Vacation Rentals in Portland
Find the vacation rentals that appeal to you the most
The best vacation rentals in Portland
Check out our selection of great vacation rentals in Portland
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East end. Walk to food, beer and downtown fun.
East end. Walk to food, beer and downtown fun. Is located in Portland, just 17 miles from Palace Playland and 17 miles from Old Orchard Beach Pier.
The Docent's Collection
The Docent's Collection offers accommodations in Portland, 15 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park.
The Chadwick Bed and Breakfast
The Chadwick Bed and Breakfast in Portland provides adults-only accommodations with a garden and a shared lounge.
Island View House BnB Self Check-In
Island View House BnB Self Check-In offers accommodations in Portland, 17 miles from Old Orchard Beach Pier and 17 miles from Pirate'S Cove.
Back Cove Views
Back Cove Views offers accommodations in Portland, 15 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park. This apartment features air-conditioned accommodations with free Wifi.
Atlantic Ocean Suites
Featuring barbecue facilities, Atlantic Ocean Suites offers accommodations in Old Orchard Beach. Complimentary WiFi is featured.
The Rebekah Inn
The Rebekah Inn provides rooms in Old Orchard Beach near Old Orchard Beach Pier and Pirate'S Cove. This beachfront property offers access to free Wifi and free private parking.
James Place Inn Bed and Breakfast
Providing quiet street views, James Place Inn Bed and Breakfast in Freeport features accommodations and a shared lounge.
Best Bower
Just a 13-minute walk from East End Beach and a few steps from Portland Observatory, Best Bower features accommodations in Portland, with a terrace.
The Brew House - 2nd Floor Private Apartment
The Brew House - 2nd Floor Private Apartment offers accommodations in Portland, 16 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park.
Most booked vacation rentals in Portland and surrounding area in the past month
Popular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 9.9Exceptional - What previous guests thought, 17 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 10 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 9.4Wonderful - What previous guests thought, 91 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 9.1Wonderful - What previous guests thought, 57 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 8.5Very Good - What previous guests thought, 52 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 8.9Excellent - What previous guests thought, 140 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 8.9Excellent - What previous guests thought, 74 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 9.4Wonderful - What previous guests thought, 51 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 142 reviewsPopular with guests booking vacation rentals in Portland
Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 97 reviews
Highly rated vacation rentals in Portland and nearby
A Foodies Delight and Cumberland Charm
Portland8.0+ review scoreScored out of 10, guest rating 8.0Very Good - What previous guests thought, 9 reviewsA Foodies Delight and Cumberland Charm enjoys a location in Portland, 16 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park. The apartment has access to a restaurant.
East Bayside/ Munjoy - Charming Downtown Escape
Portland8.0+ review scoreScored out of 10, guest rating 8.3Very Good - What previous guests thought, 11 reviewsEast Bayside/ Munjoy - Charming Downtown Escape is located in Portland, just 16 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park.
Back Cove Views
Portland8.0+ review scoreScored out of 10, guest rating 8.9Excellent - What previous guests thought, 7 reviewsBack Cove Views offers accommodations in Portland, 15 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park. This apartment features air-conditioned accommodations with free Wifi.
Trendy Remodeled 2BR Loft in Portlands Old Port
Portland8.0+ review scoreScored out of 10, guest rating 8.0Very Good - What previous guests thought, 10 reviewsTrendy Remodeled 2BR Loft in Portlands Old Port is located in Portland, just 15 miles from Funtown Splashtown USA and 13 miles from Aquaboggan Water Park.
East End Annex
Portland8.0+ review scoreScored out of 10, guest rating 8.9Excellent - What previous guests thought, 20 reviewsEast End Annex offers accommodations in Portland, 16 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park.
These vacation rentals in Portland and nearby have options with free cancellation
Spacious Portland Home Walk Downtown!
PortlandFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewJust a 4-minute walk from Portland Downtown Historic District and half a mile from Wadsworth Longfellow House, Spacious Portland Home Walk Downtown! features accommodations in Portland with a bar.
Pearl of Portland
PortlandFree cancellation options availableScored out of 10, guest rating 9.7Exceptional - What previous guests thought, 3 reviewsPearl of Portland offers accommodations in Portland, 16 miles from Funtown Splashtown USA and 14 miles from Aquaboggan Water Park. The vacation home has access to a restaurant.
62 Views
PortlandFree cancellation options available62 Views is located in Portland, just 16 miles from Funtown Splashtown USA and 15 miles from Aquaboggan Water Park.
Monument SWEET!
PortlandFree cancellation options availableScored out of 10, guest rating 5.0Fair - What previous guests thought, 1 reviewMonument SWEET! offers accommodations in Portland, 16 miles from Funtown Splashtown USA and 15 miles from Aquaboggan Water Park. This apartment provides free private parking and free Wifi.
From $1,021.33 per nightMonument Garden SWEET
PortlandFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewMonument Garden SWEET in Portland features accommodations with free Wifi, a 14-minute walk from East End Beach, 16 miles from Funtown Splashtown USA, and a 2-minute walk from Portland Observatory.
Crow's Nest
PortlandFree cancellation options availableCrow's Nest offers accommodations in Portland, 14 miles from Aquaboggan Water Park and 17 miles from Palace Playland.
Cumberland Casa - B
PortlandFree cancellation options availableScored out of 10, guest rating 6.7Pleasant - What previous guests thought, 8 reviewsCumberland Casa - B offers accommodations in Portland, 15 miles from Funtown Splashtown USA and 13 miles from Aquaboggan Water Park. The apartment has access to a restaurant.
Cumberland Casa - A
PortlandFree cancellation options availableScored out of 10, guest rating 7.8Good - What previous guests thought, 11 reviewsCumberland Casa - A is located in Portland, just 15 miles from Funtown Splashtown USA and 13 miles from Aquaboggan Water Park. The apartment has access to a restaurant.
Enjoy breakfast in Portland and nearby
South Portland Cottage
South PortlandBreakfast optionsScored out of 10, guest rating 7.8Good - What previous guests thought, 4 reviewsSouth Portland Cottage is located in South Portland, just 15 miles from Funtown Splashtown USA and 3.4 miles from Merrill Auditorium.
