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, 229 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!

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
4.97 out of 5 average rating, 115 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

Guest favourite
A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.
Cottage in Weston
4.97 out of 5 average rating, 176 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Superhost
A bright living area features a glass coffee table atop a striped rug. A television is situated on a dark console, displaying decorative items. Soft sheer curtains frame a window, allowing natural light to filter into the space, while a potted plant adds a touch of greenery.
Apartment in Stamford
4.86 out of 5 average rating, 147 reviews

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.

Superhost
A spacious sectional couch in a soft blue hue is situated against a light wall, complemented by a cozy throw draped over one arm. A round glass coffee table with a decorative tray sits on a patterned area rug, enhancing the living space's modern design.
Apartment in Stamford
4.83 out of 5 average rating, 29 reviews

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.

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
4.94 out of 5 average rating, 220 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.

Superhost
A modern kitchen features sleek white cabinets and a stylish granite countertop. High-backed stools are arranged around the island, complemented by pink placemats. Above, a microwave is installed, and various kitchen appliances are neatly placed on the countertop, enhancing the functional design.
Guest suite in Glenbrook
4.88 out of 5 average rating, 33 reviews

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

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, 105 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
The spacious living area features a dark couch with a patterned throw pillow, a coffee table, and a large TV mounted on the wall. Bright natural light fills the room through a large window. A dining table is visible in the background near a well-equipped kitchen.
Apartment in Glenbrook
4.88 out of 5 average rating, 33 reviews

The Season’s Luxe|1BD Pad|CenterStamford|Train2NYC

Modern 1 BD apartment in Stamford features a queen sized bed, a fully stocked kitchen & dedicated guest parking spot. Walking distance to Glenbrook 🚉 train station. The bedroom features two closets, 42” Roku TV, full size mirror and nightstands. Living room features a dart board, kitchen table, 55” Roku TV & couch. Enjoy all that Stamford has to offer for a short trip to the area or for a longer stay.

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

Guest favourite
The open living area features a light-colored sofa with decorative pillows facing a dark coffee table. A dining table with black chairs is positioned adjacent to a modern kitchen, equipped with white cabinetry and stainless-steel appliances. Natural light enters through large windows.
Apartment in Springdale
4.84 out of 5 average rating, 80 reviews

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.

Top Guest favourite
Home in West Side
4.99 out of 5 average rating, 177 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

Quick stats about holiday rentals in Stamford

  • Total rentals

    500 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    16K reviews

  • Family-friendly rentals

    180 properties are a good fit for families

  • Pet-friendly rentals

    200 properties allow pets

  • Rentals with a pool

    110 properties have a pool