Stamford vacation rentals

4.97 out of 5 average rating, 574 reviews

Apartment in Woodmont

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

4.96 out of 5 average rating, 250 reviews

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

4.74 out of 5 average rating, 155 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.

4.94 out of 5 average rating, 109 reviews

A gray sectional sofa is positioned next to two contrasting wooden coffee tables. A bowl of popcorn and decorative snacks are displayed on one table, while two glasses with iced drinks sit on the other. Decorative cushions with welcoming phrases add a cozy touch.

Apartment in Stamford

The Hillside Crib | 1 Bedroom Apt | Near Downtown

Enjoy this stylish 1-Bedroom apartment located near 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 25 minute walk. Washer and Dryer included in the unit. This unique place has a style all its own! 3rd Fl. Unit use stairs.

4.97 out of 5 average rating, 122 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, 105 reviews

An inviting cabin is surrounded by trees, featuring a wooden deck with a fire pit and seating areas. Warm light emanates from the cabin's windows, creating a cozy atmosphere. The landscape showcases fall foliage, enhancing the tranquil setting by the lakeside.

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.

Apartment in Downtown Stamford

A modern living area is presented, featuring a comfortable white sofa with decorative cushions. Two armchairs provide additional seating, arranged around a coffee table. Large windows allow natural light to fill the space, complemented by light curtains. A minimalist console table adds functionality to the room.

4.87 out of 5 average rating, 136 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.

4.98 out of 5 average rating, 135 reviews

The exterior of a red-brick building is featured, showcasing large black doors with decorative accents. Planters with greenery are placed on either side of the entrance. An iron fire escape extends above the doorway, while a flag hangs on the right side of the image.

Apartment in Norwalk

"Triplex Historic Beauty" with Seasonal Garden

Featured on the History Channel hit TV series "American Pickers"! Come join us at the head of the harbor in historic downtown Norwalk "Wall Street" neighborhood. This cozy second floor rental has been tastefully decorated with new and old. In addition to the photo descriptions we have included a floor plan for review. Please note the neighborhood is a working waterfront during the day and the Danbury active train line runs behind the building which adds to the character .

4.94 out of 5 average rating, 206 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, 132 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, 156 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.

4.97 out of 5 average rating, 197 reviews

A stacked washer and dryer unit is positioned against a light-colored wall, accompanied by a vintage poster framed and hung nearby. A small roll of paper towels rests on top of the dryer, while the surrounding area features wooden paneling for a rustic touch.

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

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Stamford vacation rentals

Laptop-friendly workspace

Stamford apartment rentals

4.8 out of 5 average rating, 266 reviews

A bright living space features a comfortable orange sofa, a sleek coffee table, and a flat-screen television. Decorative artwork adorns the walls, complemented by a dining area with a wooden table and chairs. A Christmas tree adds a festive touch to the corner.

Apartment in Queens

Private guest unit on beachfront house

4.91 out of 5 average rating, 145 reviews

A modern living area features a black sectional sofa adorned with cushions in warm hues. A wooden coffee table with a decorative centerpiece is centered on a light area rug. Framed artwork hangs on the white walls, complemented by natural light coming from the window.

Apartment in Fort Lee

Elegant 2BR Apt. near the George Washington Bridge

4.99 out of 5 average rating, 102 reviews

The exterior of the two-story home is showcased, featuring a light-colored facade with multiple gabled roofs. A well-maintained lawn surrounds the house, accented by blooming shrubs. A paved driveway leads to a two-car garage, and trees provide a natural backdrop.

Apartment in Waterbury

Everything you need! Apartment!

4.92 out of 5 average rating, 489 reviews

The open-plan living area features a comfortable gray sofa facing a large flat-screen TV. The adjoining kitchen showcases modern cabinetry, a spacious countertop, and seating for four at the bar. Warm wood flooring runs throughout, enhancing the cozy ambiance of the space.

Apartment in Union City

Luxury 2 Bedroom in West New York - 25 min to NYC!

4.86 out of 5 average rating, 150 reviews

A cozy seating area features a light-colored armchair with decorative cushions. A small ottoman sits in front, and a light wood side table with a lamp is nearby. On the wall, framed photographs add character, while decorative plants provide a touch of greenery.

Apartment in Newburgh

#1, Historic Studio, Newburgh, Beacon, West Point

4.92 out of 5 average rating, 115 reviews

A living room is featured with a brown leather sofa adorned with decorative pillows. A wooden coffee table sits in front, displaying small items. An area rug adds warmth to the space, while a ceiling fan and wall art contribute to the inviting decor.

Apartment in Hoboken

Charming One Bedroom Apartment close to Path.

4.99 out of 5 average rating, 136 reviews

A spacious living and dining area features a wooden dining table with metallic chairs and a decorative centerpiece. A comfortable sofa is positioned with accent pillows, accompanied by a dark seating area. Soft lighting highlights the clean, modern atmosphere, with a plush area rug underfoot.

Apartment in East Meadow

"Home away from home" in Long Island, NY

Apartment in North Bergen

A rooftop terrace offers stunning views of the Manhattan skyline, featuring iconic buildings such as One World Trade Center. Green planters placed along the perimeter provide a touch of nature against the urban backdrop, with clear skies completing the expansive scene.

4.94 out of 5 average rating, 111 reviews

Cozy/clean Private apt. Easy 25 min commute NYCity

Show all

Other great vacation rentals in Stamford

Apartment in Downtown Stamford

A cozy outdoor seating area features bright yellow chairs arranged around a modern fire pit. Lush greenery including bamboo adds a natural touch, while large windows of a building reflect the surrounding space.

4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

4.93 out of 5 average rating, 320 reviews

A covered outdoor seating area features a combination of woven chairs and a sofa arranged around a stone floor. Soft lighting is provided by string lights overhead, while rustic wooden beams and walls create a warm, inviting backdrop.

Guesthouse in Southbury

Charming Guest Cottage with Modern Amenities

4.92 out of 5 average rating, 205 reviews

A private backyard area is seen, featuring a gravel patio with a gazebo, seating, and a picnic table. A grill is positioned nearby, and a fence encloses the space. Lush green grass borders the patio, complemented by a clear blue sky scattered with clouds.

Guesthouse in Milford

Chic Coastal Retreat: Modern Apt Steps from Beach

4.93 out of 5 average rating, 162 reviews

Home in Garrison

Hudson Valley Mountaintop Riverview

4.85 out of 5 average rating, 134 reviews

A spacious patio features a wooden deck with multiple steps leading up to seating areas, which includes two lounge chairs. A patio umbrella offers shade, and the fenced area surrounds the space, ensuring privacy. Lush green grass is present in the yard.

Home in Baldwin

Clarissa's Paradise

Cottage in Greenwood Lake

4.84 out of 5 average rating, 207 reviews

Cozy Cottage | HotTub & Family Rm | 1H fr NYC

4.99 out of 5 average rating, 140 reviews

A bright and airy living area features large windows allowing natural light to filter in. A wooden coffee table displays various books, complemented by a bouquet of flowers. Seating includes a light-colored armchair and a sofa adorned with patterned cushions, while a dining area is visible in the background.

Cottage in Guilford

"Red House on the Knoll" at Indian Cove