
Cottage holiday rentals in Southport
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Top-rated cottage rentals in Southport
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Popular amenities for cottage rentals in Southport
Cottage rentals with a hot tub

Oceanfront Family Getaway - 8BR/6BA/5Acres
The most beautiful place, exceeding all expectations. The views are spectacular. We breathed in peace and tranquility. A fabulous place to celebrate my 80th birthday with the whole family -- 16 of us. Everyone was comfortable in the space. In addition to being the perfect host, Samantha provided surprise extras which was such fun! Just a few of the highlights: S'mores at the firepit, lobster dinners, seals, bald eagles and fireworks. She made our stay truly memorable. My family gives the place the highest recommendation.

Freshly Renovated, Family-Friendly Coastal Cottage
A gem of an Airbnb! The hosts truly thought of everything and this was the perfect place to stay with two young kids; in fact, my son loved the bunkbed and toys so much he refused to go to bed every night! From the tonies box and kids toys, to all the beach and baby gear, there wasn’t one thing they lacked. The place was clean and organized and felt so cozy. I highly highly recommend this place, especially for families! The hosts were so friendly and accommodating as well.

Canoe House Bungalow and Spa Retreat ,Searsport
We had a great two nights here and enjoyed the hot soak and the sauna. It was near many amenities and also felt very removed. Matt’s was attentive without being intrusive, making sure our stay was perfect and the escape we hoped it would be.

Lawn Cottage - Newly Renovated 2024
Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.

Fully Renovated/4min to K-port/HotTub/Game Room
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.

Waterfront Getaway w/ Private Sandy Beach
Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.

Megunticook Retreat
We’ve stayed in a lot of Airbnbs across the country and I’m not exaggerating when I say that Lydia’s place was one of the cleanest and most well-maintained homes that we’ve been in. The property and scenery are breathtaking. The numbers of birds and chipmunks that entertained us while we sat on the back deck was surprising. We ate all of our meals with the exception of lunches at the cabin and had everything we needed to prep and cook our food. This trip was all about relaxing and Lydia’s home was everything we needed.

Cottage in Wells Maine
We had a wonderful stay here and highly recommend it! The location is great, as it’s close to plenty of restaurants and stores. We were even able to walk to get breakfast and dinner. The space itself was much larger than we expected and very clean. The kitchen had everything we needed and we even had snacks, waters, and coffee left for us! The highlight for my 2 year old was the pirate ship playground. We also loved having access to picnic tables. We got takeout and enjoyed eating outdoors. We did not use the outside grill but that is a great addition and we would have used if we stayed longer. The host was very helpful and accommodating. They offered early check in and check out and gave very clear instructions on how to get in. I would not hesitate to return in the future!
Pet-friendly cottage rentals

#1 Cozy cottage minutes from the beach!
Beautiful spot for us and our dog. Very close to everything and easily walkable. The trail up the road was a huge plus. Only small thing we ran into was a couple of folks in the neighborhood had dogs off their leashes and they were a bit aggressive running up to us walking our leashed dog. Nothing happened luckily. Not the owners fault. Highly recommend and would totally come back! Thanks David and Ginny!

Bright, clean, private cottage near Higgins Beach!
We had a fantastic time at this cute and cozy cottage! It’s within 15 minutes of basically anything in the Portland area and the cottage itself is so charming and inviting. We only wish we had planned to stay here longer!

Deja Blue~Guest Beach House
micheles place was incredibly well stocked with helpful and cute amenities and convenience items! the view and accessibility to the beach is incredible. Michele was very welcoming and we appreciated all of the recommendations she provided. the guest house is quite small but met my and my husband's needs for a quick getaway. thank you for your hospitality!

Tall Pines Hideaway
Beatiful cabin on the water, thoughtfully decorated. I loved the layout, plenty of seating areas and lovely decor. There is only one small bathroom which may be an issue with more than 2 or 3 guests, but worked out perfectly for us. We saw deer twice when driving down the trail to the house which was exciting! Loved using the firepit outside. The only bummer was that the dock wasn’t in the water yet. I still managed to use the kayak but would not advise attempting without the dock lol. Wonderful host, David was very responsive and had a nice bottle of wine waiting for us on our arrival. Would 100% come back

Our charming,oceanfront, Bradford point cottage
We had a lovely stay at Jeff's place in Friendship and appreciated all the thoughtful touches there. It was wonderful taking the kayaks out to explore the surrounding islands. I would also recommend the lobster rolls nearby at the Jameson Point restaurant.

True Maine Artist Cottage with Outdoor Shower
We had such a great time staying at Emily's awesome retreat. It was our first mini-vacation with our dog and we were looking for some peaceful, wide open space to let her roam free. We absolutely got that with this home and thoroughly enjoyed the town, as well. Emily was super responsive whenever we did have a question and provided us with a great list of places to check out around town. Would absolutely stay again. Thanks!

Popham - Mah-Bella Beach House!
Popham beach stay was great! We enjoyed the easy access to the beach and long walks twice a day. The house itself is very roomy with lots of space for everyone. Good heating and comfortable furniture. The tapwater is very rusty so be prepared but drinking water is provided. The floors are unfinished wood so you’ll need shoes to avoid splinters but overall, it’s a very comfortable place in a great location!

Waterscape Cottage - private waterfront
We loved staying at Ann's place! It was exactly what we wanted, close to town and to lots of activities but also felt remote and in a really gorgeous location. Great, rustic spot.
Private cottage rentals

Your private waterfront B&B retreat in Maine...
I stayed at Liz and Alex’s stunning place at the beginning of September. This was either my 3rd or 4th time and I love being there. The quiet and the utter peacefulness of being literally on the banks of the estuarial river is amazing. Although I was only able to be there for 2 nights this time, I was recharged and ready to go back home when I left. On other visits I’ve taken advantage of being near the delightful town of Damariscotta, Pemaquid Point Lighthouse, Hidden Valley Nature Preserve, Muscongus Bay Lobster dock, the Audubon preserve in Bremen, and so many others. On this visit I stayed put, letting the inward and outward flow of the river soothe me while I read and wrote. On this visit I also had a nice long chat with Liz, a remarkably talented woman. See her book and ask about her films when you go.

Koussinoc
Wonderful experience, great location and Dave communicated very quickly. Gave us several suggestions of things to do and places to eat. We’ll definitely be back and rent from Dave again

"Eagles Nest" Waterfront Cottage
The Eagles Nest is an amazing space! We stayed for 4 days and didn't want to leave. The view is beautiful and you must wake early to watch the sunrises. We even saw an eagle. Shannon was very responsive to all messages and super helpful when we needed to leave a different rental property (not one of hers). The home is immaculate. I can't say enough about The Eagles Nest and Shannon.

Harbor Hideaway
We had a great time staying in Julie's place for our visit to Maine. It was nice and quiet but still very close to downtown. Access to kayaks and the water was excellent. The house itself was clean and there was a great selection of movies to watch at night. I would highly recommend this place to anyone looking for a quiet getaway.

Private oceanfront cottage, great views, and float
the stay was nice, the place was clean, match the description, pretty easy to find, and Christine had great communication. very beautiful views, right on the water, kayaking was nice.

Spruce Tops Cottage
A really enjoyable stay at this nice house in a peaceful location. House had everything we needed and provided a great base from which to explore the Bristol (and wider) area - a good location for walking and coastal visits! Susan and Steve were very helpful, as was their welcome booklet detailing local attractions, walks, restaurants etc. Would definitely recommend.

Charming Coastal Maine Cottage
Very quiet and cozy area to spend our holiday weekend! Plenty of space for the family to hang out and play games, and a kitchen we were able to cook in almost every meal! It was a very comfortable and clean home that we were grateful to get to enjoy on vacation. Not every day we Michiganders can find a place as beautiful as here at home to spend time away, but this cottage and the aesthetic in southwest Maine in general is a place that certainly measures up!

Cheerful Cottage with Loft Close to Everything 6
Our time with Jeff was exactly what we needed. My high school daughter and I came up to Maine for a few days to visits college and enjoy some hiking and local food. Cottage #6 was a great, centralized place for it! Like others have mentioned, the lofted bed area is for those who can handle a low-ceiling--turned out perfect for my daughter. The kitchen is modestly furnished with dishes, utensils, and appliances, but we were never in want of anything. The bedroom double-functions as the living room, so if you might look elsewhere if you're looking for privacy in all circumstances. Cottage#6 has room for one car in a parallel parking situation in front; it requires a very short walk uphill that everyone but the impaired can easily handle. The place was clean, accommodating, and the check-in/check-out procedures were convenient. Jeff was always quick to respond to our communications. Would enjoy staying here again!
Quick stats about cottage rentals in Southport
Total rentals
30 properties
Nightly prices starting at
₹8,609 before taxes and fees
Total number of reviews
620 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- East End Beach
- Belgrade Lakes Golf Club
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Freddy Beach
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light