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Vacation Rentals nearby Old Port

Commercial St, Portland, Maine 04101
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    Travellers to Portland are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 219 Rentals in Portland
    Updated 2 Bedroom with Roof deck and backyard1 / 45
    (4)Very good
    1.1 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Peaks Island Maine Seaside Cottage: hot tub/roof decks/4 season1 / 50
    (7)Excellent
    4.4 kilometres from Old Port
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Beautiful House Rental At Diamond Cove At Great Diamond Island1 / 23
    (34)Excellent
    5.0 kilometres from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chic One Bedroom Apartment In Portland's Arts District1 / 25
    (149)Excellent
    1.3 kilometres from Old Port
    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
    (75)Excellent
    1.3 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    4.3 kilometres from Old Port
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Portland, Maine
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    Stunning White Water Ocean Views From This Peaks Island Home1 / 46
    (30)Very good
    4.8 kilometres from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Spacious Historic 1st Floor Apartment1 / 30
    (35)Excellent
    2.4 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Beautiful Munjoy Hill Private Oasis1 / 20
    (39)Excellent
    1.5 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    “Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!1 / 24
    (98)Excellent
    0.4 kilometres from Old Port
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Art Filled East End Home a short walk to waterfront, restaurants and shops1 / 29
    (24)Excellent
    0.9 kilometres from Old Port
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4.9 kilometres from Old Port
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bathroom, Sleeps 4
    Fresh East End Apartment Walkable to Downtown Portland1 / 16
    (17)Excellent
    0.8 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Historic West End Neighborhood1 / 16
    (72)Excellent
    2.0 kilometres from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Walk to Old Port ♦ West End Condo ♦ Parking1 / 14
    (41)Excellent
    1.9 kilometres from Old Port
    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 / 39
    (2)Average
    1.5 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Modern West End 2 Bedroom Apartment1 / 41
    (22)Very good
    1.4 kilometres from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 10
    Sunset Cottage, Family-Friendly Oasis1 / 20
    (10)Very good
    4.3 kilometres from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    3BR home: East End neighborhood: walk to ocean or downtown, local eateries1 / 44
    (29)Excellent
    1.1 kilometres from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 10
    Luxury Modern Home with a View1 / 17
    (3)Excellent
    1.5 kilometres from Old Port
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5.4 kilometres from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    1200 Sq Ft ♦ West End Gem ♦ Perfect Location1 / 18
    (65)Very good
    1.4 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Portland B&B room - steps from Eastern Prom and beach and close to town too!1 / 25
    (10)Very good
    1.1 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
    Luxury Old Port Penthouse Suite w/Stunning Harbor Views. Parking. Safe + Secure.1 / 20
    (171)Excellent
    0.1 kilometres from Old Port
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT1 / 30
    (9)Excellent
    0.8 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 12 Quick View
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    Portland, Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 12
    Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!1 / 17
    (33)Very good
    1.1 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Minutes to Everything Portland!1 / 15
    (26)Very good
    2.1 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Historic Island Cottage, 5BR1 / 24
    (11)Excellent
    3.4 kilometres from Old Port
    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
    4.0 kilometres from Old Port
    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 3 Bed in a Prime Old Port Location1 / 43
    (133)Excellent
    0.4 kilometres from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    “Percival” Penthouse Suite: Breathtaking Views, Cupola, Walk to Restaurants1 / 22
    (153)Excellent
    0.1 kilometres from Old Port
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Charming 2-bedroom steps from the Eastern Promenade1 / 25
    (46)Excellent
    1.0 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Beautiful rental with private roof deck1 / 37
    (19)Very good
    1.2 kilometres from Old Port
    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
    (50)Excellent
    1.2 kilometres from Old Port
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1200 sq ft ♦ West End Townhouse ♦ Perfect Location1 / 16
    (39)Very good
    1.7 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Polished, Modern Condo w/ a Balcony - Walk to Eastern Promenade & Casco Bay!1 / 18
    (55)Very good
    1.1 kilometres from Old Port
    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
    (44)Excellent
    1.3 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Back Cove Charmer Close to Everything1 / 17
    (43)Very good
    3.0 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sleek Condo w/ a Private Patio - Less than Two Blocks from the Beach/Park1 / 17
    (22)Excellent
    1.1 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Peaks Island, easy to get to and harder to leave1 / 11
    (6)Excellent
    4.6 kilometres from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood1 / 35
    (44)Very good
    1.9 kilometres from Old Port
    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
    4.5 kilometres from Old Port
    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
    (38)Excellent
    3.6 kilometres from Old Port
    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
    (76)Excellent
    4.6 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Peaks Island, Portland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    1.1 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.9 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.6 kilometres from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Air Conditioning
    • Internet Access
    • Washer
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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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
    5.0 kilometres from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • Central Heating
    • Washer
    • DVD Player
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Portland, Maine
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    4.5 kilometres from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Location Information
    Peaks Island, Portland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Portland Maine East End - Top of Munjoy Hill (Spacious and Quiet w/ Parking)1 / 38
    (24)Excellent
    1.0 kilometres from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Portland, Maine
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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