Portland Vacation Rentals

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Vacation Rentals in Portland

Vintage Maine & Modern Convenience in Portlands Exclusive East End

Vintage Maine & Modern Convenience in Portlands Exclusive East End

Portland, ME
The price is $299 per night from Oct 31 to Oct 31
Located in East End, this apartment building is within a 10-minute walk of Portland Observatory, Maine Narrow Gauge Railroad Company and Museum, and Maine Jewish ...
4.9/5 Exceptional! (21 reviews)
portland
"we enjoyed our stay.. found the location easy access to activities in Portland."

Reviewed on Oct 19, 2021

Vintage Maine & Modern Convenience in Portlands Exclusive East End
Beautiful House Rental At Diamond Cove At Great Diamond Island

Beautiful House Rental At Diamond Cove At Great Diamond Island

Portland, ME
This family-friendly Portland vacation home is located near the beach, within 3 mi (5 km) of Sand Beach and Little Diamond Island. Portland Observatory and Maine ...
4.9/5 Exceptional! (29 reviews)
Great Escape
"This was a fantastic property with wonderful hosts. The space was beautiful and Ellen and John took great care to make sure we had everything we needed. They provided excellent details about how to come and go from the island, they were very prompt with communication and booking details and were ..."

Reviewed on Sep 29, 2021

Beautiful House Rental At Diamond Cove At Great Diamond Island
Cozy Downtown Getaway w/ Free WiFi, a Full Kitchen, & Back Cove Bay Views

Cozy Downtown Getaway w/ Free WiFi, a Full Kitchen, & Back Cove Bay Views

Portland, ME
Located in East Bayside, this condo building is within a 5-minute walk of Maine Jewish Museum and Cathedral of the Immaculate Conception. Portland Observatory ...
4.3/5 Excellent! (4 reviews)
Portland stop over on Maine trip
"My friend and I were traveling Maine and wanted to explore Portland for a few days. The location was close to downtown where we walked during the day. I did not feel comfortable walking at night however. The place was clean but did not have some basic items such as salt and pepper, extra dishtowels, ..."

Reviewed on Oct 13, 2021

Cozy Downtown Getaway w/ Free WiFi, a Full Kitchen, & Back Cove Bay Views
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Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade

Portland, ME
The price is $147 per night from Nov 7 to Nov 7
This family-friendly Portland apartment building is located by the sea, within a 10-minute walk of Eastern Promenade and Portland Observatory. Maine Narrow Gauge ...
4.9/5 Exceptional! (32 reviews)
Great little spot!
"We really enjoyed our time here - I wish we had stayed longer and been able to enjoy the outdoor space a little more, but the location was great to explore Portland by foot for the evening!"

Reviewed on Sep 29, 2021

Adorable Portland getaway on the Eastern Promenade
Remodeled Historic Apartment 5 mins from Downtown w/Life Changing Shower!

Remodeled Historic Apartment 5 mins from Downtown w/Life Changing Shower!

Portland, ME
The price is $150 per night from Nov 7 to Nov 7
Located in the center of Portland, this family-friendly apartment building is within a 5-minute walk of Deering Oaks Park, Fitzpatrick Stadium, and Portland ...
4.6/5 Wonderful! (14 reviews)
Quick overnight
"We were a small group of friends traveling up the East Coast and we had one night in Portland. Apartment was exactly as described and very comfortable. The shower is amazing!"

Reviewed on Sep 30, 2021

Remodeled Historic Apartment 5 mins from Downtown w/Life Changing Shower!
"Camp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!

"Camp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!

Portland, ME
The price is $297 per night from Nov 21 to Nov 21
Located in Rosemont, this historic vacation home is within 1 mi (2 km) of Southworth Planetarium, Thompson's Point, and University of Southern Maine. Fitzpatrick ...
4.5/5 Wonderful! (4 reviews)
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Reviewed on Sep 27, 2019

"Camp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!
Mid century modern with 650 sq ft living room and 350 sq ft master bedroom

Mid century modern with 650 sq ft living room and 350 sq ft master bedroom

Portland, ME
The price is $219 per night from Oct 24 to Oct 24
Located in Oakdale, this apartment building is within a 15-minute walk of Southworth Planetarium and University of Southern Maine. Fitzpatrick Stadium and Deering ...
Mid century modern with 650 sq ft living room and 350 sq ft master bedroom
Old Port Style & Luxury

Old Port Style & Luxury

Portland, ME
Located in Downtown Portland, this condo building is within a 10-minute walk of Cross Insurance Arena, Casco Bay Lines Ferry Terminal, and Monument Square. Merrill ...
4.5/5 Wonderful! (31 reviews)
Great Friend Getaway
"It was fantastic. Right in downtown and everything was put together neatly. We really enjoyed our stay!"

Reviewed on Jul 5, 2021

Old Port Style & Luxury
West End Retreat @ The Arts District

West End Retreat @ The Arts District

Portland, ME
The price is $350 per night from Nov 1 to Nov 1
This family-friendly Portland vacation home is located by the sea, steps from Cathedral Church of Saint Luke, McLellan-Sweat Mansion, and Portland Museum of ...
5/5 Exceptional! (38 reviews)
Beautiful, spacious home!
"We really enjoyed our stay here! We were pleasantly surprised at how much space there was in the home. And it has been remodeled very tastefully and uniquely to keep the old home charm but give modern amenities. We had 2 couples stay there and it was nice to have plenty of room to spread out and ..."

Reviewed on Sep 30, 2021

West End Retreat @ The Arts District
Victorian Panoramic Penthouse

Victorian Panoramic Penthouse

Portland, ME
Located in Parkside, this vacation home is steps from Neal S. Dow House and International Cryptozoology Museum. State Street Church and Portland Club are also ...
4.3/5 Excellent! (4 reviews)
Girls trip to Portland
"We rented this apartment for a weekend get away from college friends. The location was great, we were able to walk to all restaurants and shops of downtown. I did have higher expectations for the accommodations considering the price tag. Upon first entering the building you’re hit with a very strong ..."

Reviewed on Sep 13, 2021

Victorian Panoramic Penthouse
Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower

Portland, ME
The price is $174 per night from Oct 27 to Oct 27
Located in Parkside, this apartment building is within a 5-minute walk of Deering Oaks Park, Fitzpatrick Stadium, and Portland Exposition Building. Neal S. Dow ...
5/5 Exceptional! (2 reviews)
1 night
"The apartment was exactly what we expected it to be and was very convenient for our one night stay allowing us to walk to many different areas. We had a great time thank you."

Reviewed on Sep 29, 2021

Beautiful 1st Floor Apartment & Amazing Shower
Minutes to Breweries and Downtown.  Spacious condo. Walkable Neighborhood.

Minutes to Breweries and Downtown. Spacious condo. Walkable Neighborhood.

Portland, ME
Located in Oakdale, this vacation home is within a 15-minute walk of Southworth Planetarium, University of Southern Maine, and Fitzpatrick Stadium. Deering Oaks ...
5/5 Exceptional! (2 reviews)
Great property and location for a group, awesome host!
"We had a bachelor party weekend and really enjoyed this property and location. The indoor and outdoor space suited our group well and we were a quick Uber or drive from downtown Portland. Mike (property owner) was readily accessible and helpful to assist with questions prior to and during the stay. ..."

Reviewed on Oct 5, 2021

Minutes to Breweries and Downtown. Spacious condo. Walkable Neighborhood.
Great Ocean View Summer Cottage Rental with Boat Mooring on Great Diamond Island

Great Ocean View Summer Cottage Rental with Boat Mooring on Great Diamond Island

Portland, ME
This family-friendly Portland vacation home is located by the ocean, within 3 mi (5 km) of Sand Beach and Little Diamond Island. Portland Observatory and Children's ...
4.9/5 Exceptional! (11 reviews)
Water View Wonder
"The view from the expansive wrap-around porch on this charming home is breathtaking! The hosts were extraordinarily accommodating. The house was extremely well-stocked with ample towels and blankets. There is a generous offering of coffee, teas, and hot cocoa pods to use in the Keurig and abundant ..."

Reviewed on Sep 13, 2021

Great Ocean View Summer Cottage Rental with Boat Mooring on Great Diamond Island
1 Bed Apartment in Heart of Portland's West End

1 Bed Apartment in Heart of Portland's West End

Portland, ME
The price is $249 per night from Oct 26 to Oct 26
This family-friendly Portland apartment building is located by the sea, steps from State Street Church, International Cryptozoology Museum, and Portland Club. ...
4.9/5 Exceptional! (14 reviews)
Great stay & location
"We had the best time at Megan & Jason's apartment. The apartment is very clean, nicely furnished and comfortable for my husband, our dog and I. We loved the welcome gifts - prosecco, snacks, and a tennis ball for our dog - and a food and water bowl was provided, which was a plus. The location is ..."

Reviewed on Oct 19, 2021

1 Bed Apartment in Heart of Portland's West End
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Portland, ME
Located in West End, this vacation home is within a 15-minute walk of Victoria Mansion, Cathedral Church of Saint Luke, and Portland Club. State Street Church ...
4.5/5 Wonderful! (34 reviews)
Conveniently located
"Clean unit with a very cute shared outdoor space. Perfect for a place to lay your head while exploring Portland."

Reviewed on Oct 6, 2021

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.

Portland, ME
The price is $197 per night from Nov 3 to Nov 3
Located in the center of Portland, this family-friendly apartment building is within a 10-minute walk of Eastern Promenade and Portland Observatory. East End ...
4.9/5 Exceptional! (58 reviews)
Darling unit
"We loved our stay in this adorable rental! The location was great. Could walk many, many places and loved the access to the Eastern Promenade. The owner’s communication was excellent and we had a great time😊"

Reviewed on Oct 12, 2021

Glorious getaway on Portland's Eastern Promenade.
Industrial Farmhouse Chic in Portland's Most Desirable Neighborhood

Industrial Farmhouse Chic in Portland's Most Desirable Neighborhood

Portland, ME
The price is $599 per night from Oct 24 to Oct 24
Located in East End, this apartment building is within a 10-minute walk of Portland Observatory, Maine Jewish Museum, and Maine Narrow Gauge Railroad Company ...
4.9/5 Exceptional! (13 reviews)
Great location and lots of room!
"We initially picked this property for the number it can sleep (9) as well as being pet friendly. We opted to leave our furry friends at home, but the property suited us well due to size, cleanliness and proximity to the city."

Reviewed on Sep 21, 2021

Industrial Farmhouse Chic in Portland's Most Desirable Neighborhood
Relaxing West End 2bd/1ba private unit

Relaxing West End 2bd/1ba private unit

Portland, ME
Located in Valley Street, this apartment building is within a 5-minute walk of Hadlock Field and Portland Exposition Building. Neal S. Dow House and Deering ...
3.7/5 Good! (3 reviews)
Good place to lay your head in Portland
"Close to Old Port and easy access to highway. Great deck to enjoy the beautiful weather."

Reviewed on Sep 20, 2021

Relaxing West End 2bd/1ba private unit
Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!

Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!

Portland, ME
The price is $78 per night from Nov 9 to Nov 9
Located in East End, this historic condo building is within a 5-minute walk of Eastern Promenade and Portland Observatory. Maine Jewish Museum and Maine Narrow ...
4.7/5 Exceptional! (10 reviews)
Loved Our Stay
"Our 2 couples were traveling through Portland from Missouri thru Maine. At last moment we chose to stay in Portland. I’m so thankful we didn’t miss the opportunity to stay at this location. My husband is already talking about a return trip and staying at this same location. Definitely a gem!!!"

Reviewed on Sep 23, 2021

Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!
Old Port Apartment a Block From The Waterfront.

Old Port Apartment a Block From The Waterfront.

Portland, ME
Located in Downtown Portland, this family-friendly Portland apartment building is within a 10-minute walk of Casco Bay Lines Ferry Terminal, Merrill Auditorium, ...
4.5/5 Wonderful! (10 reviews)
Great location
"Everything was amazing. The location couldn’t have been better. We walked out and were right in the middle of everything. The unit was very clean and comfortable. We would definitely stay here again."

Reviewed on Jul 16, 2021

Old Port Apartment a Block From The Waterfront.
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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.

Large Group Cabins Portland

Saco Old Orchard Beach KOA

Saco Old Orchard Beach KOA

3 out of 5
814 Portland Road, Saco, ME
Saco Old Orchard Beach KOA
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.

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 months, such as August, July, June. For more hustle and bustle, you may prefer to visit in August, July, June. 

Prices vary throughout the year. February is the cheapest month to visit, with August the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, Portland vacation rentals range between $78 per night and $599 per night.

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. 

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