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Stratford, CT vacation rentals
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Best Vacation rentals and Airbnb offers in Stratford, CT

Best Stratford, CT vacation rentals with a balcony

The B&w Haven: Stylish 3br Escape With Private Office By Li Ferry - Stratford, CT
No reviews

The B&w Haven: Stylish 3br Escape With Private Office By Li Ferry

apartment, Bridgeport
This Bridgeport apartment rental, located in the Brooklawn-St. Vincent neighborhood, offers easy access to Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course.
The 2000-square-foot unit features three luxurious bedrooms, one bathroom, a gourmet kitchen, high-speed internet, smart TVs, and a private balcony, accommodating up to six guests.
The B&w Haven 3br Private Office By Li Ferry - Stratford, CT
8.7 3 reviews

The B&w Haven 3br Private Office By Li Ferry

apartment, Bridgeport
This Bridgeport apartment rental is conveniently located near Silver Sands State Park (8 miles) and the Connecticut Post Mall (11 miles), offering easy access to both outdoor recreation and shopping.
The 2,000-square-foot, three-bedroom unit comfortably accommodates up to 11 guests and features a fully equipped kitchen, free Wi-Fi, on-site parking, a fireplace, and a shared backyard.
Lordship Charmer Has It All! Comfortable Stay, Accessible, Family Friendly! - Stratford, CT
9.8 15 reviews

Lordship Charmer Has It All! Comfortable Stay, Accessible, Family Friendly!

apartment, Stratford
This Lordship, Stratford vacation home is less than a mile from three beaches—Lordship, Long, and Short Beaches—and about two miles from the Housatonic River.
This two-bedroom, one-bathroom house sleeps five guests and boasts a fully equipped kitchen, Jacuzzi, private garden, tennis court, and parking, perfect for a family getaway near Stratford's beaches.
The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen - Stratford, CT
9.0 2 reviews

The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen

apartment, Bridgeport
This two-bedroom Bridgeport apartment rental, located in the Brooklawn-St. Vincent neighborhood, offers convenient proximity to Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course.
The 2,000-square-foot residence features a fully equipped kitchen, a spacious backyard, smart TVs, high-speed internet, and sleeps up to five guests comfortably.

Our Favorite Family-Friendly Vacation Rentals in Stratford, CT

These family-friendly vacation rentals in Stratford, CT offer plenty of room to spread out near local beaches.

Lordship Charmer By The Sea - Stratford, CT
10 8 reviews

Lordship Charmer By The Sea

apartment, Stratford
This Stratford vacation rental is located in Lordship, Connecticut, just two blocks from a private beach entrance and a short drive from the train station for easy access to nearby cities like New York City.
This two-bedroom, one-bathroom home comfortably sleeps five guests and features a fully equipped kitchen, a private garden, a fitness center, and air conditioning.
#2 Beautiful Milford Beach Right Across Street - Charles Island/silver Sands Pk - Stratford, CT
10 45 reviews

#2 Beautiful Milford Beach Right Across Street - Charles Island/silver Sands Pk

apartment, Milford
This Milford apartment is conveniently located just a short distance from the beach and Silver Sands State Park, offering easy access to both the natural beauty of the coastline and the charm of downtown Milford. The apartment has received excellent user ratings, making it a popular choice for travelers.
This two-bedroom, one-bathroom apartment can comfortably accommodate up to six guests, making it ideal for families or groups of friends. Enjoy a private backyard, a full kitchen and laundry facilities, and convenient keypad entry, along with air conditioning and a terrace or balcony.
Beautiful Water Views! 1 House From Beach - Stratford, CT
10 22 reviews

Beautiful Water Views! 1 House From Beach

apartment, Milford
This Milford apartment is located less than a block from Tyde at Walnut Beach, a popular local restaurant and venue, and is just 15 miles from Yale University. It has received excellent ratings for cleanliness and user experience, as well as a very good rating for location.
The apartment can accommodate up to six guests in its three bedrooms, each with comfortable king or twin XL beds. It offers modern amenities like air conditioning, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, a garden, parking, and internet access.
Lordship Beach House -  Pool & Beach (Seasonal) - Stratford, CT
9.9 32 reviews

Lordship Beach House - Pool & Beach (Seasonal)

apartment, Stratford
This Stratford home is located in Fairfield County, Connecticut, within walking distance of several beaches, a golf course, a playground, and restaurants. The home has earned excellent ratings for user experience, location, and cleanliness.
The three-bedroom house can accommodate up to eight guests and features a renovated open kitchen, a dining table for eight, and a family room with stunning water views. Amenities include a private heated pool, a large brick patio with a BBQ and fire pit, fast internet, central air conditioning, and a fenced backyard with lawn games.

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Best Stratford, CT vacation rentals with parking

Great Home On Paradise Green. - Stratford, CT
No reviews

Great Home On Paradise Green.

apartment, Stratford
This 4-bedroom, 2-bathroom flat places you in the center of Stratford, a short walk from the Royal Shakespeare Theatre and Shakespeare's Birthplace, with the River Avon and its walking paths also easily accessible.
This pet-friendly accommodation for up to 6 guests includes internet, air conditioning, a kitchen, and parking, serving as a convenient base for exploring Stratford-upon-Avon.
Revamped 3br Apt With Easy Check-in Family-friendly - Stratford, CT
9.4 5 reviews

Revamped 3br Apt With Easy Check-in Family-friendly

apartment, Bridgeport
This Bridgeport apartment rental is conveniently located 10 miles from Silver Sands State Park and 13 miles from the Connecticut Post Mall, offering easy access to both recreational activities and shopping.
This spacious 2000-square-foot, three-bedroom unit sleeps up to 14 guests and features a fully equipped kitchen with a dishwasher, in-unit laundry, free Wi-Fi, parking, and a shared backyard; a fireplace adds to the cozy ambiance.
Private Beach Apartment With Backyard In Milford! - Stratford, CT
9.7 18 reviews

Private Beach Apartment With Backyard In Milford!

apartment, Milford
This Milford apartment is just 400 feet from a private beach and 4 houses from Long Island Sound, offering easy access to beautiful sandy shores while being situated in a quiet residential neighborhood. The apartment consistently receives excellent ratings for user experience, location, and cleanliness.
The one-bedroom, one-bathroom apartment comfortably sleeps three guests and features a cozy living area, a kitchenette with essential appliances, and a private backyard patio. Amenities include beach chairs, an inflatable paddleboard, a cooler, a shared BBQ grill, and proximity to downtown Milford and Charles Island.
Business Or Weekend Escape - Stratford, CT
9.2 58 reviews

Business Or Weekend Escape

apartment, Stratford
This Stratford vacation rental is located within two miles of the Housatonic River, Perry House, and the Captain David Judson House of the Stratford Historical Society.
The one-bedroom, one-bathroom house sleeps four guests and includes amenities such as a Smart TV, barbecue grill, and proximity to Academy Hill and Newfield Park for outdoor recreation.

Browse Vacation Rentals with a Pool in Stratford, CT

Enhance your coastal getaway with a Stratford, CT vacation rental featuring a pool.

Akasa Ocean Front Oasis- Seasonal Pool, Grill - Stratford, CT
10 12 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

apartment, Stratford
This Lordship, Stratford, Connecticut oceanfront rental is conveniently located near local breweries, wineries, and approximately 75 miles from New York City.
This 5,000+ square-foot home boasts four bedrooms, five bathrooms, sleeps ten guests, includes a private pool (seasonal, Memorial Day to Labor Day), and offers a fully equipped kitchen, billiards room, and strong Wi-Fi.
702 M² House ∙ 4 Bedrooms ∙ 10 Guests - Stratford, CT
No reviews

702 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Stratford
This oceanfront house is located in Stratford, Connecticut, offering stunning views of Long Island Sound and is just 75 miles from New York City.
The 7,560 square foot home features four bedrooms, five bathrooms, and can accommodate up to 10 guests, with amenities including a private pool, a billiards room, and a fully equipped kitchen.
Akasa Ocean Front Oasis- Seasonal Pool, Grill - Stratford, CT
9.9 22 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

apartment, Stratford
This Stratford, Connecticut oceanfront house boasts direct Long Island Sound views, convenient access to local breweries and wineries, and is 75 miles from New York City.
This 5,000+ square-foot home features four bedrooms, four bathrooms, sleeps ten guests, includes a private pool, fully equipped gourmet kitchen, and billiards room.
Cozy Studio Unit - Stratford, CT
9.9 83 reviews

Cozy Studio Unit

apartment, Trumbull
This studio apartment is conveniently located in Trumbull, just a short drive from major highways, the Trumbull Mall, and the seaside beach. It consistently receives excellent ratings for location, cleanliness, and overall experience. The apartment features a comfortable pull-out bed and has a guest capacity of 4. Amenities include a fully equipped kitchen, a private garden, a swimming pool, and on-site parking.

Discover Vacation Rentals by the Sea in Stratford, CT

Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Stratford, CT. Book your next shoreside stay today.

Stylish Sheek Loft 
Ricport Studio 2, Downtown - Stratford, CT
9.7 157 reviews

Stylish Sheek Loft Ricport Studio 2, Downtown

apartment, Bridgeport
Cozy Ocean Front Retreat With Private Beach! - Stratford, CT
10 44 reviews

Cozy Ocean Front Retreat With Private Beach!

apartment, Milford
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min - Stratford, CT
9.4 9 reviews

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

apartment, Bridgeport
Steps To Beach - Direct Water View - Pet Friendly - Stratford, CT
10 13 reviews

Steps To Beach - Direct Water View - Pet Friendly

apartment, Milford

Top-Rated 5-Star Vacation Rentals in Stratford, CT

Indulge in a luxury vacation rental in Stratford, CT, where high-end design meets world-class 5-star comfort.

Charming Studio Retreat | Near Transit & Beaches - Stratford, CT
10 2 reviews

Charming Studio Retreat | Near Transit & Beaches

apartment, Stratford

Best Vacation Rentals with a Steam Room in Stratford, CT

Relax in style with an on-site sauna at these premium Stratford, CT vacation rentals near the water.

Luxury Family Retreat With Lake & Comfort. - Stratford, CT
9.7 44 reviews

Luxury Family Retreat With Lake & Comfort.

apartment, Trumbull
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