Stamford Vacation Rentals

Our Favorite Vacation Rentals in Stamford

  • NYC Secret escape ocean house, 15 miles to US open
     Villa
    Booking.com
    From
    $706
  • Newly renovated 2 family ranch (main floor)
     3br Home/Apartment
    HolidayLettings
    From
    $386
  • Historic Studio Zenhouse /guest house
     Country House
    Booking.com
    From
    $285
  • Memory Lane Farm
     3br Home/Apartment
    Tripadvisor
    From
    $458
  • Come AND Relax Away but Close to NYC!
     Country House
    Booking.com
    From
    $950
  • Condo! Beautiful 1 OR 2 Bedroom Condo Stamford, CT
    Good2br Home/Apartment
    Airbnb
    From
    $158
  • Room in Tranquil Home- Stamford Harbor Point area
    ExcellentHome/Apartment
    Airbnb
    From
    $90
  • Bedford Hall Apartments
    Excellent2br Home/Apartment
    Airbnb
    From
    $206

Check prices for these upcoming dates

Stamford Vacation Rentals with a Pool

  • Chancton House - Bedford, Pound Ridge, NY
    Excellent4br Home/Apartment
    Airbnb
    From
    $904
  • Greenwich FarmHouse in country setting with a pool
     Home/Apartment
    Airbnb
    From
    $141
  • Modern private luxury residence in oyster bay
    Good3br Home/Apartment
    Airbnb
    From
    $875
  • Private Guest Studio
    ExcellentHome/Apartment
    Airbnb
    From
    $127

Stamford Vacation Rentals with Wi-Fi

  • Spacious 1 bedroom Apartment Near Beach
     Home/Apartment
    Airbnb
    From
    $136
  • The Carriage House
    Excellent4br Home/Apartment
    Airbnb
    From
    $311
  • Rome’s Cozy Hideout (Entire Isolated Private Suit)
    ExcellentHome/Apartment
    Airbnb
    From
    $116
  • School House by the Sea {Full 2-Level House}
    Excellent3br Home/Apartment
    Airbnb
    From
    $352

Stamford Pet-Friendly Vacation Rentals

  • Greenwich Townhouse, Hotel alternative
    Excellent3br Home/Apartment
    Airbnb
    From
    $367
  • In-law suite w/private bathroom, entrance &parking
    GoodHome/Apartment
    Airbnb
    From
    $93
  • Quiet Cottage Oasis
    NiceHome/Apartment
    Airbnb
    From
    $189
  • The Safe House - High Tech Apt #3 - 4 beds
    Excellent2br Home/Apartment
    Airbnb
    From
    $192

Stamford Travel Guide

Stamford is a large coastal city in Connecticut. On the other side of the bay is New York City and Long Island, and many people from these areas visit Stamford for the beautiful beaches and natural areas and as an escape from the crowds. Connecticut has a long and interesting history as these areas were the first land that settlers reached when sailing from Europe. The primary commerce in this area was shipping and export due to its proximity to New York. However, as the 20th century came wealthy men and aristocrats started to build houses as summer residencies in the area. In the 1960s the city’s real estate started to boom. Due to all of these great historical events, the city of Stamford has become an excellent place to visit. It is full of landmarks, sights to see, museums, parks, and much more. Do not hesitate to visit the beautiful Stamford.

Things to Do in Stamford

Parks, bays, beaches, wild life refuges, sanctuaries, museums and much more await visitors at Stamford. Visit the beautiful parks and gardens around the city to spend some quality time outside. Cove Island Park is a great place to check out if you want to bike or hike, go on boat rides and enjoy the beach on a summer day. Moreover, visit the Goodbye Garden which is a dedicated park on the site of Fort Stamford. Its a tiny piece of history but its worth a visit. Additionally, check out the Mianus River Park where multiple amazing hiking and biking trails are available. It is a beautiful park and the serene nature will relax anyone. Furthermore, for some interesting places visit Greenwich Botanical Center is a 60-year-old building dedicated to the promotion of conservation and education on ecosystems. It is a lovely spot to visit, and there is something interesting for adults and children. Moreover, check out the Maritime Aquarium where you can not only see the native sea creatures here but also learn about them and about how to protect our oceans. Moreover, for some lovely city time where you can grab a few bites and explore the vintage architecture, visit downtown Stamford.

Best Places to Stay in Stamford

The best area to stay at Stamford is the Downtown area or Cove-East-Side-Shippan where you can be very close to the shores but also have plenty of great amenities close by. Restaurants, cafes, bars, museums, and parks are very close here so you do not have to travel far for anything. Vacation rentals in Stamford are popular so you can easily find a vacation home property in Stamford. People who are traveling with family and friends prefer to stay in short term rentals in Stamford over hotel rooms because it is way more comfortable to stay in a fully equipped, pet-friendly vacation rental. Most of these vacation home rentals feature full kitchens, living rooms, dining areas, washer dryer amenities, and a hot tub. Just check the listings online and browse the offers to find the best rental for your needs. You do not have to use your email address to be able to see all the listings.

Best Time to Visit Stamford

At Stamford CT the summers and very humid and hot, and the winters are pretty short but very cold as well. From June until September the average temperature is 74 degrees, but July often gets hotter, around 80 degrees. Throughout the rest of the year the average temperature is 43 degrees. There is a slight chance for rain all year round, but the average precipitation is less than 4 inches each month. The best time to visit Stamford is August when the weather is nice and hot, and there is less chance for rain. There might be a slight temperature difference between days and nights so make sure to arrive prepared for your great holiday trip to Stamford.

Price and Availability in Stamford

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The cheapest day to stay at a vacation rental in Stamford tends to be Wednesday, while the most expensive day tends to be Friday. Vacation homes in Stamford tend to be busiest on Saturdays, while it tends to be much quieter on Wednesdays.
The most expensive month to stay in a vacation rental in Stamford is in June, while the cheapest month is in May. The most popular time to book a vacation rental in Stamford is in the high season in December. Stamford has its low season in May, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Stamford

Rainy days
56°
4
62°
3
67° 12°
3
75° 28°
5
56°
4
91° 50°
3
95° 61°
7
90° 53°
3
88° 43°
1
90° 35°
8
68° 20°
2
56° 14°
6
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Stamford. The warmest months in Stamford are June and July, when temperatures reach 95 ˚F. The coolest month is December, when temperatures drop to 0 ˚F. The wettest month in Stamford is March with 8.27 inches of rain, while the driest month is April with 0.72 inches of rain.

What Expert Travelers Think

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    Sarah Pool
    Sarah PoolTammymum
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    Kaelin
    KaelinKindly Kae
  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly

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