Southport Vacation Rentals

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Our top choices for Southport vacation rentals

Vacation Home in North End

Beechmont - Perfect for Family Retreat!
5.0 star property
$1,191 nightly
The price is $1,370
Mar 8 - Mar 9
Total with taxes and fees
Beechmont - Perfect for Family Retreat!

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (79 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$221 nightly
The price is $254
Mar 9 - Mar 10
Total with taxes and fees
DUNE Fairfield Beach

Vacation Home in West Haven

McAngel Haven: 5 mins from Yale
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
$462 nightly
The price is $523
Feb 25 - Feb 26
Total with taxes and fees
McAngel Haven: 5 mins from Yale

Vacation Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
$263 nightly
The price is $297
Feb 25 - Feb 26
Total with taxes and fees
Centric property close to all the great things in the city

Vacation Home in Brooklawn - St. Vincent

The B&W Haven 5BR Home with yard theater + Office
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
$593 nightly
The price is $672
Mar 1 - Mar 2
Total with taxes and fees
The B&W Haven 5BR Home with yard theater + Office

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$327 nightly
The price is $377
Mar 3 - Mar 4
Total with taxes and fees
Guesthouse at Norwalk Inn

Apartment in Brooklawn - St. Vincent

Zen, Spacious & Comfy 2 bed, Lux beds
$286 nightly
The price is $324
Feb 26 - Feb 27
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds
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.
$174 nightly
The price is $197
Feb 25 - Feb 26
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Vacation Home in Cove - East Side - Shippan

New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
$821 nightly
The price is $872
Feb 25 - Feb 26
Total with taxes and fees
New Beach Home near Stamford Downtown/Shippan

Vacation Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (52 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$130 nightly
The price is $147
Mar 1 - Mar 2
Total with taxes and fees
Business or Weekend escape

Vacation Home in Fairfield

Cozy Cottage with Fire Pit, near Beach
10.0 out of 10, Exceptional, (27 reviews)
"Everything was great. Even had TP sent via Amazon before arrival and told us to open and take inside. Would definitely stay here again. "
United States
Travis W.
$440 nightly
The price is $498
Mar 1 - Mar 2
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
$291 nightly
The price is $329
Mar 1 - Mar 2
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
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
$255 nightly
The price is $289
Feb 25 - Feb 26
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
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.
$436 nightly
The price is $493
Feb 25 - Feb 26
Total with taxes and fees
Renovated Cape Near beach, with Fire Pit and BBQ
10.0 out of 10, Exceptional, (4 reviews)
"Nice little spot with a great host."
United States
J M.
$184 nightly
The price is $208
Feb 25 - Feb 26
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Cove - East Side - Shippan

Seabreeze at the beach west beach Stamford ct.
9.8 out of 10, Exceptional, (10 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
$345 nightly
The price is $391
Feb 25 - Feb 26
Total with taxes and fees
Seabreeze at the beach west beach Stamford ct.
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
$223 nightly
The price is $253
Mar 8 - Mar 9
Total with taxes and fees
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
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.
$349 nightly
The price is $397
Feb 25 - Feb 26
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
9.2 out of 10, Wonderful, (11 reviews)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
$277 nightly
The price is $314
Mar 8 - Mar 9
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
9.8 out of 10, Exceptional, (8 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
$382 nightly
The price is $433
Mar 3 - Mar 4
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southport vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southport rentals

At Expedia, we put the best Southport vacation 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 vacation.

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 vacation rental in Southport?

Yes, we have vacation rentals near well known attractions in Southport, or you can select a more remote option if you'd like a relaxing place to stay. Our travelers 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 vacation home rentals that Southport has to offer?

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This vacation 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 vacation rentals will I find in Southport?

With 4 Expedia vacation rentals, you're sure 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 larger area, you’ll find South Pine Creek Beach and Fairfield Theater Company.

What are vacation rentals like in Southport?

Vacation rentals are private accommodations you can reserve for a short or long stay in Southport. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for small groups.