Stamford holiday lettings

We found 910 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Stamford by choosing from 27 houses, 131 apartments and other holiday rentals. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and cable TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Stamford

Showing deals for:6 Mar - 13 Mar

Image gallery for Updated Farmhouse Retreat

Exterior
10 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

Updated Farmhouse Retreat

Wilton, CT

8% off
Price is £7,571
for 7 nights, 1 room
£1,082 per night
includes taxes & fees
Updated Farmhouse Retreat

Find spaces that suit your style

Why visit Stamford

  • Family-friendly activities: Stamford offers a variety of attractions suitable for all ages, ensuring a fun-filled holiday for families.
  • Beautiful outdoor spaces: Enjoy stunning beaches, urban parks, and nature reserves perfect for relaxation and adventure.
  • Charming local atmosphere: Experience the welcoming vibe of Stamford with friendly locals and delightful outdoor seating areas.
  • Rich cultural experiences: Explore nearby small villages and historical sites that add depth to your visit.
  • Diverse accommodation options: Choose from cozy apartments, private homes, and charming condos for a comfortable stay.

Popular types of accommodation in Stamford

If you're considering a getaway in Stamford, you'll find a delightful range of accommodations to suit your needs. Our most popular options include charming apartments, houses, and cosy condos. Whether you’re searching for cottage rentals, properties with outdoor seating, or accommodations complete with a fireplace, Stamford has something for everyone. Enjoy the perfect blend of comfort and convenience for your next holiday.

  • Apartments: The most sought-after choice for a vacation rental in Stamford, ideal for those seeking comfort and convenience.
  • Houses: A popular option for families or groups, offering a homely atmosphere and ample space.
  • Condos: A well-liked rental type, providing modern amenities and often situated in vibrant areas.
  • Cottages: A charming choice for those looking for a quaint and cosy retreat.
  • Villas: A luxurious option, perfect for travellers desiring elegance and extra space.**

Top attractions in and around Stamford

Stamford, Connecticut, offers a delightful blend of family-friendly activities and urban charm, making it perfect for a city-themed or outdoor holiday. Visitors can explore beautiful beaches, urban parks, and nature reserves, catering to those seeking cultural experiences and outdoor adventures. Whether you’re travelling with family or friends, Stamford promises a memorable getaway filled with diverse attractions to enjoy.

  • Cove Island Park: A serene urban park featuring scenic waterfront views, perfect for family outings and outdoor activities. Enjoy walking trails, picnic areas, and an abundance of natural beauty that provides a peaceful escape from city life.
  • Historic South Norwalk: A charming district rich in history and culture, offering delightful architecture, local shops, and eateries. Explore the maritime heritage and vibrant arts scene that this area has to offer.
  • Greenwich Avenue: A bustling street known for its upscale shops, cafes, and vibrant atmosphere. Experience the city's lively vibe while strolling through this popular shopping destination.

Things to do recommended for couples

For a romantic getaway in Stamford, indulge in a soothing treatment at Hand & Stone Massage and Facial Spa. Enjoy live music at Levitt Pavilion, just 6.8km away, or experience luxury at Greenwich Polo Club, located 5.0km from the city. Perfect for couples seeking relaxation and entertainment!

Things to do recommended for families

Your family will have a fantastic time at Chelsea Piers, engaging in various sports activities. Waveny Park offers a serene escape for relaxation, and For The Love Of Chocolate is perfect for indulging in delightful treats together. Stamford is sure to create cherished memories for everyone!

Things to do recommended for groups

Group travellers in Stamford can enjoy shopping at Stamford Town Center and Springdale Shopping Center, both offering a vibrant atmosphere. For a cultural experience, visit the Stamford Center for the Arts, where you can immerse yourselves in local entertainment and romance.

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

If you're travelling with a group, family, pets, or planning an extended stay, it's important to use the appropriate filters that align with your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Stamford with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all of these options, and much more, on Vrbo.
  • Traveling to Stamford with young kids: Travelling with young children can present its own set of challenges. It’s essential to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Stamford: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo accommodations that welcome pets. Most pet-friendly properties include feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Stamford: If you're in search of holiday rentals offering 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 accommodations. Don't forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in and around Stamford

Stamford, Connecticut, offers a delightful blend of family-friendly attractions and vibrant city life. With its charming outdoor seating areas and a bustling centre, visitors can enjoy a great location for exploring nearby small villages and historical sites. Ideal for families, Stamford's welcoming atmosphere and friendly locals create the perfect backdrop for a memorable holiday adventure. Whether you're seeking relaxation or excitement, Stamford and its surrounding regions have something for everyone.

  • Old Greenwich: Nestled a mere 1.2km from Stamford, Old Greenwich is a charming seaside city that offers a delightful family-oriented experience. This picturesque locale features beautiful beaches and scenic urban parks, making it perfect for outdoor enthusiasts. Visitors can enjoy shopping in quaint boutiques and theatres showcasing local talent. The vibrant tourist precinct adds to the allure, providing a blend of relaxation and entertainment for all ages.
  • Downtown Stamford: As the bustling centre of Stamford, Downtown Stamford is a vibrant neighbourhood that attracts families and city explorers alike. With its lively shopping area and a range of theatres offering captivating shows, this area is perfect for those seeking a dynamic urban experience. Outdoor enthusiasts can revel in the modern squares and tourist precincts, where events and activities abound, creating a lively atmosphere that showcases the spirit of the city.
  • Riverside: Located just 1.2km from Stamford, Riverside is a picturesque city known for its family-friendly charm and outdoor adventures. Visitors can explore a variety of shopping areas, including an expansive shopping mall centre, as well as enjoy performances at local theatres. The area's stunning beaches and serene lakes provide idyllic spots for relaxation and recreation, while the vibrant tourist precinct ensures there’s always something exciting to discover.

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 HighSlightly High
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 SunnyAverageAverage

Booking with Vrbo is simple

Are you keen to save on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you might enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform where you can plan new trips, continue from where you last stopped, or keep track of your travel arrangements. You’ll find your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The theatrical city of Stamford awaits you

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

Sightseeing in and around Stamford

Do you want to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Stamford has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hand & Stone Massage and Facial Spa (1.1 mi / 1.7 km)
  • Chelsea Piers (1.3 mi / 2 km)
  • Stanwich Club (6.8 mi / 10.9 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)

Exploring the natural features in Stamford

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Stamford is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Caumsett State Historic Park Preserve (9.9 mi / 15.9 km)
  • Compo Beach (10.2 mi / 16.5 km)

Seasonal weather averages in Stamford

If you're hoping to enjoy some warm-weather activities on your holiday, July, August, June and September are the hottest months to visit, when temperatures average 22°C.

Transport options to and around Stamford

The nearest airport is in White Plains, NY (HPN-Westchester County), located 8.7 mi (14 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 22.2 mi (35.8 km) away.

If you'd rather travel 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 holiday rental?
When considering a holiday rental in Stamford, Connecticut, a popular area to stay is the Downtown district. This vibrant neighbourhood offers a fantastic blend of urban amenities and cultural attractions. You'll find a variety of restaurants, shops, and entertainment options, making it a lively spot to immerse yourself in local life. A top highlight in Downtown Stamford is the Stamford Town Centre, a popular shopping mall featuring a diverse range of stores and dining establishments. Additionally, the area is home to the Palace Theatre, where you can enjoy a variety of performances, from concerts to theatrical productions.

Another excellent option is the Cove neighbourhood, known for its picturesque waterfront views and tranquil parks. Staying here allows you to enjoy the natural beauty of Stamford, with the Cove Island Park being a top attraction. This lovely park offers walking trails, picnic areas, and stunning views of Long Island Sound, great for a relaxing day outdoors. The Cove area generally has a good selection of holiday rental properties, suiting those seeking a quieter, more family-friendly environment.
How much does it cost to rent a holiday home in Stamford?
Prices for holiday 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 holiday 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, Connecticut, the area surrounding Cove Island Park is an excellent choice. This picturesque location offers holiday rentals that provide easy access to sandy beaches and scenic walking paths along the coastline. Many properties in this neighbourhood come equipped with amenities such as outdoor decks, BBQ grills, and spacious living areas, making them great for families or groups looking to enjoy coastal living.

Another appealing area is the Shippan Point neighbourhood, which features a mix of charming beach houses and modern waterfront properties. Here, travellers can find accommodations that often include features like private docks, kayaks for water activities, and outdoor seating with stunning views of Long Island Sound. The nearby Stamford Yacht Club adds to the area's allure, offering a vibrant maritime atmosphere.
What is the most popular type of holiday rental accomodation in Stamford?
In Stamford, apartments are the most popular type of holiday rental, with around 90 available throughout the city. These apartments are often situated in lively neighbourhoods close to points of interest such as the Stamford Town Centre and the waterfront area. Most rooms come with amenities like fully equipped kitchens, comfortable living spaces, and some even feature private balconies for enjoying views of the city.
Are there any family house rentals in Stamford?
In Stamford, Connecticut, there are numerous family-friendly holiday rentals available, with around 59 options to choose from. This vibrant city offers a variety of neighbourhoods suitable for families, including the picturesque areas of Glenbrook and Shippan. Rentals in Glenbrook typically feature spacious living rooms, fully equipped kitchens, and backyards for outdoor activities, making them ideal for family gatherings. Visitors can enjoy proximity to local parks like Mill River Park, which offers playgrounds, walking trails, and picnic areas.

Meanwhile, Shippan boasts lovely coastal properties with stunning views and easy access to the waterfront. Here, guests can find homes that include amenities such as private gardens, game rooms, and multiple bedrooms to accommodate larger families. The area is also known for its charming beach access, superb for summer outings and family fun.
Can I rent a holiday home with a pool or hot tub in Stamford?
In Stamford, Connecticut, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 48 options to consider. This city, located along the picturesque Long Island Sound, offers a mix of vibrant urban living and serene waterfront views, making it an appealing destination for travellers.
Can I find long-stay holiday rentals in Stamford?
A long-stay holiday rental in Stamford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Stamford?
In Stamford, there are numerous pet-friendly house rentals available, providing a variety of options for travellers with pets. Many of these properties come equipped with modern amenities such as fully equipped kitchens, spacious living areas, and private outdoor spaces, superb for enjoying the fresh air with your furry companions.

The neighbourhoods within Stamford, like Downtown Stamford and the Cove, offer easy access to parks and green spaces. Cove Island Park, for instance, is a lovely spot where pets are welcome, featuring walking trails, a beach area, and stunning views of Long Island Sound, making it an ideal destination for leisurely walks with your dog.
Are there any remote work holiday rentals in Stamford?
In Stamford, Connecticut, travellers seeking remote work holiday rentals will find a substantial selection, with around 101 options available. This vibrant city offers a variety of properties equipped with essential amenities for a productive stay. Many rentals feature dedicated office spaces or desks, high-speed Wi-Fi, and comfortable chairs, ideal for setting up a home office. Some properties even include access to business centres, meeting rooms, and coworking spaces, suiting those who may need to conduct meetings or collaborate with others during their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Stamford holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Stamford with parking available—perfect for families or travellers 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 rental amenities include fully equipped kitchens, which are essential for travellers who prefer to prepare their own meals. Most holiday rentals come with cookware, dishware, and utensils, ensuring guests can enjoy home-cooked meals. Additionally, many rooms feature modern conveniences such as microwaves, stovetops, and ovens, making it easy to cook a variety of dishes.
When is the best time to visit Stamford for a holiday rental?
The best time to visit Stamford for a holiday rental is during the peak season from July to September. This vibrant period attracts visitors eager to enjoy the warm summer weather and the array of outdoor activities available. With temperatures averaging in the mid to high 20s Celsius, it's superb for exploring the city's parks, waterfront, and the nearby beaches along Long Island Sound.

July stands out as the most popular month, bustling with events and a lively atmosphere. During this time, families and friends can take advantage of summer festivals, concerts, and various outdoor recreational opportunities. The charming downtown area also comes alive, offering a delightful mix of dining, shopping, and entertainment.

For those looking for a more budget-friendly option, October presents a wonderful alternative. This month sees a quieter atmosphere, with the added bonus of experiencing the stunning autumn foliage as the leaves change colour. The crisp air and beautiful scenery make it an ideal time for leisurely walks and enjoying the vibrant parks.
How early should I book a Stamford holiday rental?
Book your Stamford holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Stamford?
In Stamford, visitors can explore a variety of attractions that showcase the city's charm and culture. The Stamford Museum and Nature Centre in the Newfield area offers a blend of art, history, and outdoor activities, featuring beautiful gardens and hiking trails. Nearby, the Stamford Town Centre provides a vibrant shopping experience with an array of shops and dining options.

For those interested in the arts, the Palace Theatre in the downtown area hosts a range of performances and events throughout the year, adding to the cultural landscape of the city. Families can enjoy a day at Cove Island Park, which features scenic views of Long Island Sound, picnic areas, and a beach superb for a leisurely afternoon.
Can I change or cancel my Stamford home rental booking on Vrbo?
To find Stamford holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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