Southport Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Southport holiday rentals

Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (79 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Exterior

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (18 reviews)
"Perfect spot for a quick trip"
United States
James P.
The price is HK$968
HK$1,418 total
includes taxes & fees
15 Mar - 16 Mar
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Fridge, microwave, oven, stovetop

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (2 reviews)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is HK$828
HK$2,187 total
includes taxes & fees
8 Mar - 9 Mar
Renovated 2BR Retreat / Modern Comforts Included
1 bedroom, desk, iron/ironing board, free WiFi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.6 out of 10, Exceptional, (7 reviews)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is HK$1,095
HK$1,798 total
includes taxes & fees
8 Mar - 9 Mar
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is HK$938
HK$1,539 total
includes taxes & fees
16 Mar - 17 Mar
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Smart TV

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
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is HK$1,232
HK$2,325 total
includes taxes & fees
8 Mar - 9 Mar
Centric property close to all the great things in the city
Property grounds

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, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is HK$1,267
HK$2,395 total
includes taxes & fees
9 Mar - 10 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Property grounds

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
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is HK$1,232
HK$2,550 total
includes taxes & fees
9 Mar - 10 Mar
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Interior

Beach Apartment in Woodmont Milford

Beach Apartment in Woodmont Milford
Milford
9.0 out of 10, Wonderful, (2 reviews)
"Had a great stay!"
United States
Garry G.
The price is HK$802
HK$2,545 total
includes taxes & fees
8 Mar - 9 Mar
Beach Apartment in Woodmont Milford
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$665
HK$1,146 total
includes taxes & fees
2 Apr - 3 Apr
Business or Weekend escape
Fridge, microwave, stovetop, cookware/dishes/utensils

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is HK$1,196
HK$2,533 total
includes taxes & fees
8 Mar - 9 Mar
Zen, Spacious & Comfy 2 bed, Lux beds
2 bedrooms, iron/ironing board, travel cot, WiFi

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Brooklawn - St. Vincent
8.0 out of 10, Very good, (1 review)
"It was clean "
United States
Burton
The price is HK$828
HK$2,234 total
includes taxes & fees
9 Mar - 10 Mar
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is HK$1,795
HK$4,144 total
includes taxes & fees
16 Mar - 17 Mar
McAngel Haven: 5 mins from Yale
Interior

Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22 reviews)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is HK$1,244
HK$3,394 total
includes taxes & fees
20 Mar - 21 Mar
Luxury Designer 2 bedroom+office/3bed vacation home.
Property grounds

Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is HK$1,267
HK$3,110 total
includes taxes & fees
12 Mar - 13 Mar
Seabreeze at the beach west beach Stamford ct.
Offices

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
The price is HK$1,126
HK$2,460 total
includes taxes & fees
8 Mar - 9 Mar
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Fridge, microwave, oven, stovetop

Renovated Cape Near beach, with Fire Pit and BBQ

Renovated Cape Near beach, with Fire Pit and BBQ
Fairfield
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is HK$1,384
HK$3,812 total
includes taxes & fees
8 Mar - 9 Mar
Renovated Cape Near beach, with Fire Pit and BBQ
Fridge, microwave, oven, stovetop

Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
6.8 out of 10, (3 reviews)
"Cozy get away"
United States
Anonymous traveller
The price is HK$1,171
HK$2,713 total
includes taxes & fees
11 Mar - 12 Mar
Modern 2 Bed in BlackRock
TV, offices

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
The price is HK$802
HK$2,244 total
includes taxes & fees
8 Mar - 9 Mar
Beach Apartment in Woodmont Milford 102
Iron/ironing board, Internet, bed sheets

Wonderful 3-bedroom apartment with AC in welcoming Bridgeport

Wonderful 3-bedroom apartment with AC in welcoming Bridgeport
Downtown Bridgeport
The price is HK$1,464
HK$2,127 total
includes taxes & fees
10 Mar - 11 Mar
Wonderful 3-bedroom apartment with AC in welcoming Bridgeport
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
"Room was nice …pool was TINY! Everything else was really great for $140 ! I enjoyed the peacefulness! "
Rachel 1-night trip
Posted 4 hours ago
Norwalk Inn & Conference Center

Find out more about Southport

Search for holiday rentals in Southport on Expedia! You can easily find your home rentals, villas, holiday apartments in Southport using one of the methods below:

  • View our selection of featured holiday rentals in Southport
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  • Enter your travel dates to view the best deals on holiday rentals in Southport while they last

Look no further and take a look at our great range of rental properties in Southport!

Frequently asked questions

Can I find a holiday rental in Southport?

Yes, there are holiday rentals close to the most popular sights in Southport, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Southport has a good selection of restaurants. Make sure you have time to check out the hockey games and beaches during your trip.

What are some of the best holiday rentals that Southport has to offer?

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This holiday home rental outside of Southport is equipped with a garden, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Southport?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Southport stay.

What can I see and do in Southport?

Explore the area and family-friendly sights such as Stepping Stones Museum for Children, or get out into nature at a spot like Southport Beach. In the wider area, you’ll find South Pine Creek Beach and Fairfield Theater Company.

What are holiday rentals like in Southport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southport. Holiday rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.