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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Featured Cottages in Southport and around

Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks
Miscellaneous

Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks

10.0 out of 10, Exceptional, (2)
"2 night stay over Thanksgiving holiday. Cozy Cottage was just lovely. Fully applianced and stocked kitchen. Large bathroom-super soft towels. King size bed was comfy and cozy. Living room was perfect for relaxing. Rules clearly communicated. Owners were very helpful and responsive. Driveway a little tricky to maneuver when parking spots are occupied. Safe location…. Good walking and exploring in the area "
Cos Cob Cottage: Full Kitchen, Fenced Patio, Private Parking, Walk to Restaurants, Shops, and Parks
Cozy Cabin @ Sticks & Stones Farm
Interior

Cozy Cabin @ Sticks & Stones Farm

8.0 out of 10, Very good, (2)
"If you pictured this property minutes from the historic district of Newtown it’s exactly that. The space brings to life the feeling of the rustic yet comfortable aspect of Connecticut. My adult son and teenage daughter were comfortable but thoroughly enjoyed the living room fireplace. This location is 10 minutes away from restaurants that will please most families with a mix of family to high end with a side of fancy. "
The price is €187
includes taxes & fees
23 Feb - 24 Feb
Cozy Cabin @ Sticks & Stones Farm
Trendy 1 bedroom +loft apartment w/ parking
Smart TV

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (7)
"We really enjoyed this place and location. Everything as advertised. Clean, safe area with great parking, convenient to 95 and all of Stamford, comfortable bed, W/D steps away. "
Trendy 1 bedroom +loft apartment w/ parking
🔥Fairfield County Cozy cottage , super close great adventure
Fridge, microwave, oven, stovetop

🔥Fairfield County Cozy cottage , super close great adventure

9.8 out of 10, Exceptional, (7)
"Clean property, quiet neighborhood, great location. Close to Sacred Heart Univ."
🔥Fairfield County Cozy cottage , super close great adventure
Cozy Riverside Cottage
Outdoor dining

Cozy Riverside Cottage

10.0 out of 10, Exceptional, (1)
"Cottage is very comfortable and clean. Neighborhood is quiet and in natural surroundings. Be prepared for spotty reception (screenshot access code) but WiFi is excellent in home, so is the TV/music system. Over all, excellent value and great accommodations in a beautiful spot. Only needed it for the weekend, but would book as a destination for some peace and quiet."
Cozy Riverside Cottage
Beach cottage on private beach!
Beach nearby, sun-loungers, beach towels

Beach cottage on private beach!

10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!
Waterfront Beach Cottage Sunset Oasis Village Parks Music Winery Brewery 1hr NYC
Terrace/patio

Waterfront Beach Cottage Sunset Oasis Village Parks Music Winery Brewery 1hr NYC

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."
The price is €297
includes taxes & fees
14 Feb - 15 Feb
Waterfront Beach Cottage Sunset Oasis Village Parks Music Winery Brewery 1hr NYC
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach nearby

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (4)
"This place was perfection for my mom and I. The location was easy to get to from highway, the inside of the place was spotless, updated and cozy and property owner Susana was highly responsive to any questions we had. The location was ideal for walks both on the beach and on walking paths. We will definitely stay again in the future. "
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Adorable 1-Bedroom Cottage in Weston, CT
Fridge, microwave, oven, stovetop

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (36)
"Enjoyed our stay. Jacques is probably the most responsive owner I have ever rented from. Makes a real difference. Always helpful with any queries. "
The price is €294
includes taxes & fees
15 Feb - 16 Feb
Adorable 1-Bedroom Cottage in Weston, CT
Charming 2 Bedroom Cottage in Peaceful New Canaan
Property grounds

Charming 2 Bedroom Cottage in Peaceful New Canaan

2.0 star property
10.0 out of 10, Exceptional, (2)
"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."
Charming 2 Bedroom Cottage in Peaceful New Canaan
Westport "Gold Coast" across from Southport beach
Property grounds

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (83)
"House was perfect and in a great location. It was clean, well-stocked and had everything you might need - either winter or summer. The owner was incredibly helpful. Unqualified highest recommendation "
Westport "Gold Coast" across from Southport beach
Sun and Fun on the beach!!
TV

Sun and Fun on the beach!!

9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Fridge, microwave, oven, stovetop

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

10.0 out of 10, Exceptional, (4)
"Best vrbo we every stayed at"
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
South Salem Vacation Rental w/ Furnished Deck!
Miscellaneous

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!
Charming 3 Bedroom Beach Front Cottage
Outdoor dining

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (2)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
Charming 3 Bedroom Beach Front Cottage
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Exterior

Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

10.0 out of 10, Exceptional, (6)
"Wonderful stay!"
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Beachfront Connecticut Retreat w/ Views!
On the beach

Beachfront Connecticut Retreat w/ Views!

9.6 out of 10, Exceptional, (7)
"Just a wonderful beach cottage in a great spot that had all we needed"
Beachfront Connecticut Retreat w/ Views!
Second floor cottage apartment located in a private community.
Miscellaneous

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (14)
"What a lovely apartment hidden away on a private street. It is very clean and well-kept, and extra attention is given to making sure guests have what they need. Communication with hosts was easy and straightforward. We were very pleased with our stay. "
Second floor cottage apartment located in a private community.
Ridgefield Cottage: Walk to Town & Movie Theater!
Fridge, microwave, stovetop, coffee/tea maker

Ridgefield Cottage: Walk to Town & Movie Theater!

Ridgefield Cottage: Walk to Town & Movie Theater!
Beachfront cottage located in the heart of Fairfield Beach!!
On the beach

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"This is my third year staying at this property. I have friends that live around the area so it is a nice quiet private space to reconnect. Paul the host is always quick to respond to any concerns I may have while staying. My dog Angel is in heaven literally 5 steps to the water . The beach and people are so kind and friendly. Love it!"
Beachfront cottage located in the heart of Fairfield 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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Other property types in Southport

Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.4 out of 10, (22)
"It was in walking distance of the event we were going to."
The price is €187
includes taxes & fees
27 Feb - 28 Feb
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun-loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Place was clean and comfortable. Some nights were louder than others with by passers from the bar next door. Otherwise pleasant visit. Could not get in the first night. Needed to get another hotel stay. Was not able to reach anyone."
The price is €305
includes taxes & fees
24 Feb - 25 Feb
DUNE Fairfield Beach
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (13)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher
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.

Frequently asked questions

How much do cottages in Southport cost?
You’ll pay between €187 and €297 per night for cottages in Southport. No matter your budget, a wonderful stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southport?
Pick from 43 cottages in Southport. Whether you’re travelling with the family or planning a retreat with your best buds, Expedia can help you find the ideal space to reacquaint yourself with nature.
Why book your cottage in Southport with Expedia?
We think a getaway should be stress-free, so if you’re searching for cottages in Southport at an affordable price, Expedia has got your back. Keep the budget under control and opt for a cheap option far away from the downtown buzz, or splurge on an upmarket cottage to pamper your favourite people.
How can I find cheap cottages in Southport?
A good way to score cheap cottages in Southport is with Expedia’s user-friendly filter tool. Refine your search results by amenities, star rating and budget to access unbeatable deals in a couple of clicks.