Vacation rentals in Stamford

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Top-rated vacation rentals in Stamford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.94 out of 5 average rating, 141 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 favorite
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
4.83 out of 5 average rating, 210 reviews

Gem by the water+ firepit and all fenced backyard

An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. 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. The house has also a lower-level unit.

Top guest favorite
A tiny house with large windows is nestled among the trees, offering a secluded retreat. A wooden deck with stairs leads to the entrance. An outdoor dining space with an umbrella and a propane grill is visible alongside a gravel area, complemented by a playful dog on the lawn.
Tiny home in Wallkill
4.99 out of 5 average rating, 361 reviews

Get Away to "Hygge" Tiny House on 75 Private Acres

Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Guest favorite
A spacious living area features a large, U-shaped sectional sofa with various cushions in neutral tones and accents. A wooden coffee table with a candle sits in front, while a wall displays a simple black and white 'LOVE' art piece, enhancing the cozy atmosphere.
Apartment in Stamford
4.95 out of 5 average rating, 191 reviews

Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis

Enjoy this stylish 3-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! 2rd Fl. Unit use stairs.

Top guest favorite
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, 217 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

Guest favorite
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
4.87 out of 5 average rating, 171 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.

Guest favorite
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 Stamford
4.93 out of 5 average rating, 233 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 bedroom is presented with a large window providing natural light, framed by dark curtains. The spacious bed features a patterned blanket, while a plush bench sits at the foot of the bed. A ceiling fan offers comfort, and wall art adds a decorative touch.
Apartment in Stamford
4.84 out of 5 average rating, 114 reviews

Stamford’s Island Inspired Efficiency

This island-themed efficiency apartment offers comfort, style and convenience. After waking up on the memory foam mattress and before enjoying all the conveniences that downtown Stamford has to offer, or taking the nearby train to Manhattan, start your day by waking up to turquoise waters and seashells, sipping on different flavors of coffee or tea, and snacking on the light breakfast items provided.

Top guest favorite
Home in Fairfield
4.99 out of 5 average rating, 108 reviews

Renovated Cape Near beach, with Fire Pit and BBQ

Beautifully renovated 3-bed, 2-bath home perfect for families or groups of up to 9. Features a cozy fireplace, fully equipped kitchen, dedicated workspace, and a patio with a fire pit & BBQ. Located in a quiet neighborhood minutes from Fairfield University and Fairfield beaches, this bright and inviting space is your ideal retreat. Enjoy modern amenities and a seamless self-check-in experience.

Guest favorite
An open studio layout features a dining island with black chairs, a cozy couch in the corner, and a spacious bed made with neutral bedding. Decorative walls showcase intricate designs, while numerous pendant lights hang from the ceiling, illuminating the area. Large windows provide natural light.
Guesthouse in Peekskill
4.93 out of 5 average rating, 319 reviews

Peekskill Carriage House Downtown Studio

Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com

Top guest favorite
Home in Stamford
4.99 out of 5 average rating, 201 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.

Top guest favorite
A mid-century octagonal house is surrounded by lush greenery, featuring large glass windows that offer generous natural light. A wooden deck extends from the entry, framed by a black railing. The serene hilltop location provides a peaceful retreat in nature.
Home in New Windsor
4.92 out of 5 average rating, 145 reviews

View House

Magnificent views from this fully renovated octagonal, mid-century glass house on secluded hilltop site. Views of and close access to Storm King Art Center, Schunnemunk State Park, Black Rock Forest. 60 mi from Manhattan, Town of Cornwall, NY. Perfect getaway from the city.

Popular amenities for Stamford vacation rentals

When is the best time to visit Stamford?

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Frequently Asked Questions

  • What are the best places to stay in Stamford?

    Stamford has stays in vibrant downtown neighborhoods with dining and entertainment, as well as more tranquil, leafy areas near parks. Vacation rentals range from modern apartments to homes suited for groups or families.

  • What are the best things to do in Stamford with kids?

    Families can explore Stamford Museum & Nature Center, discover hands-on exhibits at local science museums, or visit parks known for playgrounds and picnic lawns. Indoor play spaces are often recommended on rainy days.

  • What are some of the best things to do in Stamford?

    Explore the Stamford Museum & Nature Center, stroll waterfront at Cove Island Park, and browse local shops and galleries downtown. Seasonal events and farmer’s markets are frequently suggested for visitors.

  • How is the weather in Stamford?

    Stamford’s winters are chilly, averaging 24–38°F (-4–4°C), with snow and rain common. Summers see warmer days near 68–83°F (20–29°C), and spring and fall bring mild temperatures and periodic showers.

  • When is the best time to visit Stamford?

    Late spring and early autumn are often recommended for mild temperatures and outdoor events, with typical highs near 68°F (20°C) to 75°F (24°C). Summer brings vibrant festivals, while winter is known for holiday celebrations.

  • What are the best places to visit in Stamford?

    Explore Cove Island Park for waterfront trails, visit Stamford Museum & Nature Center for exhibits and nature walks, and experience art at the Fernando Luis Alvarez Gallery. The downtown area is known for its lively atmosphere.

  • What are some hiking trails in Stamford?

    Stamford has scenic trails at Mianus River Park and Cove Island Park, where visitors enjoy nature walks through forests and along the waterfront. The Stamford Museum & Nature Center features family-friendly paths.

  • What are some family activities we can do in Stamford?

    Families often explore interactive museums, walk the scenic waterfront, and enjoy parks with playgrounds or open green spaces. Seasonal festivals and local art workshops frequently appeal to visitors of all ages.

  • What are some of the best day trip ideas from Stamford?

    Around Stamford, visitors can discover beaches, explore historic neighboring towns, or plan a trip to botanical gardens and nature reserves. Vineyard tours and art museums in nearby communities are often recommended.

  • Are there any pet friendly accommodations available in Stamford?

    Many Stamford vacation rentals welcome pets, especially in neighborhoods with access to parks or walking trails. Downtown and residential areas frequently have pet-friendly stays and nearby outdoor spaces for pets.

  • What are some local tips for visiting Stamford?

    Explore parks early for peaceful morning walks, check local calendars for seasonal events, and sample diverse cuisine at smaller downtown restaurants. Weekdays tend to be quieter for touring art galleries and museums.

  • What is Stamford known for?

    Stamford is known for its waterfront parks, lively arts and business districts, and annual cultural festivals. The city has distinctive local dining, as well as a growing reputation for public art and green spaces.

  • What are the best hidden gems to explore in Stamford?

    Visitors often discover unique art spaces like the Fernando Luis Alvarez Gallery, quiet walking trails in Mianus River Park, and locally owned cafés with live performances. Smaller community gardens provide peaceful retreats.

  • What are the best foods to try in Stamford?

    Stamford’s dining scene includes New England seafood, locally made pizza, and meals featuring farm-fresh produce. International cuisines, such as Latin American and Italian, are frequently suggested by locals.

  • What should I bring for a trip to Stamford?

    Pack layers for variable northeastern weather, including a rain jacket and comfortable walking shoes for city or park exploration. Sunscreen is useful during warmer months, and a warm coat is needed in winter.

  • What is the nightlife in Stamford like?

    Stamford’s nightlife combines laid-back pubs, bars with live music, and restaurants hosting evening entertainment. Around downtown, visitors explore welcoming lounges, and many venues feature local DJs or acoustic performances.

  • What are the most popular events or festivals in Stamford?

    Stamford has arts festivals in late spring, live music events in summer, and holiday parades that draw crowds during the winter. Food and cultural celebrations downtown are also frequently suggested.

  • Are there family friendly vacation rentals in Stamford?

    Stamford has family-friendly vacation rentals with extra living space, kitchens, and proximity to parks or playgrounds. Downtown and quieter suburban areas are both common choices for groups or families.

Quick stats about vacation rentals in Stamford

  • Total vacation rentals

    Explore 450 vacation rentals in Stamford

  • Nightly prices starting at

    Stamford vacation rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 16,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Stamford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Stamford rentals

  • 4.8 Average rating

    Stamford stays are highly rated by guests—averaging 4.8 out of 5!