Holiday houses in Stamford

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Top-rated holiday rentals in Stamford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A balcony is equipped with outdoor furniture, including two chairs and a small table. The scene is enhanced by a view of the city skyline during sunset, with soft, warm lighting reflecting off the buildings. Glasses are placed on the table.
Apartment in Stamford
4.94 out of 5 average rating, 239 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of 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 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

Superhost
A modern living area is visible, featuring a comfortable gray sofa facing a mounted flat-screen TV. The open kitchen displays white cabinetry and stainless steel appliances, complemented by a sleek countertop. Hardwood flooring adds warmth to the inviting space.
Apartment in Shippan Point
4.81 out of 5 average rating, 192 reviews

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.

Top Guest favourite
A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.
Apartment in Stamford
4.98 out of 5 average rating, 122 reviews

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

Superhost
Condo in Stamford
4.88 out of 5 average rating, 88 reviews

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!

Guest favourite
The well-appointed bedroom features a comfortable bed with plush pillows and a decorative throw blanket. Natural light filters through large windows, creating a serene ambiance. A stylish mirror stands nearby, and warm bedside lamps flank the bed, enhancing the cozy atmosphere.
Apartment in Stamford
4.97 out of 5 average rating, 72 reviews

Stamford Grand Apartment + Cozy Den

Welcome to your luxurious One-Bedroom + Den home at The Asher in downtown Stamford. Enjoy the vibrant city life with cafes, brunch spots, bars, and fine dining just steps away on Bedford Street. Highlights: • Request to be on the 4th floor or higher • Deep-clean before every guest • Coffee, fresh linens, & bathroom essentials provided • Co-working Lounge & Conference Rooms • 24/7 Fitness Centre & Yoga Room • Rooftop Pool and Lounge • Outdoor Grill Stations • LED recessed lighting

Superhost
A modern kitchen is characterized by wood and gray cabinetry, featuring stainless steel appliances and a spacious countertop. Natural light floods the area through a skylight and a window, with a small dining table placed against the wall, enhanced by a collection of kitchenware on display.
Loft in Harbor Point
4.93 out of 5 average rating, 222 reviews

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.

Top Guest favourite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guesthouse in Pound Ridge
4.94 out of 5 average rating, 108 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Guest favourite
A well-lit living room features a light-colored sofa adorned with cushions, paired with a wooden coffee table. A television is mounted on the wall, while a glass-fronted cabinet displays decorative items. Light streams through large windows, highlighting the warm wooden floor.
Home in Stamford
4.83 out of 5 average rating, 193 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. 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. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favourite
A spacious bed is adorned with soft neutral linens and decorative pillows in warm tones. Light-colored side tables with lamps are placed on each side, and framed beach photographs are displayed on the wall above. A mirror reflects the inviting atmosphere in the room.
Apartment in Stamford
4.95 out of 5 average rating, 111 reviews

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!

Superhost
A bedroom is presented with a large window providing natural light, framed by dark curtains. The spacious bed features a patterned blanket, while a plush bench sits at the foot of the bed. A ceiling fan offers comfort, and wall art adds a decorative touch.
Apartment in West Side
4.85 out of 5 average rating, 104 reviews

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.

Superhost
A cozy living area is present, featuring a neutral-colored sofa draped with an orange throw. A round glass coffee table is positioned in front of the sofa, set on a patterned area rug. Natural light filters through sheer curtains, illuminating the blue walls decorated with artwork.
Apartment in Glenbrook
4.78 out of 5 average rating, 204 reviews

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

Top Guest favourite
Home in West Side
4.99 out of 5 average rating, 182 reviews

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.

Popular amenities for Stamford holiday rentals

When is the best time to visit Stamford?

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Avg. price$190 AUD$193 AUD$198 AUD$199 AUD$213 AUD$233 AUD$243 AUD$219 AUD$219 AUD$225 AUD$211 AUD$205 AUD
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Frequently Asked Questions

  • Where should I stay in Stamford?

    Make yourself at home in Stamford by choosing from our most frequently booked neighborhoods. We have over 520 vacation rentals in Old Greenwich, over 520 vacation rentals in New Canaan, and over 170 vacation rentals in Cos Cob.

  • Are there vacation rentals with a dedicated workspace in Stamford?

    Yes! Work meets play with ease at over 340 vacation rentals in Stamford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Stamford?

    Four-legged friends are welcome in Stamford. Choose from more than 200 vacation rentals for guests traveling with pets.

  • Are there Stamford vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Stamford, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Stamford?

    Experience the best of Stamford with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do townhouse rentals in Stamford have wifi?

    Absolutely! We offer over 10 townhouse rentals with wifi in Stamford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stamford have a gym?

    Absolutely! We offer over 40 house rentals with a gym in Stamford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stamford have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in Stamford. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Stamford have self check-in?

    Absolutely! We offer over 20 apartment rentals with self check-in in Stamford. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Stamford?

    Stamford has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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 $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 16,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    110 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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