Southport Holiday Homes from €138: Search Top House Rentals

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A Gothic-style church with a tall steeple, large arched windows, and a clock tower.

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Our top choices for Southport holiday homes

A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

A wooden chessboard on a round table with a checkered pattern, set against a backdrop of a living room with a sofa and a small side table.

A modern living room with a large sofa, a fireplace, and a television.

1. 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, (40 reviews)

10/10

Exceptional

(40 reviews)

"Great accommodations and perfect location for us. "

Kim G.

The price is €533

€533

includes taxes & fees

21 Oct - 22 Oct

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

A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

A living room with a fireplace, a television, a large window, and two sofas.

A dining area with a wooden table and chairs, a white bench, and a window with a view of a brick building.

A modern living room with a white sofa, a round coffee table, and a fireplace.

2. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Fairfield

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"Place was very clean . Communication between owner and us was excellent."

gail s.

The price is €528

€528

includes taxes & fees

5 Oct - 6 Oct

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

A spacious living room with a large window, a ceiling fan, a grey sofa, and a coffee table.

A room with two beds, a radiator, and a window with blinds.

A house with a stone facade, a porch with steps, and a wooden ceiling.

3. 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

6.6 out of 10, (17 reviews)

6.6/10

(17 reviews)

"This rental was great accommodation"

Alma B.

The price is €239

€239

includes taxes & fees

4 Oct - 5 Oct

Centric property close to all the great things in the city

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

A bedroom with a bed, a wooden nightstand, a door, and a mirror.

A shower with beige tiles, a showerhead, and a drain. There are four bottles of shampoo and conditioner on the wall.

A kitchen with wooden cabinets, a marble countertop, a gas stove, a microwave, and a stainless steel refrigerator.

4. Elite room stay

Elite room stay

Bridgeport

The price is €302

€302

includes taxes & fees

3 Oct - 4 Oct

Elite room stay

A swimming pool at night with blue lighting.

A kitchen area with a black refrigerator, a blue microwave, a coffee maker, and a small table with cereal boxes and a glass.

A two-story house with a front porch, a small front yard, and a solar panel on the roof.

A grey sofa against a brick wall, a bed with white bedding, and a tiled floor with a geometric pattern.

5. Business or Weekend escape

Business or Weekend escape

Stratford

9.2 out of 10, Wonderful, (59 reviews)

9.2/10

Wonderful

(59 reviews)

"Definitely clean - good place for an overnight stay."

Kimberly

The price is €138

€138

includes taxes & fees

6 Oct - 7 Oct

Business or Weekend escape

A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

A bedroom with a bed, a nightstand, a lamp, a mirror, a window with curtains, and a framed picture on the wall.

A bathroom with a toilet, a sink, a mirror, and a shower curtain.

A dining room with a wooden table, four chairs, a chandelier, and a mirror.

6. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature

Cranbury

The price is €385

€385

includes taxes & fees

4 Oct - 5 Oct

Gilded Age Luxury Surrounded by Nature

7. #37 - Luxury Collection

#37 - Luxury Collection

Stratford

8.4 out of 10, Very good, (5 reviews)

8.4/10

Very good

(5 reviews)

"Peaceful spot, conveniently located."

Katherine

The price is €416

€416

includes taxes & fees

8 Oct - 9 Oct

#37 - Luxury Collection

A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

A bedroom with a bed, a nightstand, a lamp, a window with blinds, and a door.

A backyard with a wooden fence, a fire pit, and three Adirondack chairs.

A dining area with a long table, blue upholstered chairs, a bench, and a blue cabinet with a pot on top.

8. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home

Tunxis Hill

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."

Raelyn O.

The price is €820

€820

includes taxes & fees

4 Oct - 5 Oct

4 Mi to Beach & Dtwn! Charming Fairfield Home

A bedroom with a bed, two bedside tables, a lamp, an air conditioning unit, a patterned rug, and a painting on the wall.

A residential property with a grassy yard, a wooden garage, and a house with a brown roof.

A single-story house with a front porch, a chimney, and a small front yard.

A kitchen counter with a coffee maker, a woven basket, a wine bottle, and a glass.

9. Renovated Beachside Retreat

Renovated Beachside Retreat

Milford

The price is €318

€318

includes taxes & fees

8 Oct - 9 Oct

Renovated Beachside Retreat

A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

A modern kitchen with a wooden island, white cabinetry, and a large painting above the island.

A modern hotel room with a bed, a desk, a chair, a television, and a door leading to a balcony.

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

10. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Tunxis Hill

9.4 out of 10, Exceptional, (20 reviews)

9.4/10

Exceptional

(20 reviews)

"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "

Emily K.

The price is €716

€716

includes taxes & fees

5 Oct - 6 Oct

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

A bedroom with two beds, a wooden dresser, and a mirror.

A kitchen with dark wood cabinets, a stainless steel refrigerator, a stove, and a white countertop.

A kitchen with a central island, wooden cabinets, a refrigerator, and a dining area with a sofa.

11. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

The price is €432

€432

includes taxes & fees

3 Oct - 4 Oct

Cozy 1-bedroom house in welcoming Bridgeport

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

A bedroom with a bed, two nightstands, a window with blinds, and two framed pictures on the wall.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with stools.

A living room with a grey sectional sofa, a coffee table with decorative items, a white armchair, and a window with blinds.

12. 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, (20 reviews)

9.8/10

Exceptional

(20 reviews)

"Very nice location, easy check in and check out. Also very comfortable."

Leslie S.

The price is €320

€320

includes taxes & fees

13 Oct - 14 Oct

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

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

A wooden deck with a hanging chair and a barbecue grill.

A bedroom with a white bed, two bedside tables, a chandelier, and two windows.

A modern living room with a white sectional sofa, a white armchair, a woven coffee table, and a potted plant.

13. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Historic District

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."

Melissa H.

The price is €646

€646

includes taxes & fees

28 Oct - 29 Oct

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

A two-story house with a porch, stone steps, and a variety of plants.

A living room with a fireplace, wooden beams, a sofa, and a patterned armchair.

A living room with a beige sectional sofa, a patterned rug, and a door leading to an outdoor area.

A wooden staircase with a chandelier, leading to a room with a large window and a painting on the wall.

14. 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)

8.8/10

Excellent

(10 reviews)

"Plenty of bedrooms and space for the family. Very prompt communication with host."

David K.

The price is €1,142

€1,142

includes taxes & fees

5 Oct - 6 Oct

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

A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

A spacious dining area with a large wooden table and black chairs, white walls, and a ceiling with exposed beams.

A spacious living room with a patterned armchair, a glass coffee table, and a floral arrangement. A staircase with wooden railings leads to another room.

15. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5.0 star property

North End

The price is €1,365

€1,365

includes taxes & fees

6 Oct - 7 Oct

Beechmont - Perfect for Family Retreat!

A modern kitchen with a marble island, bar stools, and a dining area with a table and chairs.

A room with two wooden chairs, a small table with a plant, and large windows.

A modern kitchen with a large island, dark cabinetry, and a pendant light.

16. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Milford

9.8 out of 10, Exceptional, (9 reviews)

9.8/10

Exceptional

(9 reviews)

"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "

Traci F.

The price is €408

€408

includes taxes & fees

4 Oct - 5 Oct

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

A campfire with a wooden table and benches by a lake.

A snow-covered landscape with a house, a barn, and a pond.

A bedroom with a large window, a bed, and a flat-screen TV mounted on the wall.

A room with large windows overlooking a lake and greenery.

17. 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, (42 reviews)

9.8/10

Exceptional

(42 reviews)

"Nice stay"

Christopher J.

The price is €283

€283

includes taxes & fees

7 Oct - 8 Oct

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

A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

A kitchen with light-colored cabinets, a granite countertop, and a Bosch dishwasher.

A room with a wooden floor, white walls, and a door with a lock. There is a window with blinds, a ceiling vent, and a small table with a vase of flowers.

A bedroom with a bed, two bedside tables, a nightstand, a shelf with plants, and a mirror.

18. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Shelton

The price is €429

€429

includes taxes & fees

4 Oct - 5 Oct

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

A living room with a sofa set, a coffee table, and a television on a stand.

A neatly arranged bedroom with a bed, nightstands, a radiator, and a window with curtains.

A spacious living room with a wooden floor, a beige sofa set, a coffee table, and a side table with a lamp.

A dining room with a wooden table and chairs, white curtains, and a vase on a side table.

19. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

8.6 out of 10, Excellent, (9 reviews)

8.6/10

Excellent

(9 reviews)

"the home was nice clean if in the area I would stay here again"

james w.

The price is €520

€520

includes taxes & fees

5 Oct - 6 Oct

Spacious Stamford Home | Family, Work, Parking

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

A marina with boats docked, a Ferris wheel in the background, and a wooden pier with a sign.

A modern dining area with a glass table, grey upholstered chairs, and a view of the kitchen in the background.

A modern living room with a sectional sofa, a coffee table, and a large window with curtains.

20. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard

Cove - East Side - Shippan

9.8 out of 10, Exceptional, (26 reviews)

9.8/10

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. "

Maury A.

The price is €639

€639

includes taxes & fees

7 Oct - 8 Oct

5BR Beach Home | Walk to Cove Beach + Private Yard

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

Norwalk Inn & Conference Center

10/10 Excellent

"The room was very clean, staff was extremely friendly."

Angela 2-night trip

Posted 4 hours ago

Norwalk Inn & Conference Center

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"Nice clean hotel and wonderful staff."

Michael 1-night trip

Posted 5 hours ago

Best Western Executive Hotel Of New Haven - West Haven

Ethan Allen Hotel

10/10 Excellent

"Sold my home and im using the hotel as a temporary residence. Very comfortable and staff especially the front desk and house keeping folks have been amazing."

Angelo 3-night trip

Posted 19 hours ago

Ethan Allen Hotel

Trumbull Marriott Shelton

8/10 Good

"Good Hotel, good service, clean nice quiet rooms."

Terry 4-night trip

Posted 1 day ago

Trumbull Marriott Shelton

Hilton Garden Inn Shelton

10/10 Excellent

"The rooms were very spacious and clean. Bedding was comfortable and the out door courtyard was lovely to relax in with a cold beverage at the end of the day."

Adam 2-night trip

Posted 2 days ago

Hilton Garden Inn Shelton

Amsterdam Hotel

10/10 Excellent

"Love this place. Big rooms. Great staff."

Melissa 1-night trip

Posted 2 days ago

Amsterdam Hotel

Delamar Southport

8/10 Good

"Loved it! Staff very friendly and helpful, epic breakfast and fun bar scene downstairs. I feel it’s overpriced or I would have gone with 5 stars."

Jennifer 2-night trip

Posted 2 weeks ago

Delamar Southport

Find out more about Southport

Southport Holiday Homes information

Number of reviews	275
Accommodation	249 Holiday Homes
Lowest Price	€138
Highest Price	€1,365

Holiday Homes in Southport

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southport holiday homes

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

2. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

3. Centric property close to all the great things in the city

4. Elite room stay

5. Business or Weekend escape

6. Gilded Age Luxury Surrounded by Nature

7. #37 - Luxury Collection

8. 4 Mi to Beach & Dtwn! Charming Fairfield Home

9. Renovated Beachside Retreat

10. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

11. Cozy 1-bedroom house in welcoming Bridgeport

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

13. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

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

15. Beechmont - Perfect for Family Retreat!

16. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

17. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

18. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

19. Spacious Stamford Home | Family, Work, Parking

20. 5BR Beach Home | Walk to Cove Beach + Private Yard

Find holiday rentals that suit your style

Top Southport Hotel Reviews

Norwalk Inn & Conference Center

Find out more about Southport

Southport Holiday Homes information