Stamford vacation rentals

We found 919 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Stamford by choosing from 26 houses, 130 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:Jun 12 - Jun 19

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10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

22% off
Price is $1,733
$12,128 for 7 nights
All fees included
Fairfield Beach Modern Colonial

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Find out more about Stamford

Why visit Stamford

  • Family-friendly attractions: Stamford is ideal for families, offering a blend of activities suitable for all ages.
  • Beautiful beaches: Enjoy relaxing days at Stamford's scenic beaches, perfect for sunbathing and water sports.
  • Urban parks and nature reserves: Explore the city's parks and nearby nature reserves for outdoor activities and tranquility.
  • Vibrant downtown: Discover a bustling downtown area filled with shops, eateries, and cultural experiences.
  • Diverse accommodations: Choose from a range of vacation rentals, including cozy apartments and stylish condos.

Popular types of accommodation in Stamford

Planning a getaway to Stamford? You've made a great choice. Dive into our selection of popular vacation rentals, including cozy apartments, houses, and stylish condos. Whether you’re searching for Stamford rentals or CT apartments, we have options that suit every need. Explore bedroom rentals that offer comfort and convenience, ensuring your stay in Connecticut is both enjoyable and memorable.

  • Apartments: The top choice among travelers, offering convenient amenities and a home-like feel in the heart of Stamford.
  • Houses: A favored option for families and groups, providing spacious living areas and a sense of privacy.
  • Condos: Ideal for those seeking modern living spaces with shared amenities in a vibrant community setting.
  • Cottages: Quaint and cozy, these spots are perfect for travelers looking for a peaceful retreat.
  • Villas: Luxurious and spacious, villas offer an upscale experience for those wanting a touch of elegance during their stay.**

Top attractions in and around Stamford

Stamford, Connecticut is perfect for family-friendly and outdoor vacations, featuring a variety of attractions such as beautiful beaches, urban parks, and nature reserves. Visitors can enjoy a mix of outdoor activities, cultural experiences, and family-centric fun. Whether you're relaxing by the water or exploring the city's vibrant atmosphere, Stamford offers something for everyone to enjoy.

  • Greenwich Avenue: A vibrant street located 5 miles from Stamford, Greenwich Avenue is known for its upscale shopping, dining, and a lively atmosphere, perfect for a leisurely stroll or a shopping spree.
  • Rye Playland: Situated 9 miles from Stamford, Rye Playland is an amusement park that offers family-friendly rides and attractions, making it a great spot for outdoor adventures and fun-filled moments.
  • Cove Island Park: Located within Stamford, Cove Island Park is an urban park featuring beautiful waterfront views, walking trails, and picnic areas, ideal for families looking to enjoy nature in a city setting.

Things to do recommended for couples

Stamford offers a perfect romantic getaway for couples. Indulge in relaxation at Hand & Stone Massage and Facial Spa, enjoy live music at Levitt Pavilion, or experience luxury at Greenwich Polo Club, all within a short drive from the city. Create unforgettable memories together.

Things to do recommended for families

Families visiting Stamford can have an active day at Chelsea Piers, enjoying various sports and activities. For a more relaxing experience, Waveny Park and Montgomery Pinetum offer beautiful outdoor spaces perfect for wellness and relaxation, both just a short drive from the city.

Things to do recommended for groups

Groups visiting Stamford can enjoy shopping and entertainment at Stamford Town Center, immerse themselves in culture at the Stamford Center for the Arts, and explore the Springdale Shopping Center for a family-friendly atmosphere. These experiences offer a perfect blend of city vibes and local charm.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Stamford with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Stamford with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, and ensure that there are age-appropriate amenities available, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Stamford: For many families, a vacation wouldn’t be the same without their beloved furry companions. If you can relate to this, take a look at Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Stamford: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Stamford

Stamford, Connecticut, offers a delightful blend of family-friendly attractions and vibrant city life. Explore the bustling downtown filled with shops and eateries, or enjoy the tranquility of quiet residential streets. Nearby neighborhoods provide a charming atmosphere, perfect for romantic strolls or family gatherings. Whether you're drawn to historical sites or modern housing trends, Stamford's diverse experiences make it an ideal vacation destination for all types of travelers.

  • Old Greenwich: Old Greenwich is a picturesque coastal community located 2 miles from Stamford. Known for its family-friendly atmosphere and stunning outdoor spaces, this charming city offers a unique blend of suburban tranquility and urban convenience. Visitors can enjoy a variety of activities, including shopping at local boutiques, attending performances at the local theater, and exploring the beautiful beaches along Long Island Sound. Notable attractions include the scenic beach area, vibrant tourist precinct, and lush urban parks, making it a perfect destination for those seeking relaxation and recreation.
  • Downtown Stamford: Downtown Stamford is a lively neighborhood that serves as the cultural and commercial hub of the city. Located in the heart of Stamford, it is a bustling area filled with family-friendly activities, outdoor spaces, and a vibrant arts scene. Travelers can indulge in shopping at a variety of retail outlets, enjoy performances at the local theater, or partake in seasonal skiing opportunities. Key highlights include the modern square, a popular tourist precinct, and inviting public squares, providing an engaging environment for both residents and visitors alike.
  • Riverside: Riverside is another charming city situated 2 miles from Stamford, offering a delightful blend of family-oriented experiences and outdoor adventures. The area is known for its welcoming atmosphere and numerous recreational options. Visitors can explore shopping areas, enjoy films at the local theater, or visit the bustling shopping mall center. Notable landmarks include a scenic beach, a serene lake, and a vibrant tourist precinct, making Riverside an ideal spot for those looking to unwind and experience local culture.

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 from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyModerately LowSlightly Low
April49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
May59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
June68.7°F (20.4°C)Light RainMostly SunnyModerately HighAverage
July75.7°F (24.3°C)Light RainMostly SunnyModerately HighSlightly High
August74.5°F (23.6°C)Light RainMostly SunnyModerately HighSlightly High
September67.8°F (19.9°C)Light RainMostly SunnyAverageAverage
October57.6°F (14.2°C)Light RainMostly SunnyAverageAverage
November46.2°F (7.9°C)Light RainMostly SunnyAverageAverage
December38.1°F (3.4°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, booking a longer stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search 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 whole booking. Being the planner truly has its perks. When you enroll in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your next adventure, manage your travel arrangements, and keep all your bookings organized in one place. You can easily view your saved or reserved properties, which are categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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:

  • Hand & Stone Massage and Facial Spa (1.1 mi / 1.7 km)
  • 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)
  • Glen Cove Municipal Golf Course (12 mi / 19.4 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)
  • Cove Island Park (2 mi / 3.3 km)
  • Woodway Park (3.8 mi / 6.1 km)
  • Houston Preserve (3.9 mi / 6.2 km)
  • Greenwich Point Park (4.1 mi / 6.7 km)
  • Calf Pasture Beach (8 mi / 12.8 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, Connecticut, United States of America when booking a vacation rental?
When looking for the best area to stay in Stamford, Connecticut, you might want to consider the downtown area. This vibrant neighborhood offers a fantastic mix of urban amenities, including a variety of restaurants, shops, and entertainment venues. One of the highlights in downtown Stamford is the beautiful Stamford Town Center, which features a range of retail options and dining experiences. Additionally, the nearby Mill River Park provides a lovely green space for outdoor activities and relaxation.

Another appealing option is the Cove area, which is known for its picturesque waterfront views and recreational opportunities. Here, you can enjoy the scenic Cove Island Park, great for a leisurely stroll or a picnic by the water. The Cove area tends to have a selection of vacation rentals that cater to different preferences, providing a comfortable home base while exploring the city.
How much does it cost to rent a vacation home in Stamford?
Prices for vacation rentals in Stamford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Stamford to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Stamford vacation house rentals?
You can find great discounts on house rentals in Stamford on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Stamford?
For renting a beach house in Stamford, consider the coastal neighborhoods around the Long Island Sound, particularly the areas of Shippan Point and Cove. Shippan Point offers picturesque waterfront properties with stunning views of the Sound, often featuring private docks, outdoor patios, and spacious living areas designed for relaxation and entertaining. Many of these homes come equipped with modern amenities like gourmet kitchens and air conditioning, ensuring a comfortable stay.

In the Cove area, you can find charming beach cottages that provide easy access to local parks and beaches, such as Cove Island Park, where families can enjoy picnicking and recreational activities. Properties in this vicinity frequently include amenities like outdoor grills, decks for sunbathing, and family-friendly amenities such as game rooms.

Additionally, the nearby Stamford Harbor area offers rentals that are great for those who enjoy boating and watersports. Many properties here provide access to marinas and waterfront views, with amenities like private balconies and community swimming pools, enhancing the vacation experience.
What is the most popular type of vacation rental accomodation in Stamford?
In Stamford, apartments are the most prevalent type of vacation rental, with around 82 available in various neighborhoods. These apartments typically feature fully equipped kitchens, spacious living areas, and modern amenities, making them ideal for both short and extended stays. Many units also offer conveniences like in-unit laundry facilities and access to fitness centers or pools.

Additionally, there are about 23 vacation houses, which provide a more spacious option for families or groups. These homes often include multiple bedrooms, private yards, and outdoor seating areas for relaxing. There are also several cottages and condos available, which cater to travelers looking for unique and cozy accommodations.
Are there any family house rentals in Stamford?
In Stamford, Connecticut, there are numerous family-friendly house rentals available, with around 62 options throughout the area. Visitors can find properties in neighborhoods like Glenbrook and Shippan, which offer spacious homes great for families. Many of these residences feature ample living space, fully equipped kitchens, and outdoor areas for children to play, ensuring a comfortable stay for all.

Glenbrook is conveniently located near parks and family-friendly attractions, including local playgrounds and recreational facilities, while Shippan provides easy access to the waterfront and scenic beaches. These rentals often come with amenities such as air conditioning, Wi-Fi, and laundry facilities, making them practical choices for family vacations.
Can I rent a vacation home with a pool or hot tub in Stamford?
In Stamford, there are several vacation homes available for rent that come equipped with pools or hot tubs, with around 25 options to choose from. This city offers a variety of neighborhoods where you can find these properties, ranging from the vibrant downtown area to the more suburban settings in North Stamford.

Travelers can expect a range of amenities in these rentals, including private pools, hot tubs, spacious outdoor areas for relaxation, and fully equipped kitchens for home-cooked meals. Many properties are also designed for entertaining, featuring outdoor grills and comfortable seating areas.
Can I find long-stay vacation rentals in Stamford?
A long-stay vacation rental in Stamford is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Stamford?
In Stamford, travelers will find a variety of pet-friendly house rentals available, offering an inviting space for both guests and their furry companions. Many of these properties come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and private outdoor spaces, making them ideal for families or groups.

The city's proximity to parks like Mill River Park and Cove Island Park provides excellent opportunities for outdoor activities with pets, featuring walking trails, open green spaces, and scenic waterfront views. Additionally, the vibrant downtown area offers pet-friendly cafes and shops, enhancing the overall experience for visitors traveling with pets.
Are there any remote work vacation rentals in Stamford?
In Stamford, Connecticut, remote work vacation rentals are plentiful, with around 97 options available. The city provides a variety of accommodations that cater to the needs of remote workers. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and desks in private rooms, allowing for a productive work environment.

Travelers can expect comfortable living arrangements, with some rentals featuring spacious layouts that include separate work areas and relaxing common spaces. Additionally, properties often include conveniences like fully equipped kitchens and laundry facilities, making longer stays more manageable.

Stamford is also well-positioned for those seeking a blend of work and leisure, with easy access to local parks, waterfront views, and vibrant dining options. The surrounding area is rich in cultural attractions, providing opportunities for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Stamford vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Stamford with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Stamford?
In Stamford, popular vacation rental amenities include fully equipped kitchens that allow travelers to prepare their meals, as well as coffee and tea makers for a quick caffeine fix. Many rentals are pet-friendly, accommodating travelers who want to bring their furry companions along. Onsite parking is also common, providing convenience for those with vehicles. Additionally, properties often ensure service animals are welcome, making Stamford a suitable destination for all types of travelers.
When is the best time to visit Stamford for a vacation rental?
The best time to visit Stamford for a vacation rental is during the peak season from July to September. This vibrant period attracts a multitude of travelers looking to enjoy the warm summer weather and the lively option of the city. Visitors can take advantage of outdoor activities such as beach outings, waterfront dining, and various cultural festivals that fill the calendar during these months.

July stands out as the most popular month, with temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, creating ideal conditions for sightseeing and outdoor fun. You'll find plenty of opportunities to enjoy the beautiful parks, stroll along the picturesque waterfront, and experience the local dining scene, all while mingling with fellow travelers and residents.

For those seeking a more budget-friendly option, consider planning your visit in October. This month offers a quieter experience, allowing for a more relaxed exploration of Stamford's attractions. The fall foliage adds a beautiful backdrop for scenic walks and outdoor activities, making it a wonderful time to appreciate the city's charm without the summer crowds.
How early should I book a Stamford vacation rental?
Book your Stamford vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Stamford, Connecticut, United States of America?
In Stamford, visitors can explore a variety of attractions that highlight the city's charm and coastal beauty. The downtown area features the Stamford Town Center, a bustling shopping mall with diverse dining options and entertainment venues. Nearby, the historic Stamford Palace Theatre offers a range of performances, from concerts to Broadway shows, making it a cultural hub in the city.

For those who enjoy the outdoors, Cove Island Park is a beautiful waterfront area with walking trails, picnic spots, and scenic views of Long Island Sound. Families can also visit the Stamford Museum & Nature Center, which includes engaging exhibits, hiking paths, and a farm, providing an enjoyable experience for all ages.

The city's vibrant arts scene is reflected in neighborhoods like the South End, where visitors can find galleries and studios showcasing local artists.
Can I change or cancel my Stamford home rental booking on Vrbo?
To find Stamford vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Stamford vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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