Southport Holiday Rentals

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Our top choices for Southport holiday rentals

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Renovated 2BR Retreat / Modern Comforts Included

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 NZ$501
includes taxes & fees
15 Jan - 16 Jan
Renovated 2BR Retreat / Modern Comforts Included

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

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Tunxis Hill
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 NZ$542
includes taxes & fees
27 Jan - 28 Jan
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (87)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is NZ$260
includes taxes & fees
6 Jan - 7 Jan
Stamford Suites

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

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
10.0 out of 10, Exceptional, (4)
"Nice little spot with a great host."
United States
J M.
The price is NZ$365
includes taxes & fees
7 Jan - 8 Jan
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Business or Weekend escape

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 NZ$254
includes taxes & fees
1 Feb - 2 Feb
Business or Weekend escape

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is NZ$673
includes taxes & fees
10 Jan - 11 Jan
Guesthouse at Norwalk Inn

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)
"It was clean "
United States
Burton
The price is NZ$499
includes taxes & fees
6 Jan - 7 Jan
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
Kings Park
10.0 out of 10, Exceptional, (17)
"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 NZ$315
includes taxes & fees
6 Jan - 7 Jan
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Bright Escape, Top-Rated Design, Fire pit, Near Beach

Bright Escape, Top-Rated Design, Fire pit, Near Beach
Fairfield
10.0 out of 10, Exceptional, (11)
"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 NZ$810
includes taxes & fees
20 Jan - 21 Jan
Bright Escape, Top-Rated Design, Fire pit, Near Beach

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

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 NZ$648
includes taxes & fees
1 Feb - 2 Feb
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

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

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
2.0 star property
Shelton
The price is NZ$675
includes taxes & fees
9 Jan - 10 Jan
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Beach Apartment in Woodmont Milford

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 NZ$660
includes taxes & fees
7 Jan - 8 Jan
Beach Apartment in Woodmont Milford

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)
"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 NZ$753
includes taxes & fees
4 Feb - 5 Feb
Luxury Designer 2 bedroom+office/3bed vacation home.

2 Mi to Beach, Shared Yard Space: West Haven Apt!

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
West Haven
The price is NZ$621
includes taxes & fees
6 Jan - 7 Jan
2 Mi to Beach, Shared Yard Space: West Haven Apt!

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (24)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is NZ$460
includes taxes & fees
7 Jan - 8 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Fairfield
10.0 out of 10, Exceptional, (24)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is NZ$856
includes taxes & fees
11 Jan - 12 Jan
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

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

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (7)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is NZ$2,641
includes taxes & fees
6 Jan - 7 Jan
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

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, Exceptional, (20)
"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 NZ$1,287
includes taxes & fees
6 Jan - 7 Jan
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.8 out of 10, Exceptional, (8)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is NZ$700
includes taxes & fees
6 Jan - 7 Jan
Marine Theme - 4 BR - Backyard - Fire pit
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 favorite 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 depends 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 NZ$254 per night. Entering your travel dates in the search wizard you might find 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.: 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 Discovery Museum, 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.