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Holiday Rentals near DiMillo's Old Port Marina

1 Long Wharf, Portland, Maine 04101-4725
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    Travellers to Portland are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 122 Rentals in Portland
    Updated 2 Bedroom with Roof deck and backyard1 / 43
    (3)Very good
    0.8 kilometres 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
    4.5 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    3.5 kilometres 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
    1.1 kilometres 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
    (161)Excellent
    0.2 kilometres 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
    1.4 kilometres from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Beautiful House Rental At Diamond Cove At Great Diamond Island1 / 23
    (16)Excellent
    5.2 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT1 / 30
    (9)Excellent
    1.1 kilometres from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 12 Quick View
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    Portland, Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 12
    Chic One Bedroom Apartment In Portland's Arts District1 / 24
    (112)Excellent
    1.2 kilometres 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
    1.6 kilometres from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    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
    (29)Very good
    1.5 kilometres 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
    4.4 kilometres from DiMillo's Old Port Marina
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    Peaks Island, Portland
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Minutes to Everything Portland!1 / 15
    (5)Very good
    1.9 kilometres 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
    (28)Very good
    4.9 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Historic Island Cottage, 5BR1 / 24
    (11)Excellent
    3.6 kilometres from DiMillo's Old Port Marina
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    The 'Water House' Cottage is on a Sandy Beach! Amazing Views!!1 / 4
    (32)Excellent
    4.1 kilometres from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Spacious Historic 1st Floor Apartment1 / 30
    (17)Excellent
    2.5 kilometres from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Location Information
    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Charming intown two bedroom.1 / 43
    (128)Excellent
    0.7 kilometres 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
    (90)Excellent
    0.4 kilometres 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
    (147)Excellent
    0.2 kilometres 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
    1.2 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Fresh East End Apartment Walkable to Downtown Portland1 / 16
    (15)Excellent
    1.1 kilometres 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
    1.3 kilometres 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
    0.9 kilometres 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
    (45)Excellent
    1.0 kilometres from DiMillo's Old Port Marina
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Historic West End Neighborhood1 / 16
    (62)Excellent
    1.7 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    1200 sq ft ♦ West End Townhouse ♦ Perfect Location1 / 16
    (24)Very good
    1.4 kilometres from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Walk to Old Port ♦ West End Condo ♦ Parking1 / 14
    (32)Excellent
    1.6 kilometres 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 / 38
    (2)Average
    1.2 kilometres 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
    1.5 kilometres 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
    (35)Excellent
    1.6 kilometres 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 / 41
    (19)Very good
    1.2 kilometres from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
    Back Cove Charmer Close to Everything1 / 17
    (37)Very good
    3.1 kilometres 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
    4.4 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Sleek Condo w/ a Private Patio - Less than Two Blocks from the Beach/Park1 / 17
    (22)Excellent
    1.5 kilometres 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
    1.5 kilometres 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
    4.6 kilometres from DiMillo's Old Port Marina
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Luxury Modern Home with a View1 / 17
    (3)Excellent
    1.8 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    NEW LISTING ☼ Unique Oceanfront Home1 / 47
    (43)Excellent
    5.6 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood1 / 35
    (36)Very good
    1.6 kilometres 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
    4.7 kilometres from DiMillo's Old Port Marina
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Cozy Getaway In The City1 / 26
    (31)Excellent
    3.8 kilometres 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
    (71)Excellent
    4.7 kilometres from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Peaks Island, Portland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.9 kilometres 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
    Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood1 / 43
    (3)Excellent
    1.0 kilometres from DiMillo's Old Port Marina
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Portland, Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    New Peaks Cottage: Modern amenities, island charm, steps to shore1 / 17
    (29)Excellent
    5.1 kilometres from DiMillo's Old Port Marina
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Location Information
    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Portland Maine East End - Top of Munjoy Hill (Spacious and Quiet w/ Parking)1 / 38
    (21)Excellent
    1.3 kilometres 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
    (7)Excellent
    1.9 kilometres from DiMillo's Old Port Marina
    8 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    Location Information
    Portland, Maine
    Condo/Apartment - 8 Bedrooms, 2 Bathrooms, Sleeps 16
    1.6 kilometres 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
    1.6 kilometres 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
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