Stamford holiday homes

We found 901 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Stamford by choosing from 26 houses, 134 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:9 Oct - 16 Oct

Image gallery for Fairfield Beach Modern Colonial

Front of house
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

8% off
Price is NZ$15,307
for 7 nights, 1 home
NZ$2,187 per night
includes taxes & fees
Fairfield Beach Modern Colonial

Find spaces that suit your style

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    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Stamford

  • Urban charm and historical streets: Stamford offers a vibrant downtown with bustling streets and preserved neighbourhoods that showcase its rich history.
  • Beautiful urban parks: Enjoy leisurely strolls in scenic parks that provide a breath of fresh air amidst the city's modern vibe.
  • Coastal delights: The city's proximity to scenic beaches and waterfront areas invites refreshing outdoor adventures.
  • Cultural experiences: Stamford's blend of arts and community events offers a taste of local culture.
  • Family-friendly adventures: With a mix of urban and natural attractions, Stamford is a perfect destination for a memorable family holiday.

Top attractions near Stamford

Stamford, Connecticut offers a vibrant blend of urban charm and outdoor adventures perfect for families and city explorers. Enjoy beautiful urban parks, scenic beaches, and preserved natural reserves that cater to outdoor and cultural experiences. Whether you’re after leisurely strolls or active explorations, Stamford provides a delightful setting for a memorable holiday in the heart of the city.

Things to do recommended for couples

Discover Stamford’s charm on a romantic escape. Enjoy a leisurely walk through historic streets, share a delightful meal at a cosy local bistro, and unwind by the waterfront, soaking in the serene views and local vibes.

Things to do recommended for families

Your family will love exploring the Stamford Museum & Nature Center, where kids can enjoy interactive exhibits and hiking trails. Don't miss the fun at Cove Island Park, perfect for picnics and beach activities, all within a short drive from the city centre.

Things to do recommended for groups

Experience the thrill of the Adventure Park at Discovery Museum, just 31km from Stamford. This zipline and ropes course offers an exhilarating outdoor adventure, perfect for groups looking to bond while tackling challenges together in a stunning natural setting.

*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

Whether you're travelling in a group, as a family, with your pets, or planning an extended stay, ensure you filter by the appropriate priorities. Here are some Vrbo booking tips for you.

  • Traveling to Stamford with a group: Consider how many bedrooms you’ll require, along with amenities like a fully equipped kitchen or an outdoor area for a group gathering. Luckily, you can filter for all these features, and more, on Vrbo.
  • Traveling to Stamford with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Stamford: For many families, a holiday wouldn’t be the same without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Stamford: If you're after holiday rentals offering deals for stays of a month or more, you've come to the right spot. With the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also want to include extras like parking, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Stamford

Stamford, Connecticut offers a delightful blend of urban charm and family-friendly vibes. Explore downtown Stamford’s bustling streets, enjoy the scenic views, and experience its historical neighbourhoods. The city’s mix of modern business environments and serene residential areas provides a perfect backdrop for a memorable holiday, complete with outdoor adventures and cultural delights.

  • Old Greenwich: Old Greenwich, a charming city located 3km from Stamford, offers a family-friendly, city-themed and outdoor travel experience. Visitors can enjoy a variety of activities including exploring a vibrant shopping area, catching a performance at a local theatre, or engaging with educational venues. The area is celebrated for its scenic coastal features with a beach and an urban park, and the nearby tourist precinct adds to its allure. This city provides an inviting blend of urban vibrancy and relaxed outdoor charm, making it a delightful destination for holidaymakers.
  • Riverside: Riverside, also 3km from Stamford, presents a well-rounded experience for families and outdoor enthusiasts with a city-themed twist. The area boasts a dynamic mix of attractions including a theatre, shopping district, and educational sites. With a beautiful beach, an urban park, and a historic building in close proximity, Riverside offers a rich tapestry of cultural and natural attractions. This destination is ideal for visitors seeking a balance of urban activities and leisurely outdoor pursuits.
  • North Stamford: North Stamford, a neighbourhood within the Stamford area, is renowned for its outdoor, romantic and scenic appeal. It offers a unique travel experience with opportunities to visit educational venues, enjoy theatrical performances, or play a round of golf. The local attractions include a picturesque beach, a serene lake, and a family beach setting. North Stamford presents an inviting mix of natural beauty and cultural activities, perfectly suited for those looking to experience a tranquil yet engaging holiday.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.6°F (-0.2°C)Light RainMostly Sunny
February32.9°F (0.5°C)Light RainMostly Sunny
March39.4°F (4.1°C)Light RainMostly Sunny
April49.6°F (9.8°C)Light RainMostly Sunny
May59.7°F (15.4°C)Light RainMostly Sunny
June68.7°F (20.4°C)Light RainMostly Sunny
July75.7°F (24.3°C)Light RainMostly Sunny
August74.5°F (23.6°C)Light RainMostly Sunny
September67.8°F (19.9°C)Light RainMostly Sunny
October57.6°F (14.2°C)Light RainMostly Sunny
November46.2°F (7.9°C)Light RainMostly Sunny
December38.1°F (3.4°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Are you keen to save on your next adventure? Being flexible with your travel dates can make a real difference, as prices often fluctuate. You can also enjoy substantial savings by booking a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo’s innovative Trip Board provides a dedicated space to create new journeys, pick up where you left off, or review and organise your plans. Properties you have saved or booked in the past are now neatly categorised as Potential, Upcoming, or Current Trips. To start using your Trip Boards, simply visit: https://www.bookabach.co.nz/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:

  • E. Gaynor Brennan Golf Course (1.1 mi / 1.8 km)
  • 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)

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:

  • Mill River Park (0.3 mi / 0.5 km)
  • 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)
  • Chestnut Hill Park (5.2 mi / 8.4 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. Bookabach 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 Bookabach 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 Bookabach.
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 Bookabach, 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, Bookabach 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 Bookabach.
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 Bookabach 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 Bookabach, 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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