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Stamford vacation rentals

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Booking Insights
Recommended by KAYAK

Best Stamford vacation rentals

These are the best prices for Oct 2 - 3.
Stamford Suites - Stamford - Lobby
Stamford Suites
Downtown
5.4Fair(462)
Apartment
$194+
Check availability
5BR Waterview Home near Cove Beach, Sauna, Game Room, Fenced Backyard - Stamford
5BR Waterview Home near Cove Beach, Sauna, Game Room, Fenced Backyard
Stamford, CT
9.1Wonderful(28)
House
$837+
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Gem by the water with firepit & all fenced backyard 2 Bedrooms - Stamford - Living room
Gem by the water with firepit & all fenced backyard 2 Bedrooms
Stamford, CT
9.3Wonderful(24)
Villa
$321+
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Stylish Loft With Parking Near Nyc + Hospital - Stamford - Living room
Stylish Loft With Parking Near Nyc + Hospital
Stamford, CT
9.2Wonderful(11)
Cottage
$216+
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Family-Friendly 2br With Parking Near Nyc + Stamford Hospital - Stamford - Living room
Family-Friendly 2br With Parking Near Nyc + Stamford Hospital
Stamford, CT
9.9Wonderful(26)
Apartment
$280+
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Luxurious 1br Downtown Stamford - Stamford
Luxurious 1br Downtown Stamford
Downtown
9.6Wonderful(9)
Apartment
$345+
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Seabreeze at the beach west beach Stamford ct. - Stamford - Living room
Seabreeze at the beach west beach Stamford ct.
Stamford, CT
9.8Wonderful(13)
Apartment
$539+
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5BR Shippan Beach House with Game Room and Huge Backyard - Stamford - Patio
5BR Shippan Beach House with Game Room and Huge Backyard
Stamford, CT
9.7Wonderful(25)
House
$995+
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Modern Home Off I-95 Perfect for Familie - Stamford - Living room
Modern Home Off I-95 Perfect for Familie
Stamford, CT
9.3Wonderful(3)
House
$518+
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Midcentury Modern Zenhouse Sculptor Stud - Stamford - Patio
Midcentury Modern Zenhouse Sculptor Stud
Stamford, CT
9.9Wonderful(12)
House
$548+
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Seashell Bungalow - 3 Bed - Bath - Beach House - Stamford - Kitchen
Seashell Bungalow - 3 Bed - Bath - Beach House
Stamford, CT
10Wonderful(7)
House
$736+
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Bright Stylish Chic 4br 4ba Home Pet Friendly! - Stamford - Living room
Bright Stylish Chic 4br 4ba Home Pet Friendly!
Stamford, CT
9.9Wonderful(44)
House
$737+
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Belltown Retreat - Stamford
Belltown Retreat
Stamford, CT
9.6Wonderful(46)
House
$504+
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The Gallery In Downtown Stamford - Stamford
The Gallery In Downtown Stamford
Downtown
9.7Wonderful(7)
Apartment
$389+
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Luxury Apt Near Downtown - Stamford
Luxury Apt Near Downtown
Downtown
10Wonderful(1)
Apartment
$276+
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Beachside in Branford - Stamford
Beachside in Branford
Stamford, CT
9.6Wonderful(6)
Cottage
$501+
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Booking Insights

KAYAK’s insights for vacation rentals in Stamford

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Stamford with confidence.

Which month has the cheapest vacation rental rates in Stamford?

Vacation rentals are cheapest in Stamford in February, with average rates of $75. In comparison, June is the most expensive month, with prices at $231.

What is the cheapest day of the week to book a vacation rental in Stamford?

Wednesday offers the lowest rates in Stamford, with an average nightly price of $118. The highest prices are found on Tuesday, with average rates at $304.

How early should you book a vacation rental in Stamford?

Book at least 23 days before your stay begins to get the best price for your Stamford vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

July
March
$171
$156
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 102% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Stamford vacation rental deals

  • Pool is the most popular vacation rental property amenity in Stamford
  • Vacation rentals in Stamford are around 80% cheaper than hotels on average. Search here to compare prices for all accommodation types in Stamford.
  • The best vacation rental properties in Stamford are Family-Friendly 2br With Parking Near Nyc + Stamford Hospital (9.9, 26 reviews), Bright Stylish Chic 4br 4ba Home Pet Friendly! (9.9, 44), and 5BR Shippan Beach House with Game Room and Huge Backyard (9.7, 25), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Stamford, you should consider visiting during the low season. The cheapest vacation homes in Stamford can be found in July and April.
  • The cheapest night for renting a vacation home in Stamford is Wednesday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Stamford for 15 days.

FAQs when booking a vacation home in Stamford

  • How much is a vacation rental for a week in Stamford?

    The average price for a weekly Stamford vacation rental found by KAYAK users in the last 2 weeks is $1,090.

  • How much is a vacation rental for a month in Stamford?

    The average price for a monthly Stamford vacation rental found by KAYAK users in the last 2 weeks is $4,671.

  • What types of vacation rentals are available in Stamford?

    There are loads of different property types that you can make your vacation home in Stamford. You’ll find apartments, castles, condos, cottages, houses, homestays and villas.

  • What are some of the most-loved vacation rentals available in Stamford?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Stamford Suites.

  • Are there any pet-friendly vacation rentals in Stamford?

    There are a number of dog and pet-friendly Stamford vacation rentals, with around 31% allowing you to bring your pet along with you.

  • How much is a vacation rental in Stamford for tonight?

    In the last 72 hours, users have found Stamford vacation rentals for tonight for as low as $150. Search here for similar prices

  • How much is a vacation rental in Stamford for this weekend?

    In the last 72 hours, users have found Stamford vacation rentals for this weekend for as low as $256 per night. Search here for similar prices

  • How can I find vacation rentals near me in Stamford?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Stamford?

Our map will help you find the perfect place to stay in Stamford by showing you the exact location of each vacation rental.

More options for your stay in Stamford