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Portland
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Portland Museum of Art
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332 rentals
in Portland.
“Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
140 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
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Chic One Bedroom Apartment In Portland's Arts District
149 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Luxury Old Port Penthouse Suite w/Stunning Harbor Views. Parking. Safe + Secure.
172 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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“Percival” Penthouse Suite: Breathtaking Views, Cupola, Walk to Restaurants
153 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!
98 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
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Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere!
101 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Glorious getaway on Portland's Eastern Promenade.
76 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Charming Peaks Island Cottage
76 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Historic West End Neighborhood
72 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
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Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
135 reviews
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
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Great Captains House Portland
54 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
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NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
53 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
66 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
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Bright, spacious home, brand new hot tub, beautiful artwork, gigbit internet
50 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Hollywood meets seaside charm in the former cottage of famed director, John Ford
33 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Charming, Secluded, Island Getaway!
37 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Cozy Getaway In The City
38 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Stunning and Spacious 6 BR Waterfront House with Hot Tub
29 reviews
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 14
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The 'Water House' Cottage is on a Sandy Beach! Amazing Views!!
32 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
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Spacious Historic 1st Floor Apartment
35 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
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Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location
25 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Walk to Old Port ♦ West End Condo ♦ Parking
41 reviews
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
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Classic Island Cottage
43 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Beautiful House Rental At Diamond Cove At Great Diamond Island
34 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
25 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Art Filled East End Home a short walk to waterfront, restaurants and shops
25 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Charming 2-bedroom steps from the Eastern Promenade
46 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Adorable Portland getaway on the Eastern Promenade
44 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Charming Cottage - Great Diamond Island, Waterviews, Path to Beach, Sunset Side
24 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Perfect Vacation Cottage, Filled with Sunshine and Laughter.
30 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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5 Star Back Cove Hide-Away1 bedroom Back Cove apartment with water views!
18 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Adorable Peaks Island Cottage
22 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Beautiful getaway on Peaks Island!
22 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Enjoy Portland With Family or Friends
78 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
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New Peaks Cottage: Modern amenities, island charm, steps to shore
29 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
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Peaks Island Cottage with beautiful view of Whitehead passage
21 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Stunning Entire Three Units Apts (USM AREA)
14 reviews
Condo/Apartment
9 bedrooms
6 bathrooms
Sleeps 20
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Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
20 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Downtown Portland Apartment
45 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Elegant condo - walk to Portland's best restaurants & Old Port
30 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Vintage Maine & Modern Convenience in Portlands Exclusive East End
21 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
44 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Industrial Farmhouse Chic in Portland's Most Desirable Neighborhood
16 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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Evergreen cottage 5' from the water
20 reviews
Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 6
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1200 Sq Ft ♦ West End Gem ♦ Perfect Location
65 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful Munjoy Hill Private Oasis
39 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Classic turn of the century Maine cottage - Price Reduction 8/20 to 9/10!
11 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Great Ocean View Summer Cottage Rental with Boat Mooring on Great Diamond Island
14 reviews
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
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Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
10 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Panoramic Water, Island & City Views w/Private Roof Deck
14 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Frequently Asked Questions about Portland
Do any holiday rentals in Portland have a pool?
Yes, here are some popular holiday rentals in Portland that have a pool:
Classic, cozy family cottage with modern amenities and ocean view from porch
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
Updated 2 Bedroom with Roof deck and backyard
See all holiday rentals with a pool in Portland on Tripadvisor
Do any holiday rentals in Portland have internet access?
Yes, here are some popular holiday rentals in Portland that have internet access:
Classic, cozy family cottage with modern amenities and ocean view from porch
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
Updated 2 Bedroom with Roof deck and backyard
See all holiday rentals in Portland on Tripadvisor
What are the best pet friendly rentals in Portland?
The best pet friendly rentals in Portland are:
Updated 2 Bedroom with Roof deck and backyard
Casco Bay Sunrise Vista
Stunning White Water Ocean Views From This Peaks Island Home
See all pet friendly holiday rentals in Portland on Tripadvisor
What are some great rentals in Portland that are kid friendly?
Some of the most popular kid friendly rentals in Portland are:
Classic, cozy family cottage with modern amenities and ocean view from porch
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
Updated 2 Bedroom with Roof deck and backyard
See all kid friendly holiday rentals in Portland on Tripadvisor