A rocky shoreline with a boat, a house, and a forest in the background.

Search and Rent Bailey Island Condos

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Bailey Island condo rentals

Property grounds

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

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (38 reviews)
"Overall a pleasing stay."
United States
Mallory D.
$424 nightly
The price is $462
Jun 30 - Jul 1
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Dining

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (80 reviews)
"Lovely unit. Very comfortable bed. Nice to have off street parking. Walkable to Old Port. Would def stay again. "
United States
Erin H.
$459 nightly
The price is $500
Jun 30 - Jul 1
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
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, (129 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
$470 nightly
The price is $512
Jul 5 - Jul 6
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$287 nightly
The price is $312
Jul 14 - Jul 15
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill
Flat-screen TV, Netflix, books, streaming services

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (86 reviews)
"Great location and very spacious! Easy commutation - must stay! "
United States
Courtney H.
$417 nightly
The price is $454
Jul 14 - Jul 15
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Beach nearby

Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (64 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
$796 nightly
The price is $867
Jul 15 - Jul 16
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Exterior detail

Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
$417 nightly
The price is $454
Jul 22 - Jul 23
Total with taxes and fees
Renovated Exchange St. Loft w/Free Parking
Pool

Little Spruce Cottage | Wood Stove + Porch

Little Spruce Cottage | Wood Stove + Porch
Boothbay Harbor
$720 nightly
The price is $785
Jul 5 - Jul 6
Total with taxes and fees
Little Spruce Cottage | Wood Stove + Porch
Pool

Sunset A | Oceanfront King + Gas Fireplace

Sunset A | Oceanfront King + Gas Fireplace
Boothbay Harbor
$859 nightly
The price is $936
Jul 12 - Jul 13
Total with taxes and fees
Sunset A | Oceanfront King + Gas Fireplace
Pool

Cardinal Cottage | 3BR + 3 Porches + Fireplace

Cardinal Cottage | 3BR + 3 Porches + Fireplace
Boothbay Harbor
$998 nightly
The price is $1,088
Jul 5 - Jul 6
Total with taxes and fees
Cardinal Cottage | 3BR + 3 Porches + Fireplace
Pool

Tanager Cottage | 3BR + 2 Porches + Fireplace

Tanager Cottage | 3BR + 2 Porches + Fireplace
Boothbay Harbor
$968 nightly
The price is $1,055
Jul 12 - Jul 13
Total with taxes and fees
Tanager Cottage | 3BR + 2 Porches + Fireplace
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 Bailey Island Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"The shuttle was excellent and the driver was super sweet. We were so late due to postponed flights. We appreciate it. Only thing would be nice if they had a covered drop off area. It was pouring rain and just from shuttle to door we got drenched."
LEWIS 1-night trip
Posted 1 hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
333
Accommodation
52 Condo Rentals
Lowest Price
$312
Highest Price
$1,088

Frequently asked questions

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