Southport Vacation Rentals

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Check prices for these dates

Tonight
Jul 22 - Jul 23
Tomorrow
Jul 23 - Jul 24
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Southport

Westport "Gold Coast" across from Southport beach
Classic architecture with a black-framed window and lamp post.

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (91)
"Very cute spot in a great location. "
Westport "Gold Coast" across from Southport beach
Stamford Suites
Welcome to our reception area, featuring a polished reception desk, pendant light fixture, and patterned wallpaper with a geometric design.

Stamford Suites

4.0 star property
5.8 out of 10, (46)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
$169 nightly
The price is $195
Jul 23 - Jul 24
Total includes taxes and fees
Stamford Suites
DUNE Fairfield Beach
Enjoy a serene beach experience with a tranquil atmosphere, perfect for relaxation or contemplation.

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (60)
"Incredible staff, friendly, helpful. "
$217 nightly
The price is $249
Aug 14 - Aug 15
Total includes taxes and fees
DUNE Fairfield Beach
Guesthouse at Norwalk Inn
Welcome to our hotel, where a grand entrance sets the tone for a memorable stay.

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 "
$273 nightly
The price is $315
Aug 11 - Aug 12
Total includes taxes and fees
Guesthouse at Norwalk Inn
Business or Weekend escape
Enjoy a refreshing swim under the stars at our pool, surrounded by a spacious deck.

Business or Weekend escape

9.2 out of 10, Wonderful, (42)
"Very nice owner with great communication. "
$130 nightly
The price is $147
Jul 23 - Jul 24
Total includes taxes and fees
Business or Weekend escape
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Enjoy the ocean view from this room, featuring a sofa, chair, and small table.

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

10.0 out of 10, Exceptional, (4)
"Beautiful house to stay, perfect location to beach and the host Robert was wonderful! Will be staying here again on our next visit. "
$610 nightly
The price is $691
Jul 28 - Jul 29
Total includes taxes and fees
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Kitchen features a refrigerator, microwave, stove, and sink, with a rug and window.

(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 Designer 2 bedroom+office/3bed vacation home.
Relax in this inviting outdoor seating area with wicker furniture and cushioned seating, surrounded by a white lattice railing.

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

9.4 out of 10, Exceptional, (20)
"Had a great stay!"
$427 nightly
The price is $484
Aug 1 - Aug 2
Total includes taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Relax in this serene bedroom with a large arched window, a cozy seating area, and a minimalist design featuring a white bed.

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

$173 nightly
The price is $196
Jul 28 - Jul 29
Total includes taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Relax on the pier with lounge chairs and enjoy the serene natural surroundings.

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."
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow
Luxury Apartments by Hyatus at The Asher
Relax in a stylish living room with a plush sofa, dark fireplace, and large window offering a view of the outdoors.

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher
1856 Trading House close to water
Relax in this serene outdoor space with a dining table, wicker sofa, and lush greenery.

1856 Trading House close to water

9.4 out of 10, Exceptional, (17)
"Close to port Jefferson!"
1856 Trading House close to water
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Relax in this stylish living room with a high ceiling, leather sofa, and comfortable armchair.

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

8.6 out of 10, Excellent, (7)
"I rented this place because of the location and convenience to the many things we enjoy about Milford CT. The master bedroom is top-notch as well as the living space downstairs. We hoped to use the outdoor fire place make smores, but due to a medical emergency our trip was cut short. Regardless, we enjoyed our stay at 42 Wood Ave. Thank you, Tiffany, for supplying an awesome rental."
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Renovated 2BR Retreat / Modern Comforts Included
Cozy retreat with a bed, bedside tables, and a comfortable chair.

Renovated 2BR Retreat / Modern Comforts Included

10.0 out of 10, Exceptional, (1)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
$310 nightly
The price is $351
Jul 23 - Jul 24
Total includes taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
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.

8.8 out of 10, Excellent, (6)
$295 nightly
The price is $334
Jul 23 - Jul 24
Total includes taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
My little place Cozy Open concept for quiet time.
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, sink, and ample cabinetry.

My little place Cozy Open concept for quiet time.

8.0 out of 10, Very Good, (2)
"Great, clean property that was easy to access and very convenient to downtown Bridgeport. Perfect place to clean up and sleep. Very welcoming space."
$436 nightly
The price is $493
Jul 24 - Jul 25
Total includes taxes and fees
My little place Cozy Open concept for quiet time.
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Compact kitchen with a coffee maker and dining area with a round table and two chairs.

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"This was far beyond our expectations. Good to know that there are people that continue to take pride in their property and do not disillusion people. "
$170 nightly
The price is $194
Aug 22 - Aug 23
Total includes taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Adorable Cottage with Water Views, Across the street from Prime & other eateries
Boats docked in a serene marina surrounded by lush greenery and residential homes.

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
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow
Staircase leads through lush foliage, flanked by railings for support.

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

9.8 out of 10, Exceptional, (7)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow
Minutes to Walnut Beach, newly renovated 3 bedroom home
Enjoy a serene beachside retreat with a balcony overlooking the tranquil ocean.

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (5)
"Very nice place."
Minutes to Walnut Beach, newly renovated 3 bedroom home
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

The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"We had requested a second floor room, but were given a first floor room. We asked at the front desk if we could change, and James was very helpful and accommodating. He was very kind and answered our questions. "
Kathy 1-night trip
Posted 14 hours ago
The Circle Hotel Fairfield

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 WiFi 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 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.