Southport Holiday Rentals

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Holiday Rentals in Southport

Westport "Gold Coast" across from Southport beach
10.0 out of 10, Exceptional, 76 reviews
"Lovely Abode"
Westport "Gold Coast" across from Southport beach
Stamford Suites
2.5 star property
6.8 out of 10, 725 reviews
"Inside the room in the hotel was very good and clean , We like to live here ."
The price is NZ$340
per night
27 Jun - 28 Jun
Stamford Suites
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, 11 reviews
"perfectly clean, quiet, great location "
The price is NZ$393
per night
17 Jun - 18 Jun
DUNE Fairfield Beach
Business or Weekend escape
9.6 out of 10, Exceptional, 14 reviews
"Just a perfect experience. Beautifully remodeled lower level. Extremely ckean. Coffee, tea and snacks provided. Private entrance. Experienced hosts."
The price is NZ$219
per night
17 Jun - 18 Jun
Business or Weekend escape
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, 105 reviews
"This is a fantastic property and host"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, 10 reviews
"Had a great stay!"
The price is NZ$645
per night
25 Jun - 26 Jun
Luxury Designer 2 bedroom+office/3bed vacation home.
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, 14 reviews
"The guest house was spacious and well appointed. The furnishings were very comfortable. The grounds at the house are beautiful. We thoroughly enjoyed our stay."
The price is NZ$1,359
per night
15 Jun - 16 Jun
Westport Paradise With Every Amenity!
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, 15 reviews
"Donna, the host, was absolutely wonderful. Very responsive. Cute beach bungalow. Very comfortable. Perfect for the three of us, 2 adults and 19 year old daughter. Would absolutely recommend."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, 18 reviews
"Stayed while attending a local wedding and wished we had had more time to hang out at the house! The lake is beautiful and the house had everything we needed! Hope to come back some day!"
Serenity Awaits at this Cozy Lakeside Bungalow
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
9.4 out of 10, Exceptional, 3 reviews
"The location of Ms. Jay's place is unbeatable! My group and I were in town for an event in the Total Mortgage Arena. The drive was 5 minutes max! Ms. Jay is great with communication. She was always available for any questions. The apartment is very homey, cozy and comfortable. Very nicely decorated and it has everything you might need. (We would just recommend some mirrors in the bedrooms). The place is next to a very busy street which there is always a lot of noise, especially at night. One...
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, 37 reviews
"The pictures are very deceiving - as they are of the Guesthouses not the main hotel. I thought I was booking at an Inn, but I was really booked at a regular ole chain hotel. One that charges $8 per person per day for their pool! (you should really change this policy for paying overnight guests - why should we pay additional for facilities like this?) There's also nowhere to walk to from here, so if you're without a car expect to be paying for Ubers everywhere (which is fine as they're readily...
The price is NZ$474
per night
25 Jun - 26 Jun
Guesthouse at Norwalk Inn
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, 12 reviews
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, 26 reviews
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
10.0 out of 10, Exceptional, 11 reviews
"Enjoyed the house and the location! Would stay again!"
NAUTICAL FAIRYTALE BEACH HOUSE / ACROSS THE ROAD FROM THE BEACH,45 MIN TO NYC
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, 14 reviews
"Everything was exactly as advertised! It was a comfortable stay even for a group of 8 and checkin/checkout were very smooth and easy!"
Cheerful 4 bedrooms residential house.
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
10.0 out of 10, Exceptional, 3 reviews
"We went to a show at the Capital Theater and this place was very convenient. Had a nice dinner in walking distance as well. The building is old and kind of gross, but the apartment itself was very nice, modern, and clean."
The price is NZ$441
per night
30 Jun - 1 Jul
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Private Waterfront Cottage on Long Islands North Shore Northport Village NY
10.0 out of 10, Exceptional, 1 review
The price is NZ$485
per night
18 Jun - 19 Jun
Private Waterfront Cottage on Long Islands North Shore Northport Village NY
Life is Better at the Beach!
10.0 out of 10, Exceptional, 23 reviews
"Nice weekend with friends and young kids. The place is family friendly, clean and has a great atmosphere. Audrey and her husband were very communicative and welcoming! We loved our stay"
Life is Better at the Beach!
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, 27 reviews
"The cottage has everything you need! Everything- very clean and cute! This owner is great and our family and dog love it!"
Adorable 1-Bedroom Cottage in Weston, CT
Amazing Beachfront - Dog Friendly-sorry, no cats-Classic Beach House
9.8 out of 10, Exceptional, 39 reviews
"The house was great with a perfect location"
Amazing Beachfront - Dog Friendly-sorry, no cats-Classic Beach House
Don't see what you're looking for?
See all available properties in Southport
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.

Other types of properties in Southport you may be interested in

Delamar Southport
4.0 star property
9.4 out of 10, Exceptional, 369 reviews
"Love this hotel. Rooms are always super nice, clean and spacious. Staff is always pleasant and helpful. "
The price is NZ$502
per night
14 Jul - 15 Jul
Delamar Southport
Amsterdam Hotel
2.0 star property
8.4 out of 10, Very good, 1,521 reviews
"Great hotel for a night or extended stay . Professional staff , clean rooms and breakfast "
The price is NZ$187
per night
16 Jun - 17 Jun
Amsterdam Hotel
Red Roof Inn Milford - New Haven
2.0 star property
7.0 out of 10, Good, 1,006 reviews
"Always my little spot to go to when pass through, it’s clean always and the atmosphere is clean!!"
The price is NZ$154
per night
16 Jun - 17 Jun
Red Roof Inn Milford - New Haven
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southport holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southport. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southport. Seeing all the best attractions is bound to make you fall in love with Southport. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southport short-term rentals, that won’t be hard to do.

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?

Lower Lvl Private 2BR/1BA Family/Pet Friendly: This holiday home rental outside of Southport offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. 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.

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