Search Holiday Rentals in Southport

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Southport

McAngel Haven: 5 mins from Yale

10.0 out of 10, Exceptional, (11)
"Had a wonderful but short stay in New Haven. Home.of PEZ and PIZZA . "
The price is £393
includes taxes & fees
8 Jul - 9 Jul
McAngel Haven: 5 mins from Yale

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

10.0 out of 10, Exceptional, (6)
"Property manager was very attentive to our needs and replied to all msgs in a very timely fashion. There were a couple things that needed tending to when we arrived and he took care of it immediately. Despite having parking on the street, it was never an issue and often got the spot that was right next to the house. The beach was directly across the street and was clean with friendly neighbors! Although there is a sign stating no dogs or animals allowed on the beach, there were many dogs on the...
The price is £438
includes taxes & fees
22 Jul - 23 Jul
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Beach house in Milford, CT

The price is £561
includes taxes & fees
6 Jul - 7 Jul
Beach house in Milford, CT

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach

10.0 out of 10, Exceptional, (1)
"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"
The price is £466
includes taxes & fees
16 Jul - 17 Jul
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beach

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."
The price is £369
includes taxes & fees
5 Jul - 6 Jul
My little place Cozy Open concept for quiet time.

Business or Weekend escape

9.2 out of 10, Wonderful, (40)
"Very nice owner with great communication. "
The price is £110
includes taxes & fees
8 Jul - 9 Jul
Business or Weekend escape

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

10.0 out of 10, Exceptional, (1)
"Great experience. Very close to a lot of downtown restaurants and Bridgeton. 10 to 15 mnutes from the beach. Lots of added special touches and amenities. Great job by the host."
The price is £135
includes taxes & fees
7 Jul - 8 Jul
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

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

The price is £147
includes taxes & fees
7 Jul - 8 Jul
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Upscale 4BR Retreat at the Reservoir!

The price is £728
includes taxes & fees
20 Jul - 21 Jul
Upscale 4BR Retreat at the Reservoir!

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.0 out of 10, Good, (6)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is £1,121
includes taxes & fees
30 Jul - 31 Jul
Charming Long Island Family Getaway with Pool. An hour from Hamptons

Centric property close to all the great things in the city

8.2 out of 10, Very good, (12)
"This rental was great accommodation"
The price is £224
includes taxes & fees
6 Jul - 7 Jul
Centric property close to all the great things in the city

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

The price is £1,102
includes taxes & fees
7 Jul - 8 Jul
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Charming 2-bedroom house with WiFi, AC in Fairfield

10.0 out of 10, Exceptional, (1)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is £260
includes taxes & fees
7 Jul - 8 Jul
Charming 2-bedroom house with WiFi, AC in Fairfield

Marine Theme - 4 BR - Backyard - Fire pit

9.8 out of 10, Exceptional, (6)
"Had a great stay at Sarah’s place. She was very communicative and helpful before and during our stay. The house was nice and large - it was great having two living rooms for our large group. Convenient location close to many stores and sights!"
The price is £329
includes taxes & fees
6 Jul - 7 Jul
Marine Theme - 4 BR - Backyard - Fire pit

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

10.0 out of 10, Exceptional, (17)
"Very comfortable home. Lots of thought in providing all needed for a stay. We so appreciated the hosts communication...made life pleasant. We will repeat!"
The price is £526
includes taxes & fees
7 Jul - 8 Jul
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

10.0 out of 10, Exceptional, (5)
"And the bed was confortable"
The price is £504
includes taxes & fees
6 Jul - 7 Jul
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

Updated, cozy single family in Fairfield County

9.2 out of 10, Wonderful, (10)
"House was great, hosts were attentive. Enjoyed our stay"
The price is £438
includes taxes & fees
9 Jul - 10 Jul
Updated, cozy single family in Fairfield County

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The price is £1,798
includes taxes & fees
5 Jul - 6 Jul
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was exactly as presented on the website. 4 good size bedrooms, all with very comfortable king size beds, that is typically hard to find! Fantastic sunlit kitchen nook. Good location, easy access to I-95 and Parkway. "
The price is £548
includes taxes & fees
6 Jul - 7 Jul
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Easy entrance and exit policy. Great communication from owners. Perfect location. "
The price is £899
includes taxes & fees
24 Jul - 25 Jul
Waterview House Walking Distance from Cove 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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a holiday rental in Southport?

Yes, there are holiday rentals close to the most popular sights in Southport, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Southport has to offer?

Business or Weekend escape: This holiday home rental outside of Southport is equipped with a BBQ, 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 holiday rentals will I find in Southport?

With 5 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Fairfield Theater Company and Fairfield Beach.

What are holiday rentals like in Southport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southport. Holiday rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.