Southport Vacation Rentals

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Our top choices for Southport vacation rentals

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (80 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is ¥24,850
¥47,236 total
includes taxes & fees
Mar 11 - Mar 12
Centric property close to all the great things in the city

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ¥141,292
¥217,709 total
includes taxes & fees
Mar 11 - Mar 12
Beechmont - Perfect for Family Retreat!

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is ¥36,211
¥82,508 total
includes taxes & fees
Mar 11 - Mar 12
McAngel Haven: 5 mins from Yale

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is ¥21,169
¥42,815 total
includes taxes & fees
Mar 11 - Mar 12
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is ¥24,863
¥51,483 total
includes taxes & fees
Mar 11 - Mar 12
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Modern + Spacious 5BR/2BA Home, Renovated Backyard

Modern + Spacious 5BR/2BA Home, Renovated Backyard
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
Modern + Spacious 5BR/2BA Home, Renovated Backyard

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is ¥24,153
¥51,455 total
includes taxes & fees
Mar 12 - Mar 13
Zen, Spacious & Comfy 2 bed, Lux beds

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
10.0 out of 10, Exceptional, (4 reviews)
"Nice little spot with a great host."
United States
J M.
The price is ¥19,575
¥33,404 total
includes taxes & fees
Mar 11 - Mar 12
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ¥13,418
¥23,126 total
includes taxes & fees
Mar 26 - Mar 27
Business or Weekend escape

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (18 reviews)
"Perfect spot for a quick trip"
United States
James P.
The price is ¥19,528
¥28,621 total
includes taxes & fees
Mar 15 - Mar 16
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
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.
The price is ¥18,934
¥30,894 total
includes taxes & fees
Mar 11 - Mar 12
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
The price is ¥18,754
¥48,719 total
includes taxes & fees
Mar 11 - Mar 12
Beach Apartment in Woodmont Milford 102

Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is ¥25,573
¥62,796 total
includes taxes & fees
Mar 12 - Mar 13
Seabreeze at the beach west beach Stamford ct.

Wonderful 3-bedroom apartment with AC in welcoming Bridgeport

Wonderful 3-bedroom apartment with AC in welcoming Bridgeport
Downtown Bridgeport
The price is ¥30,104
¥43,889 total
includes taxes & fees
Mar 16 - Mar 17
Wonderful 3-bedroom apartment with AC in welcoming Bridgeport

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is ¥56,643
¥65,139 total
includes taxes & fees
Mar 15 - Mar 16
Guesthouse at Norwalk Inn

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is ¥57,905
¥137,106 total
includes taxes & fees
Mar 11 - Mar 12
New Beach Home near Stamford Downtown/Shippan

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
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
The price is ¥16,699
¥45,869 total
includes taxes & fees
Mar 25 - Mar 26
Renovated 2BR Retreat / Modern Comforts Included

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
The price is ¥22,720
¥48,691 total
includes taxes & fees
Mar 11 - Mar 12
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful old home with tons of space!"
United States
Rebeccca H.
The price is ¥138,452
¥249,392 total
includes taxes & fees
Mar 16 - Mar 17
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
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

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:

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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?

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.