Search results; 330 places in Portland

Prices include all fees
Guest favorite
Loft in Portland
Large Loft—Walk to Breweries— Coffee Bar—King Bed
Free cancellation
May 31 – Jun 5
ﺩ.ﺇ5,321 for 5 nights, originally ﺩ.ﺇ5,825
for 5 nights
4.92 out of 5 average rating, 284 reviews
Superhost
Apartment in Cape Elizabeth
Portland & Beach & Lighthouses! Romantic! Lovely
3 beds
May 18 – 23
ﺩ.ﺇ4,082 for 5 nights, originally ﺩ.ﺇ4,658
for 5 nights
4.87 out of 5 average rating, 551 reviews
Superhost
Home in Falmouth
Ultra Luxury | Rooftop Deck | Lap Pool | Sleeps 17
12 beds
May 18 – 23
ﺩ.ﺇ9,590 for 5 nights, originally ﺩ.ﺇ19,540
for 5 nights
Top guest favorite
Apartment in Portland
Luxe Eco Studio near Back Cove
Free cancellation
Jun 12 – 17
ﺩ.ﺇ7,065 for 5 nights
for 5 nights
5.0 out of 5 average rating, 62 reviews
Top guest favorite
Loft in Falmouth
Loft Apartment on Tree-Lined Street in Falmouth
Free cancellation
May 29 – Jun 3
ﺩ.ﺇ4,942 for 5 nights
for 5 nights
4.95 out of 5 average rating, 613 reviews
Top guest favorite
Home in Scarborough
Dreamy Indoor Pool/Hot tub/Sauna Near Beaches
Free cancellation
May 26 – 31
ﺩ.ﺇ10,418 for 5 nights, originally ﺩ.ﺇ11,502
for 5 nights
5.0 out of 5 average rating, 9 reviews
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Top guest favorite
Home in Old Orchard Beach
OOB Oasis - 5BR private Retreat w/ Pool
7 beds
May 18 – 23
ﺩ.ﺇ8,718 for 5 nights, originally ﺩ.ﺇ15,558
for 5 nights
5.0 out of 5 average rating, 106 reviews
Top guest favorite
Guesthouse in Portland
Romantic Bungalow with Hot Tub, Pool & Parking
Free cancellation
Jun 22 – 27
ﺩ.ﺇ4,607 for 5 nights
for 5 nights
4.96 out of 5 average rating, 501 reviews
Top guest favorite
Apartment in Portland
Apt in Victorian Mansion with Hot Tub & Parking
Free cancellation
Jul 27 – Aug 1
ﺩ.ﺇ6,221 for 5 nights
for 5 nights
4.98 out of 5 average rating, 409 reviews
Top guest favorite
Guest suite in Saco
Secret Garden Suite
1 queen bed
May 23 – 28
ﺩ.ﺇ3,228 for 5 nights
for 5 nights
4.99 out of 5 average rating, 126 reviews
Top guest favorite
Apartment in Portland
Maine Hacienda w/hot tub & seasonal pool
1 queen bed
May 18 – 23
ﺩ.ﺇ5,316 for 5 nights
for 5 nights
4.98 out of 5 average rating, 252 reviews
Guest favorite
Guest suite in Portland
Resort-like 2 bed/1 bath - seasonal pool/hot tub
3 beds
May 25 – 30
ﺩ.ﺇ9,052 for 5 nights
for 5 nights
4.92 out of 5 average rating, 107 reviews
Top guest favorite
Room in Cumberland
Stay with Eileen
Maplewood 2B
Jun 12 – 17
ﺩ.ﺇ3,982 for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Top guest favorite
Place to stay in Gorham
Private & Spacious in a Convenient Location
3 beds
May 19 – 24
ﺩ.ﺇ2,756 for 5 nights
for 5 nights
4.97 out of 5 average rating, 132 reviews
Guest favorite
Apartment in Falmouth
Poolside Suite-Gateway to Portland
Free cancellation
Jun 11 – 16
ﺩ.ﺇ3,937 for 5 nights
for 5 nights
4.97 out of 5 average rating, 92 reviews
Apartment in Old Orchard Beach
Cozy Stay | Pool & Parking
Free cancellation
May 25 – 30
ﺩ.ﺇ1,627 for 5 nights
for 5 nights
New place to stay
Apartment in Old Orchard Beach
Cozy Room | Pool & Spot
Free cancellation
May 25 – 30
ﺩ.ﺇ1,593 for 5 nights
for 5 nights
New place to stay
Home in Saco
Cozy Newly Renovated 2 Bedroom Condo By The Beach
Free cancellation
May 25 – 30
ﺩ.ﺇ3,121 for 5 nights
for 5 nights