Stratford, CT Vacation Homes from AED 330

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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

AED 530 total

includes taxes & fees

16 Nov - 17 Nov

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

2. Renovated Beachside Retreat

Milford

Michelle D.

AED 1,591 total

includes taxes & fees

18 Nov - 19 Nov

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.

AED 939 total

includes taxes & fees

18 Nov - 19 Nov

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

4. Elite room stay

Bridgeport

AED 1,209 total

includes taxes & fees

16 Nov - 17 Nov

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.

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.

AED 2,015 total

includes taxes & fees

17 Nov - 18 Nov

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

AED 3,928 total

includes taxes & fees

16 Nov - 17 Nov

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.

AED 4,515 total

includes taxes & fees

17 Nov - 18 Nov

Ideal for meals and memorable gatherings.

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

Tunxis Hill

Emily K.

AED 2,833 total

includes taxes & fees

18 Nov - 19 Nov

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

10. Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

AED 1,685 total

includes taxes & fees

16 Nov - 17 Nov

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.

AED 2,360 total

includes taxes & fees

7 Dec - 8 Dec

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.

AED 907 total

includes taxes & fees

17 Nov - 18 Nov

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

AED 1,748 total

includes taxes & fees

18 Nov - 19 Nov

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

AED 4,042 total

includes taxes & fees

24 Nov - 25 Nov

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.

AED 3,240 total

includes taxes & fees

24 Nov - 25 Nov

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.

AED 739 total

includes taxes & fees

2 Dec - 3 Dec

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.

AED 595 total

includes taxes & fees

19 Nov - 20 Nov

18. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

AED 1,038 total

includes taxes & fees

30 Nov - 1 Dec

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

AED 2,360 total

includes taxes & fees

19 Nov - 20 Nov

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

AED 1,774 total

includes taxes & fees

17 Nov - 18 Nov

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 room with a large window overlooking the sea, a round woven rug, and a table with chairs.

The Surfside Hotel

Lordship

10/10 Excellent

Zhongchun

A spacious lobby with leather chairs, a round wooden table, and a stone fireplace.

Homewood Suites by Hilton Stratford

Stratford

10/10 Excellent

Starr

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

Delamar Westport

Westport

10/10 Excellent

Yvette

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 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 large indoor swimming pool with clear water, surrounded by large windows and a modern architectural design.

Homewood Suites by Hilton Orange New Haven

Orange

10/10 Excellent

Meyra

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 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

A hotel lobby with a checkered floor, wooden columns, a staircase, and a reception desk with framed pictures.

Graduate by Hilton New Haven

Downtown New Haven

10/10 Excellent

Anonymous traveler

A beach with a wooden fence and rocks, leading to the water.

DUNE Fairfield Beach

Fairfield Beach

10/10 Excellent

mari rose

A spacious lobby with a fireplace, seating area, and a modern chandelier.

Hilton Garden Inn Milford

Milford

10/10 Excellent

Hotel was nice. Pros: location, free parking, clean, microwave and fridge, free water, pool, staff friendly, nice size bathroom and also a nice size bathroom at entrance, coffee and tea was out in morning Cons: no free breakfast. Pillows; my sister said her pillows were to soft. I found them quite nice. Seems to be a preference. The Tv was rather small for two queen beds to share (around 30 inches). Area: Milford beach parking is $40 and beach wasn’t special. Wood mount beach FREE street...

Jade