Southport Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Vacation Rentals in Southport

Our top choices for Southport vacation rentals

Westport "Gold Coast" across from Southport beach
Property grounds

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (92)
"Jeff was easy to work with and we had a wonderful stay. Perfect location for Graduation weekend. Very good location and quiet. Would recommend. "
Westport "Gold Coast" across from Southport beach
Stamford Suites
Lobby

Stamford Suites

4.0 star property
5.6 out of 10, (49)
"Excellent sleep"
The price is ￥19,130
￥22,000 total
includes taxes & fees
Sep 16 - Sep 17
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (66)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Property grounds

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

9.0 out of 10, Wonderful, (7)
"Perfect place to rest. Excellent service! "
The price is ￥25,351
￥47,430 total
includes taxes & fees
Sep 3 - Sep 4
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Guesthouse at Norwalk Inn
Standard Room, 1 King Bed, Main Building | Property entrance

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 ￥37,011
￥42,563 total
includes taxes & fees
Aug 24 - Aug 25
Guesthouse at Norwalk Inn
Business or Weekend escape
Pool

Business or Weekend escape

9.2 out of 10, Wonderful, (44)
"Very nice owner with great communication. "
The price is ￥12,528
￥21,592 total
includes taxes & fees
Sep 14 - Sep 15
Business or Weekend escape
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Fridge, microwave, oven, stovetop

(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
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (17)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher
Luxury Designer 2 bedroom+office/3bed vacation home.
Property grounds

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

9.4 out of 10, Exceptional, (20)
"Had a great stay!"
The price is ￥21,814
￥61,786 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Designer 2 bedroom+office/3bed vacation home.
Beautiful historic home in Stony Brook!
Interior

Beautiful historic home in Stony Brook!

2.0 star property
8.2 out of 10, Very Good, (12)
"Thank you Great Location Would book again"
Beautiful historic home in Stony Brook!
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
1 bedroom, desk, iron/ironing board, free WiFi

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

10.0 out of 10, Exceptional, (1)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
The price is ￥20,635
￥33,900 total
includes taxes & fees
Aug 27 - Aug 28
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Terrace/patio

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

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."
The price is ￥42,581
￥69,869 total
includes taxes & fees
Aug 22 - Aug 23
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Modern House in Black Rock
Fridge, microwave, oven, stovetop

Modern House in Black Rock

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very easy stay and great location convenient to Fairfield University . Plenty of options to walk to for coffee or meals. Had everything we needed. Clean, well equipped. Great communication with owners. "
Modern House in Black Rock
Centric property close to all the great things in the city
Fridge, oven, stovetop, coffee/tea maker

Centric property close to all the great things in the city

7.6 out of 10, Good, (12)
"This rental was great accommodation"
The price is ￥23,214
￥43,831 total
includes taxes & fees
Sep 3 - Sep 4
Centric property close to all the great things in the city
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Smart TV, Netflix, Hulu, toys

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

10.0 out of 10, Exceptional, (5)
The price is ￥58,809
￥105,959 total
includes taxes & fees
Aug 22 - Aug 23
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Marina

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
1856 Trading House close to water
Outdoor dining

1856 Trading House close to water

9.4 out of 10, Exceptional, (17)
"Close to port Jefferson!"
1856 Trading House close to water
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Smart TV, stereo

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

10.0 out of 10, Exceptional, (1)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
The price is ￥106,121
￥203,619 total
includes taxes & fees
Aug 28 - Aug 29
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Modern Beach Home - Waterview, close to restaurants, universities and hospitals
Beach

Modern Beach Home - Waterview, close to restaurants, universities and hospitals

10.0 out of 10, Exceptional, (1)
"The check in process was very easy. The home was airy and bright. My family and I felt the peace and relaxation of the home. The kitchen was large and clean."
Modern Beach Home - Waterview, close to restaurants, universities and hospitals
Charming 3-bedroom Beach House
Microwave, oven, stovetop, dishwasher

Charming 3-bedroom Beach House

Charming 3-bedroom Beach House
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

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

10/10 Excellent
"Absolutely loved the hotel from the moment I walked in. From the friendly greeting to the beautiful decor. We used the outside patio seating area, which was so very lovely. The guest room was also beautifully decorated and most importantly clean. I'm looking forward to booking again at this hotel and I've recommended it to family and friends."
Jamie 1-night trip
Posted 8 hours ago
Hotel Zero Degrees Danbury

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?

Business or Weekend escape: This vacation home rental outside of Southport is equipped with a barbecue grill, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals will I find in Southport?

With 5 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 Norwalk Maritime Aquarium, 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.