
House holiday rentals in Southport
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Top-rated house rentals in Southport
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Popular amenities for house rentals in Southport
House rentals with a pool

Upscale OOB Beach House | Seasonal Heated Pool
This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.

Coastal Retreat with Pool and Cheerful Vibes
We felt like at home. The house is located in a private property with swimming pool and tennis courts. It’s very clean and very peaceful. Just a clarification about the description : there’s no bathroom in the basement. Then if you come with elderly people or very young kids, it could be annoying. If you like cooking, the kitchen is very well equipped. We´ll keep a very good memory of our stay in Ducktrap Retreat during the colorful foliage season.

Lovely home with hot tub and pool
I had a wonderful stay., they were fantastic in accommodations for me and my service dog who loved the yard. The home is beautiful and the host was very accommodating. communication was great. I look forward to staying there when I’m in that area again.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela was a fantastic host, responding quickly to any questions. The home was nice, close to downtown, and a HUGE yard for the dogs

There's No Place Like Home
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Riverfront Luxury in the woods, Million $ Views.
Jon’s cabin is a beautiful place to get away from it all. Very comfortable and well designed. We had everything we needed to cook and hole up for a few days. If you decide to drive to the lake, I would recommend 4WD. We had a truck but were not aware of how soft the ground was and ended up needing to be towed out. Still highly recommend! Enjoy your stay!

Lovely Beach house in GRB - Heated pool!
We absolutely loved our stay! The home is gorgeous, light and airy, and so comfortable for our group! You can't beat the location across from the beach and quiet street for walking. The pool and hot tub were also so nice. We would highly recommend and would love to stay there again!

OOB Oasis - 5BR private Retreat w/ Pool
Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!
Weekly house rentals

Quiet Oasis Family Home Close to East Side of Town
Kimberly’s “Quiet Oasis” was a perfect home base for our family vacation in Boothbay Harbor. The house is clean, spacious, and well-equipped – we had everything we needed for cooking big meals at the house or for lazy afternoons hanging out on the deck. It was very private and quiet, and we older folks loved having a separate suite on the second floor. We enjoyed visiting Barrett Park nearby, and the house is also convenient to Boothbay Harbor – it’s either a nice one-mile walk to the footbridge or a very quick and easy drive into town. Check-in was easy and Kimberly was quick and clear with answers to all of our questions. Overall a top pick for a vacation house in beautiful Boothbay – groups of up to six will be happy and comfortable there.

The Pink House on Echo Farm
Very pretty location and private 😊 This is a lovely and authentic older home and reminded me of my great grandmother’s home with creaky wood floors and homey atmosphere! We were just sorry that we didn’t have enough time to enjoy the beautiful stone patio for morning coffee or evening meals!

Postcard views, ocean front and idyllic cove
Mihai is a wonderful host and his place is a gem! The gorgeous location is nothing short of magical and the house is immaculately designed and decorated. The hot tub is an amazing bonus. Everything about our stay went smoothly and even during off season, we found plenty to do. Would absolutely stay again.

Coastal Vibes in Boothbay Harbor
We had a great stay at Chris’s house! It has all the modern conveniences but is warm and comfortable, and fits well in the neighborhood. The location right on the cove has great views from the living area and the bedroom. The house is very well appointed with comfortable furniture, a well-stocked kitchen and a great king bed. Heating system worked well and water pressure was good. Filtered water from the refrigerator was a plus. Washer/dryer came in handy, and parking was easy. Boothbay Harbor is quiet in the off-season but it was great to not have crowds and traffic. It’s an easy walk to downtown and some restaurants and shops were open. We had breakfast at Woodsong Market (great coffee too!) and dinners at the Boathouse and Brady’s - both were very good. The house was also a good home base to visit other towns - Southport, Bath, Brunswick, Rockland and Belfast. Thanks again Chris for sharing your terrific home!

Family Escape w/ Kayaks, Fire Pit, & Water Access
What a whimsical town! In the middle of nowhere So peaceful Yet, Wallace's General Store, right up the road Maybe a mile Amazing food and Sandwiches and just about everything under sun to Need So, just down the road is this Amazing Place! Three Sisters Farm Heaven Awaits Must check out

Moon Tide Cottage with Rocky Coast Rentals
This is a great Air B&B. The house is so cozy. We will definitely try and come back!

Tailwinds - Upscale Oceanfront! Stunning Views!
Great communication. House has a lovely view, especially nice sunsets. The screened porch is perfect for relaxing with friends or family. Comfortable, clean furnishings. Good Wi-Fi. Has everything you could possibly need. Just like described, be aware there are very steep narrow stairs to navigate to bedrooms. We would definitely like to return and highly recommend.

3 bedroom retreat with water view and dock access
We had a great stay at Jill's place. Very comfortable for 4 people and enjoyed the surroundings. We would stay again.
Private house rentals

New England Charmer 2 BR w/Covered Porch
Our family of 4 had the most magical week in Maine thanks to Penny and her beautiful cottage. Our bedding was clean and comfy. The living room was so cozy -- it was our favorite spot to read in the morning or play games at night. The kitchen was well appointed and made for fun coastal cooking adventures. And that porch overlooking the harbor! What a view, and it was always shady and breezy! Penny was delightful and a wealth of knowledge about the area. We hope we are lucky enough to keep coming back!

Harpswell, Little Crow Pt. Mill Cove Now Renting!
We love Harpswell and Timothy's home is a real gem. The house is beautiful and so comfortable! The view from the deck is absolutely amazing. We had a great week--we especially enjoyed kayaking. Timothy was so friendly and answered all my questions. We hope to return!

Seahorse Shores of Wiscasset, ME
Great location on Back River. short drive to wiscasset and groceries. Fun to sit and watch the tides.

Boothbay coastal home
I can't express enough how beautiful Jasmine's cabin is. Even though the cabin is located not too far from the main street, but it's still excluded and I felt like remote. Proximity to other places is amazing, minutes away to Botanical Gardens and the Cabbage Island Clambake. The kitchen had everything I need to cook quick meals for my family, above and beyond, not just the "basic" condiments :). Thanks so much for offering this place and making our trip more special. I'll stay here again and again when we visit Boothbay. THANK YOU!

Ebb House
Beautiful home and area! Convenient to everything! Good communication w olive and co. We had a great stay seeing an amazing show of the northern lights from the bedroom deck!!

The Cottage
Everything from start to finish was absolutely amazing. The house is beautiful with all the amenities you need. The outside fire pit was nice to sit out and enjoy the nice weather. The communication with Jody was fast and she was very accommodating to our needs. Thank you so much for a wonderful stay

Laurel Shore Cottage - Waterfront, Pet friendly!
Our stay at Laurel Shore Cottage was just what we needed. The location was serene - and we spent most afternoons and evenings sitting on the porch soaking in the beautiful landscape and scenery. The cottage itself was uncluttered and comfortable and the host was very responsive.

Naturalist Paradise on the Cove
Beautiful setting. Great host. Quiet. Tranquil. Peaceful. Once we navigated the dirt road we enjoyed the drive to restaurants. Into Bath. Reid State park was amazing. We liked The Osprey. We loved Blue at Grey Havens.
Quick stats about house rentals in Southport
Total rentals
100 properties
Nightly prices starting at
$154 SGD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- Portland Museum of Art
- Freddy Beach
- Crescent Beach State Park
- Maine Maritime Museum
- Prouts Neck Country Club
- Bradbury Mountain State Park