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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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
$424 nightly
The price is $462
Jun 25 - Jun 26
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
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.
$435 nightly
The price is $474
Jun 29 - Jun 30
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Dining

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
$459 nightly
The price is $500
Jun 25 - Jun 26
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Interior

Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$300 nightly
The price is $326
Jul 8 - Jul 9
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill
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.
$622 nightly
The price is $678
Jun 24 - Jun 25
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
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.
$388 nightly
The price is $423
Jul 6 - Jul 7
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Exterior detail

Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
$325 nightly
The price is $353
Jul 14 - Jul 15
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
$658 nightly
The price is $718
Jun 23 - Jun 24
Total with taxes and fees
Little Spruce Cottage | Wood Stove + Porch
TV, fireplace

Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (197 reviews)
"Wonderful spot. Cant wait to come back. "
United States
Maarten H.
$1,358 nightly
The price is $1,480
Jun 24 - Jun 25
Total with taxes and fees
Waterfront Two Master Suite Penthouse with Rooftop
Pool

Sunset A | Oceanfront King + Gas Fireplace

Sunset A | Oceanfront King + Gas Fireplace
Boothbay Harbor
$816 nightly
The price is $889
Jun 23 - Jun 24
Total with taxes and fees
Sunset A | Oceanfront King + Gas Fireplace
Pool

Osprey Cottage | Oceanfront + Full Kitchen

Osprey Cottage | Oceanfront + Full Kitchen
Boothbay Harbor
Osprey Cottage | Oceanfront + Full Kitchen
Pool

Tanager Cottage | 3BR + 2 Porches + Fireplace

Tanager Cottage | 3BR + 2 Porches + Fireplace
Boothbay Harbor
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

The Westin Portland Harborview

The Westin Portland Harborview

8/10 Good
"Very nice hotel and centrally located in Providence, I was able to easily walk everywhere that I wanted to go and they also provide a shuttle if needed. My only complaint is I was excited to try the Heavenly bed, and found it very uncomfortable which made for a couple nights of poor sleep."
Wendy 2-night trip
Posted less than an hour ago
The Westin Portland Harborview

Find out more about Bailey Island

Bailey Island Condo Rentals information

Number of reviews
14,396
Accommodation
52 Condo Rentals
Lowest Price
$81
Highest Price
$251

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