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Condo Rentals in Bailey Island

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (107)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
The price is SAR 1,182
SAR 1,918 total
includes taxes & fees
13 Jul - 14 Jul
City Amenities, Casco Bay Sunrises and Natural Beauty

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (12)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
The price is SAR 1,143
SAR 2,220 total
includes taxes & fees
24 Jun - 25 Jun
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

9.8 out of 10, Exceptional, (37)
"Perfect two bedroom for us to stay in during our work event."
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.2 out of 10, Wonderful, (14)
"Loved the location, lots of activity but also very private and relaxing. Great place, everyone was really nice and friendly"
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (28)
"A great place to stay minutes from downtown Freeport and a short ride to Portland. Had a great time visiting family and the house was perfect for our getaway! Very close to all the Freeport attractions but quiet enough to rest and relax!"
Spacious 4 bedroom luxury Condo

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

9.4 out of 10, Exceptional, (61)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is SAR 653
SAR 1,706 total
includes taxes & fees
29 Jun - 30 Jun
Elegant condo - walk to Portland's best restaurants & Old Port

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (19)
"We thoroughly enjoyed a long weekend on Bailey Island. The condo was clean and new, very nicely furnished. It was a quiet easy to access property, very good experience."
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (37)
"Excellent stay and location"
The price is SAR 750
SAR 1,366 total
includes taxes & fees
9 Jul - 10 Jul
Cozy, Elegant and Bright 2 bed in the East End

Penthouse Two Master Waterfront Suite with Rooftop

10.0 out of 10, Exceptional, (245)
"This property was wonderful and met all of our needs. The home is very clean and had everything needed for our stay. The location and views were amazing!!! Highly recommended and we'll definitely be staying here again. Thank you!!"
The price is SAR 2,660
SAR 4,249 total
includes taxes & fees
24 Jun - 25 Jun
Penthouse Two Master Waterfront Suite with Rooftop

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

8.8 out of 10, Excellent, (30)
"Great place, a little difficulty controlling temperature."
The price is SAR 552
SAR 1,569 total
includes taxes & fees
29 Jun - 30 Jun
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

2.0 star property
10.0 out of 10, Exceptional, (3)
"This place was perfect for our weekend getaway! The unit was huge with plenty of space for everyone. It was clean and nicely stocked, with easy access to downtown Portland. "
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

Walk to Old Port ♦ West End Condo ♦ Parking

9.8 out of 10, Exceptional, (74)
"Everything was amazing!!"
The price is SAR 1,024
SAR 1,767 total
includes taxes & fees
15 Jul - 16 Jul
Walk to Old Port ♦ West End Condo ♦ Parking

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (179)
"Very nice property in the heart of Portland. The place was perfect for our trip and it was super easy to go out and explore."
Waterfront Two Master Suite Penthouse with Rooftop

Gorgeously renovated, 2-condo property in the West End - walk everywhere

9.6 out of 10, Exceptional, (10)
"We traveled with 4 couples so this combo unit was perfect. The location was walkable to everything wanted to get to and Portland was a great launching spot for day trips to check out the neighboring towns."
Gorgeously renovated, 2-condo property in the West End - walk everywhere

Back Cove Views

10.0 out of 10, Exceptional, (7)
"Easy to get to, conveniently located close to restaurants, bars, shops, and downtown. There are stairs to climb, which didn't bother us, but be mindful as it is on the 3rd floor. Parking is only available on the street, and it was hard to find a spot close by the condo. But, we eventually did park close, so it worked out. We would definitely book this place again and again!"
Back Cove Views

Seabed @ The Offshore House

10.0 out of 10, Exceptional, (11)
"This was a great place to stay that let me explore the area I wanted to."
Seabed @ The Offshore House

Shipwright @ The Offshore House

9.2 out of 10, Wonderful, (10)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
Shipwright @ The Offshore House

Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

2.0 star property
9.6 out of 10, Exceptional, (5)
"This was a great condo. We really enjoyed watching the action on the harbor from the covered deck. The furnishings and appliances were brand new. There was plenty of room for a group with the layout of the bedrooms. It was very convenient to have the restaurant in the same building and it was a short drive to downtown. Our only suggestions would be to add a coffeemaker and directions for the dishwasher and garbage removal.Also it would be helpful to explain the parking situation and that the...
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

Eastbayside/Munjoy - Charming Downtown Escape

10.0 out of 10, Exceptional, (23)
"Great location and space "
Eastbayside/Munjoy - Charming Downtown Escape

Historical & dog-friendly West End condo with parking - walk to all of Portland

9.4 out of 10, Exceptional, (31)
"Very clean and perfect location! "
Historical & dog-friendly West End condo with parking - walk to all of Portland
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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