A Gothic-style church with a tall steeple, large arched windows, and a clock tower.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Southport holiday homes

A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

1. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is £412
includes taxes & fees
3 Nov - 4 Nov
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A swimming pool at night with blue lighting.

2. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is £117
includes taxes & fees
1 Nov - 2 Nov
Business or Weekend escape
A white room with a round table, two benches, and a window with a view of houses.

3. Stay at Black Rock Harbor

Stay at Black Rock Harbor
Black Rock Historic District
10.0 out of 10, Exceptional, (30 reviews)
"This house was perfect for our family. Will definitely use again when we're visiting family in the area."
United States
Laura L.
The price is £647
includes taxes & fees
1 Nov - 2 Nov
Stay at Black Rock Harbor
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

4. Elite room stay

Elite room stay
Bridgeport
The price is £260
includes taxes & fees
31 Oct - 1 Nov
Elite room stay
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

5. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is £203
includes taxes & fees
2 Nov - 3 Nov
Centric property close to all the great things in the city
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

6. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
The price is £500
includes taxes & fees
18 Nov - 19 Nov
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

7. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.6 out of 10, Exceptional, (21 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is £584
includes taxes & fees
4 Nov - 5 Nov
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

8. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (15 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is £482
includes taxes & fees
9 Nov - 10 Nov
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

9. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
6.0 out of 10, (2 reviews)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is £692
includes taxes & fees
31 Oct - 1 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

10. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is £427
includes taxes & fees
2 Nov - 3 Nov
Gilded Age Luxury Surrounded by Nature
A two-story house with a porch, stone steps, and a variety of plants.

11. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is £945
includes taxes & fees
2 Nov - 3 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
A bedroom with two beds, a wooden dresser, and a mirror.

12. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is £362
includes taxes & fees
31 Oct - 1 Nov
Cozy 1-bedroom house in welcoming Bridgeport
An outdoor seating area with a round table, a chair, and a hanging light fixture.

13. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is £334
includes taxes & fees
2 Nov - 3 Nov
Gem by the water+ firepit and all fenced backyard
A modern kitchen with white cabinets, a marble island, and black bar stools.

14. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is £582
includes taxes & fees
18 Nov - 19 Nov
Spacious Retreat with Game Room and Fire Pit
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

15. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is £799
includes taxes & fees
31 Oct - 1 Nov
Beechmont - Perfect for Family Retreat!
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

16. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.6 out of 10, Exceptional, (27 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
The price is £728
includes taxes & fees
5 Nov - 6 Nov
5BR Beach Home | Walk to Cove Beach + Private Yard
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

17. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is £263
includes taxes & fees
3 Nov - 4 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

18. 5BR Beach House, Water Views, Steps to Beach, Backyard

5BR Beach House, Water Views, Steps to Beach, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
"The property was amazing. The house was clean, beautiful, and well equipped. Plenty of space yet still cozy. Host was very communicative and gracious, had a pleasant experience and will definitely be back!"
United States
Maxx V.
The price is £792
includes taxes & fees
1 Nov - 2 Nov
5BR Beach House, Water Views, Steps to Beach, Backyard
A living room with a staircase, a sofa, a coffee table, and a TV.

19. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is £211
includes taxes & fees
1 Nov - 2 Nov
Loft •Pool • Gym • Free Parking • Near Yale
A living room with a sofa, armchair, ottoman, and coffee table.

20. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is £375
includes taxes & fees
3 Nov - 4 Nov
Stamford Home | Family, Work and Plenty of Parking
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

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"Nice clean hotel. Nice staff."
Nunzio 2-night trip
Posted 19 hours ago
Norwalk Inn & Conference Center

Find out more about Southport

Southport Holiday Homes information

Number of reviews
295
Accommodation
249 Holiday Homes
Lowest Price
£117
Highest Price
£945