Southport Holiday Rentals

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Holiday Rentals in Southport

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (88)
"Very cute spot in a great location. "
Westport "Gold Coast" across from Southport beach

Stamford Suites

4.0 star property
5.8 out of 10, (44)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
The price is NZ$292
includes taxes & fees
6 July - 7 July
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (59)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

Business or Weekend escape

9.2 out of 10, Wonderful, (40)
"Very nice owner with great communication. "
The price is NZ$242
includes taxes & fees
8 July - 9 July
Business or Weekend escape

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

9.4 out of 10, Exceptional, (19)
"My stay was good only con was the parking. Parking was in the street and hope you come in early to get a space or you will park down the street… there is parking in the back for a fee which was not in the description of the property upon booking."
The price is NZ$679
includes taxes & fees
7 July - 8 July
Luxury Designer 2 bedroom+office/3bed vacation home.

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is NZ$529
includes taxes & fees
6 July - 7 July
Guesthouse at Norwalk Inn

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher

Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC

Summer Holiday Waterfront Beach House Sunset Oasis Private 1hr NYC Wow!

9.8 out of 10, Exceptional, (6)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Summer Holiday Waterfront Beach House Sunset Oasis Private 1hr NYC Wow!

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

9.0 out of 10, Wonderful, (4)
"Greeted with such kindness and care. Loved looking out over the lake and taking the canoe out in the morning and jumping in the lake! Hope we can stay there again soon. "
The price is NZ$546
includes taxes & fees
6 July - 7 July
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

9.0 out of 10, Wonderful, (7)
"This property is well maintained. Some amenities available that made our stay more enjoyable. My only issue was the amount of noise you could hear throughout the night.but once you're asleep it doesn't matter. "
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (4)
"This house was perfect for our visit. It was clean and comfortable and provided everything we needed. Walking distance to a restaurant, coffee shop and the best ice cream! Would definitely stay here again. "
Minutes to Walnut Beach, newly renovated 3 bedroom home

Main Street Westport, walk to shops, dining, downtown

9.0 out of 10, Wonderful, (2)
"Beautiful home, great location, communicative hosts…A"
Main Street Westport, walk to shops, dining, downtown

Luxury 2Br with loft space 5 minutes to Downtown/Beach/ w Deck. Pet friendly!

4.0 out of 10, (1)
"Our trip was cancelled 20 hours before our stay due to flooding We were refunded, but had to scramble to find another place."
The price is NZ$605
includes taxes & fees
21 July - 22 July
Luxury 2Br with loft space 5 minutes to Downtown/Beach/ w Deck. Pet friendly!

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (6)
"Property manager was very attentive to our needs and replied to all msgs in a very timely fashion. There were a couple things that needed tending to when we arrived and he took care of it immediately. Despite having parking on the street, it was never an issue and often got the spot that was right next to the house. The beach was directly across the street and was clean with friendly neighbors! Although there is a sign stating no dogs or animals allowed on the beach, there were many dogs on the...
The price is NZ$969
includes taxes & fees
22 July - 23 July
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

My favorite place!

2.0 star property
My favorite place!

SALTY KISSES COZY BEACH HOUSE /BEACH ACCESS ACROSS STREET WATER VIEW

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was super cute, very clean and had a great location. Denise went above and beyond to make sure we had a lovey time. The backyard was beautiful and my kids loved all the critters and shells on the beach."
SALTY KISSES COZY BEACH HOUSE /BEACH ACCESS ACROSS STREET WATER VIEW

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.0 out of 10, Good, (6)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is NZ$2,479
includes taxes & fees
30 July - 31 July
Charming Long Island Family Getaway with Pool. An hour from Hamptons

Beach house in Milford, CT

The price is NZ$1,237
includes taxes & fees
6 July - 7 July
Beach house in Milford, CT

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries
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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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?

Business or Weekend escape: This holiday home rental outside of Southport is equipped with a BBQ, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

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.