Great Island Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Great Island holiday rentals

Terrace/patio

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is HK$2,603
HK$3,510 total
includes taxes & fees
26 Feb - 27 Feb
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Fridge, microwave, oven, stovetop

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is HK$1,934
HK$4,315 total
includes taxes & fees
26 Feb - 27 Feb
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Smart TV

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
The price is HK$2,068
HK$5,014 total
includes taxes & fees
26 Feb - 27 Feb
Laughton House @ Pemaquid Beach
2 bedrooms, WiFi, bed sheets

Large, luxurious geodesic dome - 09

Large, luxurious geodesic dome - 09
Freeport
The price is HK$1,743
HK$2,803 total
includes taxes & fees
22 Feb - 23 Feb
Large, luxurious geodesic dome - 09
Private kitchen

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,260
HK$1,374 total
includes taxes & fees
1 Mar - 2 Mar
The Weldon Hotel
Fridge, microwave, oven, stovetop

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is HK$1,400
HK$3,664 total
includes taxes & fees
26 Feb - 27 Feb
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (146 reviews)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is HK$703
HK$937 total
includes taxes & fees
23 Feb - 24 Feb
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Exterior

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is HK$1,407
HK$2,667 total
includes taxes & fees
23 Feb - 24 Feb
Cozy, Elegant and Bright 2 bed in the East End
Exterior detail

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, (67 reviews)
"Perfect for our girls trip! Right outside portland with gorgeous views; Meghan was so very accommodating as well!"
United States
Allysa Z.
The price is HK$5,452
HK$8,251 total
includes taxes & fees
23 Feb - 24 Feb
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is HK$1,563
HK$2,991 total
includes taxes & fees
15 Feb - 16 Feb
Modern Getaway by the Sea
Fridge, microwave, oven, stovetop

Harborview - Curated East End Escape w/ Parking

Harborview - Curated East End Escape w/ Parking
Munjoy Hill
10.0 out of 10, Exceptional, (9 reviews)
"What a wonderful weekend in Portland Maine. The property was exceptional and in a great area. We felt comfortable and safe for our stay. We had a great time!"
United States
Kristyn E.
The price is HK$2,556
HK$4,422 total
includes taxes & fees
16 Feb - 17 Feb
Harborview - Curated East End Escape w/ Parking
Beach

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (124 reviews)
"Great location for an our trip; laundry in basement "
United States
maria h.
The price is HK$985
HK$2,173 total
includes taxes & fees
15 Feb - 16 Feb
City Amenities, Casco Bay Sunrises and Natural Beauty
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is HK$1,407
HK$2,615 total
includes taxes & fees
23 Feb - 24 Feb
Full sized home
Interior

Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is HK$2,345
HK$4,353 total
includes taxes & fees
20 Feb - 21 Feb
Sweet comfy cottage on Small Point Road
Fridge, microwave, oven, stovetop

Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (9 reviews)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is HK$3,322
HK$5,078 total
includes taxes & fees
26 Feb - 27 Feb
Award Winning Luxury Carriage House a short stroll from town!
Exterior

Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage
Edgecomb
10.0 out of 10, Exceptional, (10 reviews)
"Great location, great view, great house, great time"
United States
Carol P.
The price is HK$5,080
HK$9,262 total
includes taxes & fees
1 Mar - 2 Mar
Charming Sheepscot Overlook Cottage
Outdoor dining

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, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is HK$1,462
HK$2,871 total
includes taxes & fees
17 Feb - 18 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!
Interior

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is HK$571
HK$1,794 total
includes taxes & fees
24 Feb - 25 Feb
1 Mi to Maine Street! Mcm-style Home in Brunswick
3 bedrooms, premium bedding, iron/ironing board, travel cot

Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is HK$1,204
HK$3,229 total
includes taxes & fees
16 Feb - 17 Feb
Cozy 3BR | Pet Friendly | Near Portland | Parking
Interior

East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (32 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is HK$1,803
HK$2,919 total
includes taxes & fees
28 Feb - 1 Mar
East end. Walk to food, beer and downtown fun.
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 Great Island Hotel Reviews

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"We have stayed here many times. Great location, staff is amazing, always extremely clean. "
Nicole 1-night trip
Posted 10 hours ago
Canopy by Hilton Portland Waterfront

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