
Holiday houses in Stamford
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Top-rated holiday rentals in Stamford
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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

Gem by the water+ firepit and all fenced backyard
An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. The house has also a lower-level unit.

Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis
Enjoy this stylish 3-Bedroom apartment located near downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and 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 25 minute walk. Washer and Dryer included in the unit. This unique place has a style all its own! 2rd Fl. Unit use stairs.

Sunny French Cottage
This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

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.

Modern Luxe 1BR Downtown Stamford Getaway
This bright and cozy apartment offers a perfect retreat, providing all the comforts of home. Conveniently located in Downtown Stamford, it’s within walking distance of shopping, dining, and vibrant nightlife. Just 3 minutes from Interstate 95 and 4 minutes driving from the Metro-North Stamford station, you'll have effortless access to NYC and beyond. 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.

Stamford’s Island Inspired Efficiency
This island-themed efficiency apartment offers comfort, style and convenience. After waking up on the memory foam mattress and before enjoying all the conveniences that downtown Stamford has to offer, or taking the nearby train to Manhattan, start your day by waking up to turquoise waters and seashells, sipping on different flavors of coffee or tea, and snacking on the light breakfast items provided.

Renovated Cape Near beach, with Fire Pit and BBQ
Beautifully renovated 3-bed, 2-bath home perfect for families or groups of up to 9. Features a cozy fireplace, fully equipped kitchen, dedicated workspace, and a patio with a fire pit & BBQ. Located in a quiet neighborhood minutes from Fairfield University and Fairfield beaches, this bright and inviting space is your ideal retreat. Enjoy modern amenities and a seamless self-check-in experience.

New Beach Home near Stamford Downtown/Shippan
This spacious home in a desirable and serene residential neighborhood. Walking distance to West and Cummings Beaches, tennis /basketball courts, sport fields. The house is perfect for a large family or a corporate retreat. No parties or events allowed! If this property is booked for the dates you selected, click on the profile to see our other amazing properties in Stamford.

Viridian House
This space offers a romantic getaway for couples looking to enjoy the scenic Hudson Valley. If you are traveling solo, this cozy space is a private oasis for relaxation and leisure. Centered in the heart of Marlboro wine country, this space is right in the middle of several local wineries, breweries, farms, restaurants, and is just a short drive to the Shawangunk Mountains.

Suburban Apartment in Stamford
* Personal entrance * In-unit Washer / Dryer and dishwasher * Self-controlled heating and cooling * Dedicated Parking Space for a car * Huge backyard * Close to CVS, restaurants and Grocery store * 2 minute drive to Springdale train station, which takes you to Grand Central in 50 minutes. * 3 minutes drive from Merritt Parkway, exit 36.
Popular amenities for Stamford holiday rentals
Stay near Stamford's top sights
Other great holiday rentals in Stamford

Modern Guest House - N. Stamford

A-Frame Loft Near Metro-North | Queen + Kitchen

Stylish Home With Free ParkingFA

Waterfront Getaway - Norwalk, CT

Modern Luxury 1BR | Heart of Downtown Stamford

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

Stamford Grand Apartment

Stylish Loft w/Parking Near NYC + Hospital
When is the best time to visit Stamford?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $198 AUD | $217 AUD | $207 AUD | $187 AUD | $200 AUD | $218 AUD | $228 AUD | $205 AUD | $205 AUD | $204 AUD | $208 AUD | $217 AUD |
| 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 450 holiday rentals in Stamford

Nightly prices starting at
Stamford holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 16,810 verified reviews to help you choose

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

Pet-friendly accommodation
Find 180 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
440 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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