Photo by Darrell Bumbala

Stratford Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Vacation Rentals in Stratford

Pool
Business or Weekend escape

Vacation Home in Stratford

9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$130 nightly
The price is $147
Jan 1 - Jan 2, 2026
Total with taxes and fees
Business or Weekend escape
Exterior detail
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

Vacation Home in Lordship

10.0 out of 10, Exceptional, (12)
"We had a very nice stay check in/out process was very simple. House is very nice and comfortable and a great location."
United States
Erik B.
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
Interior
Akasa Ocean Front Oasis- Seasonal Pool, Grill

Vacation Home in Lordship

2.0 star property
10.0 out of 10, Exceptional, (10)
"The house was beautiful and had plenty of room for our group. We thoroughly enjoyed relaxing around the pool and of course swimming! The views of the water across the way were stunning and added to the ambiance of this lovely home. We truly enjoyed our time here!"
United States
Alyse E.
Akasa Ocean Front Oasis- Seasonal Pool, Grill
Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$229 nightly
The price is $263
Dec 29 - Dec 30
Total with taxes and fees
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very Good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$251 nightly
The price is $289
Dec 17 - Dec 18
Total with taxes and fees
Guesthouse at Norwalk Inn
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$157 nightly
The price is $179
Dec 10 - Dec 11
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale

Aparthotel in The Hill

3.5 star property
9.6 out of 10, Exceptional, (60)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Dining
Peaceful Vintage Home with Private Pond in Redding, CT.

Vacation Home in Redding

2.0 star property
10.0 out of 10, Exceptional, (2)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
$616 nightly
The price is $697
Dec 14 - Dec 15
Total with taxes and fees
Peaceful Vintage Home with Private Pond in Redding, CT.
Interior
Cozy Country Cottage #3

Cottage in Miller Place

10.0 out of 10, Exceptional, (29)
"Fantastic stay! "
United States
Michael V.
$285 nightly
The price is $326
Dec 9 - Dec 10
Total with taxes and fees
Cozy Country Cottage #3
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Waterfront Cottage in Branford

Cottage in branford

10.0 out of 10, Exceptional, (98)
"Beautiful location "
United States
Anne d.
Waterfront Cottage in Branford
1 bedroom, desk, iron/ironing board, WiFi
One bedroom apartment in United States of America, New Haven

Apartment in Dwight

10.0 out of 10, Exceptional, (1)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
$183 nightly
The price is $207
Dec 9 - Dec 10
Total with taxes and fees
One bedroom apartment in United States of America, New Haven
Beach nearby, beach towels
Gorgeous 4BR Beach House with Private Beach Access.

Vacation Home in Pine Orchard

9.8 out of 10, Exceptional, (76)
"Nice property, thanks to the owners.Jackie"
United States
Jacqueline M.
Gorgeous 4BR Beach House with Private Beach Access.
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Apartment in Rocky Point

6.8 out of 10, (26)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
$205 nightly
The price is $234
Dec 9 - Dec 10
Total with taxes and fees
Walk to Beach 2BR Near Dining & Shopping
Interior
Stunning Apt W/ Parking and Gym | Downtown at Yale

Apartment in The Hill

10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Vacation Home in North End

9.4 out of 10, Exceptional, (6)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
United States
April R.
$1,397 nightly
The price is $1,581
Dec 9 - Dec 10
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
1 bedroom, iron/ironing board, WiFi, bed sheets
Downtown New Haven Escape

Apartment in Dwight

2.0 star property
8.0 out of 10, Very Good, (6)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
United States
Michael H.
$243 nightly
The price is $251
Dec 9 - Dec 10
Total with taxes and fees
Downtown New Haven Escape
Dining
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach

Vacation Home in Branford

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation!! The house was perfect, check in couldn’t have easier and the views couldn’t have been better. A perfect summer getaway."
United States
Mike S.
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach
Exterior
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Vacation Home in Norwalk

2.0 star property
10.0 out of 10, Exceptional, (8)
"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."
Canada
nawab k.
$533 nightly
The price is $604
Jan 7 - Jan 8, 2026
Total with taxes and fees
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Fridge, microwave, stovetop, dishwasher
Charming Home in Seaside

Vacation Home in South End

2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing beautiful property in a rustic urban environment. Perfect check in, super comfortable, TVs in every room… essentially a new house. Close to the water and amphitheater. If you’re used to city life we’d recommend it, because we are!"
United States
Matt H.
Charming Home in Seaside
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$110 nightly
The price is $124
Dec 9 - Dec 10
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stratford Hotel Reviews

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

10/10 Excellent
"Service was great. Clean room and breakfast was good. "
Michael 1-night trip
Posted 1 day ago
Hampton Inn by Hilton Shelton

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 $124 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.