
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

Cozy Cottage close to Beach, Pool and more!
Dear Tim and Kimberly - I wanted to express how much we enjoyed our stay at your delightful two-bedroom cottage. The accommodations were not only beautifully furnished but also incredibly comfortable. The added amenities, including the pool, hot tub, and gym, made our stay even more enjoyable, offering plenty of options for relaxation and fitness. We also loved how close the cottage was to the local restaurants and the beach—it was the perfect location for a relaxing getaway. Your attention to detail made all the difference, and we couldn't have asked for a better experience. I will definitely recommend your place to others and look forward to returning in the future! Janelle Q PS - I live in Florida and upon my return from Maine, am being greeted by Helene. JQ

Cozy beach cottage with pool & hot tub
Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!

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
What a cute cottage with absolutely everything one would need Killer view

Nashport on the Penobscot
This was our second time staying here, my family and I love the tranquility of this little piece of heaven. Christopher’s home was beautiful, clean and well maintained.

Fully Renovated/4min to K-port/HotTub/Game Room
We had a great stay at Audrey & Seb's place. It was spacious, beautifully decorated, and extremely clean. The beds were super comfortable, the location was private and close to town, and there was so much thought put into all the little details. What an absolutely wonderful place. Thank you so much!

Beautifully renovated 2-bedroom cottage
Everything was so perfect !! thank you for hosting us !!

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

Timeless Tides Cottage
The cottage was beautiful and comfortable, and the setting was gorgeous. We were very comfortable there and would definitely go back! Carlos and Karen left very helpful and thoughtful local recommendations for food and activities. This place is a gem!

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
The place was beautiful and exactly what we needed! I would definitely recommend staying here.

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!

Our charming,oceanfront, Bradford point cottage
This is the most well-appointed and thoughtfully organized Airbnb I've ever stayed at. It's a cozy and unpretentious space that has everything you need (and in the first place you'd think to look for it) and nothing you don't need - perfection! Thank you so much for the wonderful weekend away (highlight for sure was being followed in the kayak by a curious and playful seal)!!
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.

Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
My husband and I spent 6 days here for our anniversary. I wanted a location on the water and close to visit all the major coastal towns in Maine. This was perfect! The home, felt like home, and everything was clean and beautiful. Adam was very helpful whenever I had any questions. Sipping coffee every morning on the back porch and watching the sunrise over the lake was so peaceful. Grocery store close by and great hiking/walking areas right out the front door. Can’t wait to come back and bring the family.

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!

Seaside Escape
The location was amazing. Just a few steps to Crescent Beach. I actually took my coffee down there and watched the sunrise in the morning. So beautiful. The cottage was clean and comfortable. Kristin was very responsive and helpful. Don't miss out on the clam chowder at the Lobster Pound less than 100 meters away. We'd definitely come again.

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!

Waterfront Cottage
Amazing place, it was exactly what we needed.

Saco Cozy Cottage! Minutes From Old Orchard Beach
The cottage was perfect for our needs and had everything! Auria was extremely helpful and responded to us quickly! I would definitely stay there again!

Peaceful Cottage on Maine Flower Farm
Perfect fall cottage so close to Portland! The cottage is so peaceful and quiet. But so close to Portland but you wouldn’t even know it. The farm is lovely and we took a walk down to the river on the property, it was so peaceful and so much land! If you are looking for a get away from a city, but want to be able to explore Portland and Kennybunks, this was the perfect spot. I don’t know if I’ve slept that good all year. Would definitely come back again. And we love Trooper the dog!
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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- Sebago Lake
- Scarborough Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- East End Beach
- Dunegrass Golf Club
- Palace Playland
- Pemaquid Beach
- Samoset Resort
- Ferry Beach
- Portland Museum of Art
- Cliff House Beach
- Pemaquid Point Lighthouse
- Maine Maritime Museum
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- West Shore Sandy Beach
- Narrow Place Beach
- Bear Island Beach
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