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Cheap Holiday Villa and Cottage Deals in Portland, ME
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Maine (ME)
Portland
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Kid friendly (278)
Pet friendly (103)
Elder access (6)
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Holiday Rental House (140)
Cabin Holiday Rental (0)
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Waterfront (25)
Boat Available (5)
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Distance from
5 mi
Allagash Brewing Company
Old Port
Casco Bay Lines Ferry Terminal
Victoria Mansion
Portland Museum of Art
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310 rentals
in Portland.
Morrill Mansion Inn | 8 | Self Check In | Parking
5.0 of 5 stars
26
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 3
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“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!
5.0 of 5 stars
56
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 4
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“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!
5.0 of 5 stars
70
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 4
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Walk to Old Port | Pet-Friendly Stay | Waterfront | Comfortable Unit | Parking
4.5 of 5 stars
12
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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City Amenities, Casco Bay Sunrises and Natural Beauty
5.0 of 5 stars
43
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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The Globe House on Munjoy Hill - Walk to Breweries
5.0 of 5 stars
42
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Charming Downtown West End 2BR
5.0 of 5 stars
5
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 5
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“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!
5.0 of 5 stars
207
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Elegant condo - walk to Portland's best restaurants & Old Port
4.5 of 5 stars
23
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Morrill Mansion Inn | 4 | Self Check In | Parking
5.0 of 5 stars
10
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Glorious getaway on Portland's Eastern Promenade.
5.0 of 5 stars
49
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 5
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Inn at Park Spring 1 - Self Check In - Parking
5.0 of 5 stars
23
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Walk to Old Port ♦ West End Condo ♦ Parking
5.0 of 5 stars
20
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 8
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Walk Everywhere! Entire Downtown Apt - "La Maison"
5.0 of 5 stars
12
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 8
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The perfect refinement of vintage seduction. May-June-July special!!!
5.0 of 5 stars
22
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 8
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Historic West End Neighborhood
5.0 of 5 stars
101
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 5
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Adorable Portland getaway on the Eastern Promenade
5.0 of 5 stars
33
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
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Skolfield Inn | Parking | Self-check-in | Garden 2
5.0 of 5 stars
19
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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2 Bedroom Apartment on Top Floor in Portland's West End
5.0 of 5 stars
30
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 5
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Inn at Park Spring 6 - Private entrance - Parking
5.0 of 5 stars
12
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Downtown Loft with Water Views
4.5 of 5 stars
7
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
5.0 of 5 stars
36
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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1200 Sq Ft ♦ West End Gem ♦ Perfect Location
4.5 of 5 stars
85
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
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Morrill Mansion Inn | 6 | Self Check In | Parking
4.5 of 5 stars
15
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Spacious 3 BR in Portland's Libbytown!
5.0 of 5 stars
30
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
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Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
4.5 of 5 stars
16
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 10
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Morrill Mansion | 3 | Self Check In | Parking
5.0 of 5 stars
18
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Fresh East End Apartment Walkable to Downtown Portland
5.0 of 5 stars
11
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Skolfield Inn | Parking | Self-check-in | Garden 1
5.0 of 5 stars
17
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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1200 sq ft ♦ West End Townhouse ♦ Perfect Location
4.5 of 5 stars
55
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Inn at Parkspring 4 - Self Check In - Parking
5.0 of 5 stars
12
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sunny Modern Oasis in Portland’s Trendy East End
5.0 of 5 stars
31
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Chic One Bedroom Apartment In Portland's Arts District
5.0 of 5 stars
193
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
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Spacious Portland Home: Walk Downtown!
5.0 of 5 stars
17
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 6
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Stunning and Spacious 6 BR Waterfront House with Hot Tub
5.0 of 5 stars
14
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 14
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Beautiful 1st Floor Apartment & Amazing Shower
4.0 of 5 stars
10
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Charming Downtown Penthouse - The Cabana
4.5 of 5 stars
9
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 8
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Superb Location!! Heart of Old Port/Spacious Condo
5.0 of 5 stars
14
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 9
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West End 2nd Floor Apartment 762 Congress Street
4.5 of 5 stars
20
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Cozy Newly Renovated 1st Floor Apt
5.0 of 5 stars
18
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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The Portland Getaway
5.0 of 5 stars
18
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Hollywood meets seaside charm in the former cottage of famed director, John Ford
5.0 of 5 stars
17
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Large, light filled 4 bedroom house - walk to ocean and ferry
5.0 of 5 stars
16
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 12
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60 Emerson #6 · Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Rent a room in the gorgeous Holt House
4.0 of 5 stars
14
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Brand New 1 Bedroom Apartment in Portland
5.0 of 5 stars
25
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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East end. Walk to food, beer and downtown fun.
5.0 of 5 stars
21
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 4
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Charming, Secluded, Island Getaway!
5.0 of 5 stars
15
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Stunning White Water Ocean Views From This Peaks Island Home
4.0 of 5 stars
13
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Bright & Spacious Apartment with Amazing Shower
4.5 of 5 stars
7
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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