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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 Daydreamer - Walk To Walnut Beach, Restaurant + Shops - Stratford, CT
9.8 18 reviews
Stratford, CT
06/22 – 06/25
$322/nighttotal: $966 (3 )

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

2 2
apartment , Milford
This cozy Milford bungalow is just a minute's drive from Walnut Beach and its boardwalk, offering easy access to the beach and local attractions while being situated on a quiet street. The apartment is highly rated by guests, earning an "excellent" rating.
The two-bedroom, one-bathroom apartment comfortably accommodates up to 5 guests and features a modern kitchen, central AC, a smart TV with Netflix, free Wi-Fi, and a back porch with a fire pit. Guests can enjoy the private backyard, parking for three cars, and the nearby amenities of Milford, including the Milford Plaza Shopping Center and Westfield Connecticut Post Mall.
171 Broadway · Renovated House Steps Away From The Ocean - Stratford, CT
9.6 307 reviews
Stratford, CT
10/16 – 10/18
$1048/nighttotal: $2096 (2 )

171 Broadway · Renovated House Steps Away From The Ocean

4 2
apartment , Milford
This Milford vacation home is conveniently located within walking distance of Walnut Beach and close to attractions like The Coastal Center at Milford Point, Silver Sands State Park, and Silver Sands. The house has received excellent ratings for location, cleanliness, and overall user experience.
The home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy amenities like a fully equipped kitchen, a fireplace, a private balcony, a garden, parking, and a smoke-free environment.
Minutes To Beaches - Home Theater, Couples Retreat - Stratford, CT
9.4 3 reviews
Stratford, CT
06/22 – 06/25
$657/nighttotal: $1971 (3 )

Minutes To Beaches - Home Theater, Couples Retreat

4 2
apartment , Milford
This pet-friendly vacation home in Milford offers seaside views, located 3 minutes from Silver Sands State Park and an 8-minute drive to Walnut Beach.
This 1860 square foot rental accommodates up to 9 guests with 4 bedrooms and 2 bathrooms, featuring a full kitchen, Wi-Fi, air conditioning, a garden, and nearby opportunities for motorboating and cycling.

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.

Nuevo Cómodo Apartamento Estudio - Stratford, CT
10 18 reviews
Stratford, CT
06/22 – 06/25
$187/nighttotal: $561 (3 )

Nuevo Cómodo Apartamento Estudio

1 2
apartment , Bridgeport
This Bridgeport studio apartment, located in the East Side, offers easy access to I-95, the Metro-North Railroad station, and attractions like Steelpointe Harbor and the Total Mortgage Arena.
The unit features a private entrance, sleeps four guests, includes a fridge and microwave, and provides air conditioning, parking, and internet access.
Beach Cottage! 5 Min Walk To The Sand! - Stratford, CT
9.9 98 reviews
Stratford, CT
06/22 – 06/25
$276/nighttotal: $828 (3 )

Beach Cottage! 5 Min Walk To The Sand!

1 2
apartment , Milford
This charming beach cottage is nestled steps away from Laurel, Wildemere, and Walnut beaches, just a short walk from the heart of Milford's downtown. With excellent user, location, and cleanliness ratings, this cottage is a great choice for travelers visiting Milford.
The cottage offers a spacious and comfortable layout with multiple areas for relaxation, meal preparation, work, and entertainment, accommodating up to 6 guests. It is newly renovated with modern amenities and features a private yard with a grill and seating, perfect for cookouts and relaxation.
Beach Cottage Milford Charles Isle View 2br - Stratford, CT
9.9 28 reviews
Stratford, CT
06/22 – 06/25
$372/nighttotal: $1116 (3 )

Beach Cottage Milford Charles Isle View 2br

1 2
apartment , Milford
Beachside Haven is a cozy studio located mere steps from the sandy shores of Silver Sands State Park in Milford. It has excellent user, location, and cleanliness ratings. The studio features two bedrooms, one bathroom, and can accommodate up to seven guests. Guests can enjoy modern amenities, a private deck with a gas grill, a private yard, and complimentary beach gear.
Walk To Beach - Fire Pit - Pets Welcome! - Stratford, CT
10 51 reviews
Stratford, CT
10/16 – 10/18
$667/nighttotal: $1334 (2 )

Walk To Beach - Fire Pit - Pets Welcome!

3 2
apartment , Milford
This Milford, Connecticut bungalow is located at the end of a quiet street near Wildemere Beach, a short drive from downtown Milford, and within 10 miles of Fairfield, Yale University, and Tweed-New Haven Airport.
This three-bedroom, one-bathroom house sleeps six, boasts a fully equipped modern kitchen with stainless steel appliances, a spacious living room with an 85-inch TV, and extensive outdoor amenities including a fire pit, Blackstone grill, and beach gear; a Tesla charger is available for an additional fee.

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Best Stratford, CT vacation rentals with parking

702 M² House ∙ 4 Bedrooms ∙ 10 Guests - Stratford, CT
Stratford, CT
06/22 – 06/25
$1001/nighttotal: $3003 (3 )

702 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 2
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.
Chic Beach Bungalow - Amazing Sunsets! - Stratford, CT
9.7 119 reviews
Stratford, CT
10/16 – 10/18
$451/nighttotal: $902 (2 )

Chic Beach Bungalow - Amazing Sunsets!

3 2
apartment , Milford
This Milford apartment is a 1920 beach bungalow located in Cedar Beach, a block away from a private sandy beach and within walking distance of the Connecticut Audubon Society Coastal Center at Milford Point. It has excellent user, location, and cleanliness ratings.
The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 5 guests. It features a stocked kitchen, a marble bathroom vanity, and high-end finishes from brands like Restoration Hardware and Serena & Lily. Guests can also enjoy the private backyard with amazing sunset views, and take advantage of the beach essentials provided, such as beach towels, beach chairs, and a travel cooler.
#1 Beautiful Milford Beach Right Across Street -  Charles Island/silver Sands Pk - Stratford, CT
9.8 31 reviews
Stratford, CT
10/16 – 10/18
$468/nighttotal: $936 (2 )

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

2 2
apartment , Milford
This Milford apartment is directly across the street from the beach, a short walk from Silver Sands State Park, and just a few minutes from downtown Milford and I-95. The apartment has received excellent reviews from previous guests.
This two-bedroom, one-bathroom rental can comfortably accommodate up to six guests. The apartment features a fully equipped kitchen, laundry facilities, a private backyard, a patio, and a secure keypad entry.
Family Home Near Roosevelt Forest & Historic Sites - Stratford, CT
Stratford, CT
06/22 – 06/25
$481/nighttotal: $1443 (3 )

Family Home Near Roosevelt Forest & Historic Sites

4 2
apartment , Stratford
This Stratford rental is located less than 1 mile from Roosevelt Forest and Boothe Memorial Park & Stratford Veterans Museum, with easy access to the Merritt Parkway and within a short drive of universities like Yale.
This 1580 square foot apartment accommodates up to 8 guests, featuring 4 bedrooms, 2 bathrooms, a full kitchen with a dishwasher, air conditioning, free WiFi, and a step-free entry.

Browse Vacation Rentals with a Pool in Stratford, CT

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

Lordship Beach House -  Pool & Beach (Seasonal) - Stratford, CT
9.9 30 reviews
Stratford, CT
06/22 – 06/25
$951/nighttotal: $2853 (3 )

Lordship Beach House - Pool & Beach (Seasonal)

1 2
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.
Akasa Ocean Front Oasis- Seasonal Pool, Grill - Stratford, CT
9.9 20 reviews
Stratford, CT
06/22 – 06/25
$1042/nighttotal: $3126 (3 )

Akasa Ocean Front Oasis- Seasonal Pool, Grill

4 2
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.
1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids - Stratford, CT
9.4 403 reviews
Stratford, CT
10/16 – 10/18
$206/nighttotal: $412 (2 )

1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids

1 2
apartment , Shelton
This Shelton apartment is a secluded retreat surrounded by woodlands, offering privacy and tranquility just 5 minutes from the Connecticut Sports Center and within a 15-minute drive of over 80 eateries. It has excellent user, location, and cleanliness ratings.
The apartment has one bathroom, a floor area of 620 square feet, and a guest capacity of four. It features a fully equipped kitchen, a home theater with a 66-inch HD Smart TV, and outdoor amenities including a swimming pool, hot tub, fire pit, and bocce court.
Modern Spacious Family Home W/ Pool & Office Area - Stratford, CT
8.0 1 review
Stratford, CT
06/26 – 06/28
$545/nighttotal: $1090 (2 )

Modern Spacious Family Home W/ Pool & Office Area

3 4
apartment , Milford
This apartment in Milford is located in a quiet residential area, offering a peaceful retreat approximately 1 mile from the town center.
This 3-bedroom, 2.5-bathroom residence accommodates up to 6 guests, featuring an open-plan kitchen and dining area, a large living room, a dedicated library/office, and access to an outdoor swimming pool during summer.

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.

Orange & Groovy, Ricport Studio 3, Stylish Aprtmnt - Stratford, CT
9.9 42 reviews
Stratford, CT
06/22 – 06/25
$149/nighttotal: $447 (3 )

Orange & Groovy, Ricport Studio 3, Stylish Aprtmnt

1 2
apartment , Bridgeport
Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk - Stratford, CT
9.6 9 reviews
Stratford, CT
06/22 – 06/25
$198/nighttotal: $594 (3 )

Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk

1 2
apartment , Bridgeport
#1 Milford Beach (Across Street) Charles Isle 2br - Stratford, CT
9.9 140 reviews
Stratford, CT
10/16 – 10/18
$371/nighttotal: $742 (2 )

#1 Milford Beach (Across Street) Charles Isle 2br

2 2
apartment , Milford
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk - Stratford, CT
9.4 8 reviews
Stratford, CT
06/22 – 06/25
$198/nighttotal: $594 (3 )

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk

1 2
apartment , Bridgeport

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.

The Arlo - Walk To Brewery & Restaurants - Stratford, CT
10 172 reviews
Stratford, CT
10/16 – 10/18
$300/nighttotal: $600 (2 )

The Arlo - Walk To Brewery & Restaurants

1 2
apartment , Milford

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.

Lux Modern Loft ,Ricport Studio 1 Peaceful Stay - Stratford, CT
9.7 32 reviews
Stratford, CT
10/16 – 10/18
$194/nighttotal: $388 (2 )

Lux Modern Loft ,Ricport Studio 1 Peaceful Stay

1 2
apartment , Bridgeport
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