Stamford vacation rentals

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Booking Insights
Recommended by KAYAK

Best Stamford vacation rentals

Luxury Apartments by Hyatus at The Asher - Stamford - Pool
Luxury Apartments by Hyatus at The Asher
Downtown
9.6Wonderful(15)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
$456+
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This Is My Happy Place - Stamford - Bedroom
This Is My Happy Place
Stamford, CT
4.0Mediocre(4)
Apartment
$226+
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Romantic Hideout 1Bedroom Lower Level - Stamford - Kitchen
Romantic Hideout 1Bedroom Lower Level
Stamford, CT
8.6Very good(10)
Apartment
Free Wi-Fi
$198+
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The Cozy Studio - Stamford - Bedroom
The Cozy Studio
Stamford, CT
8.6Very good(6)
Apartment
Free Wi-Fi
$153+
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Sugar Shack Studio | Downtown Skyline Views - Stamford - Bedroom
Sugar Shack Studio | Downtown Skyline Views
Downtown
10Wonderful(3)
Apartment
Free Wi-Fi
$352+
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The Gallery In Downtown Stamford - Stamford - Living room
The Gallery In Downtown Stamford
Downtown
9.8Wonderful(4)
Apartment
$366+
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HA3: Private Studio with Full bathroom and Kitchenette - Stamford - Balcony
HA3: Private Studio with Full bathroom and Kitchenette
Stamford, CT
Apartment
Free Wi-Fi
$174+
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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
9.6Wonderful(5)
Apartment
Free Wi-Fi
$412+
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Penthouse Perfection: with Unmatched Skyline Views - Stamford - Living room
Penthouse Perfection: with Unmatched Skyline Views
Downtown
9.6Wonderful(13)
Apartment
Free Wi-Fi
$497+
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Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford - Stamford - Balcony
Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford
Downtown
9.0Wonderful(2)
Apartment
Free Wi-Fi
$223+
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Luxurious 1br Downtown Stamford - Stamford - Living room
Luxurious 1br Downtown Stamford
Downtown
9.7Wonderful(9)
Apartment
$366+
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Private Luxury Apt with Gym - Stamford - Kitchen
Private Luxury Apt with Gym
Downtown
Apartment
Pool
Pet friendly
$202+
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Stamford Bohemian by HarborPoint Downtown &Train - Stamford
Stamford Bohemian by HarborPoint Downtown &Train
Stamford, CT
8.8Very good(1)
House
Parking
Free Wi-Fi
$140+
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The Gold Room near downtown trains fast wifi - Stamford
The Gold Room near downtown trains fast wifi
Stamford, CT
8.3Very good(2)
Apartment
Parking
Free Wi-Fi
$138+
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Gem by the water with firepit & all fenced backyard 2 Bedrooms - Stamford
Gem by the water with firepit & all fenced backyard 2 Bedrooms
Stamford, CT
8.9Very good(10)
Villa
Parking
Free Wi-Fi
Pet friendly
$283+
Check availability
H3 Studio Bedroom Downtown Stamford - Stamford
H3 Studio Bedroom Downtown Stamford
Stamford, CT
6.7Okay(2)
Apartment
Parking
Free Wi-Fi
Pet friendly
$159+
Check availability
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.

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

Sunday offers the lowest rates in Stamford, with an average nightly price of $108. The highest prices are found on Friday, with average rates at $338.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
September
$210
$271
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 71% 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

  • Pet friendly is the most popular vacation rental property amenity in Stamford
  • Vacation rentals in Stamford are around 39% more expensive than hotels on average. Search here to compare prices for all accommodation types in Stamford.
  • The best vacation rental properties in Stamford are Lovely 2 bdrm apt w/ parking and outdoor sitting (9.9, 21 reviews), Belltown Retreat (9.6, 42) and Belltown Retreat (9.6, 42), 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 November and May.
  • The cheapest night for renting a vacation home in Stamford is Sunday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Stamford for 9 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 $1,844.

  • 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 $7,904.

  • 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.

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

    There are a number of dog and pet-friendly Stamford vacation rentals, with around 30% 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 $828. 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.

Everything you need to know for your stay in Stamford