Southport Holiday Rentals

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Holiday Rentals in Southport

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Downtown Bridgeport
10.0 out of 10, Exceptional, (2)
"Ricardo’s place was perfect for our needs! A small, clean and cozy place, not far from our daytime destination, the apartment offers all the basics - kitchenette, nice bathroom and modern shower, a comfy Queen Size bed, and even some snacks and essentials for a comfortable stay. The area has some restraunts and bars nearby too, though we were happy to stay in and watch some Netflix. I would highly recommend this apartment to a friend, and Ricardo has been a pleasure. Thanks so much!"
United States
Anonymous traveller
The price is AU$250
includes taxes & fees
7 Dec - 8 Dec
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

The Mansion Hotel-style

2.5 star property
Norwalk
8.6 out of 10, Excellent, (19)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
The price is AU$220
includes taxes & fees
13 Dec - 14 Dec
The Mansion Hotel-style

Stamford Suites

4.0 star property
Downtown Stamford
6.2 out of 10, (78)
"It was great"
United States
Natalie
The price is AU$207
includes taxes & fees
21 Dec - 22 Dec
Stamford Suites

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
8.4 out of 10, Very good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is AU$425
includes taxes & fees
15 Dec - 16 Dec
Guesthouse at Norwalk Inn

Renovated 2BR Retreat / Modern Comforts Included

West End - West Side
10.0 out of 10, Exceptional, (2)
"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 AU$439
includes taxes & fees
7 Dec - 8 Dec
Renovated 2BR Retreat / Modern Comforts Included

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

Greenwich
9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is AU$349
includes taxes & fees
7 Dec - 8 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Fairfield
10.0 out of 10, Exceptional, (1)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
The price is AU$481
includes taxes & fees
7 Dec - 8 Dec
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Renovated 2 bedroom entire apartment w/parking

Ansonia
10.0 out of 10, Exceptional, (1)
"Good location and great landlords."
United States
Ricardo S.
Renovated 2 bedroom entire apartment w/parking

Newly renovated Private bedroom near Stony Brook University

2.0 star property
Stony Brook
8.0 out of 10, Very good, (2)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
The price is AU$362
includes taxes & fees
8 Dec - 9 Dec
Newly renovated Private bedroom near Stony Brook University

Beechmont - Perfect for Family Retreat!

5.0 star property
North End
The price is AU$1,783
includes taxes & fees
9 Dec - 10 Dec
Beechmont - Perfect for Family Retreat!

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

2.0 star property
Kings Park
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is AU$272
includes taxes & fees
14 Dec - 15 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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

Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
The price is AU$678
includes taxes & fees
7 Dec - 8 Dec
Luxury Designer 2 bedroom+office/3bed vacation home.

Stylish 2BR House Near Stony Brook University and shopping, fully renovated

2.0 star property
Stony Brook
10.0 out of 10, Exceptional, (1)
"perfect place"
New Zealand
Akaki G.
The price is AU$809
includes taxes & fees
11 Dec - 12 Dec
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

West End - West Side
10.0 out of 10, Exceptional, (2)
"Wonderful "
United States
Nolufefe Z.
The price is AU$596
includes taxes & fees
9 Dec - 10 Dec
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Beach Apartment in Woodmont Milford

2.0 star property
Milford
9.0 out of 10, Wonderful, (2)
"Had a great stay!"
United States
Garry G.
The price is AU$699
includes taxes & fees
17 Dec - 18 Dec
Beach Apartment in Woodmont Milford

McAngel Haven: 5 mins from Yale

West Haven
9.6 out of 10, Exceptional, (17)
"The property was amazing and clean lots of room. Everyone in the family enjoyed the property. I definitely would stay here again if available when I was trying to visit CT again. "
United States
Shalonda M.
The price is AU$805
includes taxes & fees
14 Dec - 15 Dec
McAngel Haven: 5 mins from Yale

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

Brooklawn - St. Vincent
8.0 out of 10, Very good, (1)
"It was clean "
United States
Burton
The price is AU$441
includes taxes & fees
10 Dec - 11 Dec
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

2.0 star property
Shelton
The price is AU$592
includes taxes & fees
6 Jan - 7 Jan 2026
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$224
includes taxes & fees
1 Jan - 2 Jan 2026
Business or Weekend escape
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

Everything you need to know about Southport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southport holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southport holiday rentals we have selected for you start as low as AU$207 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southport rentals

At Expedia, we put the best Southport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of Southport is equipped with a garden, air conditioning and a Smart TV 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 5 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 Norwalk Maritime Aquarium, or get out into nature at a spot like Southport Beach. In the wider area, you’ll find Fairfield Theater Company and Fairfield Beach.

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.