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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Southport holiday homes

Private kitchen

1. 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, 18, (18 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is £419
includes taxes & fees
16 Sept - 17 Sept
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Living area

2. 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
6.6 out of 10, 17, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is £200
includes taxes & fees
16 Sept - 17 Sept
Centric property close to all the great things in the city
Beach

3. 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, 39, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is £475
includes taxes & fees
5 Oct - 6 Oct
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Pool

4. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, 59, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is £116
includes taxes & fees
5 Oct - 6 Oct
Business or Weekend escape
Private kitchen

5. Elite room stay

Elite room stay
Bridgeport
The price is £253
includes taxes & fees
16 Sept - 17 Sept
Elite room stay
Private kitchen

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

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, 20, (20 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 £685
includes taxes & fees
16 Sept - 17 Sept
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Interior

7. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, 1, (1 review)
"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 £563
includes taxes & fees
16 Sept - 17 Sept
4 Mi to Beach & Dtwn! Charming Fairfield Home
Room

8. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is £305
includes taxes & fees
28 Sept - 29 Sept
Gilded Age Luxury Surrounded by Nature
Living area

9. 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, 15, (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 £534
includes taxes & fees
14 Oct - 15 Oct
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Room

10. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is £360
includes taxes & fees
16 Sept - 17 Sept
Cozy 1-bedroom house in welcoming Bridgeport
Exterior

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, 10, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is £924
includes taxes & fees
18 Sept - 19 Sept
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Front of property

12. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is £1,108
includes taxes & fees
20 Sept - 21 Sept
Beechmont - Perfect for Family Retreat!
Property grounds

13. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, 19, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is £284
includes taxes & fees
20 Sept - 21 Sept
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Private kitchen

14. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, 2, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is £564
includes taxes & fees
16 Sept - 17 Sept
Spacious Retreat with Game Room and Fire Pit
Property grounds

15. 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, 42, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is £256
includes taxes & fees
5 Oct - 6 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Private kitchen

16. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, 3, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is £542
includes taxes & fees
17 Sept - 18 Sept
Renovated Retreat with Heated Pool
Interior

17. 5BR Beach House, Water Views, Game Room, Backyard

5BR Beach House, Water Views, Game Room, Backyard
Cove - East Side - Shippan
9.4 out of 10, 31, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
The price is £648
includes taxes & fees
21 Sept - 22 Sept
5BR Beach House, Water Views, Game Room, Backyard
Living area

18. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, 9, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is £425
includes taxes & fees
16 Sept - 17 Sept
Spacious Stamford Home | Family, Work, Parking
Living area

19. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, 26, (26 reviews)
"Great stay!"
United States
Kyra S.
The price is £738
includes taxes & fees
16 Sept - 17 Sept
5BR Beach House, Game Room + Huge Backyard
Beach

20. Shore to Shore Coastal Retreat at Asharoken

Shore to Shore Coastal Retreat at Asharoken
Northport
10.0 out of 10, 1, (1 review)
"We had a great time at this Vrbo. The house is spacious and the backyard absolutely beautiful. We brought two babies under 2 and it was a perfect spot. The private beach is just steps away and lovely for low-key beach days. The fridge was not working properly, and Joe let us know ahead of time and provided us with a mini fridge that worked, which made everything easy. He also ordered us more paper towels and dish soap while we were there which was super helpful and accomodating. Would absolutely...
United States
Rachel W.
The price is £838
includes taxes & fees
21 Sept - 22 Sept
Shore to Shore Coastal Retreat at Asharoken
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

Red Carpet Inn

Red Carpet Inn

10/10 Excellent
"The room was clean and the bed was a nice king size bed. Staff was very friendly and easy to deal with. Parking was free and convenient."
Eliot 1-night trip
Posted 6 hours ago
Red Carpet Inn

Find out more about Southport

Southport Holiday Homes information

Number of reviews
Accommodation
249 Holiday Homes
Lowest Price
£1,108
Highest Price
£1,108