Book Holiday Homes in Stratford

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Featured Holiday Homes in Stratford

Lakeside luxury: beautiful, relaxing 4 bedroom home

Lakeside luxury: beautiful, relaxing 4 bedroom home

Trumbull
Stay at this vacation home in Trumbull. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Roosevelt Forest and Beardsley Zoo are located ...
Lakeside luxury: beautiful, relaxing 4 bedroom home
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Milford
Stay at this vacation home in Milford. Enjoy free WiFi, a garden, and patios. Popular attractions The Coastal Center at Milford Point and Short Beach are located ...
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Fairfield
The price is NZ$834 per night from 16 Mar to 17 Mar
NZ$834
includes taxes & fees
16 Mar - 17 Mar
Stay at this vacation home in Fairfield. Popular attractions Longfellow Park and Bellarmine Museum of Art are located nearby.
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
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Business or Weekend escape

Business or Weekend escape

Stratford
The price is NZ$247 per night from 28 Mar to 29 Mar
NZ$247
includes taxes & fees
28 Mar - 29 Mar
Stay at this vacation home in Stratford. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
Business or Weekend escape
 Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

Branford
Book a stay at this beach vacation home in Branford. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Stony Creek Museum and Stony Creek - ...
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
Book a stay at this beach vacation home in Milford. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Robert Treat Farm and Seabluff Beach are ...
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach
Stay at this vacation home in Centereach. Enjoy air conditioning. Popular attractions Smithaven Mall and Island Federal Credit Union Arena are located ...
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Amazing Rocky Point Retreat Overlooking the Sound!

Amazing Rocky Point Retreat Overlooking the Sound!

Rocky Point
Stay at this vacation home in Rocky Point. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions North Shore Beach and Clifton ...
Amazing Rocky Point Retreat Overlooking the Sound!
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

New Haven
Stay at this vacation home in New Haven. Enjoy free WiFi, a garden, and in-room jetted tubs. Popular attractions Yale Golf Course and Yale Bowl are located ...
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stratford Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Stratford vacation homes are the perfect way for you to wing it.

Holiday houses in Stratford let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Stratford in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Stratford adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Stratford with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Stratford vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Stratford Holiday Homes essential information

Accommodation
345 Holiday Homes
Lowest Price
NZ$175
Highest Price
NZ$834
Popular accommodation
Lakeside luxury: beautiful, relaxing 4 bedroom home, BREATHTAKING BUNGALOW-HOME AWAY FROM HOME, Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC, Business or Weekend escape, Gorgeous Victorian direct ocean front single family six bedroom, ten rooms, Beach Front Arts & Crafts House With Gorgeous Views Of The Sound, Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Amazing Rocky Point Retreat Overlooking the Sound!, 7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

Top trending hotels in Stratford

The Surfside Hotel

The Surfside Hotel

2 out of 5
10 Washington Pkwy, Stratford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$300 per night from 1 Apr to 2 Apr
NZ$300
includes taxes & fees
1 Apr - 2 Apr
Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located ...
The Surfside Hotel
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

3 out of 5
6905 Main St, Stratford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$252 per night from 21 Mar to 22 Mar
NZ$252
includes taxes & fees
21 Mar - 22 Mar
Stay at this 3-star business-friendly hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Homewood Suites by Hilton Stratford
Quality Suites

Quality Suites

2.5 out of 5
1500 South Ave, Stratford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$175 per night from 6 Apr to 7 Apr
NZ$175
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this golf hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Quality Suites
Save an average of 15% on thousands of hotels when you're signed in
Business or Weekend escape

Business or Weekend escape

Stratford
The price is NZ$247 per night from 28 Mar to 29 Mar
NZ$247
includes taxes & fees
28 Mar - 29 Mar
Stay at this vacation home in Stratford. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
Business or Weekend escape
Don't see what you're looking for?
See all available properties in Stratford
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.