Holiday Homes in Southport

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Southport and around

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Terrace/patio

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (36)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Property grounds

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.4 out of 10, Good, (12)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is €144
includes taxes & fees
17 Aug - 18 Aug
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Shady Potts Point Cottage Cooled by Ocean Breezes
Terrace/patio

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (83)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes
On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.
Beach nearby

On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.

10.0 out of 10, Exceptional, (63)
"We thoroughly enjoyed our stay. The owner is wonderful and accomodating. The property location is ideal for access to many attractions. "
On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (77)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Fantastic Waterfront Views
3 bedrooms, WiFi

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (7)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
The price is €497
includes taxes & fees
17 Aug - 18 Aug
Fantastic Waterfront Views
Beachfront Delight with detached guesthouse, sunset views & private beach access
Outdoor dining

Beachfront Delight with detached guesthouse, sunset views & private beach access

9.6 out of 10, Exceptional, (15)
"no place is a 10 BUT 8-9 is pretty good. Great Location to relax"
Beachfront Delight with detached guesthouse, sunset views & private beach access
Peaceful home with forest views & great yard - minutes to town
TV, fireplace

Peaceful home with forest views & great yard - minutes to town

8.8 out of 10, Excellent, (5)
"Your home is beautiful!! Love all the windows, very comfortable!!"
Peaceful home with forest views & great yard - minutes to town
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn
Smart TV, fireplace

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (4)
"This whole experience was amazing. And it is an experience! The house is so nice and has everything you could need or want. It a beautiful b and b! Wonderful location and we can’t wait to stay again. "
The price is €373
includes taxes & fees
24 Aug - 25 Aug
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
TV

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

9.6 out of 10, Exceptional, (33)
"The proximity to our activities and space for our family was perfect."
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (223)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Property grounds

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (100)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Beautiful Oceanfront House- Stunning Water Views
Interior

Beautiful Oceanfront House- Stunning Water Views

9.4 out of 10, Exceptional, (12)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views
Phenomenal Home on Coast of Maine
Dining

Phenomenal Home on Coast of Maine

8.8 out of 10, Excellent, (42)
"Had a great stay. Killer views!!"
The price is €500
includes taxes & fees
9 Sept - 10 Sept
Phenomenal Home on Coast of Maine
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

Captain's Quarters 2BR Apartment. Walk to Everything!

8.8 out of 10, Excellent, (6)
The price is €237
includes taxes & fees
17 Aug - 18 Aug
Captain's Quarters 2BR Apartment. Walk to Everything!
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock
Fridge, microwave, oven, stovetop

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

8.4 out of 10, Very good, (40)
"Super clean and excellent location with a view."
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock
Orchid Harbor, Bailey Island 3BR
Interior

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
Orchid Harbor, Bailey Island 3BR
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Interior

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
6.8 out of 10, (3)
"clean, affordable accomadations. Manager helpful and responsive"
The price is €397
includes taxes & fees
28 Aug - 29 Aug
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Interior

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.6 out of 10, Exceptional, (78)
"Perfect for a getaway! "
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio
Smart TV, fireplace

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

10.0 out of 10, Exceptional, (2)
"This is an excellent location in Boothbay and the property is beautiful. The property manager met us onsite at check-in, even though it was late in the evening and provided us a tour so we knew where everything was situated and how to access the amenities. So enjoyable, we even brought family over to see the place. We will absolutely stay here again."
The price is €359
includes taxes & fees
27 Aug - 28 Aug
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio
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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Top Southport Hotel Reviews

Ocean Gate Resort

Ocean Gate Resort

10/10 Excellent
"A perfect escape for folks looking for an easy drive to one of the closer spots in Downeast Maine. Friendly staff and excellent breakfast for sure. Tennis courts and basketball rims need some TLC"
Ben 3-night trip
Posted 14 hours ago
Ocean Gate Resort