Photo by Darrell Bumbala

Stratford Holiday Rentals

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Holiday Rentals in Stratford

Pool
Business or Weekend escape
9.8 out of 10, Exceptional, (11)
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is NZ$230
includes taxes & fees
27 May - 28 May
Business or Weekend escape
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1833)
"We got upgraded To a 2 bed room room and we were so happy. The room was spacious and beautiful and clean. Def will be going back and getting that room again. "
The price is NZ$196
includes taxes & fees
10 Jun - 11 Jun
New Haven Village Suites
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
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Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (10)
"Modern cottage near the beach. Clean and comfortable. Very responsive."
The price is NZ$452
includes taxes & fees
30 May - 31 May
DUNE Fairfield Beach
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (110)
"I stayed at this amazing studio cottage with my girlfriend for 2 nights for her birthday. Our hosts, Liz and Adam were simply amazing. They allowed us an early check in and a late check out. Liz even brought out bicycles for us to use to tour around the neighborhood and ride along the shore line. Because it was my girlfriends birthday (or maybe they just do this), they had Prosecco and Orange Juice plus beer and cheese and other snacks for us when we arrived. The cottage is adorable, perfect...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Terrace/patio
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (9)
"Beautiful spacious apartment with everything you would need for a comfortable stay. Quick responses to our questions by owners. An easy and convenient location just a short drive to visit our daughter at nearby University. Highly recommend this apartment. "
The price is NZ$669
includes taxes & fees
27 May - 28 May
Luxury Designer 2 bedroom+office/3bed vacation home.
Property grounds
Beach Apt. Wineries, Shopping, Dining
6.8 out of 10, (3)
"The property manager was great! Place was very nice even though we were really only there to sleep. Will definitely consider in the future!"
The price is NZ$511
includes taxes & fees
27 May - 28 May
Beach Apt. Wineries, Shopping, Dining
Business centre
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, (20)
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (14)
"The guest house was spacious and well appointed. The furnishings were very comfortable. The grounds at the house are beautiful. We thoroughly enjoyed our stay."
The price is NZ$1,318
includes taxes & fees
28 May - 29 May
Westport Paradise With Every Amenity!
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (15)
"Donna, the host, was absolutely wonderful. Very responsive. Cute beach bungalow. Very comfortable. Perfect for the three of us, 2 adults and 19 year old daughter. Would absolutely recommend."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Exterior
Cozy, fully remodeled water view home on quiet cul de sac
9.8 out of 10, Exceptional, (97)
"Very quaint and welcoming house, extremely clean and tidy. We spent a wonderful 3 nights/4 days at the house while we attended our daughter's graduation from Stony Brook College. Beautiful view of the water, hosts easy to communicate with. We will definitely be back:-)"
Cozy, fully remodeled water view home on quiet cul de sac
On the beach, beach towels
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, (51)
"Wonderful host. Easy communication. Great house."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (49)
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Beach nearby
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, (1)
"The location within walking distance church"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
4 bedrooms, iron/ironing board, WiFi, bed sheets
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (80)
"The house is beautiful! Clean and organized. We had everything we needed and the view is incredible. We enjoyed the deck very much. So relaxing. My daughter (the bride) and her friends enjoyed getting ready there in the morning. I can’t say enough good things about this house."
Waterfront Cottage in Branford
Terrace/patio
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Property grounds
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, (65)
"Visited family back in CT and this was the perfect place to stay. Kind of like a Tardis, it was bigger on the inside! Thank you!"
Beautiful 4BR Beach House with Private Beach Access.
Fridge, microwave, oven, stovetop
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, (12)
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Fridge, microwave, oven, stovetop
Spacious Victorian Loft
8.4 out of 10, Very good, (6)
"We liked the rental. It was spacious and we appreciated the complimentary coffee. The rental is also a more affordable option in New Haven and not too far away from downtown. It was easy to get in touch with the owner, but it would’ve been helpful if they provided us checkin information in a timely manner. If you’re a light sleeper this might not be the place for you. It’s located by a busy road. There were a lot of cars that were built to be as loud as possible revving their engines into...
The price is NZ$309
includes taxes & fees
27 May - 28 May
Spacious Victorian Loft
3 bedrooms, desk, WiFi, bed sheets
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, (26)
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
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See all available properties in Stratford
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.

Other types of properties in Stratford you may be interested in

Lobby
Quality Suites
2.5 star property
7.6 out of 10, Good, (1005)
"Staff was super sweet and very accommodating. We weren’t expecting a lot because rates were so reasonable but were pleasantly surprised. Lobby was pretty and colorful. Our room was clean, nice and bed was very comfortable. The hot breakfast was pretty good too! Easy drive to many restaurants. The only problem someone might have is if they are a very light sleeper because the highway is pretty close. Luckily I am a heavy sleeper, plus the heating/air conditioning unit pretty much drowned out any...
The price is NZ$193
includes taxes & fees
9 Jun - 10 Jun
Quality Suites
Exterior
Homewood Suites by Hilton Stratford
3.0 star property
8.8 out of 10, Excellent, (1001)
"Pool was under repairs. We stayed here approximately 8 months ago and the pool was out of service then as well. The gym didn’t have water, or cleaning supplies to wipe down equipment after use. "
The price is NZ$262
includes taxes & fees
2 Jun - 3 Jun
Homewood Suites by Hilton Stratford
Panoramic Room
The Surfside Hotel
2.0 star property
8.8 out of 10, Excellent, (46)
"Neat retro furnishings! "
The Surfside Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Stratford holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Stratford. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Stratford. Seeing all the best attractions is bound to make you fall in love with Stratford. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Stratford short-term rentals, that won’t be hard to do.

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 has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Stratford?

Choose from 9 Expedia holiday rentals in Stratford for a memorable holiday.

What can I see and do in Stratford?

Cultural attractions include Boothe Memorial Park and Museum and National Helicopter Museum, whereas Short Beach and Long Beach are a couple of picturesque spots to enjoy the outdoors. While here, Lordship Beach and Housatonic River 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.

Recent reviews of Stratford properties
Expedia verified reviews