
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Top guest favourite

Flat in Downtown Portland
5 out of 5 average rating, 120 reviewsCozy townhouse, fireplace, park free, walkable!
Top guest favourite

Flat in Cape Elizabeth
4.99 out of 5 average rating, 268 reviewsCape Elizabeth Garden Apt+Beach+Close to Portland!
Guest favourite

Flat in Downtown Portland
4.97 out of 5 average rating, 272 reviewsOld Port Penthouse Suite - Amazing Harbor Views
Superhost

Flat in East End
4.84 out of 5 average rating, 107 reviewsEast End Guesthouse
Guest favourite

Guest house in Cumberland
4.96 out of 5 average rating, 230 reviewsCottage Under a Crabapple Tree
Top guest favourite

Flat in Downtown Portland
4.99 out of 5 average rating, 595 reviews*Serene* West End 2BR w/ Balcony: The Mermaid Cove
Top guest favourite

Flat in East End
4.96 out of 5 average rating, 138 reviewsThe Howard on Munjoy Hill
Guest favourite

Flat in East End
4.92 out of 5 average rating, 494 reviewsHistoric Munjoy Hill Retreat-Rooftop Water Views.
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 fireplace Portland
- Rentals with a firepit Portland
- Family-friendly rentals Portland
- Rentals with a patio Portland
- Townhouse rentals Portland
- Beach house rentals Portland
- Waterfront rentals Portland
- Rentals with a kayak Portland
- Family-friendly rentals Portland
- Cabin rentals Portland
- Private suite rentals Portland
- Rentals with a washing machine and dryer Portland
- Rentals with pools Portland
- Rentals with beach access Portland
- Flat rentals Portland
- Pet-friendly rentals Portland
- Rentals with breakfast Portland
- House rentals Portland
- Rentals with a hot tub Portland
- Beachfront rentals Portland
- Rentals with outdoor seating Portland
- Villa rentals Portland
- Fitness-friendly rentals Portland
- Apartment rentals Portland
- Rentals with an EV charger Portland
- Rentals with a sauna Portland
- Mansion rentals Portland
- Cottage rentals Portland
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Surfside Beach
- Long Beach
- Long Sands Beach
- Pemaquid Beach
- Funtown Splashtown USA
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- Ferry Beach
- East End Beach
- Fox Ridge Golf Club
- Palace Playland
- Brunswick Golf Club
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Crescent Beach
- Cranmore Mountain Resort
- Things to do Portland
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