Stratford, CT Vacation Homes from ￥14,263

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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

￥22,861 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Brooklawn - St. Vincent

Alma B.

￥40,513 total

includes taxes & fees

Nov 18 - Nov 19

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

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

Milford

Traci F.

￥68,384 total

includes taxes & fees

Nov 11 - Nov 12

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

4. Elite room stay

Bridgeport

￥52,147 total

includes taxes & fees

Nov 10 - Nov 11

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.

￥62,322 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Fairfield

Kim G.

￥86,953 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Fairfield

Tara C.

￥86,953 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Tunxis Hill

Emily K.

￥123,773 total

includes taxes & fees

Nov 11 - Nov 12

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

9. Cozy 1-bedroom house in welcoming Bridgeport

Bridgeport

￥72,856 total

includes taxes & fees

Nov 11 - Nov 12

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

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

North End

David K.

￥194,397 total

includes taxes & fees

Nov 10 - Nov 11

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

11. Beechmont - Perfect for Family Retreat!

North End

￥169,467 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a staircase, a sofa, a coffee table, and a TV.

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

Orange

Ali B.

￥38,804 total

includes taxes & fees

Nov 10 - Nov 11

Deck: Comfortable outdoor sofa sets for outdoor conversations

13. Serenity Haven: A Modern Retreat

Monroe

Tresha J.

A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

14. 4 Mi to Beach & Dtwn! Charming Fairfield Home

Tunxis Hill

Raelyn O.

￥140,754 total

includes taxes & fees

Nov 11 - Nov 12

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.

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

Shelton

￥70,527 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

16. Cozy East Haven Home • Near Beach & Yale

Momauguin

Sarah S.

A modern kitchen with a large island, wooden cabinets, and pendant lighting.

17. Stareway to Heaven in Fairfield

Fairfield Beach

￥208,798 total

includes taxes & fees

Nov 24 - Nov 25

A living room with a sofa, a coffee table, a TV, and a lamp.

18. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Newhallville

￥67,571 total

includes taxes & fees

Dec 8 - Dec 9

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

19. Coastal Landing Stay

East Shore

￥76,535 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

20. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

Cranbury

Kevin I.

￥92,751 total

includes taxes & fees

Nov 10 - Nov 11

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 view of the ocean at sunset, a dining table with plates and glasses, and a wicker chair.

The Surfside Hotel

Lordship

10/10 Excellent

Zhongchun

A building entrance with a stone facade, a wooden archway, and a large glass door.

Homewood Suites by Hilton Stratford

Stratford

10/10 Excellent

Starr

An outdoor patio with a fire feature, seating, and a building with large windows and a stone facade.

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 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

An outdoor patio with stone walls, potted plants, and outdoor seating.

The Blake Hotel

Downtown New Haven

10/10 Excellent

Robert

A stone building with a covered patio area, outdoor seating, and a fire feature.

Homewood Suites by Hilton Orange New Haven

Orange

10/10 Excellent

Meyra

A library with bookshelves, a sofa, a lamp, and decorative 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 modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

DUNE Fairfield Beach

Fairfield Beach

10/10 Excellent

mari rose

A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.

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

Search Vacation Homes in Stratford

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Stratford vacation homes

1. Business or Weekend escape

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

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

4. Elite room stay

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

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

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

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

9. Cozy 1-bedroom house in welcoming Bridgeport

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

11. Beechmont - Perfect for Family Retreat!

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

13. Serenity Haven: A Modern Retreat

14. 4 Mi to Beach & Dtwn! Charming Fairfield Home

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

16. Cozy East Haven Home • Near Beach & Yale

17. Stareway to Heaven in Fairfield

18. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

19. Coastal Landing Stay

20. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

Learn more about Stratford

Top reviews in Stratford

The Surfside Hotel

10/10 Excellent