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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Stratford vacation rentals

Pool

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
$135 nightly
The price is $152
Oct 6 - Oct 7
Total with taxes and fees
Business or Weekend escape
Interior

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, (12 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
$168 nightly
The price is $190
Sep 28 - Sep 29
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
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, (112 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
DUNE Fairfield Beach
1 bedroom, WiFi (free)

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

Cozy 2-Bed ADA|Pool|Free Parking
MILFORD
$71 nightly
The price is $81
Sep 14 - Sep 15
Total with taxes and fees
Cozy 2-Bed ADA|Pool|Free Parking
Interior

5. 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, (26 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
$359 nightly
The price is $407
Sep 14 - Sep 15
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
1 bedroom, desk, iron/ironing board, WiFi (free)

6. 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, (17 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
$202 nightly
The price is $229
Sep 6 - Sep 7
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Fridge, microwave, stovetop, cookware/dishes/utensils

7. 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.
$261 nightly
The price is $296
Sep 7 - Sep 8
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds
Coffee/tea maker, fridge, microwave, oven

8. 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 traveler
$280 nightly
The price is $317
Oct 6 - Oct 7
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
1 bedroom, desk, iron/ironing board, WiFi

9. 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.
$165 nightly
The price is $187
Sep 29 - Sep 30
Total with taxes and fees
One bedroom in United States of America, New Haven
1 bedroom, desk, iron/ironing board, WiFi (free)

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.
$204 nightly
The price is $231
Sep 7 - Sep 8
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Coffee/tea maker, fridge, microwave, oven

11. 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.
$293 nightly
The price is $332
Sep 14 - Sep 15
Total with taxes and fees
Modern 2 Bed in BlackRock
Room

12. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
$71 nightly
The price is $81
Sep 14 - Sep 15
Total with taxes and fees
Sunny 1 Full Bed ADA|Free parking
Fitness facility

13. 1 FULL BED | NON-SMOKING

1 FULL BED | NON-SMOKING
MILFORD
$71 nightly
The price is $81
Sep 14 - Sep 15
Total with taxes and fees
1 FULL BED | NON-SMOKING
2 bedrooms, iron/ironing board, travel crib, WiFi

14. 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
$280 nightly
The price is $317
Oct 6 - Oct 7
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Dining

15. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
MILFORD
$76 nightly
The price is $87
Sep 14 - Sep 15
Total with taxes and fees
1 King Bed | Non-Smoking
Terrace/patio

16. 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.
$299 nightly
The price is $339
Sep 15 - Sep 16
Total with taxes and fees
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Smart TV

17. 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.
$234 nightly
The price is $265
Sep 6 - Sep 7
Total with taxes and fees
Centric property close to all the great things in the city
Exterior

18. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
$312 nightly
The price is $353
Sep 7 - Sep 8
Total with taxes and fees
Angelica’s safe haven @ west haven
Exterior

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
$214 nightly
The price is $243
Sep 6 - Sep 7
Total with taxes and fees
Bright Downtown Studio near Yale & East Rock!
1 bedroom, iron/ironing board, WiFi, bed sheets

20. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"
United States
George Z.
$294 nightly
The price is $333
Sep 7 - Sep 8
Total with taxes and fees
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
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

New Haven Hotel

New Haven Hotel

8/10 Good
"Front staff was great. Vending area in lobby was very convenient. Easy walk a few blocks past many Lil college-town restaurants and bars that hadn't even shown up on mapping... just need to stroll"
Michael 1-night trip
Posted 1 hour ago
New Haven Hotel

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 $152 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 14 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.