Southport Vacation Rentals

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Southport

Property grounds
Westport "Gold Coast" across from Southport beach
Westport "Gold Coast" across from Southport beach
10.0 out of 10, Exceptional, (94)
"Easy communication, clean apartment, good location for beach and nearby towns. "
United States
Lynn D.
Westport "Gold Coast" across from Southport beach
Lobby
Stamford Suites
Stamford Suites
4.0 star property
5.8 out of 10, (65)
"Location very good."
United States
Sheila
The price is ￥20,146
￥23,168 total
includes taxes & fees
Oct 26 - Oct 27
Stamford Suites
Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (74)
"Loved this venue! "
United States
adriano
DUNE Fairfield Beach
Lounge
Luxury Apartments by Hyatus at The Asher
Luxury Apartments by Hyatus at The Asher
4.5 star property
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
United States
Tasha
Luxury Apartments by Hyatus at The Asher
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (18)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is ￥9,888
￥28,461 total
includes taxes & fees
Oct 26 - Oct 27
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn
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 "
United States
anthony
The price is ￥41,297
￥47,491 total
includes taxes & fees
Oct 30 - Oct 31
Guesthouse at Norwalk Inn
Pool
Business or Weekend escape
Business or Weekend escape
9.2 out of 10, Wonderful, (49)
"Great value!"
United States
Bruce H.
The price is ￥12,207
￥21,477 total
includes taxes & fees
Oct 26 - Oct 27
Business or Weekend escape
Outdoor dining
Beechmont - Perfect for Family Retreat!
Beechmont - Perfect for Family Retreat!
5.0 star property
The price is ￥103,178
￥172,062 total
includes taxes & fees
Oct 28 - Oct 29
Beechmont - Perfect for Family Retreat!
Smart TV, stereo
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
10.0 out of 10, Exceptional, (3)
"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 ￥109,865
￥210,956 total
includes taxes & fees
Oct 26 - Oct 27
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
Property grounds
Luxury Designer 2 bedroom+office/3bed vacation home.
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
The price is ￥21,057
￥62,363 total
includes taxes & fees
Oct 27 - Oct 28
Luxury Designer 2 bedroom+office/3bed vacation home.
Property grounds
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
9.2 out of 10, Wonderful, (12)
"This is a quiet and beautiful spot on the water. The outside space is perfect to relax or get some sun. The inside space was relaxing and very comfortable. The host, Richard was wonderful and very responsive. "
United States
Lori G.
The price is ￥68,254
￥104,131 total
includes taxes & fees
Oct 27 - Oct 28
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
Fridge, oven, stovetop, coffee/tea maker
Centric property close to all the great things in the city
Centric property close to all the great things in the city
7.2 out of 10, Good, (13)
"This rental was great accommodation"
United States
Alma B.
The price is ￥24,033
￥45,377 total
includes taxes & fees
Oct 26 - Oct 27
Centric property close to all the great things in the city
Interior
Beach house in Milford, CT
Beach house in Milford, CT
10.0 out of 10, Exceptional, (1)
"Beautiful Home right on the Long Island sound, we had such a great time. Beach was easily accessible, The Host’s were amazing and went above and beyond in accommodating us. Highly recommend!!!"
United States
Alex F.
The price is ￥78,004
￥100,081 total
includes taxes & fees
Oct 29 - Oct 30
Beach house in Milford, CT
WiFi, bed sheets
Newly renovated Private bedroom near Stony Brook University
Newly renovated Private bedroom near Stony Brook University
2.0 star property
6.0 out of 10, (1)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
The price is ￥15,793
￥35,303 total
includes taxes & fees
Oct 27 - Oct 28
Newly renovated Private bedroom near Stony Brook University
On the beach, sun loungers, beach towels
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
10.0 out of 10, Exceptional, (130)
"Fantastic all around!"
United States
Risa S.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Dining
Peaceful Vintage Home with Private Lake in Redding, CT.
Peaceful Vintage Home with Private Lake in Redding, CT.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is ￥75,532
￥116,006 total
includes taxes & fees
Nov 3 - Nov 4
Peaceful Vintage Home with Private Lake in Redding, CT.
Exterior
Modern 2 Bed in BlackRock
Modern 2 Bed in BlackRock
2.0 star property
6.8 out of 10, (3)
"Cozy get away"
United States
Anonymous traveler
The price is ￥24,491
￥55,746 total
includes taxes & fees
Oct 26 - Oct 27
Modern 2 Bed in BlackRock
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
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
10.0 out of 10, Exceptional, (10)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is ￥18,540
￥27,285 total
includes taxes & fees
Oct 26 - Oct 27
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Interior
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Fridge, microwave, oven, stovetop
Cozy Ocean Front Retreat with Private Beach!
Cozy Ocean Front Retreat with Private Beach!
10.0 out of 10, Exceptional, (30)
"Beautiful location in a quiet spot directly on the beach. The house was immaculate, and well stocked. exactly as described. The view was amazing, we had a great stay. Great communication with the host. "
United States
greg
Cozy Ocean Front Retreat with Private Beach!
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

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

10/10 Excellent
"Very accommodating, clean and modern"
Cliff 1-night trip
Posted 13 hours ago
DoubleTree by Hilton Stamford

Find out more about Southport

Search for holiday rentals in Southport on Expedia! You can easily find your home rentals, villas, holiday apartments in Southport using one of the methods below:

  • View our selection of featured holiday rentals in Southport
  • Use the map to find apartments and other holiday homes in the Southport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southport while they last

Look no further and take a look at our great range of rental properties in Southport!

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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?

Beechmont - Perfect for Family Retreat!: This vacation home rental outside of Southport is located near the airport and has a private balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

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 Fairfield Theater Company and Fairfield Beach.

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.