Vacation rentals in Stamford

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.

4.95 out of 5 average rating, 225 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!

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.

4.97 out of 5 average rating, 113 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

4.95 out of 5 average rating, 259 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

Mid-century modern historic private estate surrounded by river @Zenhouse_satori and main house. Great for memorable romantic getaway, photoshoots and film locations! ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of Zen, we offer a luxurious and exclusive experience where tranquility blends with art, spirituality, and nature. We provide a serene environment and personalized service to awaken your true nature and find Zen

4.75 out of 5 average rating, 173 reviews

A spacious living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table is positioned on a patterned rug, with the kitchenette visible in the background. Soft lighting and light-colored walls contribute to a bright and inviting atmosphere.

Guest suite in Stamford

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.

4.89 out of 5 average rating, 133 reviews

A private deck is displayed with wooden planks, featuring a sun lounger and a small table with two chairs. A large umbrella provides shade, while trees can be seen in the background, enhancing the outdoor experience.

Cabin in Bell Haven

Overlook Cabin in downtown Greenwich CT

Last house on a private road, parking onsite if available, conveniently located walk to train station, Greenwich Avenue in Greenwich CT to the ferry, Sherman Park for beach access. Travel to New York City in 37 minutes with the Metro-North Express train. We are at one of the highest points on the Greenwich Coastline. You can hear the sounds of life: from church bells ringing, the train to NYC and Rt 95 traffic, NO SMOKING NO parties NO events Sorry NO PETS service animals always welcomed.

4.96 out of 5 average rating, 170 reviews

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

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

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.

4.86 out of 5 average rating, 146 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.

4.94 out of 5 average rating, 217 reviews

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

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.

4.84 out of 5 average rating, 179 reviews

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

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.

4.8 out of 5 average rating, 224 reviews

A sunlit bedroom features a spacious bed topped with a neutral blanket and decorative pillows. Large windows allow natural light to filter in, casting soft shadows across the room. A wooden dresser with plants and framed artwork adds warmth to the inviting space.

Guest suite in Wilton

Guest suite with private enter

Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.

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.

4.95 out of 5 average rating, 101 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!

4.96 out of 5 average rating, 207 reviews

A magnolia tree is in full bloom, featuring large, open pink and white flowers against a backdrop of greenery. The tree adds a vibrant touch to the garden area, with a stone pathway visible beside it, leading to more landscaped views.

Cottage in Stamford

Magnolia Cottage

Cozy cottage on a three acre wooded property in North Stamford. Main house shares the large circular driveway. A vast wall of windows facing a private garden invites one to relax in the knotty pine interior. Fully equipped. Perfect for a couple. We are available and friendly but tend to let guests have their private retreat unless they want information or help from us.

Vacation rentals for every style

Get the amount of space that is right for you

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A space thats all yours, with room for everyone

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Quaint homes, peaceful surroundings

Popular amenities for Stamford vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Stamford

A spacious living area features a comfortable dark blue sofa and a coffee table with a gray marble top. A textured area rug lies beneath, and the open layout provides a view into the softly lit bedroom with a cozy bed, surrounded by light-colored walls.

5 out of 5 average rating, 17 reviews

Courtyard View 1BR Apartment

Guest suite in Harbor Point

The studio features a spacious sleeping area with a cozy bed separated from the kitchenette and bathroom by an open layout. A well-lit kitchenette is visible, along with a small dining table and decorative items on the walls, providing a blend of functionality and comfort.

4.72 out of 5 average rating, 185 reviews

Private entrance, private bathroom, quiet zone.

4.94 out of 5 average rating, 80 reviews

The living room features a light-toned sofa and a comfortable armchair, arranged around a round coffee table. A ceiling fan hangs above, and a large mirror reflects natural light. The open space leads to a modern kitchen, with dark cabinetry visible in the background.

Apartment in West Side

Lovely 2bedroom rental w/parking & outdoor sitting

4.87 out of 5 average rating, 31 reviews

A spacious living area features a light-colored sofa accompanied by two patterned chairs. A dining table is positioned nearby, while large windows allow natural light to brighten the room. A vibrant plant enhances the welcoming atmosphere, and warm wooden floors complete the setting.

Condo in West Side

Comfortable, Beautiful Apartment-Close to Downtown

4.83 out of 5 average rating, 77 reviews

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

Suburban Apartment in Stamford

An aerial view showcases a rooftop pool surrounded by lounge seating and greenery. The terrace features several sun loungers and shaded areas, perfect for relaxation. The city skyline is visible in the background against a sunset sky.

4.98 out of 5 average rating, 57 reviews

Stamford Grand Apartment

5 out of 5 average rating, 46 reviews

The living area features a spacious sofa arrangement with a throw blanket, a coffee table, and a dining area with a round table and chairs. A flat-screen television is mounted on the wall, and a small decorative plant adds a touch of greenery to the room.

Guest suite in Norwalk

Cozy 1 Bd Private Entrance In-law Suite & Hot Tub

An open-concept living area features a neutral-toned sofa and a contemporary coffee table, complemented by a plush area rug. Large glass doors provide ample natural light and showcase access to the private deck. A serene bedroom area is visible in the background, enhancing the overall spacious appearance.