Downtown Stamford vacation rentals

We found 98 vacation rentals — enter your dates for availability

Discover a selection of 85 apartments and other vacation rentals in Downtown Stamford that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you expect for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a rental for everyone's needs, including accessible or non-smoking choices.

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Find out more about Downtown Stamford

Why visit Downtown Stamford

  • Family-friendly activities: Downtown Stamford offers a variety of attractions suitable for all ages, making it perfect for family outings.
  • Outdoor adventures: Enjoy beautiful beaches, urban parks, and nature preserves for a refreshing escape into nature.
  • Cultural experiences: Discover the historical charm and vibrant arts scene that enrich the neighborhood's character.
  • Diverse dining options: Savor a wide range of culinary delights from various cuisines throughout the bustling streets.
  • Accommodation variety: Choose from stylish apartments, spacious homes, and modern condos to suit every traveler's needs.

Popular types of accommodation around Downtown Stamford

Discover the perfect getaway in Downtown Stamford with our selection of vacation rentals, including stylish apartments, spacious private homes, and modern condos. Whether you're seeking a cozy studio apartment or a luxurious stay, our listings cater to every preference. With options like Stamford apartments and CT apartments, you'll find the ideal base for exploring the vibrant city. Enjoy transparency, savings, and reassurance as you plan your visit to this charming destination.

  • Apartments: The top choice for travelers seeking a vacation rental in Downtown Stamford, offering convenience and comfort for individuals or families.
  • Houses: A popular option for those wanting a home-like atmosphere, ideal for families or groups.
  • Condos: These offer a blend of modern living and amenities, attracting visitors looking for both style and ease.
  • Cottages: A charming option for a cozy retreat, perfect for couples or small families seeking tranquility.
  • Villas: Luxurious and spacious, villas provide an upscale experience for those looking to indulge during their stay.**

Top attractions near Downtown Stamford

Downtown Stamford is perfect for families and city lovers alike, offering a mix of outdoor adventures and cultural experiences. Visitors can explore beautiful beaches, urban parks, and nature preserves, making it an ideal destination for anyone seeking to enjoy the outdoors while spending quality time with loved ones. With its vibrant attractions, Downtown Stamford promises a memorable vacation for all ages.

  • Greenwich Avenue: A vibrant street filled with shops, cafes, and restaurants, Greenwich Avenue offers an urban experience with a lively atmosphere perfect for strolling and people-watching.
  • Rye Playland: This historic amusement park features thrilling rides and games, making it an ideal destination for families seeking outdoor adventures and fun activities.
  • Cove Island Park: A serene urban park, Cove Island Park provides beautiful waterfront views, picnic areas, and walking trails, making it a perfect spot for family outings and relaxation.

Things to do recommended for couples

For a romantic getaway in Downtown Stamford, indulge in a soothing treatment at Hand & Stone Massage and Facial Spa, just 0.9 miles away. Enjoy live music at Levitt Pavilion, 11 miles out, or experience luxury at Greenwich Polo Club, located 7 miles away. Perfect for couples.

Things to do recommended for families

During your family vacation in Downtown Stamford, explore Chelsea Piers for exciting sports activities, unwind at Waveny Park for relaxation, or enjoy the serene trails of Montgomery Pinetum. Each destination offers unique experiences that cater to both fun and wellness for the whole family.

Things to do recommended for groups

Groups visiting Downtown Stamford can enjoy shopping and entertainment at Stamford Town Center, immerse themselves in culture at the Stamford Center for the Arts, and experience outdoor sports at E. Gaynor Brennan Golf Course, located a mile away for a perfect group outing.

*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 around Downtown Stamford

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

  • Traveling to Downtown 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. Luckily, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Downtown Stamford with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, alongside essential amenities that cater to their age, 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 Downtown Stamford: For many families, a vacation just isn't the same without their furry companion. If you can relate, take a look at Vrbo listings that welcome pets. Most 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 Downtown Stamford: If you're in search of vacation rentals offering discounts for extended 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 a private pool in your search criteria as well.

Where to stay near Downtown Stamford

Downtown Stamford offers a vibrant mix of family-friendly activities, outdoor adventures, and historical charm. Visitors can explore the bustling streets filled with friendly faces, enjoy scenic parks, and indulge in diverse dining options. This inviting neighborhood provides a perfect backdrop for romantic strolls and engaging experiences, making it an ideal destination for everyone. Whether you're seeking business opportunities or leisure, Downtown Stamford is a great place to discover the heart of Connecticut.

  • Stamford: As a vibrant city, Stamford serves as the bustling heart of the region, offering a unique blend of urban and outdoor experiences. Visitors can enjoy a variety of activities, from shopping in modern retail areas to catching a show at the local theaters. Stamford is particularly family-friendly, making it an ideal destination for all ages. Key attractions include the lively tourist precinct and the picturesque square, perfect for leisurely strolls and enjoying the local atmosphere.
  • South End: Located just 0.9 miles from Downtown Stamford, South End is a dynamic neighborhood known for its cultural diversity and family-oriented vibe. This area boasts numerous entertainment options, including theaters and an arena that hosts exciting events. The modern square and tourist precinct are local landmarks that draw visitors looking for a mix of shopping and cultural experiences. South End's vibrant atmosphere makes it a great stop for those wanting to immerse themselves in the city's local culture.
  • Glenbrook-Belltown: Glenbrook-Belltown, situated a mile away from Downtown Stamford, is a neighborhood that blends sports and cultural experiences with family-friendly activities. Visitors can attend events at the local arena and explore educational venues. Notable attractions include a sports facility stadium, a symbolic landmark, and various historic sites that tell the story of the area. This neighborhood is perfect for those looking to engage in both recreational and educational pursuits during their visit.

Best time to go to Downtown Stamford

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.6°F (-0.2°C)Light RainMostly SunnyAverageSlightly Low
February32.9°F (0.5°C)Light RainMostly SunnySlightly LowSlightly Low
March39.4°F (4.1°C)Light RainMostly SunnySlightly HighSlightly Low
April49.6°F (9.8°C)Light RainMostly SunnySlightly HighAverage
May59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
June68.7°F (20.4°C)Light RainMostly SunnyAverageAverage
July75.7°F (24.3°C)Light RainMostly SunnySlightly HighSlightly High
August74.5°F (23.6°C)Light RainMostly SunnyAverageSlightly High
September67.8°F (19.9°C)Light RainMostly SunnyAverageAverage
October57.6°F (14.2°C)Light RainMostly SunnySlightly LowAverage
November46.2°F (7.9°C)Light RainMostly SunnySlightly LowAverage
December38.1°F (3.4°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

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

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the planner definitely has its perks. By becoming a member of our travel rewards program, One Key, you’ll gain access to exclusive discounts and accumulate OneKeyCash on eligible bookings. Sign up today and start enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient way to plan new trips, manage your existing plans, or review and organize your reservations. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Downtown Stamford?
In Downtown Stamford, apartments are the most popular type of vacation rental, with around 49 available throughout the area. These apartments are typically located in vibrant neighborhoods close to local amenities, including shops, restaurants, and cultural attractions like the Stamford Museum and Nature Center. Most units feature fully equipped kitchens, spacious living areas, and modern furnishings, providing a comfortable and convenient stay for travelers. Additionally, there are several vacation houses and condos available, which offer more space and can be ideal for families or groups looking for a home-like environment.
Are there any beach house rentals in Downtown Stamford?
In Downtown Stamford, there are several beach house rentals available, offering a unique opportunity to enjoy the waterfront. These properties are typically located close to the harbor and waterfront parks, providing easy access to scenic views and recreational activities. Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor patios or balconies for soaking up the sun. Many rentals are designed to accommodate families or groups, featuring multiple bedrooms and comfortable gathering spaces.
How much does it cost to rent a vacation home in Downtown Stamford?
Prices for vacation rentals in Downtown 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 Downtown 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 Downtown Stamford vacation house rentals?
You can find great discounts on house rentals in Downtown 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.
What are popular rental amenities in Downtown Stamford?
In Downtown Stamford, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare meals at their convenience. Fitness facilities are also commonly available, suiting those who want to maintain their workout routines while traveling. Additionally, many rentals come with coffee and tea makers, ensuring that guests can enjoy their favorite hot beverages at any time. For those who may need to work during their visit, rentals often include desks and office spaces, providing a productive environment.
Can I find family house rentals in Downtown Stamford?
In Downtown Stamford, Connecticut, there are numerous family-friendly house rentals available, with around 33 options to choose from. This vibrant area offers a blend of urban conveniences and family-friendly attractions. Many of these homes feature spacious living areas, full kitchens for preparing meals, and outdoor spaces where children can enjoy fresh air and playtime.

Visitors will appreciate amenities such as Wi-Fi, air conditioning, and comfortable bedrooms, ensuring a pleasant stay for the whole family. Additionally, the downtown area is close to parks like Mill River Park, which has playgrounds and walking trails, making it ideal for family outings.
Can I rent a vacation home with a pool or hot tub in Downtown Stamford?
In Downtown Stamford, there are several vacation homes available for rent that feature pools and hot tubs, with around 18 options to choose from. This vibrant urban area offers a mix of amenities, making it an appealing destination for travelers seeking relaxation and comfort. Many of these rentals come equipped with private pools, hot tubs, and outdoor spaces great for unwinding after a day of exploring the city.

Travelers can expect well-appointed interiors, including fully equipped kitchens, spacious living areas, and modern bathrooms. Some properties might also offer features such as BBQ grills and access to communal amenities like fitness centers, enhancing the overall experience.
Are there any Downtown Stamford vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Downtown 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.
Can I book pet-friendly vacation rentals in Downtown Stamford?
Yes, you can book pet-friendly vacation rentals in Downtown Stamford. The area offers a variety of options, with around 35 vacation rentals available that welcome pets. Many of these properties are designed with modern amenities, including fully equipped kitchens, spacious living areas, and often private outdoor spaces, making them suitable for travelers with pets.

Stamford's downtown area is vibrant, with numerous parks and green spaces, providing excellent opportunities for walks and outdoor activities with your furry friends. Nearby attractions like Mill River Park offer scenic walking paths and open areas for pets to enjoy.
Can I find long-stay vacation rentals in Downtown Stamford?
A long-stay vacation rental in Downtown 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.
When is the best time to visit Downtown Stamford for a vacation rental?
July is the most popular time to visit Downtown Stamford, as this month marks the peak season for tourists eager to enjoy the vibrant setting and numerous summer activities. With temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, the warm weather is superb for exploring outdoor attractions and enjoying the bustling downtown scene.

During the peak season from July to September, travelers will find an array of events, including outdoor concerts, festivals, and local markets. Stamford's waterfront parks and nearby beaches provide ample opportunities for sunbathing, picnicking, and leisurely strolls. The summer months are especially appealing for those seeking a lively option filled with cultural experiences and community gatherings.

For those looking for a more budget-conscious travel option, consider visiting in October. This month offers a quieter experience, with the changing fall foliage providing a picturesque backdrop for your stay. The weather remains mild, making it an ideal time for scenic walks and enjoying local dining without the summer crowds.

Ultimately, your choice depends on whether you prefer the energetic buzz of summer festivities or the serene beauty of autumn in Downtown Stamford.
Are there any remote work vacation rentals in Downtown Stamford?
In Downtown Stamford, Connecticut, there are numerous vacation rentals that cater to remote work needs, with about 48 options available. The area is well-equipped for professionals, featuring amenities such as dedicated office spaces or desks, high-speed Wi-Fi, and comfortable living environments conducive to productivity. Many properties are located near the vibrant downtown area, offering easy access to cafes and co-working spaces, which can be beneficial for those looking to balance work and leisure.

Travelers can expect modern accommodations with features like fully equipped kitchens, laundry facilities, and comfortable living areas. The proximity to local parks and recreational areas also provides opportunities to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Downtown Stamford vacation rental?
Book your Downtown 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 Downtown Stamford, Connecticut, United States of America?
In Downtown Stamford, visitors can enjoy a variety of attractions and activities. The Stamford Town Center is a popular shopping destination, featuring a mix of retail stores, dining options, and entertainment venues. Nearby, the Palace Theatre hosts a variety of performances, including concerts and theatrical productions, making it a cultural hub for the community.

For those interested in outdoor spaces, Scalzi Park offers walking trails, playgrounds, and picnic areas, providing a great spot for relaxation and recreation. The nearby Stamford Harbor also presents scenic views along the waterfront, with opportunities for walking along the boardwalk or dining at waterfront restaurants.

Art enthusiasts can explore the Stamford Museum and Nature Center, which features art exhibits, nature trails, and a working farm, superb for family outings.
Can I change or cancel my Downtown Stamford home rental booking on Vrbo?
To find Downtown 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 Downtown 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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