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Vacation Homes in Bailey Island

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (17)
"Loved how walkable this property is! "
The price is SAR 559
SAR 1,161 total
includes taxes & fees
10 Aug - 11 Aug
Downtown Boothbay Harbor, 2-Story Cottage

Downtown Boothbay Harbor, The Francis Greene House

9.4 out of 10, Exceptional, (41)
"We had a blast, home was just the local place we needed for our weekend! Home was beautiful and nice and clean! Would love to stay again!"
The price is SAR 1,680
SAR 2,952 total
includes taxes & fees
20 Jul - 21 Jul
Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn Room 4 – Gorgeously Renovated Corner King w/ Harbor & Island Views!

2.5 star property
10.0 out of 10, Exceptional, (2)
"As soon as we got there we felt welcome. John was amazing, showing us around the whole property & explaining all that was offered. We got there late & had not had a chance to eat so we asked him if there was any suggestions. He immediately got on the phone & got us a reservation for the Thistle Inn. He was amazing & could not do enough for us, including bringing us pastries every morning & having campfires at night so that we could get to know the other guests staying at the inn.The room was...
The price is SAR 902
SAR 1,171 total
includes taxes & fees
21 Jul - 22 Jul
Greenleaf Inn Room 4 – Gorgeously Renovated Corner King w/ Harbor & Island Views!

Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our host did a tremendous job making us feel welcome. "
The price is SAR 965
SAR 1,255 total
includes taxes & fees
14 Jul - 15 Jul
Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

2.5 star property
10.0 out of 10, Exceptional, (1)
"This was one of our very favorite places we have visited. The Greenleaf Inn was perfect and we lacked for nothing. Make sure you relax on the roof top deck with a coffee or glass of wine!"
The price is SAR 1,048
SAR 1,361 total
includes taxes & fees
19 Jul - 20 Jul
Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

8.0 out of 10, Very Good, (2)
"The property was on a great location and the service was excellent! We will definitely stay here again!"
The price is SAR 949
SAR 1,233 total
includes taxes & fees
21 Jul - 22 Jul
Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

10.0 out of 10, Exceptional, (2)
"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"
The price is SAR 1,390
SAR 1,807 total
includes taxes & fees
28 Jul - 29 Jul
Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

Greenleaf Inn Room 6 | Private Entry Executive King Suite, Large Balcony, Harbor Views!

10.0 out of 10, Exceptional, (3)
"Greenleaf Inn was a great place to stay. Staff was friendly and checked on needs of the people staying. We had room 6 which had a good view of the harbor. It overlooked Tugboat Restaurant and was a short walk to the stores downtown and the harbor. Food was delicious anywhere we went. Recommended.Thanks"
The price is SAR 1,071
SAR 1,387 total
includes taxes & fees
15 Jul - 16 Jul
Greenleaf Inn Room 6 | Private Entry Executive King Suite, Large Balcony, Harbor Views!

Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

The price is SAR 953
SAR 1,237 total
includes taxes & fees
15 Jul - 16 Jul
Boothbay Harbor 2 Room King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views, Fireplace

The legendary Admirals Suite! Boothbay Harbor 2-Room King Suite w/ Bedroom and study

10.0 out of 10, Exceptional, (1)
"The property was beautiful with a great location. Very inviting."
The price is SAR 985
SAR 1,277 total
includes taxes & fees
17 Jul - 18 Jul
The legendary Admirals Suite! Boothbay Harbor 2-Room King Suite w/ Bedroom and study

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (3)
"We loved being in the heart of the bay. Jersey was a fabulous host who served me a delicious breakfast in the solarium overlooking the bay. The full kitchen with snacks on hand was nice. We enjoyed relaxing at the end of the day by the fire pit. We're so glad that we found this gem in Boothbay Harbor. "
The price is SAR 985
SAR 1,277 total
includes taxes & fees
15 Jul - 16 Jul
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"Great location. Very nice room. Jersey (manager) was very helpful. "
The price is SAR 1,083
SAR 1,405 total
includes taxes & fees
16 Jul - 17 Jul
Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"We loved this property. The views from the premium suites were unbelievable. Property also has shared space that includes a well-stocked, full kitchen (with breakfast food and coffee/nespresso provided), sun room, and outdoor patio. We would definitely stay here again."
The price is SAR 1,138
SAR 1,476 total
includes taxes & fees
15 Jul - 16 Jul
Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

10.0 out of 10, Exceptional, (1)
"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."
The price is SAR 1,008
SAR 1,308 total
includes taxes & fees
17 Jul - 18 Jul
Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

10.0 out of 10, Exceptional, (1)
"The location of the property was awesome, with beautiful Harbor views. The room we stayed in was very clean and a very comfortable size with once again great views. The amenities on the property were much better than we've experienced elsewhere. Kitchen/ eating area and the solarium were large and well stocked.As per most of the reviews you cant leave out "Jersey", who checks you in and runs the place basically. Super nice guy and very accommodating. Great sense of humor and makes everyone feel...
The price is SAR 1,217
SAR 1,581 total
includes taxes & fees
25 Jul - 26 Jul
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

9.2 out of 10, Wonderful, (7)
"We had a wonderful time at Admiral’s Quarters and wish we’d had one more night to spend in Boothbay Harbor. Our room was cozy and the two levels made it perfect for our family of four. The location was fantastic and John always had great recommendations for things to do or places to eat. "
The price is SAR 2,004
SAR 2,602 total
includes taxes & fees
13 Aug - 14 Aug
2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

Premium Family Suite - 2 Double Beds, 1 King Bed

5.0 out of 10, (2)
"Location is close to what we wanted (botanical gardens and Boothbay Harbor shops). The plusses were free breakfast, nice trails connected to property, icecream across the street. The minuses were the pool/hot tub not open as expected,our room was not deep cleaned."
The price is SAR 1,635
SAR 2,326 total
includes taxes & fees
13 Aug - 14 Aug
Premium Family Suite - 2 Double Beds, 1 King Bed

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (60)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
The price is SAR 446
SAR 1,346 total
includes taxes & fees
16 Jul - 17 Jul
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Cozy home on Georgetown Island off the coast of Maine

10.0 out of 10, Exceptional, (55)
"Great location, clean, great commutation. Bonus: Lots of toys my 4 year old loved to play with during our stay. 😆"
Cozy home on Georgetown Island off the coast of Maine

Escape to Positive Outlook

The price is SAR 945
SAR 1,504 total
includes taxes & fees
4 Aug - 5 Aug
Escape to Positive Outlook
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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