A beach with rippled sand patterns and a sunset sky.

Stratford Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 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)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is AU$222
includes taxes & fees
18 Oct - 19 Oct
Business or Weekend escape
A modern living room with a large window, a sofa, a coffee table, and a TV.

2. 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, (14 reviews)
The price is AU$284
includes taxes & fees
26 Oct - 27 Oct
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

3. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (114 reviews)
The price is AU$381
includes taxes & fees
12 Oct - 13 Oct
DUNE Fairfield Beach
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

4. 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 AU$562
includes taxes & fees
11 Oct - 12 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.
A laundry area with two washing machines and dryers, each with a digital display.

5. Cozy 2-Bed ADA|Pool|Free Parking

Cozy 2-Bed ADA|Pool|Free Parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here if they want quick check-in and restful sleep quality. Parking is easy to find close by, so no hassle with unloading bags."
United States
Anonymous traveller
The price is AU$113
includes taxes & fees
21 Oct - 22 Oct
Cozy 2-Bed ADA|Pool|Free Parking
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

6. 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 AU$453
includes taxes & fees
3 Nov - 4 Nov
Renovated 2BR Retreat / Modern Comforts Included
A neatly arranged bedroom with a bed, bedside table, bench, and wall decor.

7. 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 AU$438
includes taxes & fees
2 Nov - 3 Nov
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
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.

8. 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 AU$338
includes taxes & fees
17 Oct - 18 Oct
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

9. 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 AU$382
includes taxes & fees
12 Oct - 13 Oct
Centric property close to all the great things in the city
A room with a large arched window, a bed, a bedside table, a lamp, and a potted plant.

10. 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 AU$338
includes taxes & fees
21 Oct - 22 Oct
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

11. Elite room stay

Elite room stay
Bridgeport
The price is AU$492
includes taxes & fees
12 Oct - 13 Oct
Elite room stay
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

12. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.8 out of 10, Good, (6 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 AU$478
includes taxes & fees
15 Oct - 16 Oct
Modern 2 Bed in BlackRock
A hotel room with a bed, two bedside lamps, a chair, a desk with a laptop, and a window with curtains.

13. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveller
The price is AU$113
includes taxes & fees
21 Oct - 22 Oct
Sunny 1 Full Bed ADA|Free parking
A laundry area with two washing machines and dryers, each with a digital display.

14. 1 FULL BED | NON-SMOKING

1 FULL BED | NON-SMOKING
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
The price is AU$113
includes taxes & fees
21 Oct - 22 Oct
1 FULL BED | NON-SMOKING
A woman in a blue shirt and black jacket walking through a lobby with a child.

15. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
The price is AU$121
includes taxes & fees
21 Oct - 22 Oct
1 King Bed | Non-Smoking
A hotel room with a neatly made bed, a bedside table with a lamp, and a window with patterned curtains.

16. 2 FULL BEDS | NON-SMOKING

2 FULL BEDS | NON-SMOKING
MILFORD
8.8 out of 10, Excellent, (5 reviews)
The price is AU$113
includes taxes & fees
18 Oct - 19 Oct
2 FULL BEDS | NON-SMOKING
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

17. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay "
United States
Maria Elena G.
The price is AU$582
includes taxes & fees
9 Nov - 10 Nov
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
A modern living room with a sofa, coffee table, and a bed in the background.

18. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
10.0 out of 10, Exceptional, (1 review)
The price is AU$496
includes taxes & fees
28 Oct - 29 Oct
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

19. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is AU$423
includes taxes & fees
20 Oct - 21 Oct
Spacious Studio with Pool Table
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

20. 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, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is AU$828
includes taxes & fees
9 Nov - 10 Nov
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"A Best Western Hotel living up to expectations with great service, nice lobby, clean and good-sized rooms, Breakfast had a good variety of selection, wifi was good, the location is great - right next to a lot of restaurant and shops. We only stayed one night but wish we stayed longer."
Harry 1-night trip
Posted 6 hours ago
Best Western Executive Hotel Of New Haven - West Haven

Find out more about Stratford

Everything you need to know about Stratford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stratford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stratford holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Stratford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stratford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stratford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stratford holiday rentals we have selected for you start as low as AU$113 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Stratford rentals

At Expedia, we put the best Stratford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Stratford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stratford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stratford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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, Perry 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.