Great Island Vacation Rentals

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Browse Select Great Island Vacation Homes

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (76)
"Great historic house in a terrific location. "
The Globe House on Munjoy Hill - Walk to Breweries

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Perfect spot in Boothbay Harbor… house has everything you need…"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Lovely view and attention to so many details for a comfortable stay and night's rest!"
Elegant home right in town with gorgeous water view, deck & interior

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"We used this cozy home as our home base while we were visiting the sights at Boothbay Harbor."
Home In Boothbay - Holiday Getaway

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (1)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Spacious Country Home Freeport, Only 5 min to LL Bean!

9.8 out of 10, Exceptional, (12)
"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"
The price is CA $261
CA $661 total
includes taxes & fees
Apr 30 - May 1
Spacious Country Home Freeport, Only 5 min to LL Bean!

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful House just a step from ocean

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (16)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods

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

9.4 out of 10, Exceptional, (60)
"Great location, walkable to everything we wanted to do in Portland"
The price is CA $221
CA $584 total
includes taxes & fees
May 1 - May 2
Elegant condo - walk to Portland's best restaurants & Old Port

Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

10.0 out of 10, Exceptional, (84)
"What a fantastic property. It was exactly the peaceful seclusion we were looking for. Place was spotless and massive. Best way to ring in the New Year, cooking together, playing board games, laughter and cheer. Hoping we can come back with a larger group so they can experience the fantastic space, too."
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

Prime City Living Townhouse by RedAwning

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was very convenient. "
The price is CA $250
CA $750 total
includes taxes & fees
Apr 30 - May 1
Prime City Living Townhouse by RedAwning

Full sized home

9.8 out of 10, Exceptional, (26)
"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."
The price is CA $277
CA $467 total
includes taxes & fees
May 5 - May 6
Full sized home

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.8 out of 10, Exceptional, (59)
"We had our wedding party stay at this property for our wedding at live well farm. It was beautiful and everyone enjoyed their stay. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (21)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
The price is CA $340
CA $943 total
includes taxes & fees
May 1 - May 2
Convenient Portland home 3 miles from Downtown
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 property types in Great Island

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful House just a step from ocean

Camp Forever cottage

9.6 out of 10, Exceptional, (46)
"Great little property on the water. Super quiet and comfy. Would definitely stay again. Owner was super friendly and accommodating. "
The price is CA $148
CA $332 total
includes taxes & fees
May 12 - May 13
Camp Forever cottage
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.