South Portland Vacation Rentals

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Vacation Rentals in South Portland

Property grounds
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (16)
"This was a great spot for a weekend away! The unit is well equipped with higher end finishes and furnishings which makes the u it well worth visiting. The roof deck was a lovely addition as well! We left on Sunday so was happy to be able to move the car close to the unit Saturday evening to make packing a breeze."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
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 ￥44,693
￥71,029 total
includes taxes & fees
May 27 - May 28
Glorious getaway on Portland's Eastern Promenade.
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 ￥54,478
￥116,386 total
includes taxes & fees
Jun 6 - Jun 7
Beach House ∆ Prime Location ∆ Steps to the Ocean
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Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (52)
"Artfully decorated and located walking distance to restaurants and parks. This was the perfect place for me and friends to visit around the table, watch a hockey game on TV, walk to restaurants, heat up take out, and was close to site seeing museums and light houses. The host was quickly available for suggestions. Check in and out was simple."
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Fridge, microwave, oven, stovetop
Sensational House on Sebago Lake, Raymond, ME
10.0 out of 10, Exceptional, (33)
"Lovely property and location. Very clean with a fully stocked home. Will certainly be rebooking. Thank you!"
Sensational House on Sebago Lake, Raymond, ME
Interior
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
10.0 out of 10, Exceptional, (51)
"My third time staying here. The house is immaculate, great location, lots to do at the house and in the area. Thank you so much and I look forward to returning again."
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
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!
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
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 ￥57,746
￥130,128 total
includes taxes & fees
Jun 2 - Jun 3
Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (16)
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is ￥23,441
￥43,776 total
includes taxes & fees
May 22 - May 23
Large 2BD cottage 10 min to Pier & Beach Pets ok
Private kitchen | Fridge, microwave, oven, stovetop
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."
The price is ￥31,567
￥74,135 total
includes taxes & fees
Jun 2 - Jun 3
Elegant condo - walk to Portland's best restaurants & Old Port
Private kitchen | Fridge, microwave, oven, stovetop
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, (23)
"Listing was accurate and house was clean. Only down side is only street parking, in our case we had several vehicles. All was good though, there was room out front on the street and we were able to find spots. Great experience during our time there. Lots of things to do in close proximity and the grocery store was walking distance away from the house."
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
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
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
Beach/ocean view
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (113)
"Very clean and comfortable! We loved our time there!"
The price is ￥46,100
￥73,925 total
includes taxes & fees
Jun 3 - Jun 4
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 ￥14,846
￥34,067 total
includes taxes & fees
May 22 - May 23
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 ￥62,104
￥96,705 total
includes taxes & fees
Jun 1 - Jun 2
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Interior
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.8 out of 10, Excellent, (48)
"This was a great old townhouse. Great parking and very clean. Easy walk to attractions and a charming neighborhood bar just around the corner. "
The price is ￥18,678
￥39,530 total
includes taxes & fees
May 29 - May 30
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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See all available properties in South 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 South Portland you may be interested in

Reception
Tru by Hilton Portland Airport Area
2.5 star property
9.0 out of 10, Wonderful, (1085)
"It was clean and close to the airport. "
The price is ￥20,828
￥22,703 total
includes taxes & fees
May 28 - May 29
Tru by Hilton Portland Airport Area
Lobby
Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.6 out of 10, Excellent, (1490)
"Very accommodating late at night!"
The price is ￥13,924
￥15,178 total
includes taxes & fees
Jun 9 - Jun 10
Casco Bay Hotel, Ascend Hotel Collection
Lobby
Comfort Inn Airport
2.5 star property
8.2 out of 10, Very Good, (1000)
"Great hotel! Customer service is top notch. Rooms were very clean. Shuttle to the airport was very quick and convenient. "
The price is ￥14,063
￥15,329 total
includes taxes & fees
Jun 3 - Jun 4
Comfort Inn Airport
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.

Search for holiday rentals in South Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in South Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in South Portland!

Frequently asked questions

Can I find vacation rentals in South Portland?

Yes, you can find vacation rentals close to the most popular sights in South Portland, or you can choose a more secluded option if you'd like a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in South Portland. Allow some time to check out the waterfront during your trip.

What are some of the best vacation home rentals in South Portland?

Charming 110-year former Inn 10' from the Ocean!: Visitors give good reviews to this South Portland vacation home rental, which is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Portland?

With 33 Expedia vacation rentals, you're sure to find just the right place for your South Portland stay.

What can I see and do in South Portland?

Cultural attractions include Lyric Music Theater and South Portland Historical Society Museum, whereas Willard Beach and Casco Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Maine Mall and Bug Light.

What are vacation rentals like in South Portland?

Vacation rentals are private properties you can reserve for several days or longer in South Portland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.

Recent reviews of South Portland properties
Expedia verified reviews

Portland Harbor Hotel

Portland Harbor Hotel

5/5 Excellent
"Très bon séjour en famille. Hôtel idéalement placé et très beau et propre. Nous recommandons avec plaisir !"
A verified traveler stayed at Portland Harbor Hotel
Posted 14 hours ago
Portland Harbor Hotel