Holiday Rentals in Portland
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 km
251 rentals in Portland.
Morrill Mansion Inn | 8 | Self Check In | Parking
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
“Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Morrill Mansion | 2 | Self Check In | Parking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Comfortable Stay! Close to Deering Street Park! w/ Valet Parking, Pet-friendly!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
City Amenities, Casco Bay Sunrises and Natural Beauty
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Charming Downtown West End 2BR
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Walk to Restaurants
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Elegant condo - walk to Portland's best restaurants & Old Port
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Morrill Mansion Inn | 4 | Self Check In | Parking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Glorious getaway on Portland's Eastern Promenade.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Inn at Parkspring 1 | Self Check In | Parking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Walk to Old Port ♦ West End Condo ♦ Parking
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Walk Everywhere! Entire Downtown Apt - "La Maison"
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
The perfect refinement of vintage seduction
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Historic West End Neighborhood
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Adorable Portland getaway on the Eastern Promenade
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Skolfield Inn | Parking | Self-check-in | Garden 2
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
2 Bedroom Apartment on Top Floor in Portland's West End
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Inn at Parkspring 6 | Private entrance | Parking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Downtown Loft with Water Views
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
New Artsy Apt/Rooftop Deck!/Old Port Arts District
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Morrill Mansion Inn | 6 | Self Check In | Parking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Spacious 3 BR in Portland's Libbytown!
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Morrill Mansion | 3 | Self Check In | Parking
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Fresh East End Apartment Walkable to Downtown Portland
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Skolfield Inn | Parking | Self-check-in | Garden 1
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Inn at Parkspring 4 | Self Check In | Parking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Sunny Modern Oasis in Portland’s Trendy East End
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Bright and Fresh Back Cove4 Bedroom, Sleeps 8, Perfect for Reunions and Family
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Chic One Bedroom Apartment In Portland's Arts District
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Back Cove Charmer Close to Everything
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Spacious Portland Home: Walk Downtown!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Stunning and Spacious 6 BR Waterfront House with Hot Tub
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Beautiful 1st Floor Apartment & Amazing Shower
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Charming Downtown Penthouse - The Cabana
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Superb Location!! Heart of Old Port/Spacious Condo
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Downtown Portand-762 Congress St. Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Cozy Newly Renovated 1st Floor Apt
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
The Portland Getaway
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Hollywood meets seaside charm in the former cottage of famed director, John Ford
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Large, light filled 4 bedroom house - walk to ocean and ferry
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Cozy Island Retreat / Sleeps 6 / Large Outdoor Space / Firepit / 2 Bikes
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
60 Emerson #6 · Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Summer by the Sea
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Rent a room in the gorgeous Holt House
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Showing results 1-50 of 251
Frequently Asked Questions about Portland
- Yes, here are some popular holiday rentals in Portland that have a pool:
- Morrill Mansion Inn | 8 | Self Check In | Parking
- “Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!
- “Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
- Yes, here are some popular holiday rentals in Portland that have internet access:
- Morrill Mansion Inn | 8 | Self Check In | Parking
- “Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!
- “Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
- Some of the most popular kid friendly rentals in Portland are:
- Morrill Mansion Inn | 8 | Self Check In | Parking
- “Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!
- “Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
Portland TourismPortland HotelsPortland Guest HousePortland Holiday HomesPortland FlightsPortland RestaurantsPortland AttractionsPortland Travel ForumPortland PhotosPortland MapPortland Visitors Guide
All Portland HotelsPortland Hotel DealsLast Minute Hotels in Portland
Things to DoRestaurantsFlightsPortland MotelsPortland CampsitesPortland HostelsBusiness Hotels in PortlandPortland Green HotelsFamily Hotels in PortlandSpa Resorts in PortlandRomantic Hotels in PortlandLuxury Hotels in Portland
Wyndham Hotels in PortlandMarriott Hotels in PortlandHampton by Hilton Hotels in PortlandHilton Hotels in PortlandHilton Garden Inns in Portland
Cruise Port Hotels in PortlandSuite Resorts in PortlandPortland Resorts on the LakePortland Golf ResortsBeach Resorts in PortlandPortland Beach Spa ResortsPortland Pet Friendly Beach HotelsHotels on the Lake in PortlandPortland Hotels on the RiverAdults Only and Adult Friendly Hotels in Portland
Hotels near Maine College of ArtHotels near Empire Beauty SchoolHotels near University of Southern MaineHotels near Southern Maine Community CollegeHotels near University of New England - Westbrook College CampusHotels near Kaplan University, South PortlandHotels near Spa Tech Institute - Portland Westbrook, MEHotels near Northeast Technical InstituteHotels near Intercoast College Portland Maine Campus
Travel StoriesCruisesCar Hire