Stratford, CT Vacation Homes from ￥14,374

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Our top choices for Stratford vacation homes

A swimming pool at night with blue lighting.

1. Business or Weekend escape

Stratford

Kimberly

￥23,038 total

includes taxes & fees

Nov 15 - Nov 16

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

2. Renovated Beachside Retreat

Milford

Michelle D.

￥69,177 total

includes taxes & fees

Nov 18 - Nov 19

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

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

Brooklawn - St. Vincent

Alma B.

￥40,826 total

includes taxes & fees

Nov 18 - Nov 19

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

4. Elite room stay

Bridgeport

￥52,393 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a black leather sofa, a coffee table, and a TV stand. There is a staircase leading to another level.

5. 171 Broadway · Renovated House Steps Away From The Ocean

Milford

ScottTakacs a.

￥62,877 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Fairfield

Kim G.

￥87,628 total

includes taxes & fees

Nov 18 - Nov 19

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

7. Beechmont - Perfect for Family Retreat!

North End

￥170,782 total

includes taxes & fees

Nov 18 - Nov 19

A two-story house with a gabled roof, a front porch, and a stone foundation.

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

North End

David K.

￥194,885 total

includes taxes & fees

Nov 17 - Nov 18

Ideal for meals and memorable gatherings.

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

Tunxis Hill

Emily K.

￥122,849 total

includes taxes & fees

Nov 15 - Nov 16

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

10. Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

￥72,943 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Fairfield

Tara C.

￥102,629 total

includes taxes & fees

Dec 7 - Dec 8

A rectangular swimming pool with a curved edge, surrounded by lounge chairs and a covered seating area.

12. Loft •Pool • Gym • Free Parking • Near Yale

Orange

Ali B.

￥39,421 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Shelton

￥73,330 total

includes taxes & fees

Nov 18 - Nov 19

A wooden deck with a white sofa, overlooking a residential area with houses and a view of the sea.

14. Stareway to Heaven in Fairfield

Fairfield Beach

￥175,734 total

includes taxes & fees

Nov 24 - Nov 25

A wooden deck with a white railing, a white sofa, and a view of houses and the sea.

15. Stareway to Heaven Su

Fairfield Beach

Amanda B.

￥140,864 total

includes taxes & fees

Nov 24 - Nov 25

A marina with multiple docks and boats, surrounded by residential buildings and greenery.

16. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven

Jamie S.

￥33,449 total

includes taxes & fees

Nov 30 - Dec 1

A wooden deck with a staircase leading to a raised platform, surrounded by a wooden fence and lush greenery.

17. Cozy East Haven Home • Near Beach & Yale

Momauguin

Sarah S.

￥29,192 total

includes taxes & fees

Nov 17 - Nov 18

18. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

￥45,119 total

includes taxes & fees

Dec 7 - Dec 8

A modern kitchen with white cabinets, a black island, stainless steel appliances, and a stone accent wall.

19. 3-bedroom house in terrific Newtown

Newtown

￥101,186 total

includes taxes & fees

Dec 5 - Dec 6

A modern kitchen with a stainless steel refrigerator, wooden beams, a dining area with a table and chairs, and a large window with blinds.

20. Coastal Landing Stay

East Shore

￥77,129 total

includes taxes & fees

Nov 17 - Nov 18

View all properties

Learn more about Stratford

Stroll along the scenic shores of Short Beach or Long Beach, where fishing piers and marinas beckon water enthusiasts. History buffs can explore the Capt David Judson House or National Helicopter Museum, uncovering fascinating tales from Stratford's past.

See all hotels in Stratford

A pebbled beach at sunset with the ocean and a distant city skyline.

Top reviews in Stratford

A bar with a stone wall, multiple shelves of bottles, and bar stools.

Delamar Westport

Westport

10/10 Excellent

James

A modern hotel with a flat facade, multiple windows, and a covered entrance with lights.

Home2 Suites by Hilton East Haven New Haven

The Centre

10/10 Excellent

Daniel

A modern building entrance with a covered walkway, a white car parked in front, and two people near the entrance.

Hotel Marcel New Haven, Tapestry Collection By Hilton

Long Wharf

10/10 Excellent

Matthew

A bar area with multiple stools, a long counter, and shelves stocked with bottles and glasses.

The Blake Hotel

Downtown New Haven

10/10 Excellent

Robert

A spacious living area with a dining table, comfortable seating, and a large window providing natural light.

Residence Inn by Marriott Milford

Milford

10/10 Excellent

Jeffrey

A modern interior with large windows, a seating area with armchairs and ottomans, and a counter with various items.

The Study at Yale

Downtown New Haven

10/10 Excellent

We truly had a terrific experience. We drove New Jersey with my granddaughter who is doing her sevond Master’s Degree in Scotland. She needed Research materials at the Yale Library. We arrived at The Study at 10 am instead of the 3 pm check in. The front desk clerks were exceptional and said our rooms were ready! The breakfast and dinner we had in the Study restaurant were delicious. The two king rooms were clean and large with a desk and a large leather chair and haddock. We were very...

Gregory