Vacation rentals in Stamford

4.9 out of 5 average rating, 112 reviews

The spacious living area features large glass walls that provide serene views of the surrounding forest. A modern white sofa complements a wooden ceiling, while a quirky red chair adds a pop of color. Natural light floods the room, enhancing the warm wood tones throughout.

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Apartment in Downtown 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.

4.96 out of 5 average rating, 200 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!

4.91 out of 5 average rating, 323 reviews

The open living area features a fully equipped kitchen with modern appliances, a small dining area with two bar stools, and a comfortable couch. A flat-screen TV is mounted on the wall, and the space is brightened by recessed lighting.

Apartment in Norwalk

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk

The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.

4.75 out of 5 average rating, 157 reviews

A modern kitchenette features stainless steel appliances, including a refrigerator and microwave, set against white cabinetry. Open shelving displays decorative items, while a coffee maker is positioned conveniently on the countertop. A patterned rug adds contrast to the light-colored flooring.

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.

4.99 out of 5 average rating, 141 reviews

A charming exterior view of a cottage is presented, framed by lush greenery and vibrant flower beds. Hydrangeas in varying shades of blue and green are prominent in the foreground, while the entrance is decorated with pink flowers and flanked by shrubs, enhancing the inviting setting.

Guesthouse in Rowayton

1BR full cottage, 1 min walk to private beach

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

4.89 out of 5 average rating, 117 reviews

Cabin in Greenwich

Overlook Cabin in downtown Greenwich CT

Last house on a private road, two parking spaces 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.

4.97 out of 5 average rating, 123 reviews

A charming cottage exterior is surrounded by lush greenery and autumn foliage. The two-story structure features a balcony adorned with potted plants. Large windows create a welcoming appearance, while the grassy area in front offers a peaceful outdoor setting.

Guesthouse in Wilton

The Cozy Little Cottage

Charming guest cottage on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is separate from the main house, connected by a breezeway, above the garage. It is quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. The bedroom has a queen bed and the living room has a futon couch which folds down. It’s perfect for 1-2 adults, can comfortably fit 3 people if one is a child.

5 out of 5 average rating, 106 reviews

Cottage in South Salem

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

4.91 out of 5 average rating, 518 reviews

A serene waterway flows gently through a leafy forest landscape. Sunlight dapples the water's surface, reflecting the surrounding greenery and smooth stones. Lush foliage frames the banks, creating a peaceful and natural environment suitable for relaxation and contemplation.

Guest suite in Cos Cob

Charming Greenwich studio, 0.2 miles from train

A charming and spacious "studio" with private entry/exit and very close proximity to Cos Cob train station in Greenwich. Opens to a private back yard. Small library, stone walls, small desk, private hall and bath, and room for 2 (or 3) make it ideal for a weekend getaway with easy access to NYC, Port Chester, Stamford, and New Haven. Five minute walk to Cos Cob village for bakeries, juice and coffee shops, and restaurants. Kid-friendly. Air mattress or crib available upon request.

4.94 out of 5 average rating, 207 reviews

A warm bedroom features a spacious bed adorned with a light grey quilt and decorative pillows. Natural light enters through a horizontal window, complemented by wood accents on the walls. A ceiling fan and tasteful artwork enhance the room's inviting atmosphere.

Loft in Stamford

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.

Home in Downtown Stamford

4.99 out of 5 average rating, 134 reviews

45 Minutes from NYC | Urban Hideaway in Stamford

Welcome to our charming home! Escape the city and unwind in this fully equipped house, just 5 minutes from downtown Stamford, CT. We’re conveniently located 5 minutes from I-95, as well as Cove Island and Shippan Beach, top restaurants, parks, grocery shops, and pharmacies. Our house is only 45 minutes from New York City. It’s the perfect spot for a fun and relaxing stay! With thoughtfully curated decor and all the comforts you need, you’ll truly feel right at home.

4.84 out of 5 average rating, 158 reviews

The approach to the house features a stone pathway leading up to a front porch, flanked by neatly arranged flower planters. The well-maintained lawn provides an inviting green backdrop. Steps lead up to the entrance, with a decorative light fixture positioned along the pathway.

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Stamford vacation rentals

Laptop-friendly workspace

Other great vacation rentals in Stamford

Apartment in Downtown Stamford

A designated office space is provided, featuring a clean, white desk with an ergonomic chair. Four framed prints adorn the wall above, and a small vase of flowers adds a touch of decor. Natural light filters in through a nearby window covered by sheer curtains.

4.86 out of 5 average rating, 57 reviews

Modern Luxury 1BR Apt in Downtown Stamford

AngieRating, 5 stars1 week ago

Super clean and love how spacious it is. A lot of food options near the place. Definitely would come again if I’m visiting in Stamford.

4.96 out of 5 average rating, 77 reviews

A charming white house features black shutters and a well-maintained garden adorned with vibrant pink azaleas. The front steps lead to a welcoming porch, surrounded by lush greenery. A lamp post stands in the front yard, adding to the inviting curb appeal.

Apartment in Greenwich

Cozy Apartment in Greenwich CT

RosmeryRating, 5 stars3 days ago

Beautiful place, Safe neighborhood and fast response. Will visit again.

4.98 out of 5 average rating, 61 reviews

A stone facade of the pool house is seen with an open door leading to a bright, airy interior. Outside, a fenced-in swimming pool is visible, surrounded by a spacious patio area. Lush greenery is seen in the background, enhancing the outdoor setting.

Home in Stamford

Gameroom, backyard + pool! 7m to train + downtown

RebeccaRating, 5 stars2 weeks ago

Everything was clean, just a few glitches with dining room lights and needed more towels. Otherwise everything was great!

5 out of 5 average rating, 87 reviews

A modern coffee maker is positioned on a rustic wooden countertop, alongside a kettle. A wooden drawer below holds several coffee pods, showcasing a variety of flavors neatly arranged for convenience.

Apartment in Stamford

Cozy King BR | Walk to beach | Close to downtown

JessicaRating, 5 stars1 week ago

Alexandra’s place was exactly as described in the listing and felt like home as soon as we arrived. Check in was easy and the house was easy to find. Alexandra also gave us some awesome local recommendations for food and drinks which was so thoughtful. Her responsiveness was amazing and greatly appreciated! If we’re ever back in the area, we’d absolutely come back again! Thanks for a wonderful stay!

5 out of 5 average rating, 4 reviews

A small kitchenette area features a wall-mounted counter with a coffee maker and an electric kettle placed beside it. A window allows natural light to fill the space, and a black metal shelving unit sits below for storage.

Apartment in Stamford

Rome's upstairs comfy apartment.

JacquelineRating, 5 stars2 weeks ago

Super Convenient, great location, nicely outfitted kitchen and close to the beach & parks. Súper súper comfy bed. Would stay again - convenient thermostats and AC readily available.

Apartment in Downtown Stamford

A spacious rooftop terrace is presented, featuring comfortable sectional seating and a modern fire pit at its center. The scene captures a vibrant sunset with a gradient of colors in the sky, providing a serene view over the surrounding cityscape.

4.86 out of 5 average rating, 28 reviews

Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford

AquilaRating, 5 stars1 month ago

This apartment was perfect. Great restaurants all in walking distance. Very easy and safe parking garage upon arrival. The apartment was clean and spacious for two people. All the appliances worked, and the water was hot. The location was also very good. Less than 20 minutes from major hiking trails and 35 minutes from Time Square. My wife and I enjoyed our stay here for sure.

4.79 out of 5 average rating, 112 reviews

An outdoor area features a swimming pool surrounded by white lounge chairs and yellow accent tables. Umbrella shades are positioned for sun protection. The backdrop showcases a contemporary apartment building with multiple balconies and large windows, complemented by blue skies.

Apartment in Stamford

Harborview/pool/freeparking/downtown

VontresseRating, 5 stars5 days ago

Ana was a great host, firstly the apartment smelled AMAZING and it was nice and cool, she had toiletries laid out and the bed was comfortable. The ambiance of the apartment was very welcoming and homey. Will definitely be back, thank you for the hosting.