Owner Direct Vacation
Rentals in Portland
The Best Owner Direct Vacation Rentals in Portland. Explore thousands of vacation home rentals, large cabins, and villas near Portland
GUESTS
Explore the Best Portland Vacation Homes
Looking for the perfect place to stay in Portland? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Portland character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Portland Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Portland
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Popular Neighborhoods for Portland Vacation Rentals
What are the best areas to stay in Portland
Discover the top neighborhoods in Portland and choose a place that suits your stay.
Thursday Feb 5
Portland, Maine
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Portland vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Portland
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How to Reserve Your Portland Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Portland Vacation Rental FAQs
1. 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
- Chic One Bedroom Apartment In Portland's Arts District
- 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!
2. How many vacation rentals have private pools in Portland?
There are 104 vacation rentals with private pools near Portland. Top-rated homes that have access to a swimming pool include:
3. 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:
4. How many vacation rentals are available in Portland?
Currently, the total number of properties listed in 2026 is over 4195 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.