Holiday Homes in Southport

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Featured Holiday Homes in Southport

Our top choices for Southport holiday homes

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very good, (13)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!

Modern Beach Home - Waterview, close to restaurants, universities and hospitals

10.0 out of 10, Exceptional, (1)
"The check in process was very easy. The home was airy and bright. My family and I felt the peace and relaxation of the home. The kitchen was large and clean."
Modern Beach Home - Waterview, close to restaurants, universities and hospitals

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (124)
"The house is beautiful, and one of the most unique and homey places we have everything stayed. Very spacious with lots of artwork, and arts and crafts style woodwork. The view of the sound is so serene. We enjoyed very much sitting out on the porch and gazing at the water and the passerbys, and taking walks along the sound. It has everything you need and then some. Thank you so much for sharing your gracious and beautiful home with us!"
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Charming 3-bedroom house with WiFi, AC in serene Fairfield

9.2 out of 10, Wonderful, (7)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield

Stareway to Heaven Su

10.0 out of 10, Exceptional, (6)
"We stayed with family at this lovely home for my son’s graduation and Mother’s Day. The home is even nicer than the pictures- everything is top notch. It’s one block from a nice beach with lovely views from many of the rooms. We would love to come back and stay! "
Stareway to Heaven Su

Beach Bungalow, walk to beach, private backyard

10.0 out of 10, Exceptional, (3)
"The property was perfect for all of us. It was in a quiet neighborhood and great location."
Beach Bungalow, walk to beach, private backyard

Business or Weekend escape

9.2 out of 10, Wonderful, (45)
"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "
The price is AU$227
includes taxes & fees
21 Sept - 22 Sept
Business or Weekend escape

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (64)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is AU$542
includes taxes & fees
1 Sept - 2 Sept
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (34)
"House was very clean and maintained. We needed to check in a day later and the host was very accommodating. Overall a great place to stay! "
Cheerful 4 bedrooms residential house.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is AU$462
includes taxes & fees
7 Sept - 8 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Soothing Carriage House with Hot Tub in charming Stratford

10.0 out of 10, Exceptional, (4)
"Wonderful host with earful check in. The property was quiet, with a lot to offer with the very affordable range. Would love to come back for another weekend getaway !"
Soothing Carriage House with Hot Tub in charming Stratford

McAngel Haven: 5 mins from Yale

9.6 out of 10, Exceptional, (14)
"Had a wonderful but short stay in New Haven. Home.of PEZ and PIZZA . "
The price is AU$806
includes taxes & fees
4 Sept - 5 Sept
McAngel Haven: 5 mins from Yale

Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

9.8 out of 10, Exceptional, (10)
"Very nice place close to the beach and nice restaurant. The host was very nice and did a very good banana cake."
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (28)
"This property was perfect for our needs! Checking in and out was simple and easy. The house is spacious and backyard is gorgeous! "
Lakeside luxury: beautiful, relaxing 4 bedroom home

Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!

10.0 out of 10, Exceptional, (2)
"We had an amazing trip in this beautiful home! Would definitely return without hesitation! "
Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT!

Stay at Black Rock Harbor

10.0 out of 10, Exceptional, (21)
"Beautifully appointed home, comfortable furnishings, and fantastic location. We enjoyed the indoor and outdoor space, as well as the nearby beach, restaurants and freeway access. Everything was in fine working order and our stay was enjoyable! "
Stay at Black Rock Harbor

Blue Cottage East Setauket

Blue Cottage East Setauket

Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town

10.0 out of 10, Exceptional, (3)
"Easy check in and check out, listing matched property exactly, clean, overall great stay. "
Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

10.0 out of 10, Exceptional, (2)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
The price is AU$2,137
includes taxes & fees
31 Aug - 1 Sept
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
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

Find out more about Southport

Find out more about Southport

Southport Holiday Homes information

Number of reviews
89
Accommodation
356 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$2,137

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