"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
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.
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.
Received a warm welcome from the new owner/hosts of this Inn which we were using as a stopover for one night.Our room was comfy and spotlessly clean,and,following a good nights sleep we were presented with an excellent Breakfast,the sconesbaked by Bill were some of the best we've eaten,and that is a big compliment having years of experience of Cream Teas in Devon/Cornwall in the UK.Our visit at James Place was relaxing and full filling(Breakfast that is).We would recommend heartily to anyone...
Received a warm welcome from the new owner/hosts of this Inn which we were using as a stopover for one night.Our room was comfy and spotlessly clean,and,following a good nights sleep we were presented with an excellent Breakfast,the sconesbaked by Bill were some of the best we've eaten,and that is a big compliment having years of experience of Cream Teas in Devon/Cornwall in the UK.Our visit at James Place was relaxing and full filling(Breakfast that is).We would recommend heartily to anyone...
Anonymous traveller
Reviewed October 10, 2019Reviewed October 10, 2019
The loft was wonderful! Really great location for old port! Really enjoyed our stay! Felt homely! We relaxed and felt so comfortable there! Would recommend!
The loft was wonderful! Really great location for old port! Really enjoyed our stay! Felt homely! We relaxed and felt so comfortable there! Would recommend!
Hayley
Reviewed September 24, 2026Reviewed September 24, 2026
Staff were friendly and helpful. Stayed one night (2 kids - 2 queens). Very comfy bed, generous checkout time at midday and flexible valet as we collected our car at 2:30pm after exploring Portland and heading onto our next pit stop. Very clean and had everything we needed. Had we stayed longer we’d have checked out the pool.
Staff were friendly and helpful. Stayed one night (2 kids - 2 queens). Very comfy bed, generous checkout time at midday and flexible valet as we collected our car at 2:30pm after exploring Portland and heading onto our next pit stop. Very clean and had everything we needed. Had we stayed longer we’d have checked out the pool.
Absolutely loved this place from the moment we stepped through the front door . Pristine , homely , and tastefully furnished.Jim is a perfect innkeeper , extremely informative but in no way intrusive plus his breakfasts are out of this world . One of the unique aspects of the inn is that there are snacks , fresh fruit and home baked goodies available in the afternoon/evening . We both enjoyed sitting around the table with other guests at breakfast , it was a wonderful start to the day and...
Absolutely loved this place from the moment we stepped through the front door . Pristine , homely , and tastefully furnished.Jim is a perfect innkeeper , extremely informative but in no way intrusive plus his breakfasts are out of this world . One of the unique aspects of the inn is that there are snacks , fresh fruit and home baked goodies available in the afternoon/evening . We both enjoyed sitting around the table with other guests at breakfast , it was a wonderful start to the day and...
The hotel was easy to find and upon arriving we were met by the owner who checked us in. Having found out we were the only guests staying, the owner was very hospitable by explaining but the facilities offered, freshly made cookies and hot drinks to the relaxed and open house policy afforded to us as guests. We were recommended local restaurants for our evening meal, with the highly recommended being the one we plumpt for- it was a great choice. Breakfast was a fabulous experience in the morning...
The hotel was easy to find and upon arriving we were met by the owner who checked us in. Having found out we were the only guests staying, the owner was very hospitable by explaining but the facilities offered, freshly made cookies and hot drinks to the relaxed and open house policy afforded to us as guests. We were recommended local restaurants for our evening meal, with the highly recommended being the one we plumpt for- it was a great choice. Breakfast was a fabulous experience in the morning...
An amazing boutique hotel in a quiet part of Portland but still very close to everywhere (waking distance).
A super-friendly and informative ’inn-keeper’ met us and gave us some great recommendations as well as providing an excellent cooked breakfast the next morning.
An amazing boutique hotel in a quiet part of Portland but still very close to everywhere (waking distance).
A super-friendly and informative ’inn-keeper’ met us and gave us some great recommendations as well as providing an excellent cooked breakfast the next morning.
Karl
Reviewed November 1, 2024Reviewed November 1, 2024
Excellent location within walking distance of all amenities. Staff very friendly and helpful. Room well sized and bed very comfortable. Restaurant food excellent.
Excellent location within walking distance of all amenities. Staff very friendly and helpful. Room well sized and bed very comfortable. Restaurant food excellent.
Quite simply one of the loveliest, friendliest hotels I've stayed in for a while - helped by being in the most beautiful of cities. Friendly staff, great decor, spaces to read and work and good food. Room was lovely and spacious.
Quite simply one of the loveliest, friendliest hotels I've stayed in for a while - helped by being in the most beautiful of cities. Friendly staff, great decor, spaces to read and work and good food. Room was lovely and spacious.
Super friendly inn, owner was lovely and helpful and made us feel so welcome. Inn was quaint and lovely and great location for a short stroll into town. Breakfast was really good as was the cake laid out for guests to tuck into throughout the day, maybe with a cup of coffee in the lounge. Recommend a stay at Candlebay whilst in Freeport anytime.
Super friendly inn, owner was lovely and helpful and made us feel so welcome. Inn was quaint and lovely and great location for a short stroll into town. Breakfast was really good as was the cake laid out for guests to tuck into throughout the day, maybe with a cup of coffee in the lounge. Recommend a stay at Candlebay whilst in Freeport anytime.
Anonymous traveller
Reviewed October 15, 2019Reviewed October 15, 2019
Everything you need to know about South Portland holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 South Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
South Portland holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in South Portland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of South Portland holiday rentals we have selected for you start as low as £53 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on South Portland rentals
At Expedia, we put the best South Portland holiday 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 South 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 South Portland holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South 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.
Frequently Asked Questions
Can I find holiday rentals in South Portland?
Yes, there are holiday rentals close to the most popular sights in South Portland, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that South Portland has to offer?
Charming 110-year former Inn 10' from the Ocean!: This highly rated holiday home rental in South Portland is located on the beach, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.
How many holiday rentals are there in South Portland?
With 26 Expedia holiday rentals, you're guaranteed to find just the right place for your South Portland stay.
What can I see and do in South Portland?
Cultural attractions include South Portland Historical Society Museum and Lyric Music Theater, 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 holiday rentals like in South Portland?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Portland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.