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Holiday homes in Stratford You’ll Love

Top-Rated Stratford Holiday homes for Every Budget and Style!

Looking for a holiday home in Stratford (Connecticut)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $53.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Stratford.

We found 18 Holiday-homes in Stratford and the surrounding area (within 30 miles)

Sound Mind in Bridgeport, USA

Sound Mind

Holiday home in Bridgeport near Stratford, Connecticut , 923 Gilman Street
Offering a garden, Sound Mind provides accommodations in Bridgeport.
  • Parking
  • Family rooms

Very good 1 Reviews 8.0

from $63.00 Show details »

Charming Beachside Home in Bridgeport, USA

Charming Beachside Home

Holiday home in Bridgeport near Stratford, Connecticut , 65 Calderwood Court
Charming Beachside Home offers accommodations in Bridgeport, 14 miles from Connecticut Post Mall Shopping Center and 21 miles from City Hall.
  • Parking
  • Family rooms

Fabulous 3 Reviews 8.7

from $432.99 Show details »

Black Rock Home - 4 bed - jacuzzi bath - beach in Bridgeport, USA

Black Rock Home - 4 bed - jacuzzi bath -...

Holiday home in Bridgeport near Stratford, Connecticut , 337 Ellsworth Street
13 miles from Connecticut Post Mall Shopping Center in Bridgeport, Black Rock Home - 4 bed - jacuzzi bath - beach offers accommodations with access to...
  • Parking

Exceptional 4 Reviews 9.5

from $53.00 Show details »

Spacious&Gracious- 5BR Fam-Friendly near I95&Shops in Fairfield, USA

Spacious&Gracious- 5BR Fam-Friendly near...

Holiday home in Fairfield near Stratford, Connecticut , 210 Fairchild Avenue
Spacious&Gracious- 5BR Fam-Friendly near I95&Shops is located in Fairfield, just 11 miles from Silver Sands State Park and 14 miles from Connecticut P...
  • Parking

Very good 4 Reviews 8.5

from $427.61 Show details »

Coastal Haven - Cozy Cottage for Family Vacation in Fairfield, USA

Coastal Haven - Cozy Cottage for Family...

Holiday home in Fairfield near Stratford, Connecticut , 227 Renchy Street
Coastal Haven - Cozy Cottage for Family Vacation is located in Fairfield, just 11 miles from Silver Sands State Park and 14 miles from Connecticut Pos...
  • Parking
  • Pets allowed
  • Kids' outdoor play equipment

Exceptional 3 Reviews 9.7

from $274.78 Show details »

Newly Renovated 5BR 2BA Haven with Amenities in Bridgeport, USA

Newly Renovated 5BR 2BA Haven with Ameni...

Holiday home in Bridgeport near Stratford, Connecticut , 296 Linwood Avenue
Newly Renovated 5BR 2BA Haven with Amenities offers accommodations in Bridgeport, 10 miles from Silver Sands State Park and 13 miles from Connecticut ...
  • Parking

Very good 1 Reviews 8.0

from $390.55 Show details »

Quintessential Brooklawn in Bridgeport, USA

Quintessential Brooklawn

Holiday home in Bridgeport near Stratford, Connecticut
Quintessential Brooklawn offers accommodations in Bridgeport, 9.3 miles from Silver Sands State Park and 13 miles from Connecticut Post Mall Shopping ...
  • Parking
  • Pets allowed

Pleasant 2 Reviews 6.0

from $97.00 Show details »

Pet Friendly Milford Beachfront Home in Stratford, USA

Pet Friendly Milford Beachfront Home

Holiday home in Stratford, Connecticut , 216 Broadway
Providing free bikes, Pet Friendly Milford Beachfront Home offers accommodations in Stratford.
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

no reviews

from $1.202.25 Show details »

The Sapphire Sandbar Beach House in Milford, USA

The Sapphire Sandbar Beach House

Holiday home in Milford near Stratford, Connecticut , 11 Waterbury Avenue
Featuring a private beach area, The Sapphire Sandbar Beach House provides accommodations in Milford.
  • Parking
  • Family rooms

Fabulous 3 Reviews 9.0

from $55.00 Show details »

Bobbys Beach Bungalow in Milford, USA

Bobbys Beach Bungalow

Holiday home in Milford near Stratford, Connecticut , 116 Naugatuck Avenue
Featuring a private beach area, Bobbys Beach Bungalow provides accommodations in Milford.
  • Parking
  • Pets allowed
  • Family rooms

Fabulous 2 Reviews 9.0

from $148.60 Show details »

2 Mi to Dtwn Well-Appointed Bridgeport Duplex! in Bridgeport, USA

2 Mi to Dtwn Well-Appointed Bridgeport D...

Holiday home in Bridgeport near Stratford, Connecticut
2 Mi to Dtwn Well-Appointed Bridgeport Duplex! is located in Bridgeport, just 8 miles from Silver Sands State Park and 11 miles from Connecticut Post ...
  • Parking

no reviews

from $77.00 Show details »

Marine Theme - 4 BR - Backyard - Fire pit in Bridgeport, USA

Marine Theme - 4 BR - Backyard - Fire pi...

Holiday home in Bridgeport near Stratford, Connecticut , 535 Merritt Street
Marine Theme - 4 BR - Backyard - Fire pit offers accommodations in Bridgeport, 18 miles from The Yale Bowl and 20 miles from City Hall.
  • Parking

no reviews

from $80.00 Show details »

Cheerful 3 Bedroom Beach Front Cottage with Fire Place in Milford, USA

Cheerful 3 Bedroom Beach Front Cottage w...

Holiday home in Milford near Stratford, Connecticut , 37 Melba Street
Cheerful 3 Bedroom Beach Front Cottage with Fire Place offers accommodations in Milford, 3.1 miles from Connecticut Post Mall Shopping Center and 4.7 ...
  • Parking

Fabulous 10 Reviews 9.0

from $285.11 Show details »

Charming 3 bedroom Beach Front Cottage in Milford, USA

Charming 3 bedroom Beach Front Cottage

Holiday home in Milford near Stratford, Connecticut , 39 Melba Street
Just a few steps from Pond Point Beach and a 2-minute walk from Bayview Beach, Charming 3 bedroom Beach Front Cottage features accommodations in Milfo...
  • Parking
  • Family rooms

Exceptional 2 Reviews 10.0

from $318.42 Show details »

Bright Milford Beach House with Outdoor Shower in Milford, USA

Bright Milford Beach House with Outdoor...

Holiday home in Milford near Stratford, Connecticut
Just a few steps from Pond Point Beach and a 3-minute walk from Bayview Beach, Bright Milford Beach House with Outdoor Shower features accommodations ...
  • Parking
  • Spa and wellness centre

Exceptional 1 Reviews 10.0

from $341.22 Show details »

Quiet and Cozy Getaway in Milford in Milford, USA

Quiet and Cozy Getaway in Milford

Holiday home in Milford near Stratford, Connecticut , 178 West Avenue
Quiet and Cozy Getaway in Milford is located in Milford, just 2 miles from Silver Sands State Park and 5 miles from Connecticut Post Mall Shopping Cen...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $63.00 Show details »

Spacious Gulf Beach Home in Milford, USA

Spacious Gulf Beach Home

Holiday home in Milford near Stratford, Connecticut , 25 Adams Avenue
Spacious Gulf Beach Home offers accommodations in Milford, 10 miles from The Yale Bowl and 10 miles from City Hall.
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $96.00 Show details »

Beautiful Lake House to Relax in Trumbull, USA

Beautiful Lake House to Relax

Holiday home in Trumbull near Stratford, Connecticut , 162 Old Dike Road
11 miles from Connecticut Post Mall Shopping Center in Trumbull, Beautiful Lake House to Relax features accommodations with access to a spa center.
  • Parking
  • Family rooms
  • Spa and wellness centre

no reviews

from $61.00 Show details »

Number of Holiday homes in Stratford 18
Number of guest ratings 968
Average price per night $272.00
Lowest price per night $53,00
Highest price per night $1.924,14

Top 10 Cheapest Holiday-homes in Stratford

Discover the Cheapest Holiday-homes in Stratford – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Stratford

Check out the Most Booked Holiday-homes in Stratford – Based on Guest Popularity.

Holiday homes in Stratford (Connecticut), comfortable and familiar

Staying in a holiday or vacation home in Stratford can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Stratford for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Stratford should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com