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

Lakefront home, gorgeous views, hot tub for 2025
A great house and location right on the water. We arrived well after dark, Tom came and met us at the property to make sure we got situated. Plenty of room for a family of four and more. We enjoyed the boats and fishing and hiking in the area. The game room was nice to have on a rainy day. The kitchen has everything you need. Really enjoyed our long weekend here.

Canoe House Bungalow and Spa Retreat ,Searsport
We enjoyed our weekend away at Mayya’s guest house! It was the perfect size for the two of us and we felt there were more than enough amenities to ensure our stay was cozy and peaceful! The add on of the hot tub was much needed and appreciated as well as it was getting chillier at night and it was the perfect addition! I would have liked to take advantage of the walking trail but the weather was rainy so we didn’t get to. We would definitely stay here again for a couple days and thank you Mayya for being a great host!

Lawn Cottage - Newly Renovated 2024
We had an amazing time at your cabin. Thank you so much for opening it up to guests. Loved waking up to the sunrises.

Sunshine on the River
We had a wonderful time at this vacation house in Maine. The views were breathtaking and the cottage was cozy. We thoroughly enjoyed our stay.

Old Orchard Beach Cottage
This was perfect for me, my daughters and granddaughter!! It was close to so many things and to Old Orchard Beach and the Pier. We had a great time there and would stay there again in a heartbeat!! Thank you!

Waterfront Getaway w/ Private Sandy Beach
This bnb was super nice and clean. Exactly like the description. Hot tub was a plus. I’d love to stay again in the summer to enjoy the lake.

Megunticook Retreat
The perfect place to stay for a peaceful vacation - the home is extremely well appointed and had everything we could possibly need and more. The lake is even more beautiful than the photos and we enjoyed the kayaks and hot tub each day we were there. We would highly recommend.
Pet-friendly cottage rentals

Cottage on Todd Bay
Our group of 4 had a wonderful stay here. It had everything we needed and John was extremely helpful. We cooked several meals and visited nearby attractions.

Osprey Cottage, peaceful setting, walk to beach
Elizabeth was a wonderful host and her home is perfect for a peaceful, relaxing vacation. The house was spotless, well appointed, and very cozy. The short walk to the beach and town market is really convenient. Her rental is a perfect home base if you’re visiting Portland or exploring the Maine coast nearby.

Camp Wigwam
Great person, she really went over and above what she would have been expected. The dock with boats were great, my boys love the lake. The place was clean and very well decorated. Lots of extra appliances. Washer and dryer is very nice when you are on a lake. Nothing to complain about. If you stay here and especially if you have kids you will be very happy.

Lily Pond Studio Cabin #4
We loved our experience at our cozy, stand alone cabin. The room is spacious and has everything you need. We would stay again for sure!

Near Waterville | Lake Great Pond | Dog Friendly
We had a wonderful stay with our family and we were happy our dogs were welcome to come with us.

Pet Friendly Audubon Bring Your Fishing Gear!
What an amazing setting! Right on the water. We saw seals, osprey, and, we think, an eagle.Also the most beautiful sunrise. The house is cozy and comfortable and really really clean. We found everything we needed and some thoughtful extras. Tamara is an excellent host!

Waterscape Cottage - private waterfront
We had a wonderful time at Ann’s. The cabin was great and exactly as described, clean and very comfortable. The property is amazing with lots of privacy and in a great location to explore the Maine coast during the day. Don’t miss hiking down to the trestle bridge to see the herons. Ann thought of everything to make sure we would be comfortable during our stay and she was happy to offer suggestions on places to go and things to see.

Cozy Cottage on Highland Lake
Perfect little Maine cabin getaway! We enjoyed our stay so much. The cabin was clean, easy to find, and had everything we needed for four people and two dogs. Cannot recommend enough!
Private cottage rentals

Tranquil waterfront cottage
This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.

Cheerful 1 Bedroom Cottage Steps From The Ocean
Wonderful place clean and very cozy house I indicate

Bright, clean, private cottage near Higgins Beach!
We loved our stay at the Gull Cottage!! Karen and Steve were great hosts, incredibly friendly, helpful, and responsive. The cottage was well stocked with everything we needed to enjoy our stay. The guide book and guest book were great touches as well, and we would happily stay again next time we come up to Maine! We could not recommend the Gull Cottage more if you’re looking for a great and cozy place to stay near Portland!

Owl Glass Cottage
Wow! Annie’s cottage is nothing short of amazing. It was absolutely beautiful and the perfect intimate stay my boyfriend and I were looking for. The surrounding area is beautiful as well! The space was perfect for the two of us and so so peaceful!

Custom Built Quaint Knotty Pine Cottage
We felt truly comfortable and at home in the Knotty Pine Cottage. We spent 19 days there! My husband was working again in the area and the job site was 5 minutes away. On his days off we took advantage of hiking the numerous Boothbay Region Land Trust properties. We highly recommend Porter Preserve, Oven's Mouth Preserve and Oak Point Farm. We loved walking around beautiful Ocean Point and an afternoon on Popham Beach. We also spent an afternoon reading our books at Barrett's Park. The house is well stocked with everything you'll need to prepare meals and there is a Hannaford Grocery store 10 minutes away. We recommend The Thistle Inn in Boothbay Harbor if you enjoy crabcakes that are made from scratch. We're looking forward to our next trip back to Southport and hope the cottage will be available. Many many thanks to our responsive hosts! They made us feel welcome and comfortable in their home!!

Big Sebago Lake Rentals Waterfront w Private Beach
Beautiful location, perfect stay with amazing hosts! This was the perfect getaway for our family and we cannot wait to go back! The location can't be beat and Kate and Barry went above and beyond to make sure we had everything we needed. Highly recommend!

Hidden Haven A Rustic Retreat In St. George, Maine
Beautiful cabin in quiet and peaceful surroundings. Closes to attractions and multiple small towns with things to see and discover. Michelle and Dan were great hosts, everything we needed was in the cabin! They had a book of area things to do. They answered right away when we texted. I would definitely recommend their place!

Oak Grove Cottage at Sennebec Pond
I have zero complaints about Gordon's home. Everything was accurately described and the property was beautiful! it is right on the pond and the pictures do it justice. Yes, it's a little small and gets cold in the winter but it's worth it if you want to stay somewhere pretty without breaking the bank. Also, he has 3 heaters. We didn't leave them on because we were gone a lot of the time but it probably would have stayed warm if we did. This is really a great property for a couple! Highly recommended.
Quick stats about cottage rentals in Southport
Total rentals
30 properties
Nightly prices starting at
$100 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
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- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- Samoset Resort
- Ferry Beach
- Portland Museum of Art
- Pemaquid Beach
- Coastal Maine Botanical Gardens
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- Palace Playland
- Crescent Beach State Park
- West Shore Sandy Beach
- Dunegrass Golf Club
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Pemaquid Point Lighthouse
- Narrow Place Beach
- Ferry Road Beach
- Falmouth Country Club
- Prouts Neck Country Club
- Western Beach
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