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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 226 Cottages in Southport with updated reviews, rates, and availability.

Charming 3-bedroom cottage in Southport with water views and close to Boothbay.
Terrace/patio

Charming 3-bedroom cottage in Southport with water views and close to Boothbay.

Charming 3-bedroom cottage in Southport with water views and close to Boothbay.
Salty Breeze Cottage
Fridge, microwave, oven, stovetop

Salty Breeze Cottage

10.0 out of 10, Exceptional, (6)
"We absolutely loved this peaceful spot by the water! It’s a quiet location with great water access, and the property is very well managed and maintained. We’d love to return!"
Salty Breeze Cottage
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Exterior

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

9.0 out of 10, Wonderful, (64)
"Wonderful views."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Exterior

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

10.0 out of 10, Exceptional, (64)
"We have stayed here a couple of years ago. This property is beautiful. John is fantastic. I wish we would have had more time to spend there. Thank you John for sharing your piece of serenity!!!"
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Property grounds

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

9.8 out of 10, Exceptional, (27)
"Nice little hidden gem of a place."
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town
Interior

Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town

9.6 out of 10, Exceptional, (25)
"Convenient and cozy. Lovely wooded lot with views. "
Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town
Enjoyable 1-bedroom rustic cottage in Southport.
Terrace/patio

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Terrace/patio

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (66)
"Great spot"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Outdoor dining

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (41)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (39)
"The property is exactly like the pictures but better. The view is amazing, location is quite and comfortable. Easy access the many towns & hiking locations. Would stay again."
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beachy Vibes Only !! Updated Oceanfront Gem for 2
Terrace/patio

Beachy Vibes Only !! Updated Oceanfront Gem for 2

9.8 out of 10, Exceptional, (45)
"This was the perfect little Maine cabin getaway! Wonderful location right on the water that offered endless wildlife and beautiful views. Great location close to town if you needed anything but perfectly quiet and peaceful at the cabin. "
Beachy Vibes Only !! Updated Oceanfront Gem for 2
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
Fridge, microwave, oven, stovetop

Thorburn - Experience a classic ME vacation at this beautiful summer cottage

9.8 out of 10, Exceptional, (13)
"Absolutely loved our late summer stay at this dreamy cottage in Harpswell. The cottage reminded us of childhood summer stays in coastal New England and the nostalgia was real and definitely welcome."
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor
TV, DVD player, books, video library

Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor

9.8 out of 10, Exceptional, (43)
"Great spot in Southport Island. Highly recommend."
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor
Quaint Retro Ash Cove Cottage
Flat-screen TV, books, stereo

Quaint Retro Ash Cove Cottage

9.6 out of 10, Exceptional, (15)
"Chuck and Lynn were excellent hosts. We enjoyed our stay!"
Quaint Retro Ash Cove Cottage
Updated Tiny House: Walk to Wiscasset Village
Exterior

Updated Tiny House: Walk to Wiscasset Village

8.0 out of 10, Very Good, (5)
"Great location, easy to get to lots of coastal regions. Property is clean and cozy."
Updated Tiny House: Walk to Wiscasset Village
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Interior

Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.4 out of 10, Exceptional, (16)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Interior

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (50)
"Cozy spot on a beautiful beach - hard to beat!"
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Unique oceanfront home with a deck, tons of natural light, & amazing views
Interior

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Beautiful lcation, private & quiet"
Unique oceanfront home with a deck, tons of natural light, & amazing views
Popham Beach Direct Oceanfront Cottage Steps to the sand
Interior

Popham Beach Direct Oceanfront Cottage Steps to the sand

10.0 out of 10, Exceptional, (62)
"Great location and very clean Camp with great views. "
Popham Beach Direct Oceanfront Cottage Steps to the sand
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.
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Frequently asked questions

How much do cottages in Southport cost?
Rates for cottages in Southport range between and per night. No matter your budget, you’ll find the ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southport?
There are 226 cottages in Southport. Whether you’re taking a trip with the family or organizing a weekend break with your best buds, Expedia can help you find the perfect place to enjoy the surrounding nature.
Why book your cottage in Southport with Expedia?
Reserving a cottage in Southport is as easy as working out your travel dates and choosing an ideal place for a getaway in nature. From high-end retreats to affordable properties and cottages that offer amenities like a kitchenette, Expedia has something for all styles and tastes. As for awesome deals? We’ve have them as well!