Stamford vacation rentals

We found 884 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Stamford by choosing from 35 houses, 132 apartments, and other vacation rentals. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as a hot tub and a washer and dryer. At the end of the day, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Stamford

Showing deals for:Sep 19 - Sep 26
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Find out more about Stamford

Find out more about Stamford

Why visit Stamford

  1. Beautiful waterfronts: Stamford boasts stunning waterfront areas perfect for leisurely strolls and relaxation.
  2. Family-friendly attractions: The city offers a variety of activities suitable for all ages, ensuring fun for the whole family.
  3. Vibrant downtown dining: Explore diverse culinary options in downtown Stamford, from casual eats to fine dining.
  4. Urban parks and recreation: Enjoy scenic parks that provide opportunities for outdoor activities and picnics.
  5. Charming nearby neighborhoods: Venture into surrounding areas like Yonkers for quaint homes and inviting atmospheres.

Popular types of accommodation in Stamford

Planning a getaway to Stamford? Exciting accommodations await! Discover the most sought-after vacation rentals, including cozy apartments, spacious private homes, and convenient apart hotels. Whether you're looking for houses for rent, stylish condos, or luxurious residences, Stamford offers a variety of options to suit every traveler's needs. Start your adventure by finding the perfect place to stay and enjoy all that this charming city has to offer!

  • Apartments: The top choice for vacation rentals in Stamford, offering comfortable living spaces perfect for singles or families.
  • Houses: A great option for those seeking more privacy, these homes provide a cozy atmosphere for families and groups.
  • Cottages: Charming and quaint, cottages provide a rustic escape, ideal for a peaceful retreat.
  • Condos: Modern condos offer convenient amenities and often boast stunning views of the surroundings.
  • Cabins: For a unique experience, cabins provide a rustic stay amidst nature, perfect for adventurous travelers.**

Top attractions in Stamford

Stamford, Connecticut, is an ideal destination for family, outdoor, and city vacations. Visitors can explore a variety of attractions, including urban parks, modern colleges, and beautiful beaches. The area's points of interest cater to those seeking cultural experiences, outdoor adventures, and enjoyable family activities, ensuring a memorable trip for everyone.

  1. Greenwich Avenue: Located 5 miles from Stamford, Greenwich Avenue is a bustling street filled with boutique shops, restaurants, and cafes. Its vibrant city vibes make it perfect for strolling, dining, and shopping, offering a taste of urban life.
  2. Cove Island Park: Situated within Stamford, Cove Island Park is an urban oasis featuring family-friendly activities, beautiful walking trails, and stunning waterfront views. Enjoy picnics, outdoor sports, and leisurely strolls amidst nature.
  3. Historic South Norwalk: Located 7 miles from Stamford, Historic South Norwalk is a charming area rich in culture and history, with beautifully preserved buildings, art galleries, and waterfront dining options that reflect its heritage.

Things to do recommended for couples

Stamford offers a delightful romantic getaway for couples. Indulge in relaxing treatments at Hand & Stone Massage and Facial Spa, enjoy a concert at the Tarrytown Music Hall, or experience luxury at the Country Club of Fairfield. Create unforgettable memories together in this charming city!

Things to do recommended for families

Your family vacation in Stamford, Connecticut, promises fun at Chelsea Piers, where sports activities await. Enjoy relaxation at Waveny Park, just 5 miles away, or indulge your sweet tooth at For The Love Of Chocolate, 10 miles from Stamford, offering delightful treats for all ages.

Things to do recommended for groups

Explore the vibrant Stamford Town Center for shopping and entertainment, enjoy a cultural evening at the Stamford Center for the Arts, and visit the Springdale Shopping Center for family-friendly activities. These experiences offer a perfect blend of fun and relaxation for your group trip!

What do I need to keep in mind when booking a vacation in Stamford

If you're traveling with a group, with family, bringing your pets, or planning a longer stay, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Stamford with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Stamford with young kids: Traveling with young kids can be quite demanding. It's essential to prioritize their comfort and safety while also looking for age-appropriate amenities like a private swimming pool. Additionally, it's wise to keep in mind your distance to family-friendly attractions.
  • Taking your pets with you to Stamford: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Stamford: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in Stamford

Stamford, Connecticut offers a delightful blend of family-friendly attractions and vibrant urban experiences. Explore the scenic parks and waterfronts, or venture into nearby neighborhoods like Yonkers for charming homes and inviting atmospheres. Whether you're enjoying a romantic dinner downtown or soaking up the friendly vibes of Southern Connecticut, Stamford is a prime location for a memorable vacation filled with diverse activities and warm hospitality.

  • Manhattan: Located 29 miles from Stamford, Manhattan is a bustling urban hub that attracts travelers for its iconic city life. Known for its vibrant atmosphere, visitors can immerse themselves in an array of experiences, from shopping in high-end boutiques to enjoying world-class theater productions. The area boasts renowned landmarks such as Times Square and Central Park, offering endless entertainment options. For those seeking a lively experience, Manhattan's diverse neighborhoods provide a rich tapestry of culture, cuisine, and nightlife that make it a must-visit destination.
  • Old Greenwich: Just 2 miles from Stamford, Old Greenwich is a picturesque coastal community perfect for families and outdoor enthusiasts. This charming city features beautiful beaches and serene parks, providing a tranquil escape from the hustle and bustle of city life. Visitors can enjoy leisurely walks along the shoreline or partake in various outdoor activities. The local shopping area and theaters add to the charm, making it an ideal spot for a family outing. Old Greenwich's relaxed atmosphere and scenic views make it a delightful destination for those looking to unwind.
  • Downtown Stamford: Nestled within Stamford itself, Downtown Stamford is a vibrant area that offers a blend of family-friendly activities and urban experiences. This neighborhood is home to an array of shopping areas, theaters, and entertainment venues, making it a lively place to explore. Visitors can stroll through the local parks and squares, enjoying the greenery amidst the cityscape. With its dynamic atmosphere and accessibility to various attractions, Downtown Stamford is perfect for those looking to experience a mix of culture, relaxation, and fun.

Best time to go to Stamford

If you're planning a trip to Stamford, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and December, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.6°F (-0.2°C)Light RainMostly SunnyModerately LowSlightly Low
February32.9°F (0.5°C)Light RainMostly SunnyModerately LowSlightly Low
March39.4°F (4.1°C)Light RainMostly SunnyAverageSlightly Low
April49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
May59.7°F (15.4°C)Light RainMostly SunnyModerately HighAverage
June68.7°F (20.4°C)Light RainMostly SunnyModerately HighAverage
July75.7°F (24.3°C)Light RainMostly SunnyModerately HighAverage
August74.5°F (23.6°C)Light RainMostly SunnyAverageAverage
September67.8°F (19.9°C)Light RainMostly SunnyAverageAverage
October57.6°F (14.2°C)Light RainMostly SunnyAverageSlightly High
November46.2°F (7.9°C)Light RainMostly SunnyModerately LowSlightly High
December38.1°F (3.4°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to take advantage of substantial savings. To discover a Vrbo property that meets your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your reservation. Being the organizer has its perks! When you join our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash™ on eligible bookings. Sign up today to begin enjoying savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing travel arrangements, and keep track of your bookings. Your saved or booked properties are organized into categories: Potential, Upcoming, and Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

The artsy city of Stamford awaits you

The area's theater scene and entertainment are just a few of the reasons to vacation in Stamford. This city's restaurants, shopping and bars draw many visitors. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Stamford

Are you hoping to find attractions to see while you're in the area? Venture out of your vacation home and experience everything that Stamford has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Chelsea Piers (1.3 mi / 2 km)
  • Norwalk Maritime Aquarium (7.1 mi / 11.5 km)
  • Rye Playland (9.3 mi / 14.9 km)
  • Bayville Adventure Park (10.3 mi / 16.6 km)
  • Cold Spring Harbor Laboratory (13.9 mi / 22.3 km)
  • Del Vino Vineyards (14.8 mi / 23.8 km)

Exploring the natural features in Stamford

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Stamford is a great place to get outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • West Beach (1.3 mi / 2.2 km)
  • Cummings Park Beach (1.4 mi / 2.3 km)
  • Cove Island Park (2 mi / 3.3 km)
  • Greenwich Point Park (4.1 mi / 6.7 km)
  • Calf Pasture Beach (8 mi / 12.8 km)
  • Caumsett State Historic Park Preserve (9.9 mi / 15.9 km)

Seasonal weather averages in Stamford

If you're hoping to enjoy some warm-weather activities on your vacation, July, August, June and September are the hottest months to visit, when temperatures average 72°F.

Transportation options to and around Stamford

The nearest airport is in Westchester County Airport (HPN), located 8.7 mi (14 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Danbury, CT (DXR-Danbury Municipal), which is 22.2 mi (35.8 km) away.

If you're traveling by train, make your way to Stamford, CT (ZTF-Metro-North Train Station) or Stamford Transportation Center and explore the city from there.

Frequently asked questions

What is the best area to stay in Stamford when booking a vacation rental?
Cove - East Side - Shippan is among the most popular neighborhoods to snap up a vacation property in Stamford. While you’re here, don’t miss out on superb attractions like Chelsea Piers and West Beach.
What is the most popular type of vacation rental accommodation in Stamford?
The most sought-after types of vacation rentals in Stamford are apartments. Want something different? Vrbo offers a variety of options to match the needs of our guests, so you’ll see properties in lots of sizes and shapes. The ideal fit is waiting for you — discover yours today.
How much does it cost to rent a vacation rental in Stamford?
Property type, length of stay and time of year are some factors that can influence the price of a vacation home. Simply enter your dates of travel to find your ideal match. From cozy chalets to sprawling luxury villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Stamford?
Prices for beach houses in Stamford will vary depending on the size and style of the property and time of year you’re traveling. Simply enter your dates of travel into Vrbo and how many guests to view your vacation rental options and prices. From there you can use our filter tool to refine your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Stamford?
There certainly are. Take your pick of 40 stays that roll out the welcome mat in Stamford on Vrbo. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to book a pad where your pup can lap up the good times.
Can I rent a house with a pool in Stamford?
Tick the “pool” box in our handy filter tool and you’ll find nine houses with private pools in Stamford on Vrbo. Gentle soak, ball games or noodle joust? How you spend your leisure time is up to you when your vacation property boasts a swimming pool.
Are there vacation rentals in Stamford that welcome kids?
Gather your whole family for an epic adventure in Stamford at one of our 40 family-friendly vacation properties. Many of these stays come with conveniences that are just perfect for getaways with children, including kitchens, bunk beds and private pools. Simply check the “Properties good for families” filter and choose your favorite option.
What are the top attractions for families in Stamford?
There are tons of awesome things to see and do with the family in Stamford, including:

  • Bartlett Arboretum
  • Cove Island Park
  • Stamford Town Center

Are there vacation rentals with WiFi in Stamford?
Whether you want to keep up with the latest news, make a video call or surf your social networks, there are 16 vacation homes with WiFi in Stamford. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Stamford?
You’ll find 39 Vrbo vacation rentals with air conditioning in Stamford providing that cooling breeze and extra touch of comfort. Simply enter your preferred travel dates and then use our filter tool to search for stays with air conditioning.
How old do you have to be to rent a vacation rental in Stamford?
The minimum age requirements can differ between properties on Vrbo, so double-check the rules of the vacation rental in Stamford you want to book. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in Stamford for?
How long you can book a vacation rental in Stamford is down to the property. Simply enter your preferred travel dates to look at a list of options offering extended stays. With many features like washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to find somewhere just right to call your home away from home in Stamford.
Does Vrbo offer discounts for vacation homes in Stamford?
In Stamford, you’ll find some fantastic bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re after a mini escape or a longer stay, we’ve got a host of options that’ll suit your style.

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