Vacation rentals in Stratford

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Stratford

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
Cottage in Lordship
4.95 out of 5 average rating, 44 reviews

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.

Top guest favorite
The kitchen features modern appliances set against white cabinetry, complemented by black bar stools. An outdoor gathering area showcases a circular fire pit surrounded by black Adirondack chairs, with waterfront views in the background. A cozy bedroom displays a large bed with decorative pillows and natural light filtering through the window.
Home in Stratford
5 out of 5 average rating, 13 reviews

Charming Riverview Home*Firepit* Near Train & I-95

*Inquiries welcome | longer stays 🍁 *Beautiful 3BR, 2BA home on the Housatonic River *Balcony w/ stunning water views * SHARED AMENITIES : driveway, yard, shed *Historic neighborhood near I-95 & Metro-North Railroad *20 min to Yale, UB, Fairfield U, & SHU *Near hospitals: Yale, BPT, ST. V’s *Perfect for groups & families * 1 hr to NYC *5 min drive to the beach *10 min drive to Hartford Healthcare Amphitheater & Webster Bank Arena *Lots of local breweries and restaurants to explore.

Top guest favorite
A spacious back deck is displayed, featuring a dining set with an umbrella and additional seating. A small pergola is visible, offering shade. The exterior of the house shows a light-colored siding with several windows, seamlessly blending with the surrounding greenery.
Home in Stratford
5 out of 5 average rating, 46 reviews

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!

Top guest favorite
A comfortable living room is featured, with a gray sofa and two wooden chairs positioned around a small, circular coffee table. Natural light filters through large windows, illuminating light-colored walls and warm wooden flooring.
Home in Milford
4.99 out of 5 average rating, 143 reviews

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

Top guest favorite
The studio features a neatly arranged sleeping area with a quilted bedspread in blue and white patterns. A desk with a chair is positioned nearby, allowing for a focused workspace. Natural light streams through sheer curtains, creating a bright and welcoming ambiance.
Home in Bridgeport
4.93 out of 5 average rating, 46 reviews

Cozy Studio in Bridgeport

Charming and fully equipped studio located in the heart of Bridgeport. Perfect for business travelers, couples, or solo adventurers, this cozy retreat features a comfortable bed, high-speed Wi-Fi, a private entrance, and a fully stocked kitchen for your convenience. Enjoy easy access to local restaurants, cafes, and shops, as well as public transportation and major highways. Whether you’re here for work or leisure, this studio offers everything you need for a relaxing and stress-free stay

Guest favorite
A cozy living area features a dark, comfortable couch and a decorative rug. A wall-mounted television is positioned above a simple mantel with a potted plant. Natural light filters through floral curtains, illuminating a wooden desk and chair against the wall.
Apartment in South End
4.89 out of 5 average rating, 116 reviews

Seaside Studio in Historic Bridgeport Brownstone

Keep it simple at this peaceful and centrally-located historic brownstone built by P.T. Barnum for his staff 140 years ago. Basement unit across the street from Bridgeport University, 1 block to Seaside Park and beaches, 5 min walk to amphitheater, and 10 min walk to Metro North or LI ferry. Includes kitchenette with fridge/freezer, microwave, stove and oven, desk, couch, wifi, tv with Roku , iron, hairdryer, and full bathroom. We are pet friendly up to 2 with additional $25 per pet.

Top guest favorite
A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.
Cottage in Milford
4.95 out of 5 average rating, 358 reviews

Fall Sale! CozyCottage/WalktoBeach/Pet-friendly

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.

Superhost
A spacious lower-level room features a large bed, a sofa bed, and a dining area with a table and chairs. The brick accent wall adds character, while the tiled floor complements the functional layout. A work desk with a desktop computer is also present.
Private room in Stratford
4.88 out of 5 average rating, 166 reviews

Business or Weekend escape*

This beautiful cozy space can accommodate up to four people. Large bed is and sofa bed are big enough for two people each. There is a large room, private entrance, full bathroom, and the following are free for use: desktop computer, Arcade XL (fully loaded with 20 games), 70 inch TV with blasting sound system, Keurig machine with assortment coffees, teas, snacks, drinking water bottles and sodas. Located conveniently a minute away from Route 95 on exit 31 in Stratford, CT.

Superhost
A cozy living area features a large blue sectional sofa and a round white coffee table, set against light wooden flooring. A wall-mounted TV displays entertainment options, and natural light streams through sheer curtains, enhancing the inviting ambiance of the space.
Apartment in Bridgeport
4.75 out of 5 average rating, 20 reviews

New & Stylish 2 King Bed Apartment w/ Grand Dining

🌟 Modern 2BR Retreat – Renovated & Wheelchair Accessible 🏡 Welcome to your perfect stay! Our newly renovated 2BR apartment offers a stylish and comfortable space for families, business travelers 💼, and couples ❤️. Designed for accessibility, it features a wheelchair ramp for easy entry. Enjoy all the modern amenities you need, plus a prime location near great restaurants 🍽️, shopping 🛍️, and top attractions 🌍. Book now and experience a hassle-free, cozy getaway!

Top guest favorite
Home in Milford
5 out of 5 average rating, 20 reviews

Newly renovated beach house!

Come relax at our newly renovated home just steps away from the beach! Featuring a fully fenced in back yard, beautiful outdoor shower, BBQ grill, & fire pit, this three bedroom home (including a bunk room) is the perfect beach vacation destination. Walk to the beach, restaurants, coffee house, ice cream parlor, deli, convenience store, liquor store, and more! Just steps to Tyde wedding venue or a short drive to Sacred Heart, Fairfield University & Yale.

Guest favorite
A well-lit entryway is shown, featuring a door that leads outside. The open layout displays a small dining table with chairs nearby and a glimpse of a kitchen area at the left. The floor is finished with light-colored tiles while the walls are painted white.
Condo in Stratford
4.93 out of 5 average rating, 46 reviews

Comfortable apartment near all communal facilities

I have an apartment located in an excellent quiet area with easy access. It is furnished and is very close to different areas such as supermarkets, restaurants, hospitals and universities. It also has 100% filtered water to drink. Something very important is that NO type of drugs are accepted, NO Viper or electronic cigarettes or Hookah are NOT accepted on this property. If we find odors or drug residues, they will be reported and fined.

Top guest favorite
Apartment in Fairfield
5 out of 5 average rating, 54 reviews

New & Modern Studio Apartment in Fairfield

This newly reconstructed downstairs stylish, modern, and spacious studio features a queen bed and a queen pull-out sofabed, luxe bathroom including towels and washcloths, sleek kitchen, a 70” TV with surround sound etc. Enjoy a private garden entrance, in-suite laundry, guest-controlled heat, and ceiling fan. Close to Fairfield & Sacred Heart Universities, shops, beach, and quick NYC transit. Comfort and convenience in one chic space!

Popular amenities for Stratford vacation rentals

When is the best time to visit Stratford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ573ﺩ.ﺇ540ﺩ.ﺇ551ﺩ.ﺇ635ﺩ.ﺇ790ﺩ.ﺇ900ﺩ.ﺇ959ﺩ.ﺇ948ﺩ.ﺇ779ﺩ.ﺇ683ﺩ.ﺇ639ﺩ.ﺇ643
Avg. temp0°C1°C4°C10°C16°C21°C24°C24°C20°C14°C8°C3°C

Frequently Asked Questions

  • Where should I stay in Stratford?

    Make yourself at home in Stratford by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Stratford Center Historic District, over 210 vacation rentals in Lordship, and over 210 vacation rentals in East End.

  • Do cottage rentals in Stratford have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Stratford. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Stratford?

    Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with a kitchen, over 110 homes with free parking, over 130 homes with wifi, over 120 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cottage rentals in Stratford have free parking?

    Absolutely! We offer over 10 cottage rentals with free parking in Stratford. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Stratford?

    Yes! Work meets play with ease at over 100 vacation rentals in Stratford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Stratford have a kitchen?

    Absolutely! We offer over 120 house rentals with a kitchen in Stratford. Enjoy a tailored experience with all the comforts you desire.

  • Are there Stratford vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Stratford, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Stratford have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Stratford. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Stratford?

    Stratford has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Stratford?

    Four-legged friends are welcome in Stratford. Choose from more than 60 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in Stratford

  • Total vacation rentals

    Explore 170 vacation rentals in Stratford

  • Nightly prices starting at

    Stratford vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 5,880 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 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

  • 4.8 Average rating

    Stratford stays are highly rated by guests—averaging 4.8 out of 5!