Vacation rentals in Stamford

A rooftop terrace features modern lounge chairs arranged around a central fire pit. A wooden dining table is positioned next to a grill, with expansive views of the surrounding urban landscape, highlighting the combination of relaxation and outdoor entertainment space.

4.98 out of 5 average rating, 99 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

4.75 out of 5 average rating, 158 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.

4.92 out of 5 average rating, 537 reviews

An outdoor dining area features white tables and chairs, facing a tranquil beach scene. A vibrant sunset casts warm hues across the water, reflecting on the smooth surface. Soft clouds enhance the sky's colors, creating a calming atmosphere over the sandy shore.

Guest suite in Bayville

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

5 out of 5 average rating, 18 reviews

A sleek coffee maker sits against a light-colored wall, equipped with a transparent water reservoir. A cup filled with hot cocoa and topped with marshmallows is placed on a white countertop beside a labeled container of marshmallows and another jar of ingredients. A wooden lid rests nearby.

Camper/RV in Glenbrook

"New and spacious Luxury RV home in Vibrant Town.”

Welcome. Step into our beautiful RV where every detail has been designed for your enjoyment. Our RV is fully equipped with everything you need for a relaxing stay, including complimentary water bottles, and fast WiFi. Located just 30 miles from NYC, our RV offers the perfect blend of convenience and relaxation. When you're ready to unwind, retreat to your private oasis complete with electricity and water. Park your vehicle in your designated parking spot and enjoy a hassle-free stay.

4.97 out of 5 average rating, 124 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.

4.97 out of 5 average rating, 143 reviews

A serene outdoor setting features several Adirondack chairs arranged around a fire pit, surrounded by lush green trees and natural rock formations. The calm river flows gently nearby, with sunlight filtering through the canopy, creating a peaceful retreat 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

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.

4.8 out of 5 average rating, 113 reviews

Harborview/pool/freeparking/downtown

Cozy 1 bed harbor view apt At harbor point Stamford. Centrally located, 5 min walking distance from train station, close to uconn shopping mall and restaurants…. In unit washer/dryer. tv in bedroom and TV in living room. Queen size bed, sofa bed also twin size air mattress and baby pack and play available. Family friendly, Please feel free to contact me if need any accommodations I will do my best to accommodate my guests :) No parties or large group of people allow in the unit.

Guesthouse in Cold Spring

A tranquil gravel road lined with lush green trees stretches into the distance. Natural stone borders are visible along the edge of the pathway, providing a rustic charm. Soft light filters through the leaves, creating a serene and inviting ambiance.

4.99 out of 5 average rating, 166 reviews

Modern+bright forest escape - near village & train

Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

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.

5 out of 5 average rating, 4 reviews

Rome's upstairs comfy apartment.

It is a one bedroom upstairs APARTMENT. This listing is for the entire second upstairs level of an occupied house. It has wi-fi, a queen-size bed, flat-screen tv with Netflix, a small-size kitchenette which includes a fridge, microwave, electric cooktop, electric tea kettle, coffee maker, utensils, cookware, and glassware. It located in a family neighborhood 5 minutes walk to Cove Park. NOTE: the place doesn't have an oven or a big Stove, street parking

4.86 out of 5 average rating, 29 reviews

A modern Murphy bed is featured, integrated with a workstation that folds down from a wall unit. A white office chair with wheels sits in front of the desk, providing a practical setup for work or relaxation.

Guest suite in Glenbrook

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

4.88 out of 5 average rating, 113 reviews

Honey Spot Studio | Downtown City Views

Enjoy a stylish experience at this centrally-located spot in the heart of downtown Stamford. Walk downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! 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.

A spacious living area features a light-colored sectional sofa paired with decorative cushions. Two armchairs are positioned by large windows, offering natural light. A modern entertainment unit holds a flat-screen television, while a coffee table adorned with decor and snacks enhances the inviting space.

4.94 out of 5 average rating, 17 reviews

Luxurious 3BR/2BA Modern Haven Downtown Stamford

This stunning 3-bedroom, 2-bathroom corner unit offers the perfect combination of modern luxury and cozy comfort, making it an ideal getaway for business travelers, families, or anyone seeking a stylish and relaxing stay. With floor-to-ceiling windows and an abundance of natural sunlight, this home provides a bright, airy, and inviting atmosphere that blends sophistication with warmth.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Stamford vacation rentals

Laptop-friendly workspace

Other great vacation rentals in Stamford

A private bathroom is shown, featuring a white toilet and a sink with cabinets below. Natural light enters through a window, illuminating the space. Soft-colored walls complement the tiled floor, and toiletries are neatly arranged on the counter and nearby shelves.

Guest suite in Harbor Point

4.72 out of 5 average rating, 170 reviews

Private entrance, private bathroom, quiet zone.

A small bathroom is depicted, featuring a compact sink with a cabinet underneath and a mirror above. A patterned shower curtain partially conceals the shower area. The floor is tiled, and a dark bath mat is positioned near the sink.

Home in Harbor Point

4.8 out of 5 average rating, 137 reviews

Small Studio. Private Entrance and bathroom

Apartment in Harbor Point

4.93 out of 5 average rating, 44 reviews

HighLineHarbor Pad2BD|Train2NYC|HarborPoint Access

4.92 out of 5 average rating, 66 reviews

An inviting living area is furnished with a plush gray sofa and an ornate coffee table atop a patterned rug. A potted palm adds a touch of greenery, while a staircase leads to the upper level. Natural light filters through the window, illuminating the wooden floors.

Home in Stamford

Spacious Home - Center Of Stamford

4.88 out of 5 average rating, 82 reviews

An open-concept living area features bamboo flooring and soft lighting. A cozy seating arrangement includes a sofa adorned with decorative pillows. A modern kitchen is visible, equipped with stainless steel appliances and a center island with stools. A large TV is mounted on the wall.

Condo in Stamford

Downtown gem w/ parking, Wi-Fi+!

Guesthouse in Pound Ridge

A bright living area is framed by large windows showcasing a wooded view. A dark green sofa with white pillows is positioned alongside two light-colored armchairs. A wooden coffee table rests on a patterned area rug, with a dining table visible in the background.

5 out of 5 average rating, 16 reviews

Renovated guesthouse on private 7 acre property

A modern interior space features a central black table surrounded by walls lined with organized black storage units. Soft lighting from wall sconces highlights framed art pieces above the storage, while the smooth concrete floor adds to the contemporary design.

5 out of 5 average rating, 9 reviews

Downtown Stamford, CT apartment