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Littlejohn Island Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Littlejohn Island vacation rentals

Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (118 reviews)
"Really nice room and location"
United States
Victoria
$465 nightly
The price is $501
Sep 27 - Sep 28
Total with taxes and fees
The Weldon Hotel
Front of property

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (11 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
$617 nightly
The price is $673
Sep 13 - Sep 14
Total with taxes and fees
Evalina Hotel
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

3. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
Fortland Island Campground
Cottage (2 Bedrooms) | Interior

4. 'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
$579 nightly
The price is $614
Sep 30 - Oct 1
Total with taxes and fees
'osprey Cottage' South Freeport Home on Casco Bay!
Outdoor dining

5. 'Osprey Cottage' South Freeport Home on Casco Bay!

'Osprey Cottage' South Freeport Home on Casco Bay!
Freeport
8.8 out of 10, Excellent, (23 reviews)
"This was an adorable cottage in a picturesque location. The cottage was clean and comfortable, right on the water. Additional friends stayed in the adjacent Heron cottage, and we joined them on the patio for a fire one evening as summer faded to autumn."
United States
John J.
$570 nightly
The price is $621
Sep 30 - Oct 1
Total with taxes and fees
'Osprey Cottage' South Freeport Home on Casco Bay!
Property grounds

6. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
$264 nightly
The price is $288
Sep 15 - Sep 16
Total with taxes and fees
Modern cabin w/ full bath & kitchenette - 03
Exterior detail

7. 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
$425 nightly
The price is $463
Sep 16 - Sep 17
Total with taxes and fees
Glorious getaway on Portland's Eastern Promenade.
Smart TV, fireplace, books

8. Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views

Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Freeport
10.0 out of 10, Exceptional, (33 reviews)
"Lovely place and beautiful views! "
United Kingdom
Jacque C.
$1,320 nightly
The price is $1,408
Sep 12 - Sep 13
Total with taxes and fees
Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Exterior

9. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
10.0 out of 10, Exceptional, (111 reviews)
"Fantastic host, fantastic place, fantastic location. 30 second walk out to a massive green lawned park overlooking the water. Easy stroll downtown. Dan was a very friendly, welcoming, and accommodating host. We had a great stay and would return again."
United States
Ryan S.
$423 nightly
The price is $461
Sep 14 - Sep 15
Total with taxes and fees
Ocean View East End Studio in a Historic Victorian
Exterior detail

10. 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, (80 reviews)
"Everything was very well stocked!"
United States
Sally O.
$1,091 nightly
The price is $1,189
Sep 15 - Sep 16
Total with taxes and fees
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Interior

11. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
$555 nightly
The price is $605
Sep 17 - Sep 18
Total with taxes and fees
Lush Coastal Downtown Home - Beaches & Shopping
Interior

12. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (8 reviews)
$873 nightly
The price is $951
Oct 12 - Oct 13
Total with taxes and fees
Three bedroom in United States of America, Freeport
Property grounds

13. Glamping cabin w/ full bath + spa access - 21

Glamping cabin w/ full bath + spa access - 21
Freeport
10.0 out of 10, Exceptional, (1 review)
$264 nightly
The price is $288
Sep 15 - Sep 16
Total with taxes and fees
Glamping cabin w/ full bath + spa access - 21
Dining

14. 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.
$753 nightly
The price is $821
Sep 15 - Sep 16
Total with taxes and fees
Prime Old Port 3BR • Free Parking • Sleeps 8
Outdoor dining

15. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (43 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
$512 nightly
The price is $558
Oct 5 - Oct 6
Total with taxes and fees
Modern & Sunny House Steps from the Promenade.
Property grounds

16. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (17 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
$334 nightly
The price is $357
Sep 20 - Sep 21
Total with taxes and fees
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Beach

17. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
$376 nightly
The price is $409
Sep 22 - Sep 23
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Terrace/patio

18. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (68 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
$339 nightly
The price is $369
Sep 22 - Sep 23
Total with taxes and fees
Full sized home
Outdoor dining

19. 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, (105 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
$591 nightly
The price is $644
Sep 15 - Sep 16
Total with taxes and fees
The Globe House on Munjoy Hill - Walk to Breweries
Dining

20. Downtown Penthouse Suite - Stunning Harbor Views

Downtown Penthouse Suite - Stunning Harbor Views
Downtown Portland
10.0 out of 10, Exceptional, (237 reviews)
"We loved it!"
United States
Joshua H.
$1,050 nightly
The price is $1,144
Oct 4 - Oct 5
Total with taxes and fees
Downtown Penthouse Suite - Stunning Harbor Views
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Great location, convenient for our needs. The hotel offers a free shuttle into town or the airport. Very helpful and friendly staff."
Graham 1-night trip
Posted less than an hour ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Littlejohn Island

Everything you need to know about Littlejohn Island vacation rentals

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Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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