Bailey Island Condo Rentals

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

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Condo Rentals in Bailey Island

Cozy, Elegant and Bright 2 bed in the East End

$200

per night

May 27 - May 28

With a stay at this condo in Portland (East End), you'll be within a 15-minute drive of Thompson's Point and Maine Mall.

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

With a stay at this condo in Portland (West End), you'll be a 4-minute drive from Thompson's Point and 8 minutes from Maine Mall.

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

$174

per night

Jun 2 - Jun 3

With a stay at this condo, you'll be centrally located in Portland, a 5-minute drive from Thompson's Point and 9 minutes from Maine Mall.

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

With a stay at this condo in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and a 3-minute drive from Land's End Gift Shop.

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

With a stay at this condo, you'll be centrally located in Portland, a 4-minute drive from Thompson's Point and 8 minutes from Maine Mall.

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

With a stay at this condo in Portland (West End), you'll be a 4-minute drive from Thompson's Point and 8 minutes from Maine Mall.

Beautiful Falmouth Condo w/ Patio: Near Portland!

When you stay at this condo in Falmouth, you'll be by the sea, within a 15-minute drive of Thompson's Point and Maine Mall.

Beautiful Condo on Ocean Cove - Easy walk to harbor-side town

A stay at this condo places you in the heart of Boothbay Harbor, within a 15-minute walk of Boothbay Railway Village and Opera House at Boothbay Harbor.

1890 Captain's House. New England Charm with Water Views over Mill Cove.

A stay at this condo places you in the heart of Boothbay Harbor, within a 10-minute walk of Boothbay Harbor Memorial Library and Burnt Island Living Lighthouse.

Sleek & newly-renovated third-floor condo w/ amazing water views - walk to bay

With a stay at this condo, you'll be centrally located in Portland, within a 15-minute drive of Thompson's Point and Maine Mall.

Walk to Old Port ♦ West End Condo ♦ Parking

$193

per night

Jun 11 - Jun 12

With a stay at this condo in Portland (West End), you'll be a 5-minute drive from Thompson's Point and 8 minutes from Maine Mall.

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

When you stay at this condo in Boothbay Harbor, you'll be on the beach, within a 10-minute walk of Fisherman's Memorial Park and Linekin Bay.

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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.