
Holiday houses in Stamford
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Top-rated holiday rentals in Stamford
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Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Luxurious 1BR Downtown Stamford
Step into your luxurious haven in the heart of downtown Stamford, where opulence seamlessly meets comfort and indulgence becomes your personal mantra. From the impeccable design and luxurious amenities to the prime location, every moment spent here is a celebration of the finer things in life. Treat yourself to an extraordinary stay, crafting memories that will linger in your heart for a lifetime . Welcome to a world where luxury knows no bounds, and warm hospitality eagerly awaits your arrival

Family Cottage with 4 King Beds and Fire Pit
Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Beach Walk Haven: 1 BR Lower Level
Welcome to your charming lower level one-bedroom Airbnb, perfectly situated within easy walking distance to the beach. Step into your private sanctuary and feel instantly at home. Immerse yourself in the coastal vibes as you take leisurely walks to the nearby beach, where you can soak up the sun, feel the sand between your toes, and revel in the soothing sounds of the waves. Embrace the coastal lifestyle and create unforgettable memories during your stay in this conveniently located apartment.

1BR full cottage, 1 min walk to private beach
Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

Downtown gem w/ parking, Wi-Fi+!
Enjoy a stylish experience at this centrally-located downtown gem! Whether looking to explore NYC or stay local to enjoy our great city of Stamford, we have you covered. Walk into a fully equipped kitchen that makes preparing food or whipping up mixed drinks at the center island a breeze. Come enjoy convenience at it's finest! ✲ Free Parking spot! ✲ 5 Min walk into Downtown! ✲ 20 min walk to Metro to NYC! ✲ Nearby park w/ tennis & basketball courts! ✲ UConn, Stamford Hospital minutes away!

Modern Luxe 1BR Apt in Downtown Stamford
This super clean cozy space will be your home away from home. Located in the heart of Downtown Stamford within walking distance to shopping area, restaurants and bars. 3 minutes from the I-95 and 4 minutes from the Metro North Stamford Station with easy access to NYC. This luxury apartment has all the essentials you’ll need to rest, relax and rejuvenate. Enjoy seamless check in with key lock, fast internet, and major essentials. You’ll have access to a fitness center and rooftop.

Luxury Loft Apt. with easy access to NYC & CT
Gorgeous and modern 2 bedroom apartment in Harbor Point area. Walking distance to the train station , restaurants, parks, shops, waterfront boardwalk and just 48 minutes from the Big Apple. Few minutes drive to downtown. A large kitchen and laundry with everything you may need and a spacious living room with 48 inch TV cable access and internet.The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay to ensure your safety.

Honey Spot Studio | Downtown City Views
Enjoy a stylish experience at this centrally-located spot in the heart of downtown Stamford. Walk downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! A short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment.

Downtown "Blue Nest" apartment
Cozy, adorable, updated and fully decorated 1 bedroom apartment in a downtown building with garage & 24 hours security. Equipped with everything you might need. Come stay with us and discover Stamford through the eyes of a local talented artist. There are certain things about the building that I can't change - please read the whole description before booking

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
Welcome, to newly renovaded small studio for one guest with private entrance, bathroom, small kitchen with microwave, coffee maker and refrigerator. Off the street parking, you have your spot reserved during your stay. One mile from I-95, walk to shopping and restaurants, five minutes drive to Stamford downtown.

Bright Stylish Chic 4BR 4BA Home
Welcome to this sunny, chic, spacious 4BR, 4BA North Stamford country house with lots of character and a huge backyard. Great for families. Light & bright, open flow, skylights galore, deck and grill, spacious playroom. Large primary bedroom suite. Just 1 hour from NYC.
Popular amenities for Stamford holiday rentals
Stay near Stamford's top sights
Other great holiday rentals in Stamford

Stamford Grand Apartment + Cozy Den

Cozy King BR | Walk to beach | Close to downtown

Convenient and Cozy Antique Cape

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC

DOWNTOWN STAMFORD - WELCOME TO NEW ENGLAND ( 911)

Stylish Home With Free ParkingFA

Spacious. Water Views & Access. Steps to Beach.

4 Bedroom Carriage House on Private Estate
When is the best time to visit Stamford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 NZD | $217 NZD | $222 NZD | $224 NZD | $239 NZD | $262 NZD | $273 NZD | $246 NZD | $246 NZD | $244 NZD | $250 NZD | $260 NZD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Frequently Asked Questions
What are the best places to stay in Stamford?
Stamford has stays in vibrant downtown neighborhoods with dining and entertainment, as well as more tranquil, leafy areas near parks. Vacation rentals range from modern apartments to homes suited for groups or families.
What are the best things to do in Stamford with kids?
Families can explore Stamford Museum & Nature Center, discover hands-on exhibits at local science museums, or visit parks known for playgrounds and picnic lawns. Indoor play spaces are often recommended on rainy days.
What are some of the best things to do in Stamford?
Explore the Stamford Museum & Nature Center, stroll waterfront at Cove Island Park, and browse local shops and galleries downtown. Seasonal events and farmer’s markets are frequently suggested for visitors.
How is the weather in Stamford?
Stamford’s winters are chilly, averaging 24–38°F (-4–4°C), with snow and rain common. Summers see warmer days near 68–83°F (20–29°C), and spring and fall bring mild temperatures and periodic showers.
When is the best time to visit Stamford?
Late spring and early autumn are often recommended for mild temperatures and outdoor events, with typical highs near 68°F (20°C) to 75°F (24°C). Summer brings vibrant festivals, while winter is known for holiday celebrations.
What are the best places to visit in Stamford?
Explore Cove Island Park for waterfront trails, visit Stamford Museum & Nature Center for exhibits and nature walks, and experience art at the Fernando Luis Alvarez Gallery. The downtown area is known for its lively atmosphere.
What are some hiking trails in Stamford?
Stamford has scenic trails at Mianus River Park and Cove Island Park, where visitors enjoy nature walks through forests and along the waterfront. The Stamford Museum & Nature Center features family-friendly paths.
What are some family activities we can do in Stamford?
Families often explore interactive museums, walk the scenic waterfront, and enjoy parks with playgrounds or open green spaces. Seasonal festivals and local art workshops frequently appeal to visitors of all ages.
What are some of the best day trip ideas from Stamford?
Around Stamford, visitors can discover beaches, explore historic neighboring towns, or plan a trip to botanical gardens and nature reserves. Vineyard tours and art museums in nearby communities are often recommended.
Are there any pet friendly accommodations available in Stamford?
Many Stamford vacation rentals welcome pets, especially in neighborhoods with access to parks or walking trails. Downtown and residential areas frequently have pet-friendly stays and nearby outdoor spaces for pets.
What are some local tips for visiting Stamford?
Explore parks early for peaceful morning walks, check local calendars for seasonal events, and sample diverse cuisine at smaller downtown restaurants. Weekdays tend to be quieter for touring art galleries and museums.
What is Stamford known for?
Stamford is known for its waterfront parks, lively arts and business districts, and annual cultural festivals. The city has distinctive local dining, as well as a growing reputation for public art and green spaces.
What are the best hidden gems to explore in Stamford?
Visitors often discover unique art spaces like the Fernando Luis Alvarez Gallery, quiet walking trails in Mianus River Park, and locally owned cafés with live performances. Smaller community gardens provide peaceful retreats.
What are the best foods to try in Stamford?
Stamford’s dining scene includes New England seafood, locally made pizza, and meals featuring farm-fresh produce. International cuisines, such as Latin American and Italian, are frequently suggested by locals.
What should I bring for a trip to Stamford?
Pack layers for variable northeastern weather, including a rain jacket and comfortable walking shoes for city or park exploration. Sunscreen is useful during warmer months, and a warm coat is needed in winter.
What is the nightlife in Stamford like?
Stamford’s nightlife combines laid-back pubs, bars with live music, and restaurants hosting evening entertainment. Around downtown, visitors explore welcoming lounges, and many venues feature local DJs or acoustic performances.
What are the most popular events or festivals in Stamford?
Stamford has arts festivals in late spring, live music events in summer, and holiday parades that draw crowds during the winter. Food and cultural celebrations downtown are also frequently suggested.
Are there family friendly vacation rentals in Stamford?
Stamford has family-friendly vacation rentals with extra living space, kitchens, and proximity to parks or playgrounds. Downtown and quieter suburban areas are both common choices for groups or families.
Quick stats about holiday rentals in Stamford

Total holiday rentals
Explore 500 holiday rentals in Stamford

Nightly prices starting at
Stamford holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 16,730 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 200 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wi-Fi availability
500 of Stamford holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Stamford rentals

4.8 Average rating
Stamford stays are highly rated by guests—averaging 4.8 out of 5!
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