Portland Vacation Rentals
Check prices for these dates
Our top choices for Portland vacation rentals
4. The Cottage by the Woods -private getaway to relax
The Cottage by the Woods -private getaway to relax
6. 2BR Apartment Near Wesleyan 102
2BR Apartment Near Wesleyan 102
7. 2BR Apartment Near Wesleyan 301
2BR Apartment Near Wesleyan 301
8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Find vacation rentals that suit your style
Top Portland Hotel Reviews
Best Western Plus New England Inn & Suites
Find out more about Portland
Everything you need to know about Portland vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Portland vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Portland in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $205 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Portland rentals
At Expedia, we put the best Portland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
- Hotels near Foxwoods Resort Casino
- Hartford Hotels
- Middletown Hotels
- Manchester Hotels
- Berlin Hotels
- Wallingford Hotels
- Hotels near Wesleyan University
- Connecticut Hotels
- New Britain Hotels
- Meriden Hotels
- Rocky Hill Hotels
- Southington Hotels
- Motels in Berlin
- Glastonbury Hotels
- Farmington Hotels
- Portland Hotels
- Mystic Hotels
- Hotels near Yale University
- Hotels near Mohegan Sun Casino
- New Haven Hotels
- Cabin Rentals in Connecticut
- Cromwell Hotels
- Hotels near Bradley Intl.
- West Hartford Hotels
- Bristol Hotels
- Cheap Hotels in Hartford
- Flights from Tampa (TPA) to Hartford (BDL)
- Flights from San Francisco (SFO) to Hartford (BDL)
- Flights from Miami (MIA) to Hartford (BDL)
- Flights to Hartford
- Flights to New Haven
- Flights from Atlanta (ATL) to Hartford (BDL)
- Flights to Bradley Intl.
- Flights from Dallas (DFW) to Hartford (BDL)
- Flights from Pittsburgh (PIT) to Hartford (BDL)
- Flights from Washington (DCA) to Hartford (BDL)
- Flights from Seattle (SEA) to Hartford (BDL)
- Flights from Detroit (DTW) to Hartford (BDL)
- Flights from Fort Lauderdale (FLL) to Hartford (BDL)
- Flights from Las Vegas (LAS) to Hartford (BDL)
- Flights from Fort Myers (RSW) to Hartford (BDL)
- Flights from Los Angeles (LAX) to Hartford (BDL)
- Flights to Connecticut
- Flights from Phoenix (PHX) to Hartford (BDL)
- Flights from Houston (IAH) to Hartford (BDL)
- Flights from Nashville (BNA) to Hartford (BDL)
- Flights from Orlando (MCO) to Hartford (BDL)
- Flights from Baltimore (BWI) to Hartford (BDL)
- Flights from Charlotte (CLT) to Hartford (BDL)
- Flights from Raleigh (RDU) to Hartford (BDL)
- Flights from Tweed - New Haven Regional
- Flights from Hartford - Brainard
- Flights from Hartford
- Flights from Denver (DEN) to Hartford (BDL)
- Flights from Chicago (ORD) to Hartford (BDL)
- Flights from San Juan (SJU) to Hartford (BDL)
- Flights from New York (JFK) to Hartford (BDL)
- Flights from Bradley Intl.
- New Britain Vacation Rentals
- Hartford Vacation Rentals
- Deep River Vacation Rentals
- Meriden Vacation Rentals
- North Branford Vacation Rentals
- Bloomfield Vacation Rentals
- Manchester Vacation Rentals
- Wethersfield Vacation Rentals
- East Hampton Vacation Rentals
- East Haddam Vacation Rentals
- Coastal Connecticut Vacation Rentals
- Southington Vacation Rentals
- Cheshire Vacation Rentals
- East Hartford Vacation Rentals
- Wolcott Vacation Rentals
- Newington Vacation Rentals
- West Hartford Vacation Rentals
- Bristol Vacation Rentals
- Madison Vacation Rentals
- Middletown Vacation Rentals
- Amston Vacation Rentals
- Rocky Hill Vacation Rentals
- North Haven Vacation Rentals
- Cromwell Vacation Rentals
- Clinton Vacation Rentals
- Wallingford Vacation Rentals
- Middlefield Vacation Rentals
- Berlin Vacation Rentals
- Farmington Vacation Rentals
- Moodus Vacation Rentals