Downtown Stamford vacation rentals

We found 93 vacation rentals — enter your dates for availability

Discover a selection of 87 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 about 57 available in the area. These apartments are conveniently located near vibrant points of interest such as the Stamford Town Center and the Palace Theatre. Most rooms come equipped with modern amenities, including fully stocked kitchens, comfortable living spaces, and often in-unit laundry facilities for added convenience. For those seeking more space, there are several private vacation houses available as well. These homes typically feature multiple bedrooms, outdoor spaces, and family-friendly amenities, making them suitable for larger groups or families.
Are there any beach house rentals in Downtown Stamford?
In Downtown Stamford, Connecticut, there are several beach house rentals available, primarily focused on providing a comfortable stay near the waterfront. These rentals typically feature amenities such as fully equipped kitchens, cozy living areas, and often private outdoor spaces for enjoying the coastal atmosphere. Being close to the downtown area means guests can easily access local attractions, dining options, and parks along the shore.
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, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals. Many properties also feature indoor pools, providing a great way to relax and unwind regardless of the weather. For those who enjoy a hot beverage, rentals often come equipped with coffee and tea makers. Additionally, some properties permit pets, making it convenient for travelers wishing to bring their furry companions along.
Are there any family house rentals in Downtown Stamford?
In Downtown Stamford, there are approximately 30 family-friendly house rentals available. This vibrant area offers a mix of spacious homes ideal for families looking to enjoy the local attractions. Many properties come equipped with full kitchens, allowing for easy meal preparation, and comfortable living spaces superb for gatherings.

Visitors can explore nearby points of interest such as the Stamford Town Center, which features a variety of shops and dining options, or the scenic Harbor Point, known for its waterfront parks and walking paths. Families will appreciate amenities like backyards for outdoor play and proximity to local parks, providing ample opportunities for recreational activities.
Can I rent a vacation home with a pool or hot tub in Downtown Stamford?
In Downtown Stamford, travelers can find a variety of vacation homes available for rent that come equipped with pools and hot tubs, with around 31 options to choose from. This vibrant area offers a mix of urban amenities and convenient access to parks and waterfront views. Many of these properties feature private pools, hot tubs, spacious outdoor areas for relaxation, and well-equipped kitchens, superb for families or groups looking to unwind after a busy day of exploring the city.
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.
Are there pet-friendly vacation rentals in Downtown Stamford?
Yes, you can book pet-friendly vacation rentals in Downtown Stamford, where there are several options available for travelers with pets. Many of these rentals feature amenities such as full kitchens, spacious living areas, and outdoor spaces that are superb for pets. Downtown Stamford has a vibrant atmosphere with easy access to parks like Mill River Park, which offers walking paths, green spaces, and a lake, making it an ideal spot for pet owners to enjoy outdoor activities with their furry companions. Additionally, the area is home to pet-friendly cafes and shops, further ideal for those traveling with pets.
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?
The best time to visit Downtown Stamford for a vacation rental is during the lively summer months, particularly in July. This period marks the peak season, where travelers flock to the area to enjoy a lot of outdoor activities and vibrant local events. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, the warm weather invites visitors to explore the picturesque waterfront, take leisurely strolls in nearby parks, and indulge in al fresco dining at the many charming restaurants.

July is not only bustling with energy but also features a variety of festivals and events, making it an ideal choice for those seeking a vibrant atmosphere. The community comes alive with music, art, and food festivals that cater to diverse interests, ensuring there's something for everyone to enjoy.

For those looking for a more budget-friendly option, consider planning your trip in October. This month offers a quieter experience, superb for enjoying leisurely walks, exploring local attractions without the crowds, and savoring the beautiful fall foliage that blankets the area. The temperatures in October are typically mild, creating a comfortable environment for sightseeing and discovering Stamford's rich history.

Ultimately, choosing between the bustling peak season or the serene fall months will depend on your travel preferences.
Are there any remote work vacation rentals in Downtown Stamford?
In Downtown Stamford, Connecticut, there are numerous remote work-friendly vacation rentals available—around 50 options for travelers seeking suitable accommodations. The downtown area features a vibrant atmosphere with easy access to various amenities, including cafes, restaurants, and shops, great for a work-life balance. Many of these rentals come equipped with essential work-related amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and comfortable seating, making it convenient for professionals to stay productive during their visit.

Additionally, some properties may offer access to business centers, meeting rooms, and coworking spaces, suiting those who require further facilities for meetings or collaboration. The proximity to public transportation also makes it easy to commute to nearby business districts or enjoy leisure activities after hours. 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?
In Downtown Stamford, visitors can enjoy a mix of cultural and recreational attractions. The area is home to the Stamford Town Center, a large shopping mall featuring a variety of retail options and dining experiences. Close by, the Stamford Museum & Nature Center offers a glimpse into local history and nature with its exhibits and outdoor spaces.

For those interested in the arts, the Palace Theatre hosts a range of performances and events, making it a central cultural hub in the downtown area. Additionally, the scenic waterfront along the Stamford Harbor provides pleasant walking paths and beautiful views, great for a leisurely stroll.
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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