Portland Vacation Rentals

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Vacation Rentals in Portland

Property grounds
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (124)
"We really enjoyed our stay. We loved being able to walk to the Eastern Promenade. The beds, including the sofa bed were very comfortable. Very cute and cozy There are stairs to enter the building for anyone with mobility issues. If you are unfamiliar with older buildings, the radiators do make some noise while heating in the winter."
The price is CA $220
CA $411 total
includes taxes & fees
May 16 - May 17
Glorious getaway on Portland's Eastern Promenade.
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (51)
"Comfortable, clean, very well decorated apartment in a pleasant, walkable neighborhood. I highly recommend this property."
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Fridge, microwave, oven, stovetop
Historic Kennebunkport home only 0.3 miles to Dock Square
10.0 out of 10, Exceptional, (45)
"Very impressed with location, cleanliness, decor, and little extras like bottled water, bottle of wine, truffles in bedrooms as well as easy communications with Katie!"
The price is CA $273
CA $680 total
includes taxes & fees
May 21 - May 22
Historic Kennebunkport home only 0.3 miles to Dock Square
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3 bedrooms, desk, iron/ironing board, travel crib
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (35)
"The cottage was very nice but the write-up was a little misleading. For example ocean views are very limited—mostly see rooftops, half bath was on ground floor, and stairs to main living area."
The price is CA $307
CA $802 total
includes taxes & fees
May 19 - May 20
Beach House ∆ Prime Location ∆ Steps to the Ocean
View from property
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (75)
"This is a lovely little apartment, and we were very comfortable. I agree with the owner’s statement about the steps being steep; there is no landing at the top of these steps. We brought smaller bags, and that helped! I wouldn’t attempt this with a baby or a toddler. Everybody else: enjoy!"
The price is CA $201
CA $342 total
includes taxes & fees
May 20 - May 21
Adorable Portland getaway on the Eastern Promenade
Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (174)
"Even with a snow/ice storm, the beach doesn’t disappoint! Beautiful sunrises, sunsets, and waves crashing. The condo was warm and cozy and I was very happy to be able to watch the Bruins on tv. Already planned my next visit!"
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Property grounds
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (99)
"Lovely home in a beautiful location. Very welcoming, cozy, and friendly. Easy check-in and check-out process. The owner was very accommodating and helpful. Made amazing memories and look forward to returning soon. Thank you so much!"
Charming 110-year former Inn 10' from the Ocean!
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (74)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Property grounds
Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦
9.6 out of 10, Exceptional, (10)
"This place is just as nice as it looks in the pictures! My friends and I had a blast! What we appreciated the most was how communicative Jason was with us, and how welcome he made us feel! 10/10 recommend. Awesome place! :)"
The price is CA $270
CA $847 total
includes taxes & fees
May 20 - May 21
Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦
Private kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
Elegant condo - walk to Portland's best restaurants & Old Port
Private kitchen
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, (21)
"Stayed for a weekend for bachelorette party! Very clean, close to downtown and loved the hot tub."
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Property grounds
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
Aerial view
Everybody's favorite Maine beach location
9.2 out of 10, Wonderful, (12)
"The property was updated and very clean. The pillows were not very good, but the bed was great! The location was not where we anticipated. It was very easy checking in and out."
Everybody's favorite Maine beach location
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.2 out of 10, Wonderful, (15)
"The house was cozy and well equipped. We had a wonderful time."
The price is CA $205
CA $382 total
includes taxes & fees
May 20 - May 21
Large 2BD cottage 10 min to Pier & Beach Pets ok
Fridge, microwave, oven, coffee/tea maker
4 min walk to the beach. Large 1BD Pets Ok
9.2 out of 10, Wonderful, (7)
"Our manager was available and very accommodating to our needs. I would recommend this rental to anyone."
The price is CA $130
CA $298 total
includes taxes & fees
May 20 - May 21
4 min walk to the beach. Large 1BD Pets Ok
Beach/ocean view
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (112)
"Very clean and comfortable! We loved our time there!"
The price is CA $478
CA $740 total
includes taxes & fees
May 16 - May 17
Oceanfront Condo! Spectacular Views From Private Large Balcony
Beach nearby
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, (22)
"Great place to stay"
The price is CA $116
CA $281 total
includes taxes & fees
May 16 - May 17
2 min walk to the beach. Pet friendly condo
Beach
East Grand Ave Fabulous Cottage
9.0 out of 10, Wonderful, (110)
"Good location, owner was very responsive to our needs."
East Grand Ave Fabulous Cottage
Beach nearby, beach towels
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
9.0 out of 10, Wonderful, (48)
"Wonderful location, steps from the beach. And what a beach it is! We were there off season, but it is close to everything you need. Had issue that TV didn't work due to corroded batteries, and wifi didn't work due network being unstable."
The price is CA $545
CA $848 total
includes taxes & fees
Jun 1 - Jun 2
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Interior
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
9.0 out of 10, Wonderful, (6)
"We enjoyed our brief stay"
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
Don't see what you're looking for?
See all available properties in Portland
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.

Other types of properties in Portland you may be interested in

Bar (on property)
Canopy by Hilton Portland Waterfront
4.0 star property
9.4 out of 10, Exceptional, (641)
"Wonderful place to stay. Spotlessly clean, great decor, exceptionally nice staff. Very good location. "
The price is CA $340
CA $376 total
includes taxes & fees
May 20 - May 21
Canopy by Hilton Portland Waterfront
Honeymoon Suite, 1 King Bed
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, (1185)
"The Portland Harbor Hotel has a wonderful, clean, efficient feel. It is right in the center of Fore Street, the center of the "hip, cool, historial" area of Portland. The staff is especially helpful and good-mannered. It has a beautiful garden-courtyard which is a special surprise within a city. "
The price is CA $257
CA $284 total
includes taxes & fees
May 19 - May 20
Portland Harbor Hotel
Exterior
La Quinta Inn & Suites by Wyndham Portland
2.5 star property
9.0 out of 10, Wonderful, (1770)
"Nice, clean and the staffs are friendly."
The price is CA $154
CA $171 total
includes taxes & fees
May 19 - May 20
La Quinta Inn & Suites by Wyndham Portland
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.

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 great live music 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?

Rent a room in the gorgeous Holt House: Visitors like this Portland vacation home rental. It has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Portland?

Choose from 117 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory are a couple of family-friendly sights, whereas cultural attractions include Merrill Auditorium and Wadsworth-Longfellow House. While here, Casco Bay Lines Ferry Terminal and Cross Insurance Arena 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.