A beach with rippled sand patterns and a sunset sky.

Stratford Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Stratford vacation rentals

Pool

1. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (58 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
$130 nightly
The price is $147
Aug 6 - Aug 7
Total with taxes and fees
Business or Weekend escape
1 bedroom, desk, iron/ironing board, WiFi (free)

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
9.8 out of 10, Exceptional, (14 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
$203 nightly
The price is $230
Aug 9 - Aug 10
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

3. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (103 reviews)
"Staff is excellent very clean and comfortable. Nice pla e with great beach access!"
United States
Stacie
$269 nightly
The price is $309
Aug 24 - Aug 25
Total with taxes and fees
DUNE Fairfield Beach
Smart TV

4. 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
7.2 out of 10, Good, (15 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
$237 nightly
The price is $268
Aug 11 - Aug 12
Total with taxes and fees
Centric property close to all the great things in the city
Fridge, microwave, stovetop, cookware/dishes/utensils

5. Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. Beds where comfortable. Would most definitely come back there again. Quiet and safe atmosphere. Not far from the highway. Host was very nice."
United States
Lisa J.
$260 nightly
The price is $295
Aug 5 - Aug 6
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds
Private kitchen

6. Elite room stay

Elite room stay
Bridgeport
$301 nightly
The price is $341
Aug 5 - Aug 6
Total with taxes and fees
Elite room stay
1 bedroom, desk, iron/ironing board, WiFi (free)

7. 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.
$203 nightly
The price is $230
Aug 5 - Aug 6
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
TV, fireplace, offices

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

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
$374 nightly
The price is $424
Aug 5 - Aug 6
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
Coffee/tea maker, fridge, microwave, oven

9. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
$378 nightly
The price is $428
Aug 5 - Aug 6
Total with taxes and fees
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Coffee/tea maker, fridge, microwave, oven

10. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cozy get away"
United States
Anonymous traveler
$293 nightly
The price is $332
Aug 5 - Aug 6
Total with taxes and fees
Modern 2 Bed in BlackRock
1 bedroom, iron/ironing board, WiFi, bed sheets

11. Modern Courtland

Modern Courtland
Black Rock Historic District
2.0 out of 10, (1 review)
$338 nightly
The price is $382
Aug 5 - Aug 6
Total with taxes and fees
Modern Courtland
Exterior

12. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
$294 nightly
The price is $333
Aug 5 - Aug 6
Total with taxes and fees
Angelica’s safe haven @ west haven
1 bedroom, desk, iron/ironing board, WiFi

13. 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.
$148 nightly
The price is $167
Aug 5 - Aug 6
Total with taxes and fees
One bedroom in United States of America, New Haven
Beach nearby, sun loungers, beach towels

14. 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, (38 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
$597 nightly
The price is $676
Sep 1 - Sep 2
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Lobby

15. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
$222 nightly
The price is $251
Aug 5 - Aug 6
Total with taxes and fees
Spacious Bohemian Nook
5 bedrooms, desk, iron/ironing board, travel crib

16. The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
8.8 out of 10, Excellent, (10 reviews)
"Lovely home with plenty of room! "
United States
David S.
$671 nightly
The price is $761
Aug 5 - Aug 6
Total with taxes and fees
The B&W Haven 5BR Home with yard theater + Office
Smart TV

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

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
$238 nightly
The price is $269
Aug 12 - Aug 13
Total with taxes and fees
Loft •Pool • Gym • Free Parking • Near Yale
Coffee/tea maker, fridge, microwave, oven

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

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"Nice place to stay "
United States
Maria Elena G.
$487 nightly
The price is $552
Sep 1 - Sep 2
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
1 bedroom, desk, WiFi, bed sheets

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
$245 nightly
The price is $266
Aug 6 - Aug 7
Total with taxes and fees
Spacious Studio with Pool Table
Exterior

20. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
$191 nightly
The price is $216
Aug 5 - Aug 6
Total with taxes and fees
Prime Yale Studio Steps to Sallys Apizza
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

The Watershed

The Watershed

10/10 Excellent
"The Watershed is an oasis in an otherwise unexciting surrounding. It has a most welcoming and comfortable vibe as well as lovely rooms and public spaces. The rooftop area is an attractive and serene place for relaxing. Even the breakfast was unexpected lovely addition"
Ira Howard 1-night trip
Posted 20 hours ago
The Watershed

Find out more about Stratford

Everything you need to know about Stratford vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stratford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stratford vacation 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 low season months. For more hustle and bustle, you may prefer to visit Stratford in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $137 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Stratford rentals

At Expedia, we put the best Stratford vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Stratford?

Yes, you can find vacation rentals close to popular sights in Stratford, or you can go with a more secluded option if you'd like a relaxing place to 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's the top vacation rental that Stratford has to offer?

Business or Weekend escape: This Stratford vacation home rental offers a garden, a barbecue grill, 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 vacation rentals are there in Stratford?

Choose from 13 Expedia vacation rentals in Stratford for a memorable vacation.

What can I see and do in Stratford?

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

What are vacation rentals like in Stratford?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Stratford. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for small groups.