Stamford holiday 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(16)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
S$ 506+
Check availability
This Is My Happy Place - Stamford - Bedroom
This Is My Happy Place
Stamford, CT, United States
4.0Mediocre(4)
Apartment
S$ 292+
Check availability
Romantic Hideout 1Bedroom Lower Level - Stamford - Kitchen
Romantic Hideout 1Bedroom Lower Level
Stamford, CT, United States
8.6Very Good(10)
Apartment
Free Wi-Fi
S$ 254+
Check availability
The Cozy Studio - Stamford - Bedroom
The Cozy Studio
Stamford, CT, United States
8.6Very Good(6)
Apartment
Free Wi-Fi
S$ 193+
Check availability
Sugar Shack Studio | Downtown Skyline Views - Stamford - Bedroom
Sugar Shack Studio | Downtown Skyline Views
Downtown
10Wonderful(3)
Apartment
Free Wi-Fi
S$ 412+
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The Gallery In Downtown Stamford - Stamford - Living room
The Gallery In Downtown Stamford
Downtown
9.8Wonderful(4)
Apartment
S$ 469+
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HA3: Private Studio with Full bathroom and Kitchenette - Stamford - Balcony
HA3: Private Studio with Full bathroom and Kitchenette
Stamford, CT, United States
Apartment
Free Wi-Fi
S$ 222+
Check availability
Seabreeze at the beach west beach Stamford ct. - Stamford - Living room
Seabreeze at the beach west beach Stamford ct.
Stamford, CT, United States
9.6Wonderful(5)
Apartment
Free Wi-Fi
S$ 505+
Check availability
Penthouse Perfection: with Unmatched Skyline Views - Stamford - Living room
Penthouse Perfection: with Unmatched Skyline Views
Downtown
9.6Wonderful(13)
Apartment
Free Wi-Fi
S$ 626+
Check availability
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
S$ 285+
Check availability
Luxurious 1br Downtown Stamford - Stamford - Living room
Luxurious 1br Downtown Stamford
Downtown
9.7Wonderful(9)
Apartment
S$ 470+
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Private Luxury Apt with Gym - Stamford - Kitchen
Private Luxury Apt with Gym
Downtown
Apartment
Pool
Pet-friendly
S$ 260+
Check availability
Stamford Bohemian by HarborPoint Downtown &Train - Stamford
Stamford Bohemian by HarborPoint Downtown &Train
Stamford, CT, United States
8.8Very Good(1)
House
Parking
Free Wi-Fi
S$ 183+
Check availability
The Gold Room near downtown trains fast wifi - Stamford
The Gold Room near downtown trains fast wifi
Stamford, CT, United States
8.3Very Good(2)
Apartment
Parking
Free Wi-Fi
S$ 172+
Check availability
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, United States
8.9Very Good(10)
Villa
Parking
Free Wi-Fi
Pet-friendly
S$ 289+
Check availability
H3 Studio Bedroom Downtown Stamford - Stamford
H3 Studio Bedroom Downtown Stamford
Stamford, CT, United States
6.7Okay(2)
Apartment
Parking
Free Wi-Fi
Pet-friendly
S$ 204+
Check availability
Booking Insights

KAYAK’s insights for holiday 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?

Saturday offers the lowest rates in Stamford, with an average nightly price of S$ 162. The highest prices are found on Friday, with average rates at S$ 424.

Find deals

KAYAK's top tips for finding Stamford holiday rental deals

  • Pet-friendly is the most popular holiday rental property amenity in Stamford
  • Holiday rentals in Stamford are around 42% more expensive than hotels on average. Search here to compare prices for all accommodation types in Stamford.
  • The best holiday 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 travellers.

FAQs when booking a holiday home in Stamford

  • What types of holiday rentals are available in Stamford?

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

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

    There are a number of dog and pet-friendly Stamford holiday rentals, with around 30% allowing you to bring your pet along with you.

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

    Take a look at our holiday rentals map to find the best holiday 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 holiday rental.

Everything you need to know for your stay in Stamford