
Holiday rentals in Portland
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

Flat in South Portland
5 out of 5 average rating, 3 reviewsCharming Victorian Getaway With Private Patio

Flat in East End
4.85 out of 5 average rating, 445 reviewsModern East End studio, perfect Portland home base

Flat in Parkside
4.6 out of 5 average rating, 921 reviewsLocated in the heart of Portland!

Loft in Libbytown
4.68 out of 5 average rating, 237 reviewsGreat private area apartment At a great price

Flat in Downtown Portland
4.5 out of 5 average rating, 8 reviewsWalkable near downtown 1 Bedroom
Top guest favourite

Guest suite in Downtown Portland
4.97 out of 5 average rating, 76 reviewsSpacious light filled retreat in the Arts District
Top guest favourite

Flat in West End
5 out of 5 average rating, 9 reviewsWest End apartment with parking
Top guest favourite

Flat in East End
4.96 out of 5 average rating, 132 reviewsThe Howard on Munjoy Hill
Quick stats about holiday rentals in Portland
Total rentals
1.6K properties
Total number of reviews
172K reviews
Family-friendly rentals
850 properties are a good fit for families
Pet-friendly rentals
450 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
800 properties have a dedicated workspace
Destinations to explore
- Rentals with a patio Portland
- Private suite rentals Portland
- Rentals with a washing machine and dryer Portland
- Rentals with a hot tub Portland
- Family-friendly rentals Portland
- Rentals with a kayak Portland
- Villa rentals Portland
- Townhouse rentals Portland
- Family-friendly rentals Portland
- Rentals with a sauna Portland
- Rentals with a fireplace Portland
- Fitness-friendly rentals Portland
- Flat rentals Portland
- Hotel rentals Portland
- Pet-friendly rentals Portland
- Apartment rentals Portland
- Mansion rentals Portland
- Waterfront rentals Portland
- Beachfront rentals Portland
- Rentals with beach access Portland
- Rentals with an EV charger Portland
- House rentals Portland
- Rentals with a firepit Portland
- Beach house rentals Portland
- Rentals with outdoor seating Portland
- Rentals with breakfast Portland
- Rentals with pools Portland
- Cabin rentals Portland
- Cottage rentals Portland
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- East End Beach
- Cranmore Mountain Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Ogunquit Playhouse
- Dunegrass Golf Club
- Things to do Portland
- Sightseeing Portland
- Art and culture Portland
- Tours Portland
- Things to do Cumberland County
- Sightseeing Cumberland County
- Art and culture Cumberland County
- Tours Cumberland County
- Things to do Maine
- Sightseeing Maine
- Food and drink Maine
- Sports activities Maine
- Nature and outdoors Maine
- Tours Maine
- Art and culture Maine
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Tours United States
- Food and drink United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Entertainment United States