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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Portland vacation homes

Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 584
AED 1,165 total
includes taxes & fees
22 Feb - 23 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (58 reviews)
"Nice place. Good location."
United States
Rob M.
The price is AED 517
AED 1,112 total
includes taxes & fees
22 Feb - 23 Feb
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is AED 735
AED 1,390 total
includes taxes & fees
24 Mar - 25 Mar
Modern Getaway by the Sea
Exterior

The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
8.8 out of 10, Excellent, (3 reviews)
"Great location"
United States
Mark J.
The price is AED 405
AED 1,298 total
includes taxes & fees
23 Feb - 24 Feb
The 87th Townhome - Local Landmark
1 bedroom, internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is AED 643
AED 1,017 total
includes taxes & fees
22 Feb - 23 Feb
Charming 1-bedroom ADU in wonderful Portland neighborhood
Exterior detail

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (67 reviews)
"Yes, the host was very welcoming. Just a great place overall!"
United States
Anonymous traveler
The price is AED 2,562
AED 3,877 total
includes taxes & fees
23 Feb - 24 Feb
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Living area

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
South Portland
10.0 out of 10, Exceptional, (1 review)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
The price is AED 942
AED 2,548 total
includes taxes & fees
2 Mar - 3 Mar
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
9.8 out of 10, Exceptional, (6 reviews)
"Great place great location. "
United States
Chris f.
The price is AED 1,669
AED 3,109 total
includes taxes & fees
22 Feb - 23 Feb
Spacious 4-bedroom house located in the heart of Portland, ME.
Fridge, microwave, oven, stovetop

Two Beautiful apartment

Two Beautiful apartment
Back Cove
10.0 out of 10, Exceptional, (25 reviews)
"Such an amazing property and host in an incredible location! "
United States
Devin M.
The price is AED 2,935
AED 4,112 total
includes taxes & fees
20 Mar - 21 Mar
Two Beautiful apartment
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is AED 347
AED 742 total
includes taxes & fees
23 Feb - 24 Feb
2 bedroom w/ expansive water views
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (15 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AED 424
AED 872 total
includes taxes & fees
22 Feb - 23 Feb
Fantastic Waterfront Views
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is AED 661
AED 1,241 total
includes taxes & fees
25 Feb - 26 Feb
Full sized home
Dining

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College

New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
Brunswick
The price is AED 588
AED 933 total
includes taxes & fees
22 Feb - 23 Feb
New 2-bedroom townhouse close to Town, ocean, recreational, and Bowdoin College
Interior

New - 2-bedroom townhome in charming Brunswick #1 w/ garage

New - 2-bedroom townhome in charming Brunswick #1 w/ garage
Brunswick
The price is AED 661
AED 1,025 total
includes taxes & fees
22 Feb - 23 Feb
New - 2-bedroom townhome in charming Brunswick #1 w/ garage
TV, fireplace, books

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"Good communication with host. Beautifully decorated. Well appointed kitchen and bath. Great wooded views. Quiet but close to restaurants and shopping."
United States
Lecia M.
The price is AED 242
AED 997 total
includes taxes & fees
24 Feb - 25 Feb
1 Mi to Maine Street! MCM-Style Home in Brunswick
Property grounds

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is AED 1,047
AED 1,626 total
includes taxes & fees
23 Feb - 24 Feb
Modern Cottage with Peeks of Ocean Views
Fridge, microwave, oven, stovetop

A Shore Thing by Bayley Vacation Rentals

A Shore Thing by Bayley Vacation Rentals
Pine Point
10.0 out of 10, Exceptional, (3 reviews)
"The house is newly renovated and well stocked. "
United States
Doug H.
The price is AED 1,479
AED 7,396 total
includes taxes & fees
28 Feb - 1 Mar
A Shore Thing by Bayley Vacation Rentals
Dining

Oceanside Beach House Steps to Sand

Oceanside Beach House Steps to Sand
Surfside
10.0 out of 10, Exceptional, (8 reviews)
"Loved how close it was to the beach.Beds were super comfy!"
United States
Roberta R.
The price is AED 2,204
AED 4,192 total
includes taxes & fees
22 Feb - 23 Feb
Oceanside Beach House Steps to Sand
Beach nearby, sun loungers, beach towels

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (56 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is AED 521
AED 1,773 total
includes taxes & fees
22 Feb - 23 Feb
Beach House ∆ Prime Location ∆ Steps to the Ocean
Outdoor dining

Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub

Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
Old Orchard Beach
9.0 out of 10, Wonderful, (25 reviews)
"We loved our stay at the Bliss Beach House! The sky deck provided a huge area to relax, enjoy the view and even had a hot tub. The kitchen was spacious with plenty of seating and had everything we needed for our stay. Jason was great with communication before and during our stay. "
United States
Laurie O.
The price is AED 713
AED 2,071 total
includes taxes & fees
22 Feb - 23 Feb
Bliss Beach House ♦ Vast Ocean Views ♦ Skydeck ♦ Private Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"The hotel was beautiful and my room so nice and clean. The staff was top notch and really helped me with how to get around and what to see. I had a fabulous stay and will be back. "
Sarah 4-night trip
Posted 20 hours ago
Portland Harbor Hotel