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Vacation Rentals near Old Port

Commercial St, Portland, Maine 04101
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    Travelers to Portland are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 284 Rentals in Portland
    Updated 2 Bedroom with Roof deck and backyard1 / 30
    0.9 miles 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 / 30
    (7)Excellent
    2.7 miles from Old Port
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Beautiful House Rental At Diamond Cove At Great Diamond Island1 / 23
    (34)Excellent
    3.1 miles from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Chic One Bedroom Apartment In Portland's Arts District1 / 24
    (149)Excellent
    0.8 miles from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Glorious getaway on Portland's Eastern Promenade.1 / 25
    (76)Excellent
    0.8 miles from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Stunning White Water Ocean Views From This Peaks Island Home1 / 30
    3.0 miles from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Spacious Historic 1st Floor Apartment1 / 30
    (35)Excellent
    1.5 miles 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
    0.7 miles 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
    0.2 miles 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
    Cagasa Cottage: Oceanview, Handicap Friendly, on Seashore Ave1 / 24
    2.8 miles from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Art Filled East End Home a short walk to waterfront, restaurants and shops1 / 29
    0.5 miles from Old Port
    3 Bedrooms, 3 Bathrooms, Sleeps 3 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 3
    Quiet, residential neighborhood1 / 24
    (4)Excellent
    3.0 miles from Old Port
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bathroom, Sleeps 4
    Bright and Fresh Back Cove4 Bedroom, Sleeps 8, Perfect for Reunions and Family1 / 27
    (7)Very good
    1.8 miles from Old Port
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Portland, Maine
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Charming Oceanfront One Bedroom Apartment on the Eastern Promenade1 / 28
    (6)Very good
    0.7 miles 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
    Fresh East End Apartment Walkable to Downtown Portland1 / 16
    0.5 miles 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 Gem ★ 5 Min to Old Port ★ Bright and New1 / 30
    1.5 miles from Old Port
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Historic West End Neighborhood1 / 16
    (72)Excellent
    1.2 miles from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Walk to Old Port ♦ West End Condo ♦ Parking1 / 14
    (41)Excellent
    1.0 miles 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 / 30
    (2)Average
    1.0 miles 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 / 30
    (22)Very good
    0.9 miles from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Portland, Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 10
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    Luxury Modern Home with a View1 / 17
    (3)Excellent
    0.7 miles from Old Port
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.1 / 30
    (53)Excellent
    3.4 miles from Old Port
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Portland, Maine
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    1200 Sq Ft ♦ West End Gem ♦ Perfect Location1 / 18
    0.8 miles 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
    Luxury Old Port Penthouse Suite w/Stunning Harbor Views. Parking. Safe + Secure.1 / 20
    (172)Excellent
    0.0 miles 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
    0.5 miles from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 12 Quick View
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    Portland, Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 12
    Sleek & newly-renovated third-floor condo w/ amazing water views - walk to bay1 / 17
    0.7 miles 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
    Historic Island Cottage, 5BR1 / 24
    (11)Excellent
    2.1 miles from Old Port
    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 Old Port
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Peaks Island, Portland
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Spacious 3 Bed in a Prime Old Port Location1 / 30
    0.2 miles 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
    0.0 miles 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
    Updated stylish 1 BR in West End1 / 28
    0.7 miles 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
    Hip & Cozy high-end Modern Design1 / 14
    (1)Excellent
    0.7 miles from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Charming 2-bedroom steps from the Eastern Promenade1 / 25
    (46)Excellent
    0.6 miles 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 / 30
    (19)Very good
    0.7 miles 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
    1200 sq ft ♦ West End Townhouse ♦ Perfect Location1 / 16
    1.1 miles from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Portland, Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Polished condo with balcony - walk to Eastern Promenade & Casco Bay1 / 18
    (55)Very good
    0.7 miles 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
    0.8 miles from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Waterfront Island Getaway w/two cottages perfect for Multiple or Large Families1 / 30
    (15)Very good
    2.5 miles from Old Port
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Portland, Maine
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Back Cove Charmer Close to Everything1 / 17
    (43)Very good
    1.8 miles 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/ WiFi & private patio - less than two blocks from beach/park1 / 17
    (22)Excellent
    0.7 miles 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
    2.8 miles from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Portland, Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood1 / 30
    1.0 miles 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
    Cozy Getaway In The City1 / 26
    (38)Excellent
    2.2 miles from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Charming Peaks Island Cottage1 / 25
    2.8 miles from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Portland, Maine
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Modern West End Studio1 / 29
    (2)Poor
    0.7 miles 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
    Beautiful apartment in arts district1 / 6
    0.5 miles 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
    Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood1 / 30
    0.4 miles from Old Port
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Air Conditioning
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    • Terrace
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    Pet friendly
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    Portland, Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    New Peaks Cottage: Modern amenities, island charm, steps to shore1 / 17
    (29)Excellent
    3.1 miles from Old Port
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Patio
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    Portland, Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Sweet Island Cottage- 3 minute walk to beach1 / 12
    2.8 miles from Old Port
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Waterfront
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    Portland, Maine
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    8 Bedroom, 2 Full bath. Walk to Bars and Restaurants, Parking!1 / 30
    (9)Excellent
    1.0 miles from Old Port
    8 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Location Information
    Portland, Maine
    Condo/Apartment - 8 Bedrooms, 2 Bathrooms, Sleeps 8
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