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Stratford Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Stratford holiday rentals

A swimming pool at night with blue lighting.

1. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
The price is HK$706
HK$1,194 total
includes taxes & fees
5 Oct - 6 Oct
Business or Weekend escape
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

2. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is HK$1,098
HK$1,804 total
includes taxes & fees
27 Sept - 28 Sept
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

3. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveller
The price is HK$853
HK$2,911 total
includes taxes & fees
24 Sept - 25 Sept
Luxury Designer 2 bedroom+office/3bed vacation home.
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

4. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is HK$1,392
HK$2,079 total
includes taxes & fees
28 Sept - 29 Sept
DUNE Fairfield Beach
A modern living room with a large window, a sofa, a coffee table, and a TV.

5. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (12 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
The price is HK$863
HK$1,518 total
includes taxes & fees
29 Sept - 30 Sept
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A modern kitchen with a marble island, bar stools, and a dining area with a table and chairs.

6. 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)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
The price is HK$1,822
HK$4,158 total
includes taxes & fees
4 Oct - 5 Oct
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

7. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
The price is HK$1,057
HK$2,618 total
includes taxes & fees
24 Sept - 25 Sept
Modern 2 Bed in BlackRock
A room with a large arched window, a bed, a bedside table, a lamp, and a potted plant.

8. Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (8 reviews)
"The Orange & Groovy Apt. was as described. All the amenities we needed and we had a lovely time and enjoyed the area. Will book again!"
United States
Betty W.
The price is HK$1,098
HK$1,820 total
includes taxes & fees
29 Sept - 30 Sept
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

9. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveller
The price is HK$1,045
HK$2,558 total
includes taxes & fees
6 Oct - 7 Oct
Renovated 2BR Retreat / Modern Comforts Included
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

10. 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)
"This rental was great accommodation"
United States
Alma B.
The price is HK$1,235
HK$2,091 total
includes taxes & fees
24 Sept - 25 Sept
Centric property close to all the great things in the city
A covered outdoor seating area with wicker sofas, a fire pit, and string lights.

11. Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Tunxis Hill
10.0 out of 10, Exceptional, (2 reviews)
"Host was attentive and the space was comfortable and exactly what we needed"
United States
Parker M.
The price is HK$1,353
HK$2,952 total
includes taxes & fees
29 Sept - 30 Sept
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
A neatly arranged bedroom with a bed, bedside table, bench, and wall decor.

12. The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Brooklawn - St. Vincent
9.0 out of 10, Wonderful, (2 reviews)
"It was clean "
United States
Burton
The price is HK$1,001
HK$2,501 total
includes taxes & fees
6 Oct - 7 Oct
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

13. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
8.8 out of 10, Excellent, (3 reviews)
"Convenient location & hosts"
United States
Northeast C.
The price is HK$762
HK$1,930 total
includes taxes & fees
27 Sept - 28 Sept
Stylish Westville Apartment near Yale Campus
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

14. Elite room stay

Elite room stay
Bridgeport
The price is HK$1,624
HK$2,691 total
includes taxes & fees
24 Sept - 25 Sept
Elite room stay
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

15. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is HK$991
HK$1,681 total
includes taxes & fees
28 Sept - 29 Sept
Serene Country Cottage
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

16. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is HK$894
HK$1,660 total
includes taxes & fees
28 Sept - 29 Sept
Spacious 2 Bedroom apartment close to Yale Bowl
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

17. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is HK$627
HK$1,418 total
includes taxes & fees
29 Sept - 30 Sept
One bedroom in United States of America, New Haven
A house with a front porch, a garage, and a well-maintained lawn.

18. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (8 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is HK$1,177
HK$2,677 total
includes taxes & fees
29 Sept - 30 Sept
Angelica’s safe haven @ west haven
A row of brownstone buildings with a central staircase leading to the second floor.

19. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (16 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is HK$847
HK$1,910 total
includes taxes & fees
27 Sept - 28 Sept
Bright Downtown Studio near Yale & East Rock!
A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

20. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"We had a good time. Did some relaxing, a little beachtime and ate some good food."
United States
Erin S.
The price is HK$882
HK$1,993 total
includes taxes & fees
4 Oct - 5 Oct
Spacious Bohemian Nook
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 Stratford Hotel Reviews

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

10/10 Excellent
"Smelled clean, clean rooms and property, nice staff."
Chris 3-night trip
Posted 11 hours ago
Hilton Garden Inn Shelton

Find out more about Stratford

Search for holiday rentals in Stratford on Expedia! You can easily find your home rentals, villas, holiday apartments in Stratford using one of the methods below:

  • View our selection of featured holiday rentals in Stratford
  • Use the map to find apartments and other holiday homes in the Stratford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stratford while they last

Look no further and take a look at our great range of rental properties in Stratford!

Frequently asked questions

Are there holiday rentals in Stratford?

Yes, there are holiday rentals close to the most popular sights in Stratford, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and beaches in Stratford. Make sure you have time to check out the baseball games and shopping during your trip.

What are some of the best holiday rentals that Stratford has to offer?

Business or Weekend escape: This highly rated holiday home rental in Stratford offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Stratford?

Choose from 14 Expedia holiday rentals in Stratford for a memorable holiday.

What can I see and do in Stratford?

Cultural attractions include National Helicopter Museum and Boothe Memorial Park and Museum, whereas Lordship Beach and Housatonic River are a couple of picturesque spots to enjoy the outdoors. While here, Stratford Historical Society Capt David Judson House and Stratford Speedway are other places worth a visit.

What are holiday rentals like in Stratford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stratford. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.