Vacation rentals in Stratford
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Top-rated vacation rentals in Stratford
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Cozy Private Studio | Easy Transit & Beaches
Cozy private studio in a quiet residential neighborhood in Stratford, CT. Bright, clean, and thoughtfully prepared basement space with fast WiFi, self check-in, coffee, and hotel-style amenities. Designed to help you feel at home for short getaways, work trips, or extended stays. 1 minute to I-95, 5 minutes to Metro-North (40-minute ride to NYC). Close to beaches and nearby towns. Free, easy street parking. Privacy always respected. Convenient to Yale, Fairfield, and many other nearby colleges.
* Walk to Beach, Pet-Friendly, Near Tyde
-A brief walk to Wildemere (3 minutes) or Walnut Beach (10 minutes) to enjoy the sun and water. -7 minute walk to the new Tyde at Walnut Beach!!! This peaceful beach community is welcoming and ready for you to explore. Take a stroll to the coffee shop, restaurants, beach boardwalk, and the BEST ice cream shop-Walnut Beach Creamery. Maybe cook or order in to relax on the beautiful patio by the fire pit while the kids have s’mores! -quick drive to famous pizza and hiking and farms -train to NYC
Waterfront Beach Cottage in Connecticut
Our lovely cottage is as beautiful and peaceful as the photos. With gorgeous water views, it's a wonderful place to relax, walk on the beach, cook dinner and drink wine while watching the sun set. It's cozy and unforgettable, just 90 minutes from Grand Central on Metro North. First bedroom has a queen-size bed, and the second bedroom has a full-size bed. An extra-long twin in a quiet corner of the living area is both a daybed and extra accommodation. The bathroom has a shower and claw foot tub.
3BR Modern Beach Cottage | Walk to Beach & Tyde
Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom ( King, Queen+ Twin), 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!
Charming Folk Victorian Home
This spacious and beautiful Folk Victorian style farmhouse was built in 1917. This home has been updated to include all the modern-day necessities but still has all the charm of a 100 plus year old home! This home is truly the best of the best when it comes to location on the Golden Coast. Whether you are here to visit Fairfield County, New Haven County, or even NYC, you will find this home is close to everything! We are minutes from I-95, Route 15, Route 8, and Metro North Train Station!
Beautiful Yacht on the Housatonic river, Milford
Yacht-Boat Gorgeously remodelled, large windows with stunning 360 views of the Housatonic river. A captains suite-bedroom with queen bed, private access Head-bathroom & full shower, v-birth bedroom with two bunks, spacious kitchen , large cockpit cabin-living space with large sectional sofa bed , coffee table, tv, portable speakers. Enjoy large deck for sunbathing or watch the sunset. Outdoor shower on the dock with picnic area. Docside restaurant on same property and delivers to the boat
Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!
The ARLO - Walk to Brewery & Restaurants
Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95
Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.
Westshore Luxury
Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.
Bright, Stylish & Cozy Suite
Welcome to your calm and peaceful retreat — a bright, stylish, and cozy 3rd-floor walk-up suite designed for comfort and relaxation. Enjoy a sunny bedroom filled with natural light and beautiful views that make every morning special. This private space offers a quiet escape from the city buzz, blending modern style with a warm, homey feel. Perfect for those who appreciate calm surroundings, soft sunlight, and a touch of elegance in every corner.
Sunny Fairfield Studio Apartment
Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.
Popular amenities for Stratford vacation rentals
Other great vacation rentals in Stratford
3 BR Cottage 1 Min Walk to Beach! Firepit & Kayaks
Minutes to Beaches - Home Theater, Couples Retreat
Coastal Retreat • 5 min to Beach • 3BR
The Rose
Beautiful Family or Adult Friendly Beach Retreat
Seaside Studio in Historic Bridgeport Brownstone
Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit
Luxury Beach Oasis with Amazing Ocean Views
When is the best time to visit Stratford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,162 GYD | G$30,952 GYD | G$31,162 GYD | G$36,181 GYD | G$44,965 GYD | G$51,239 GYD | G$54,585 GYD | G$53,958 GYD | G$44,337 GYD | G$41,619 GYD | G$40,573 GYD | G$40,782 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Stratford?
Stratford has accommodations in areas near the waterfront and around downtown, with options ranging from family-friendly homes to pet-welcoming stays. Neighborhoods close to parks and beaches are frequently suggested for convenient access to local attractions.
What are the best things to do in Stratford with kids?
Families frequently explore playgrounds and picnics at Boothe Memorial Park, enjoy sand and water play at Short Beach, or spend time at Stratford’s public parks. Seasonal nature programs are commonly attended by children.
What are some of the best things to do in Stratford?
Explore Roosevelt Forest for nature walks, visit the Stratford Historical Society for local heritage, and enjoy relaxing time at Short Beach. Area theaters and community events offer opportunities to connect with Stratford’s creative scene.
How is the weather in Stratford?
Stratford experiences cold winters from 24–44°F (-4–7°C) with regular rainfall, and warmer summers with highs around 68–83°F (20–29°C). Spring and autumn feature mild temperatures and colorful scenery, especially near coastal areas.
When is the best time to visit Stratford?
Late spring through early fall is often recommended for milder weather between 52–83°F (11–29°C) and outdoor activities. Early autumn brings colorful foliage, while summer highlights coastal experiences and local festivals.
What are the best places to visit in Stratford?
Popular sites include Boothe Memorial Park, the Stratford Historical Society, and picturesque Short Beach. Roosevelt Forest is a favorite for hiking and nature discovery, while Stratford Point draws visitors for scenic waterfront views.
What are some hiking trails in Stratford?
Stratford has woodland trails at Roosevelt Forest that locals often frequent, and nature paths at Stratford Point attract visitors who enjoy scenic coastal views. Both spots are popular for relaxed walks and birdwatching.
What are some family activities we can do in Stratford?
Visit Boothe Memorial Park for historic buildings and gardens, join recreational programs at local community centers, or spend a day picnicking and playing at Short Beach. Stratford’s parks often have events and activities suitable for all ages.
What are some of the best day trip ideas from Stratford?
Explore nearby towns along the Connecticut coastline, visit local museums or aquariums, and discover nature preserves just outside Stratford. Art galleries and state parks around the region are often recommended for day excursions.
Are there any pet friendly accommodations available in Stratford?
Stratford has pet-friendly vacation rentals, especially near Roosevelt Forest and waterfront areas. Many hosts allow dogs, and nearby parks are welcoming for walks and play.
What are some local tips for visiting Stratford?
Explore local parks, stroll historic neighborhoods, and enjoy Stratford’s coastal attractions. Many visitors find comfortable walking shoes useful, and locals suggest checking community event calendars for seasonal happenings.
What is Stratford known for?
Stratford is known for its coastal scenery, rich aviation history, and community events. The town has parks, historic sites, and theaters reflecting its cultural roots.
What are the best hidden gems to explore in Stratford?
Many enjoy finding quiet trails within Roosevelt Forest or admiring the historic architecture at Boothe Memorial Park. The Audubon Center provides peaceful birdwatching spots that are less frequented.
What are the best foods to try in Stratford?
Stratford has locally rooted seafood, including clam chowder and lobster rolls, as well as pizza and Italian specialties. Bakeries and cafes around downtown are known for fresh pastries and coffee.
What should I bring for a trip to Stratford?
Bring layers, as temperatures can shift throughout the day and seasons. Waterproof jackets are helpful in rainy months, and a camera is great for capturing scenic spots around the parks and beach areas.
What is the nightlife in Stratford like?
Stratford’s nightlife centers around casual bars, local eateries, and small venues with live music or trivia nights. Many locals gather for relaxed evenings in downtown spots or along the waterfront.
What are the most popular events or festivals in Stratford?
Seasonal festivals in Stratford include arts and crafts fairs, summer concerts near Short Beach, and celebrations around Labor Day weekend. Community theater productions and holiday events at Boothe Memorial Park draw visitors and locals alike.
Are there family friendly vacation rentals in Stratford?
You can find family friendly rentals in neighborhoods close to Boothe Memorial Park, Short Beach, and local playgrounds. Options range from cozy homes to larger spaces suitable for groups or families.
Quick stats about vacation rentals in Stratford
Total vacation rentals
Explore 180 vacation rentals in Stratford
Nightly prices starting at
Stratford vacation rentals start at G$6,274 GYD per night before taxes and fees
Verified guest reviews
Over 6,170 verified reviews to help you choose
Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 70 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Wi-Fi availability
170 of Stratford vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Stratford rentals
4.9 Average rating
Stratford stays are highly rated by guests—averaging 4.9 out of 5!
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