
Holiday houses in Stamford
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Stamford
Guests agree: these stays are highly rated for location, cleanliness and more.

Sunset Retreat: 1BR Walking Distance to the Beach
Welcome to our charming and spacious 1 bedroom Airbnb in the heart of the beach district in Stamford! This delightful 1st fl apartment offers everything you need for a memorable stay. Prime location offers the best of both worlds. Just a short 5-min stroll will take you to the local train station, providing easy access to neighboring cities and attractions. Additionally, downtown Stamford is a mere 7-min drive, where you can indulge in a wide array of dining, shopping, and entertainment options.

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.

Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford
This luxury apartment located in Downtown Stamford will ensure you have everything you need for a wonderful stay. The property features a Fitness Center, Clubhouse, Private Rooftop Lounge with Fire Pits and Grills, and a Billiards Room. Nearby attractions: Bedford St Dining Stamford Town Center UConn Stamford Campus Latham, Mill River, and Columbus Park Avon Theatre Ferguson Library Corporate district which includes: Indeed, Harmon International, PWC, Northern Trust, Fidelity, and Frontier.

Downtown Stamford, CT apartment
Enjoy modern luxury in this top-floor 1-bedroom, 1-bathroom apartment in a new upscale building in downtown Stamford. High-end finishes, floor-to-ceiling windows, and plenty of natural light make it the perfect retreat. Extraordinary amenities include work-from-home spaces, and you'll find yourself moments away from fantastic dining, entertainment, and Metro-North for an easy NYC commute. As Superhosts , your comfort is our priority. More pictures coming soon to include the bedroom.

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.

The Urban & Chic Downtown Suite - reserved parking
Surround yourself with style, comfort, and sunlight. Conveniently located downtown, offering beautiful city views creating nothing but good vibes wether you are working or visiting. The apartment is light and bright during the days, and very cozy and quaint in the evenings. Comfortably sleeps 4 adults. Walking distance to shopping, theaters, restaurants, parks. Wi-Fi, reserved covered parking, workout facility and laundry room, safe friendly front desk

Spacious. Water Views & Access. Steps to Beach.
Spacious apartment with King Size Bed. Direct access to Cove Pond & Long Island Sound. Easy access to downtown Stamford, Stamford Train Station & Manhattan. A few steps away from Cove Island Beach & Park. Apartment features high ceilings, central heating & cooling, brand new washer & dryer, hardwood floors, formal dining room and 60" HDTV with Amazon Fire TV. Guests have complimentary access to YouTube TV (comparable to cable), Peacock, & Prime Video.

Trendy 1 bedroom+ loft apartment w/ parking
Stay in your own private cottage with keyless entry and two parking spaces. Inside, enjoy a full kitchen, stand-up shower, and queen bedroom, plus a loft with a queen sleeper sofa that can serve as a second bedroom. A workstation, washer and dryer, and Wi-Fi make it easy to balance work and leisure. Relax with two Smart TVs offering streaming apps like Netflix and Hulu. Stylish, convenient, and designed for comfort—your home away from home.

Cozy King BR | Walk to beach | Close to downtown
Welcome to the Lounge on Webb! Your cozy, little private oasis! It’s the perfect stay located just 10 minutes from Stamford’s downtown area and walking distance to Cove Beach and Chelsea Piers. Conveniently located just 40 minutes from NYC by train or car, you can spend your day exploring the Big Apple! Whether you’re here for business or leisure, this apartment provides the perfect blend of comfort and convenience!

Penthouse Perfection: with Unmatched Skyline Views
Step into your oasis above the hustle and bustle of Downtown Stamford. Perched on the top floor, this luxurious 2-bedroom apartment offers unparalleled views of the vibrant Stamford skyline. As you step through the door, you're greeted by modern elegance and sophistication at every turn. Floor-to-ceiling windows flood the space with natural light, framing breathtaking vistas that stretch as far as the eye can see.

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
Popular amenities for Stamford holiday rentals
Stay near Stamford's top sights
Other great holiday rentals in Stamford

Sun Room

Private entrance, private bathroom, quiet zone.

2 Greenwich walk to train 10 mins

Downtown gem w/ parking, Wi-Fi+!

Private basement bedroom /bathroom in family home

Bright Comfortable Room 2-A

Comfy Room w. Queen Bed | near Downtown & Train

Cos Cob, Greenwich garden studio
When is the best time to visit Stamford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 AUD | $189 AUD | $193 AUD | $195 AUD | $208 AUD | $227 AUD | $238 AUD | $214 AUD | $214 AUD | $220 AUD | $206 AUD | $201 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 500 holiday rentals in Stamford

Nightly prices starting at
Stamford holiday rentals start at $45 AUD 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Cabin rentals Stamford
- Fitness-friendly rentals Stamford
- Rentals with a hot tub Stamford
- House rentals Stamford
- Rentals with pools Stamford
- Waterfront rentals Stamford
- Family-friendly rentals Stamford
- Rentals with an EV charger Stamford
- Rentals with breakfast Stamford
- Rentals with a patio Stamford
- Rentals with beach access Stamford
- Pet-friendly rentals Stamford
- Rentals with a fireplace Stamford
- Condo rentals Stamford
- Apartment rentals Stamford
- Cottage rentals Stamford
- Rentals with outdoor seating Stamford
- Rentals with a fire pit Stamford
- Rentals with a washing machine and dryer Stamford
- Private suite rentals Stamford
- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Columbia University
- Ohel Chabad-Lubavitch
- Yankee Stadium
- The High Line
- Jones Beach
- Manhattan Bridge
- Rough Trade
- Top of the Rock
- Chabad Lubavitch World Headquarters
- United Nations Headquarters
- Citi Field
- Empire State Building
- Fairfield Beach
- Radio City Music Hall




