity. Great Value. Walk to everything.
Bath
8.4 out of 10, Very good, (27 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is CA $158
CA $248 total
includes taxes & fees
Sep 3 - Sep 4
Captain's Guest Room. Authenticity. Great Value. Walk to everything.

18. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (62 reviews)
"Wonderful stay!"
United States
Erika T.
The price is CA $282
CA $508 total
includes taxes & fees
Aug 24 - Aug 25
Full sized home

19. 2 Bedroom Apartment on Top Floor in Portland's West End

2 Bedroom Apartment on Top Floor in Portland's West End
West End
10.0 out of 10, Exceptional, (83 reviews)
"Lovely stay at a lovely place!"
United States
Bunny B.
The price is CA $484
CA $841 total
includes taxes & fees
Sep 3 - Sep 4
2 Bedroom Apartment on Top Floor in Portland's West End

20. Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Bath
8.8 out of 10, Excellent, (20 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is CA $284
CA $350 total
includes taxes & fees
Aug 24 - Aug 25
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
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 Littlejohn Island Hotel Reviews

Find out more about Littlejohn Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Littlejohn Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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