Stamford holiday lettings

We found 878 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Stamford by choosing from 35 houses, 133 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:17 Oct - 24 Oct

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.

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.

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

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.

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:

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

Exploring the natural features in Stamford

Whether you're 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)
  • Hawthorne Beach (7.7 mi / 12.3 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 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?
Cove - East Side - Shippan is among the most desirable neighbourhoods where you'll find a holiday rental in Stamford. During your time in the area, don't miss big-hitting attractions like Chelsea Piers and West Beach.
What is the most popular type of holiday rental accommodation in Stamford?
Based on our research, houses are the most sought-after holiday property type in Stamford. But as you might expect, everyone's idea of an awesome trip can differ. Vrbo has holiday homes with every size, shape and budget in mind, so you're sure to find your perfect match.
How much does it cost to rent a holiday rental in Stamford?
A number of things can influence how much you'll pay for a holiday rental in Stamford, like the time of year, length of stay and property type. However, all our holiday homes have something in common --- amazing value. Simply add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Stamford?
The average price for a holiday rental by the beach in Stamford depends on when you'll be there and the style and size of property you're looking for. Find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use the filter tool to select the number of bedrooms and amenities that you need, like a pool, WiFi and air conditioning.
Are there pet-friendly holiday rentals in Stamford?
With 42 properties that welcome four-legged guests, your furry buddy can join in on your Stamford getaway. Use our filter tool to search our pet-friendly holiday rentals and find the pawfect pad on Vrbo.
Can I rent a house with a pool in Stamford?
Add an extra layer of fun to your holiday by booking one of the nine houses with a private pool in Stamford. Use our search filter to find the kind of property you want on Vrbo, and then spend your days splashing about in a swimming pool that's just for you.
What are popular rental amenities in Stamford?
A nearby waterfront, a swimming pool and tennis rank as the most popular rental amenities in Stamford. Whether you're heading away as a party of one, with your better half or a group of family members, Vrbo can help you find a holiday rental that suits your tastes with all the features you'll enjoy.
Are there large group holiday rentals in Stamford?
Stamford has eight holiday homes that can host 10 or more guests. These properties come with all the space you need to enjoy good times with loved ones.
Are there holiday rentals in Stamford that welcome kids?
With 42 family-friendly holiday homes to pick from in Stamford, now is the perfect time to introduce the kids to the pleasures of travel. Click on our "Properties good for families" filter box to find stays that come with conveniences perfect for families on the move, such as living rooms, outdoor spaces, hot tubs and entertainment areas.
What are the top attractions for families in Stamford?
Keeping the kids happy during your Stamford holiday is child's play with these cool family-friendly attractions:

  • Norwalk Maritime Aquarium
  • The Maritime Aquarium
  • Calf Pasture Beach

Are there one-bedroom holiday rentals in Stamford?
Yes, Stamford has 14 one-bedroom rentals on offer. Often situated in prime areas because of their compact size, a one-bedroom property is ideal if you're getting away with your partner or a pal. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you'll be able to kick back and relax while enjoying this amazing destination.
Can I find two-bedroom holiday rentals in Stamford?
Gather your nearest and dearest and experience complete comfort and privacy in one of the seven two-bedroom holiday rentals Stamford has to offer.
Are there holiday rentals with WiFi in Stamford?
Choose from 16 holiday rentals with WiFi in Stamford. If you want to disconnect from the world on your holiday, but still want to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Stamford?
Stamford has 42 holiday rentals where you can chill out in air-conditioned comfort. To locate a stay on Vrbo with this perk, enter your dates of travel and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Stamford?
The age limit can vary across properties on Vrbo, so check the rules of the holiday home in Stamford you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Stamford for?
The length of time you can book a holiday rental in Stamford differs according to the property. Just enter your desired dates to display a list of options offering extended stays. With loads of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to get somewhere just right to call your home away from home in Stamford.

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