
Vacation rentals in Stratford
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Top-rated vacation rentals in Stratford
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Winter Escape • 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.

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!

Lovely water front lower-level loft, free parking
This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

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

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

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.

Fall 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.

Private 1-Bdrm Apt in West Haven
House is located in quiet neighborhood and centrally located to just about everything you may need.... beaches, restaurants, entertainment, hospitals, colleges, shops via vehicle. Based on your interest and needs in restaurants, food, shops, activities, etc, you can use Google Maps, Yelp, Uber Eats, etc to provide you with several options. Nicely setup one full-sized bed apartment that sleeps two, provides you with privacy and comfort.

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.

The Winchester House at Science Park-Yale
Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

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

Quiet, cozy Stratford location

Beautiful home

Private cozy room in historic home in North area

Welcome to the Oasis; a private room w/Queen bed

Emerald Room 6 Minutes From Yale

Room with great view

lakeside single private bedroom

Nature Lover Resort
When is the best time to visit Stratford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,629 GYD | G$30,747 GYD | G$31,374 GYD | G$36,185 GYD | G$44,970 GYD | G$51,245 GYD | G$54,591 GYD | G$53,964 GYD | G$44,342 GYD | G$38,904 GYD | G$36,394 GYD | G$36,603 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
Where should I stay in Stratford?
Make yourself at home in Stratford by choosing from our most frequently booked neighborhoods. We have over 220 vacation rentals in East End, over 220 vacation rentals in Stratford Center Historic District, and over 220 vacation rentals in Lordship.
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 air conditioning, over 130 homes with wifi, over 120 homes with a kitchen, over 110 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Stratford have free parking?
Absolutely! We offer over 110 house 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 cottage rentals in Stratford have a kitchen?
Absolutely! We offer over 10 cottage 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 house rentals in Stratford have wifi?
Absolutely! We offer over 130 house 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 190 vacation rentals in Stratford

Nightly prices starting at
Stratford vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 6,230 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
110 properties have a dedicated workspace

Wi-Fi availability
180 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!
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- Yale University
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- Citi Field
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Bronx Zoo
- USTA Billie Jean King National Tennis Center
- Queens Center
- Thunder Ridge Ski Area
- New York Botanical Garden
- Astoria Park
- Robert Moses State Park Beach
- 168th Street Station
- Sunken Meadow State Park
- Jones Beach State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Long Island Aquarium
- Mount Southington Ski Area
- Sherwood Island State Park




