Holiday Homes in Littlejohn Island

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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 Littlejohn Island holiday homes

Outdoor dining
Camp Forever cottage

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is NZ$628
includes taxes & fees
31 Dec - 1 Jan 2026
Camp Forever cottage
Dining
Escape to Positive Outlook

Escape to Positive Outlook

Escape to Positive Outlook
West Point
10.0 out of 10, Exceptional, (2)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is NZ$347
includes taxes & fees
16 Dec - 17 Dec
Escape to Positive Outlook
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace
Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is NZ$274
includes taxes & fees
15 Dec - 16 Dec
The Outlet Studio, Rustic Comfort w Fireplace
TV
Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (7)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is NZ$775
includes taxes & fees
16 Dec - 17 Dec
Mere Point Sunrise Views at Eastern Shore!
3 bedrooms, WiFi
Fantastic Waterfront Views

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (14)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is NZ$529
includes taxes & fees
12 Dec - 13 Dec
Fantastic Waterfront Views
Fridge, microwave, oven, stovetop
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (23)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is NZ$656
includes taxes & fees
15 Dec - 16 Dec
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is NZ$763
includes taxes & fees
12 Dec - 13 Dec
Modern Getaway by the Sea
Fridge, microwave, oven, stovetop
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
United States
David H.
The price is NZ$1,179
includes taxes & fees
15 Dec - 16 Dec
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is NZ$628
includes taxes & fees
14 Dec - 15 Dec
Modern & Sunny House Steps from the Promenade. Private Parking!
Beach
Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
9.8 out of 10, Exceptional, (7)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is NZ$711
includes taxes & fees
23 Dec - 24 Dec
Orchid Harbor, Bailey Island 3BR
Paper towels
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
2.0 star property
Brunswick
The price is NZ$772
includes taxes & fees
18 Dec - 19 Dec
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (58)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is NZ$538
includes taxes & fees
14 Dec - 15 Dec
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Fridge, microwave, oven, stovetop
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is NZ$613
includes taxes & fees
21 Dec - 22 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Fridge, microwave, oven, stovetop
Generous Living in a Warm, Welcoming Home

Generous Living in a Warm, Welcoming Home

Generous Living in a Warm, Welcoming Home
Topsham
The price is NZ$852
includes taxes & fees
17 Dec - 18 Dec
Generous Living in a Warm, Welcoming Home
1 bedroom, Internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is NZ$397
includes taxes & fees
17 Dec - 18 Dec
Charming 1-bedroom ADU in wonderful Portland neighborhood
Private kitchen
Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access
Old Orchard Beach
10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
United States
rebecca c.
The price is NZ$843
includes taxes & fees
14 Dec - 15 Dec
Spacious 5BR Family Dream with Private Beach Access
Private kitchen
Classic New England Waterfront

Classic New England Waterfront

Classic New England Waterfront
Harpswell
10.0 out of 10, Exceptional, (2)
"Great property"
United States
Scott D.
The price is NZ$1,218
includes taxes & fees
14 Dec - 15 Dec
Classic New England Waterfront
Microwave, oven, stovetop, dishwasher
The Barnhouse with hot tub

The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (6)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is NZ$611
includes taxes & fees
25 Dec - 26 Dec
The Barnhouse with hot tub
TV
Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
2.0 star property
Munjoy Hill
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.
The price is NZ$671
includes taxes & fees
28 Dec - 29 Dec
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Smart TV
NEW! Gray Woodland Escape | Golf, Pool & Cinema

NEW! Gray Woodland Escape | Golf, Pool & Cinema

NEW! Gray Woodland Escape | Golf, Pool & Cinema
Gray
10.0 out of 10, Exceptional, (1)
The price is NZ$1,409
includes taxes & fees
8 Jan - 9 Jan 2026
NEW! Gray Woodland Escape | Golf, Pool & Cinema
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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"clean room, digital key wonderful, good breakfast selection, staff very accommodating. Pool water very, very cloudy (negative)"
geraldine 3-night trip
Posted 2 days ago
Hampton Inn Portland Downtown - Waterfront

Find out more about Littlejohn Island

Littlejohn Island Holiday Homes information

Number of reviews
225
Accommodation
458 Holiday Homes
Lowest Price
NZ$274
Highest Price
NZ$1,409

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