The Best Owner Direct Vaction Rentals in Portland. Explore thousands of vacation home rentals, large cabins, and villas near Portland
Portland Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Portland?
There are a lot of options in Portland. If you plan on staying in the Portland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Portland:
- Penthouse Two Master Waterfront Suite with Rooftop
- Old Port Penthouse Suite - Amazing Harbor Views
- Downtown Penthouse Suite - Stunning Harbor Views
- Waterfront Two Master Suite Penthouse with Rooftop
- Stunning Waterfront Condo with deck, Walk to Shops and Restaurants
- The James Place Inn B&B
- Fully Furnished Executive/Garden Apartment In Falmouth, Maine
- Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches
- 5 Star Back Cove Apartment with water view!
- Spectacular Oceanfront Beach House on Gooch's Beach
How many vacation rentals have private pools in Portland?
There are 108 vacation rentals with private pools near Portland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Portland are best for families?
If you are looking for a family-friendly vacation home in Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Portland:
How many vacation rentals are available in Portland?
Currently, the total number of properties listed in 2026 is over 4501 in the Portland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Portland.