southport Congregational Church connecticut

Southport Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Southport holiday rentals

Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$4,901
HK$8,379 total
includes taxes & fees
2 Jul - 3 Jul
Beechmont - Perfect for Family Retreat!
Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (91 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is HK$1,506
HK$2,210 total
includes taxes & fees
29 Jun - 30 Jun
DUNE Fairfield Beach
Property grounds

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, (39 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is HK$1,340
HK$2,528 total
includes taxes & fees
18 Jun - 19 Jun
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Interior

Stay at Black Rock Harbor

Stay at Black Rock Harbor
Black Rock Historic District
10.0 out of 10, Exceptional, (26 reviews)
"This house was perfect for our family. Will definitely use again when we're visiting family in the area."
United States
Laura L.
The price is HK$4,388
HK$8,439 total
includes taxes & fees
1 Jul - 2 Jul
Stay at Black Rock Harbor
Smart TV, fireplace

6BR Easton House with Pool, Hot Tub & Big Yard

6BR Easton House with Pool, Hot Tub & Big Yard
Easton
The price is HK$3,369
HK$8,882 total
includes taxes & fees
22 Jun - 23 Jun
6BR Easton House with Pool, Hot Tub & Big Yard
Fridge, microwave, oven, stovetop

Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is HK$2,633
HK$3,682 total
includes taxes & fees
22 Jun - 23 Jun
Stylish Home With Free ParkingZA
1 bedroom, desk, iron/ironing board, free WiFi

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

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (12 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is HK$1,097
HK$1,818 total
includes taxes & fees
16 Jun - 17 Jun
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Exterior

World Cup Rental Waterfront Beach House Sunsets Private 90 mins MetLife

World Cup Rental Waterfront Beach House Sunsets Private 90 mins MetLife
Northport
9.4 out of 10, Exceptional, (17 reviews)
"Great host and property!"
United States
Anonymous traveller
The price is HK$6,326
HK$10,047 total
includes taxes & fees
22 Jun - 23 Jun
World Cup Rental Waterfront Beach House Sunsets Private 90 mins MetLife
Property grounds

Waterfront Paradise Private Beach + Dock + Hot tub

Waterfront Paradise Private Beach + Dock + Hot tub
Saint James
10.0 out of 10, Exceptional, (1 review)
"This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to chase my little around to ensure they weren't touching or playing with any of the decorations. Plenty of bathrooms and counter space. No cell reception but the Wi-Fi worked throughout the whole home....
United States
Devin k.
The price is HK$7,816
HK$12,906 total
includes taxes & fees
16 Jun - 17 Jun
Waterfront Paradise Private Beach + Dock + Hot tub
4 bedrooms, Internet

Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is HK$7,100
HK$10,237 total
includes taxes & fees
12 Jul - 13 Jul
Stareway to Heaven in Fairfield
Property grounds

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
9.8 out of 10, Exceptional, (15 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is HK$1,594
HK$3,039 total
includes taxes & fees
18 Jun - 19 Jun
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Interior

Walkable Townhouse with Garage & Yard, 45 min to NYC!

Walkable Townhouse with Garage & Yard, 45 min to NYC!
West Side
9.6 out of 10, Exceptional, (7 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is HK$3,401
HK$5,932 total
includes taxes & fees
21 Jun - 22 Jun
Walkable Townhouse with Garage & Yard, 45 min to NYC!
Smart TV

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)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is HK$1,234
HK$2,066 total
includes taxes & fees
16 Jun - 17 Jun
Centric property close to all the great things in the city
Offices

Penthouse Perfection: with Unmatched Skyline Views

Penthouse Perfection: with Unmatched Skyline Views
Downtown Stamford
10.0 out of 10, Exceptional, (13 reviews)
"The place met all of our needs. Centrally located, easy to access and perfectly clean. We all enjoyed our stay."
United States
Gene A.
The price is HK$2,625
HK$4,699 total
includes taxes & fees
21 Jun - 22 Jun
Penthouse Perfection: with Unmatched Skyline Views
Smart TV

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is HK$2,461
HK$5,647 total
includes taxes & fees
23 Jun - 24 Jun
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
Fridge, microwave, oven, stovetop

Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
The price is HK$3,252
HK$6,867 total
includes taxes & fees
22 Jun - 23 Jun
Stylish Beach Home near Stamford Downtown/Beach
Beach nearby, sun-loungers, beach towels

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (37 reviews)
"Hosts were readily available to address any needs that arose. Home was comfortable for our weekend visit."
United States
Meg S.
The price is HK$1,918
HK$4,394 total
includes taxes & fees
17 Jun - 18 Jun
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (55 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
The price is HK$666
HK$1,148 total
includes taxes & fees
22 Jun - 23 Jun
Business or Weekend escape
Exterior

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

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Great stay a Beechmont House. The house was very well kept and had plenty of space."
United States
Patrick K.
The price is HK$8,580
HK$14,635 total
includes taxes & fees
16 Jun - 17 Jun
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Fridge, microwave, oven, stovetop

Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is HK$3,738
HK$6,949 total
includes taxes & fees
17 Jun - 18 Jun
Renovated Retreat with Heated Pool
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
"It was a nice hotel only thing was had to pay $25 for parking and $25 for breakfast"
Randy 1-night trip
Posted less than an hour 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
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  • 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!

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 offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals will I find in Southport?

With 4 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 Stepping Stones Museum for Children, or get out into nature at a spot like Southport Beach. In the wider area, you’ll find Country Club of Fairfield and Fairfield Theater Company.

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.