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Vacation Rentals near DiMillo's Old Port Marina

1 Long Wharf, Portland, Maine 04101-4725
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    Travelers to Portland are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    All 116 Rentals in Portland
    Updated 2 Bedroom with Roof deck and backyard1 / 38
    (3)Very good
    0.5 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Peaks Island Maine Seaside Cottage: hot tub/roof decks/4 season1 / 50
    (6)Excellent
    2.8 miles from DiMillo's Old Port Marina
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    2.2 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    1200 Sq Ft ♦ West End Gem ♦ Perfect Location1 / 18
    (64)Very good
    0.7 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Luxury Old Port Penthouse Suite w/Stunning Harbor Views. Parking. Safe + Secure.1 / 20
    (155)Excellent
    0.1 miles from DiMillo's Old Port Marina
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Portland B&B room - steps from Eastern Prom and beach and close to town too!1 / 25
    (10)Very good
    0.9 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful House Rental At Diamond Cove At Great Diamond Island1 / 23
    (16)Excellent
    3.2 miles from DiMillo's Old Port Marina
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT1 / 30
    (9)Excellent
    0.7 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 12 Quick View
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    Portland, Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 12
    Chic One Bedroom Apartment In Portland's Arts District1 / 24
    (112)Excellent
    0.7 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Glorious getaway on Portland's Eastern Promenade.1 / 25
    (66)Excellent
    1.0 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!1 / 17
    (26)Very good
    0.9 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Cozy Island Village Cottage With Easy Ferry Ride to Portland1 / 13
    (10)Very good
    2.7 miles from DiMillo's Old Port Marina
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    Peaks Island, Portland
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Minutes to Everything Portland!1 / 15
    (5)Very good
    1.2 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Stunning White Water Ocean Views From This Peaks Island Home1 / 46
    (27)Very good
    3.0 miles from DiMillo's Old Port Marina
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Portland, Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Historic Island Cottage, 5BR1 / 24
    (11)Excellent
    2.2 miles from DiMillo's Old Port Marina
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Peaks Island, Portland
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    The 'Water House' Cottage is on a Sandy Beach! Amazing Views!!1 / 4
    (32)Excellent
    2.5 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Peaks Island, Portland
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Spacious Historic 1st Floor Apartment1 / 30
    (17)Excellent
    1.5 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Charming intown two bedroom.1 / 43
    (127)Excellent
    0.4 miles from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    “Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!1 / 24
    (83)Excellent
    0.3 miles from DiMillo's Old Port Marina
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    “Percival” Penthouse Suite: Breathtaking Views, Cupola, Walk to Restaurants1 / 22
    (143)Excellent
    0.1 miles from DiMillo's Old Port Marina
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Art Filled East End Home a short walk to waterfront, restaurants and shops1 / 29
    (17)Excellent
    0.7 miles from DiMillo's Old Port Marina
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Fresh East End Apartment Walkable to Downtown Portland1 / 16
    (14)Excellent
    0.7 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Charming 2-bedroom steps from the Eastern Promenade1 / 25
    (41)Excellent
    0.8 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Beautifully rental with private roof deck1 / 37
    (19)Very good
    0.6 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    West End Retreat * The Arts District1 / 50
    (43)Excellent
    0.6 miles from DiMillo's Old Port Marina
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Historic West End Neighborhood1 / 16
    (60)Excellent
    1.1 miles from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
    1200 sq ft ♦ West End Townhouse ♦ Perfect Location1 / 16
    (24)Very good
    0.9 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Walk to Old Port ♦ West End Condo ♦ Parking1 / 14
    (30)Excellent
    1.0 miles from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Fabulous studio apartment with roof deck1 / 28
    (2)Average
    0.8 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Polished, Modern Condo w/ a Balcony - Walk to Eastern Promenade & Casco Bay!1 / 18
    (55)Very good
    0.9 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Adorable Portland getaway on the Eastern Promenade1 / 22
    (34)Excellent
    1.0 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Modern West End 2 Bedroom Apartment1 / 28
    (19)Very good
    0.7 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Back Cove Charmer Close to Everything1 / 15
    (35)Very good
    1.9 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sunset Cottage, Family-Friendly Oasis1 / 20
    (10)Very good
    2.7 miles from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Sleek Condo w/ a Private Patio - Less than Two Blocks from the Beach/Park1 / 17
    (22)Excellent
    0.9 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    3BR home: East End neighborhood: walk to ocean or downtown, local eateries1 / 44
    (29)Excellent
    0.9 miles from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 10
    Peaks Island, easy to get to and harder to leave1 / 11
    (6)Excellent
    2.9 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Peaks Island, Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Luxury Modern Home with a View1 / 17
    (3)Excellent
    1.1 miles from DiMillo's Old Port Marina
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood1 / 35
    (32)Very good
    1.0 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Magical Rambling 5 Bedroom Cottage Built 1904 By John Calvin Stevens1 / 39
    (5)Excellent
    2.9 miles from DiMillo's Old Port Marina
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Peaks Island, Portland
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Cozy Getaway In The City1 / 21
    (31)Excellent
    2.4 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Charming Peaks Island Cottage1 / 25
    (42)Excellent
    2.9 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Peaks Island, Portland
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.5 miles from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Location Information
    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    New Peaks Cottage: Modern amenities, island charm, steps to shore1 / 17
    (29)Excellent
    3.1 miles from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Location Information
    Portland, Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Portland Maine East End - Top of Munjoy Hill (Spacious and Quiet w/ Parking)1 / 38
    (21)Excellent
    0.8 miles from DiMillo's Old Port Marina
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedroom, Walk to Bars and Restaurants, Parking!1 / 30
    (5)Excellent
    1.1 miles from DiMillo's Old Port Marina
    8 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Terrace
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    Location Information
    Portland, Maine
    Condo/Apartment - 8 Bedrooms, 2 Bathrooms, Sleeps 16
    3.2 miles from DiMillo's Old Port Marina
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Portland, Maine
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 8
    0.9 miles from DiMillo's Old Port Marina
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    This recently remodeled open-plan living area is spacious in size and flooded with natural daylight that bounces off the beautiful cherry hardwood floor emitting radiant heat during the winter. This 1600sqft apartment was completely redone from the inside out with generous accommodations to sleep 8...
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    Location Information
    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    0.9 miles from DiMillo's Old Port Marina
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Aged and sturdy, yet eminently modernized, this two bedroom boutique loft is perfectly situated in the heart of Portland and filled with high end amenities. From the lighting to the layout to the choice of appliances, every delightful consideration was made to compensate our guest with the best...
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    Location Information
    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.6 miles from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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