Portland Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Portland

Dining
Sunny Spot with Private Parking.

Apartment in Knightville

2.0 star property
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
$180 nightly
The price is $196
Dec 7 - Dec 8
Total with taxes and fees
Sunny Spot with Private Parking.
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Parkside

9.0 out of 10, Wonderful, (26)
"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"
United States
Lillian L.
$145 nightly
The price is $158
Dec 8 - Dec 9
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
Interior
Adorable Portland getaway on the Eastern Promenade

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (127)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
United States
Lorena
$162 nightly
The price is $177
Dec 7 - Dec 8
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade
Outdoor dining
Peaceful & minutes from the Old Port with private parking

Apartment in Knightville

9.8 out of 10, Exceptional, (7)
"Super Cute little apartment! My only complaint, is the parking. It gets a little tight. And the bed is a little firm for my liking, but overall it was super nice and convenient!"
United States
Samantha
$197 nightly
The price is $215
Dec 7 - Dec 8
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (88)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
$246 nightly
The price is $262
Dec 10 - Dec 11
Total with taxes and fees
The Weldon Hotel
Interior
The Coastal Connection

Apartment in Thorton Heights

2.0 star property
$269 nightly
The price is $293
Dec 9 - Dec 10
Total with taxes and fees
The Coastal Connection
Interior
Charming Studio apartment with WiFi, AC in welcoming Portland

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
$195 nightly
The price is $212
Dec 5 - Dec 6
Total with taxes and fees
Charming Studio apartment with WiFi, AC in welcoming Portland
TV
In-town no frills 2 bedroom apt

Apartment in West Bayside

8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
$154 nightly
The price is $156
Dec 7 - Dec 8
Total with taxes and fees
In-town no frills 2 bedroom apt
1 bedroom, WiFi, bed sheets
Studio Apartment near downtown Walkable!

Apartment in West Bayside

8.0 out of 10, Very Good, (6)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
$138 nightly
The price is $140
Dec 7 - Dec 8
Total with taxes and fees
Studio Apartment near downtown Walkable!
TV
Port City Nest: Beautiful 2bd w/ Balcony & Parking

Apartment in Parkside

$203 nightly
The price is $221
Dec 10 - Dec 11
Total with taxes and fees
Port City Nest: Beautiful 2bd w/ Balcony & Parking
Interior
Charming West End Hideaway. Private Parking

Apartment in West End

10.0 out of 10, Exceptional, (46)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
$211 nightly
The price is $230
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming West End Hideaway. Private Parking
Exterior detail
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

Apartment in West End

9.4 out of 10, Exceptional, (97)
"Great location with easy parking"
United States
Lauren J.
$243 nightly
The price is $265
Dec 8 - Dec 9
Total with taxes and fees
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Exterior detail
Glorious getaway on Portland's Eastern Promenade.

Apartment in Munjoy Hill

9.8 out of 10, Exceptional, (171)
"Great location, clean and cute."
United States
Erin M.
$234 nightly
The price is $255
Dec 8 - Dec 9
Total with taxes and fees
Glorious getaway on Portland's Eastern Promenade.
Beach nearby
Arlie`s Digs! - One Block To Willard Beach!

Condo in Willard Beach

10.0 out of 10, Exceptional, (61)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
$286 nightly
The price is $311
Dec 9 - Dec 10
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Fridge, microwave, oven, stovetop
Bright & Spacious Apartment with Amazing Shower

Apartment in Parkside

8.4 out of 10, Very Good, (17)
"We were only there for an overnight, but were very pleased that we we able to walk to all the places we needed to go. Easy check in and comfortable, clean space."
United States
Jenny S.
$151 nightly
The price is $164
Dec 14 - Dec 15
Total with taxes and fees
Bright & Spacious Apartment with Amazing Shower
TV
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC

Apartment in Parkside

8.0 out of 10, Very Good, (4)
"Everything was perfect."
United States
Edward J.
$136 nightly
The price is $148
Dec 11 - Dec 12
Total with taxes and fees
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
Dining
Roof Deck - Parking - 5 Min Downtown

Apartment in Oakdale

2.0 star property
10.0 out of 10, Exceptional, (3)
"Excellent stay! 3rd floor unit so walk up the stairs is needed. The space was beautifully decorated, and the hosts even had flowers waiting upon arrival. Very cozy with the fireplace and huge outdoor patio. Would love to stay again!"
United States
Ilyna W.
$267 nightly
The price is $291
Dec 9 - Dec 10
Total with taxes and fees
Roof Deck - Parking - 5 Min Downtown
Fridge, microwave, oven, stovetop
Luxury on Back Cove - Three Gables

Apartment in Rosemont

10.0 out of 10, Exceptional, (9)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
$441 nightly
The price is $481
Dec 5 - Dec 6
Total with taxes and fees
Luxury on Back Cove - Three Gables
Interior
City Amenities, Casco Bay Sunrises and Natural Beauty

Condo in East Deering

9.8 out of 10, Exceptional, (122)
"I loved staying in the vacation rental! There was a lot of space, a nice waterfront view, and it was convenient to get in/out of town. "
United States
Jade G.
$281 nightly
The price is $306
Dec 8 - Dec 9
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Exterior detail
West End Bright Spot with Parking.

Apartment in West End

10.0 out of 10, Exceptional, (16)
"Super cute spot! Wonderful girls weekend!"
United States
Diana M.
$215 nightly
The price is $234
Dec 7 - Dec 8
Total with taxes and fees
West End Bright Spot with Parking.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"room fabulous - we love this place. BUT -- we booked through Expedia for $157 and hotel charged us $257 -- what's up?"
barbara 1-night trip
Posted 20 hours ago
Portland Harbor Hotel

Price trends for vacation rentals in Portland

Less expensive
More expensive
This month
Next month
November
May
$446
$381
Month
Price
January
$381
February
$351
March
$371
April
$395
May
$480
June
$465
July
$438
August
$433
September
$450
October
$431
November
$303
December
$446
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Portland. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $140 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

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Bayside Bowl, or you can choose a more remote option if you're looking for extra privacy while you relax. Tourists who visit Portland speak highly of the bustling port and array of shops. The fascinating museums and acclaimed theater scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

Quintessential Maine Beach Cottage: You might want to consider this vacation home rental near Portland, which is located on the beach and has a private yard, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Portland?

Choose from 88 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Bayside Bowl and Maine Narrow Gauge Railroad Company and Museum are a couple of family-friendly sights, whereas cultural attractions include Merrill Auditorium and Portland Museum of Art. While here, Fore Street Gallery and Casco Bay Lines Ferry Terminal are other places worth a visit.

What are vacation rentals like in Portland?

Vacation rentals are privately owned properties you can reserve for several days or more in Portland. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.