Photo by Darrell Bumbala

Stratford holiday homes

We found 560 holiday rentals — enter your dates for availability

Discover a selection of 13 homes and other holiday rentals in Stratford that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Stratford

Showing deals for:30 Jan - 6 Feb
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Why visit Stratford

  • Scenic Beaches: Enjoy the beautiful beaches, perfect for swimming, sunbathing, and family outings.
  • Historic Sites: Visit the birthplace of Stratford and the historic Stratford Academy for a glimpse into the past.
  • Outdoor Adventures: Explore lush parks and the picturesque sea wall, ideal for leisurely walks and picnics.
  • Charming Neighbourhoods: Discover the quaint charm of Old Stratford and the Stratford Center Historic District.
  • Family-Friendly Atmosphere: Experience a welcoming community with activities and attractions for all ages.

Top attractions near Stratford

Stratford, Connecticut, offers a delightful mix of outdoor adventures and cultural experiences, making it perfect for family getaways. Explore the scenic beaches, historic sites like the birthplace of Stratford and Stratford Academy, and enjoy leisurely walks along the Stratford sea wall. Don’t miss the charm of Old Stratford and the Stratford Center Historic District, all while soaking up the local vibes and enjoying the urban parks that enhance this city-themed holiday.

  • Yale University: A prestigious institution steeped in history and culture, located 22.5km from Stratford. Explore its stunning architecture, beautiful campus, and renowned museums, immersing yourself in the academic atmosphere.
  • Walnut Beach: A picturesque beach just 4.8km away, offering sandy shores and a relaxing vibe. Perfect for sunbathing, swimming, and enjoying coastal views, it's an ideal spot for a leisurely day by the water.
  • Milford Green: An inviting urban park 6.4km from Stratford, perfect for families and outdoor enthusiasts. Enjoy picnics, walking paths, and community events in a vibrant setting that captures the essence of city life.

Things to do recommended for couples

Stratford offers a delightful couple's getaway. Catch a concert at Levitt Pavilion for vibrant entertainment, experience adventure with Waterski Connecticut, or enjoy a meal at the historic Louis' Lunch, soaking in the family-friendly atmosphere. Each spot promises a memorable experience together.

Things to do recommended for families

During your family vacation in Stratford, Connecticut, enjoy a day at Seaside Park for relaxation, catch a live show at Hartford HealthCare Amphitheater for some sports excitement, and visit the SportsCenter of Connecticut for fun activities that promote wellness and recreation.

Things to do recommended for groups

In Stratford, groups can enjoy the vibrant Westport Farmers Market for local produce, shop at Westfield Connecticut Post Mall for entertainment and family fun, and catch a show at the Downtown Cabaret Theatre for a taste of local culture and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Stratford

If you're heading off with a group, family, or pets, or if you’re considering a longer stay, it's important to filter your search based on what matters most to you. Here are some helpful booking tips for using Vrbo.

  • Traveling to Stratford with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Stratford with young kids: Journeying with little ones can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Stratford: For many families, a trip wouldn't feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Stratford: If you're in search of holiday rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a car park, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay near Stratford

Stratford, Connecticut, is a vibrant city perfect for outdoor adventures and family-friendly experiences. Nestled in Fairfield County, you'll enjoy the charm of Tree City USA, with its lush parks and welcoming atmosphere. Explore nearby neighbourhoods for a mix of romantic outings and local excursions. Whether you’re visiting for leisure or business, Stratford offers a unique blend of friendly people and enriching destinations, making it an ideal spot for a memorable holiday.

  • New Haven: Situated 22.5km from Stratford, New Haven is a vibrant city steeped in culture and history. Known for its prestigious universities, the city offers an enriching experience for travellers seeking education and arts. The downtown area is bustling with shops, restaurants, and venues for live music, making it a great spot for families and culture enthusiasts alike. Notable attractions include the historic Yale University and the scenic beaches nearby, perfect for a relaxing day out.
  • Bridgeport: Located a mere 4.8km from Stratford, Bridgeport is an inviting city that caters to families and outdoor lovers. Its recreational areas and shopping districts create a lively atmosphere for visitors. The city's highlights include beautiful beaches, such as the family-friendly Seaside Park, and the iconic stadium that hosts various sporting events. Bridgeport's combination of urban conveniences and outdoor activities makes it an ideal stop for a family day out.
  • Milford: Just 8.0km from Stratford, Milford is a charming city known for its outdoor activities and family-friendly environment. This area boasts lovely beaches and golf courses, perfect for those looking to unwind or enjoy some leisure time. The city’s educational venues and recreational facilities offer something for everyone, while its historic college adds a touch of academic charm. Milford’s scenic waterfront and welcoming community make it a delightful destination for all types of travellers.

Best time to go to Stratford

If you're planning a trip to Stratford, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.8°F (-0.1°C)Light RainMostly SunnyAverage
February32.9°F (0.5°C)Light RainMostly SunnyAverage
March39.0°F (3.9°C)Light RainMostly SunnyAverage
April48.9°F (9.4°C)Light RainMostly SunnySlightly High
May58.8°F (14.9°C)Light RainMostly SunnySlightly High
June67.6°F (19.8°C)Light RainMostly SunnyAverage
July74.8°F (23.8°C)Light RainMostly SunnySlightly High
August73.9°F (23.3°C)Light RainMostly SunnyAverage
September67.5°F (19.7°C)Light RainMostly SunnyAverage
October57.4°F (14.1°C)Light RainMostly SunnySlightly Low
November46.2°F (7.9°C)Light RainMostly SunnySlightly Low
December38.3°F (3.5°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your arrangements, or keep track of your bookings. The properties you’ve saved or reserved are now neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Stratford

Enjoy the entertainment and other features of Stratford. This city's baseball games, beaches and cycling draw many visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Stratford

Do you want to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that Stratford has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (3.1 mi / 5 km)
  • Norwalk Maritime Aquarium (15.9 mi / 25.5 km)
  • Fairchild Wheeler Golf Course (6.1 mi / 9.8 km)
  • Great River Golf Club (6.8 mi / 10.9 km)
  • Country Club of Fairfield (8.3 mi / 13.4 km)
  • Connecticut Golf Club (11.7 mi / 18.8 km)

Exploring the natural landscape of Stratford

Whether you're an outdoor enthusiast or just want to take in the scenery, Stratford is a great place to get outside. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Short Beach (1.8 mi / 2.9 km)
  • Lordship Beach (2.6 mi / 4.2 km)
  • Walnut Beach (3 mi / 4.8 km)
  • Silver Sands (3.6 mi / 5.9 km)
  • Seaside Park (3.7 mi / 5.9 km)
  • Seaside Beach (4 mi / 6.4 km)

Seasonal weather averages in Stratford

If you're hoping to enjoy some warm-weather activities on your holiday, July, August, June and September are the hottest months to visit, when temperatures average 22°C.

How to get to and around Stratford

The nearest airport is in Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), located 1.6 mi (2.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 13.9 mi (22.3 km) away.

Frequently asked questions

What is the best area to stay in Stratford when booking a holiday home?
Lordship is one of the more desired locations to book a holiday home in Stratford. Settle in here to savour the relaxation and convenience that comes with having an entire place to yourself.
What is the most popular type of holiday home accommodation in Stratford?
Based on our research, houses are the most desirable property type in Stratford. But as you might expect, everyone's idea of an awesome trip is bound to be different. Bookabach has holiday homes of all shapes and sizes, and we'll help you find the perfect fit for you.
How much does it cost to rent a holiday home in Stratford?
Property type, length of stay and time of year are among the factors that can determine the price of a holiday home. Simply add your dates of travel to find your ideal match. From comfy cottages to plush villas, all Bookabach holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Stratford?
Prices for beach houses in Stratford differ depending on the style and size of the property and time of year you're travelling. All you have to do is enter your travel dates into Bookabach and how many guests to see available options and prices. From there you can use the filters to refine your search results by ratings, amenities and more.
Are there pet-friendly holiday homes in Stratford?
Pack a tug toy and treats for the pooch in your life because Stratford has nine holiday homes that throw out the welcome mat to pets. Let your furriest pal enjoy fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Stratford?
Pack your swimsuit and inflatable flamingo, because there are two houses with a private pool in Stratford. Kick back at one of these superb holiday homes and every day can be a pool day. Simply enter your dates into Bookabach, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Stratford?
A nearby river, a garden and a fireplace top the list of most popular home amenities in Stratford. Whether you plan to travel as a party of one, with your better half or a group of family members, Bookabach will help you find a holiday home that fits your style with all the options you need.
Are there large group holiday homes in Stratford?
Take your pick of four Bookabach holiday homes in Stratford that can accommodate a group of five or more guests. You'll get all the room and privacy you need to spend time with your favourite people — and no one else.
Are there holiday homes in Stratford that welcome kids?
With nine family-friendly holiday homes to select from in Stratford, now is an awesome time to introduce the kids to the magic of travel. Click on our "Properties good for families" filter box to discover stays loaded with amenities ideal for travelling families, like dining rooms, private pools, entertainment areas and hot tubs.
What are the top attractions for families in Stratford?
You'll find lots of fabulous things to see and do with the family in Stratford, such as:

  • Jennings Beach
  • Beardsley Zoo
  • Seaside Beach

Are there one-bedroom holiday homes in Stratford?
You can pick from two one-bedroom homes in Stratford. Whether you'd like a cosy cottage or an upmarket condo, our one-bedroom homes are great if you don't need tons of space. One of the perks of having your own digs? You'll never have to share your holiday with strangers.
Can I find two-bedroom holiday homes in Stratford?
You can select from two two-bedroom holiday homes in Stratford. Put your little ones in the second room or fill it with a couple of your best buddies. There's ample space for whoever's lucky enough to be joining your adventure.
Are there holiday homes with WiFi in Stratford?
Stratford has six holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to posting pics on social media, these Bookabach homes will keep you online.
How can I find holiday homes with air conditioning in Stratford?
There are nine holiday homes with air conditioning in Stratford providing that cool, cool breeze and extra touch of comfort. Simply enter your preferred dates of travel and then use our filters to help you book properties with air conditioning.
How old do you have to be to rent a holiday home in Stratford?
Age restrictions can differ between properties on Bookabach, so double-check the rules of the holiday home in Stratford you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Stratford for?
How long you can book a holiday home in Stratford varies according to the property. Just enter your preferred travel dates to view a list of options offering extended stays. With plenty of creature comforts like full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get someplace just right to call your home away from home in Stratford.

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