Holiday houses in Stratford

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Top-rated holiday rentals in Stratford

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

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Guest favourite
Private room in Hamden
4.98 out of 5 average rating, 321 reviews

A Restorative Stay in the Woods (at edge of town)

We're proud to have been designated AirBnb CT's New Host of the Year for 2021! Come visit our cozy 1st floor BR w/ HD TV, sound bar, WIFI, small desk & mini-fridge. A connected spa-like private bath features an oversized shower & claw foot soaking tub. It's an ideal retreat for writers, artists, & nature lovers. While kitchen and common areas of our home aren't shared, seasonal outdoor spaces are. We're known for our great morning coffee. Come stay with us and see! We welcome guests 21 and over.

Top Guest favourite
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 šŸ *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.

Superhost
A spacious bedroom is presented with a comfortable bed, layered in plush white linens and accented with dark pillows. A wooden dresser sits in front of a large window, allowing natural light to fill the room, while art decorates the walls.
Apartment in New Haven
4.95 out of 5 average rating, 86 reviews

King 1BR W/ Parking, Pool & Gym

This gorgeous apt, located in a brand-new luxury building at the center of New Haven’s historic downtown, offers unparalleled comfort, service, and amenities. You can watch a movie on a 65" HDTV, work in one of 5 co-working spaces, or relax at the pool w/ grills and cabanas. Highlights: • Walkable access to Yale • Deep-clean prior to every guest • Coffee, fresh linens, and bathroom essentials provided • 24/7 fitness center • Sun terrace + pool and grills • Entertainment lounge w/ bowling alley

Top Guest favourite
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, 145 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 favourite
Private room in Fairfield
4.98 out of 5 average rating, 167 reviews

LOVELY WELL APPOINTED ROOM - IN FAIRFIELD

Five-minute walk to Fairfield University. 3 minute drive to I-95, 10 minute drive to Merritt Pkwy, 1.7 miles to the train station, 2.2 miles to the beach. Lively town with restaurants, bars, and boutiques 1.7 miles from the house. Private entrance from rear deck unless wet, icy or snow-covered (use the front door). Bathroom 2 steps from the lockable guest room. Kitchen use available for light meal preparation, heating food, making coffee, etc. Hosts are a mature couple and two cats.

Top Guest favourite
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
4.94 out of 5 average rating, 48 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

Top Guest favourite
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.

Guest favourite
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 šŸ” Welcome to your perfect stay! Our newly renovated 2BR apartment offers a stylish and comfortable space for families, business travelers šŸ’¼, and couples ā¤ļø. 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 šŸ½ļø, shopping šŸ›ļø, and top attractions šŸŒ. Book now and experience a hassle-free, cozy getaway!

Superhost
A well-equipped kitchen features wooden shelves with dishes and a coffee maker. A modern sink and black faucet are complemented by a smooth countertop, while natural light filters through a window adorned with greenery. Kitchen essentials are organized for convenience.
Apartment in Brookfield
4.92 out of 5 average rating, 295 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Guest favourite
Private room in Stratford
4.86 out of 5 average rating, 381 reviews

Comfy room - close to the beach and Universities

Private bedroom with Queen Bed, TV, WiFi, Mini Fridge, Microwave, Heat and A/C. A passcode is provided to unlock front and bedroom doors. Bathroom is shared with airbnb guests only. LOW SLANTED CEILING BATHROOM - fit 5'10'' and under. Nice, and quiet neighborhood. Close to Merritt Pkwy, I-95, Train station , and Beaches. Please note that the room is bigger than what it appears in the posted photos. House#435 is on the right of #439 and 437.

Guest favourite
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.

Popular amenities for Stratford holiday rentals

When is the best time to visit Stratford?

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Avg. price$239Ā AUD$225Ā AUD$229Ā AUD$265Ā AUD$329Ā AUD$375Ā AUD$399Ā AUD$395Ā AUD$324Ā AUD$284Ā AUD$266Ā AUD$268Ā AUD
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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 holiday rentals in Stratford

  • Total holiday rentals

    Explore 170 holiday rentals in Stratford

  • Nightly prices starting at

    Stratford holiday rentals start at $46Ā AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Stratford holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Stratford rentals

  • 4.8 Average rating

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

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