Stamford holiday rentals

We found 899 holiday rentals — enter your dates for availability
Discover a selection of 24 homes, 139 apartments and other holiday rentals in Stamford that are perfect for your trip. 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:13 Nov - 20 Nov

Stairs leading to third floor
View of back of house
Front of house
Kitchen
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

8% off
AU$12,384
for 7 nights, 1 home
AU$1,769 per night
includes taxes & fees
Fairfield Beach Modern Colonial
Dining
Terrace/patio
Pool
Interior
Exceptional
(5 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull

8% off
AU$14,476
for 7 nights, 1 home
AU$2,068 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Living area
Living area
Pool
Terrace/patio
Exceptional
(5 reviews)

2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC

Fairfield

8% off
AU$26,103
for 7 nights, 1 home
AU$3,729 per night
includes taxes & fees
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Atrium with entrance to the pergola and BBQ area.
Garden with view of Tea House.  Indoor access to the Tea House is not available.
view from East facing terrace looking at Long Island Sound
Shorefront area, down by the water.  You can swim here.
Exceptional
(70 reviews)

Waterfront Retreat Center for Health & Wellness

New Rochelle

10% off
AU$15,844
for 7 nights, 1 home
AU$2,263 per night
includes taxes & fees
Waterfront Retreat Center for Health & Wellness
Living area
Children’s area
Private kitchen
Interior
Exceptional
(49 reviews)

Quaint duplex with private yard. Walk to beach, dining, & shopping!

Greenwich

7% off
AU$3,291
for 7 nights, 1 home
AU$470 per night
includes taxes & fees
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Room
Private kitchen
Interior
Exterior
Exceptional
(6 reviews)

Darien family home on a Cul de Sac with pond.

Darien

8% off
AU$8,920
for 7 nights, 1 home
AU$1,274 per night
includes taxes & fees
Darien family home on a Cul de Sac with pond.
Comfortable Living Room with 42" Smart TV.
Well stocked newly renovated kitchen. Prepare quick breakfast or a holiday meal.
Exterior
Dining room seats 6 and expands for 8 with leaf.
Exceptional
(14 reviews)

Quiet suburban home close to Fairfield beaches and universities

Fairfield

8% off
AU$3,085
for 7 nights, 1 home
AU$441 per night
includes taxes & fees
Quiet suburban home close to Fairfield beaches and universities
Private kitchen
Property grounds
Dining
Exterior detail
Exceptional
(75 reviews)

Cozy house on the Hudson

Ossining

8% off
AU$2,622
for 7 nights, 1 home
AU$375 per night
includes taxes & fees
Cozy house on the Hudson
Interior
Marina
Exterior
Living area
Exceptional
(14 reviews)

<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

Stamford

7% off
AU$1,891
for 7 nights, 1 apartment
AU$270 per night
includes taxes & fees
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Interior
Private kitchen
Living area
Room
Exceptional
(8 reviews)

Modern 2BR Near NYC • Free Parking • Quiet Area

Yonkers

16% off
AU$1,727
for 7 nights, 1 apartment
AU$247 per night
includes taxes & fees
Modern 2BR Near NYC • Free Parking • Quiet Area
Private kitchen
Living area
Room
Living area
Very good
(13 reviews)

❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC

Stamford

7% off
AU$1,777
for 7 nights, 1 apartment
AU$254 per night
includes taxes & fees
❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
Room
Additional seating
Living area
fully-equipped kitchen
Exceptional
(9 reviews)

NewRo Chic Retreat- 3 Bdrms 30 min to NYC

New Rochelle

15% off
AU$3,793
for 7 nights, 1 apartment
AU$542 per night
includes taxes & fees
NewRo Chic Retreat- 3 Bdrms 30 min to NYC
Room
Interior
Interior
Interior
Exceptional
(10 reviews)

The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC

Stamford

5% off
AU$1,434
for 7 nights, 1 apartment
AU$205 per night
includes taxes & fees
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
Dining
Interior
Private kitchen
Interior
Exceptional
(9 reviews)

Luxurious 3BR/2BA Modern Haven Downtown Stamford

Stamford

8% off
AU$5,214
for 7 nights, 1 apartment
AU$745 per night
includes taxes & fees
Luxurious 3BR/2BA Modern Haven Downtown Stamford
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    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Stamford

  • Urban parks and nature: Stamford offers a blend of scenic urban parks and reserves that allow visitors to enjoy outdoor activities and leisurely strolls.
  • Cultural charm: The city boasts a rich history and welcoming atmosphere, providing a delightful experience for those interested in cultural exploration.
  • Family-friendly adventures: With a variety of activities, from vibrant commercial districts to engaging outdoor spaces, Stamford is ideal for family holidays.
  • Romantic escapes: The charming urban setting creates a perfect backdrop for a romantic getaway.
  • Local living experiences: Embrace the city's mix of modernity and history while enjoying a range of generic accommodation options.

Popular types of accommodation in Stamford

Discover Stamford, Connecticut, a vibrant city offering a blend of modernity and historical charm. While exploring its diverse attractions, consider an array of holiday rentals including apartments, private holiday homes, and condos. Enjoy the benefits of transparency, savings, and reassurance when choosing your next stay in Stamford, CT. Embrace the experience of local living with our carefully curated selection of rental properties tailored to your needs.

  • Apartments: The most favoured choice among visitors, these cosy and contemporary living spaces offer convenience and urban charm in Stamford.
  • Private Holiday Homes: Enjoy a homely retreat with these exclusive dwellings, ensuring privacy and a personal touch during your stay.
  • Condos: Modern and stylish, these compact units provide a smart option for a trendy holiday experience in Stamford.
  • Cottages: Quaint and charming, these dwellings evoke a countryside feel, perfect for a peaceful escape near the city.
  • Villas: Luxurious and spacious, these opulent retreats offer an indulgent holiday experience with a touch of elegance.**

Top attractions in and around Stamford

Stamford, Connecticut offers a delightful mix of urban and outdoor experiences, ideal for family holidays and city-themed trips. Visitors can enjoy scenic urban parks, reserves, and beachside adventures, all within the city confines. The local attractions cater to those seeking outdoor activities, cultural enrichment, and memorable family experiences in a vibrant and accessible setting.

  • Stamford Museum and Nature Center: This environmentally-focused centre features interactive exhibits and beautiful nature trails, allowing visitors to connect with the outdoors and learn about local ecology. Its eco-friendly vibe makes it an inspiring place for nature lovers.
  • The Glass House: A remarkable museum showcasing modern architecture, The Glass House offers a unique cultural experience with its stunning glass structure set amidst tranquil gardens, reflecting the beauty of design and nature.
  • Rye Playland: An outdoor amusement park perfect for families, Rye Playland boasts thrilling rides and attractions, providing a fun-filled adventure for visitors of all ages amidst a scenic waterfront setting.

Things to do recommended for couples

Discover Stamford's charm with a romantic harbour walk and cosy cafe visits. Enjoy a leisurely paddle on the local lake, ending with a candlelit dinner in a quaint bistro. Embrace a memorable holiday escape in this delightful American town.

Things to do recommended for families

Families will delight in the interactive exhibits at the Stamford Museum & Nature Center, explore the scenic beauty of Cove Island Park, or enjoy a fun-filled day at the Chelsea Piers Sports and Entertainment Complex. Each offers a unique adventure for visitors of all ages.

Things to do recommended for groups

Groups visiting Stamford can experience the thrill of The Adventure Park at Discovery Museum, a zipline ropes course located 31km away. This outdoor adventure offers exciting activities among the treetops, perfect for team bonding and creating unforgettable memories.

*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 planning a trip with a group, family, or pets, or if you're considering a longer stay, it’s essential to filter your options according to your specific needs. Here are some helpful booking tips for using Stayz.

  • Traveling to Stamford with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Stayz.
  • Traveling to Stamford with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside ensuring access to suitable amenities, 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, a family holiday simply isn’t complete without the presence of their furry companion. If you share this sentiment, explore Stayz properties that welcome pets. The majority of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Stamford: If you're seeking holiday lets offering discounts for stays of a month or more, you've come to the right spot. By applying the appropriate filters, you'll effortlessly discover and save on monthly accommodations. Don't forget to refine your search by including options such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay in and around Stamford

Stamford, Connecticut, is a vibrant city that offers an exciting blend of family-friendly activities, outdoor adventures, and urban exploration. Visitors can stroll through the bustling commercial districts, enjoy the scenic parks, and engage in fitness activities at various centres. The atmosphere is welcoming, making it ideal for families and those seeking a romantic getaway. With its rich history and friendly locals, Stamford promises a delightful holiday experience filled with memorable moments.

  • Old Greenwich: Located a mere 3km from Stamford, Old Greenwich is a charming city that effortlessly blends family-friendly activities with outdoor adventures. Visitors are drawn to its picturesque beach and urban parks, which provide ample space for relaxation and recreation. The local shopping area offers a delightful mix of boutique stores, while the theatre scene adds cultural richness to the community. With its tranquil atmosphere and scenic beauty, Old Greenwich is perfect for those seeking a serene escape.
  • Downtown Stamford: Situated in the heart of Stamford, Downtown Stamford is a vibrant neighbourhood brimming with energy and activity. This urban hub is popular among families and business travellers alike, thanks to its impressive shopping area and various shopping centre options. The modern square invites visitors to explore its lively atmosphere, with numerous dining and entertainment choices readily available. As a tourist precinct, Downtown Stamford is an ideal base for discovering the city's attractions while enjoying its dynamic urban lifestyle.
  • Riverside: Just 3km from Stamford, Riverside is a city that offers a harmonious blend of outdoor experiences and urban charm. Families flock to its beautiful beach and urban parks, where leisure and recreation thrive. The local theatre scene and educational venues provide cultural enrichment, while the historic buildings add a touch of nostalgia to the area. Riverside is perfect for those wanting to immerse themselves in a community that celebrates both nature and history, making it a wonderful spot for exploration.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Looking to cut costs on your next journey? By keeping your travel dates flexible, you can take advantage of varying prices. You could also achieve substantial savings by opting for a longer stay. To locate a Stayz property that meets your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's innovative Trip Board offers you a dedicated space to plan new journeys, pick up from where you last left off, or organise your travel arrangements. You can easily access your previously saved and booked properties within the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.stayz.com.au/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)
  • Country Club of Fairfield (14.7 mi / 23.7 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)
  • Calf Pasture Beach (8 mi / 12.8 km)
  • Rye Beach (9.5 mi / 15.3 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 home?
Cove - East Side - Shippan is among the most desirable neighbourhoods where you'll find a holiday home 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 home 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. Stayz 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 home in Stamford?
A number of things can influence how much you'll pay for a holiday home 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 home 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 Stayz 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 homes 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 homes and find the pawfect pad on Stayz.
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 Stayz, and then spend your days splashing about in a swimming pool that's just for you.
What are popular home amenities in Stamford?
A nearby waterfront, a swimming pool and tennis rank as the most popular home amenities in Stamford. Whether you're heading away as a party of one, with your better half or a group of family members, Stayz can help you find a holiday home that suits your tastes with all the features you'll enjoy.
Are there large group holiday homes 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 homes 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 homes in Stamford?
Yes, Stamford has 14 one-bedroom homes 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 homes in Stamford?
Gather your nearest and dearest and experience complete comfort and privacy in one of the seven two-bedroom holiday homes Stamford has to offer.
Are there holiday homes with WiFi in Stamford?
Choose from 16 holiday homes 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 Stayz.
How can I find holiday homes with air conditioning in Stamford?
Stamford has 42 holiday homes where you can chill out in air-conditioned comfort. To locate a stay on Stayz 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 home in Stamford?
The age limit can vary across properties on Stayz, 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 home in Stamford for?
The length of time you can book a holiday home 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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