Holiday rentals in Stamford

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Top-rated holiday rentals in Stamford

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

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Guest favourite
The living area features a neutral color palette with a contemporary couch and a low coffee table. A bar-style dining area with high stools is visible, complemented by a 42-inch Roku TV mounted on the wall. Natural light enters through a window, enhancing the inviting ambiance.
Flat in Norwalk
4.91 out of 5 average rating, 353 reviews

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.

Top guest favourite
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.
Flat in Stamford
4.98 out of 5 average rating, 125 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 favourite
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
4.76 out of 5 average rating, 183 reviews

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.

Guest favourite
A cozy living room space is furnished with a dark sofa and a coffee table featuring a decorative arrangement. Shelving units display various decorative items, while natural light comes through a window dressed with sheer curtains.
Flat in Harbor Point
4.87 out of 5 average rating, 202 reviews

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

2 bedroom apartment in the Harbor Point area in Stamford, CT. Walking distance to the train station to NYC, restaurants, parks, shops & waterfront boardwalk. 5 minute drive to downtown. Bedrooms feature DWR memory foam mattresses (Sonno Prima) guaranteeing a great nights sleep. 40 inch Roku TV w live TV & access to hook up your favorite streaming services. The apartment is located on the third floor of a multi-family home and there are two flights of stairs to walk up to the apartment .

Guest favourite
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.
Flat in Stamford
4.85 out of 5 average rating, 155 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.

Top guest favourite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guest house in Pound Ridge
4.95 out of 5 average rating, 110 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Guest favourite
The balcony features a charming outdoor dining set with a table and two folding chairs. A spread of sliced bread, apples, and glasses of sparkling drink is arranged, overlooking a view of downtown Stamford, with a mix of buildings and greenery visible in the distance.
Flat in Stamford
4.89 out of 5 average rating, 131 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.

Guest favourite
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
4.81 out of 5 average rating, 252 reviews

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.

Guest favourite
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.
Flat in Stamford
4.96 out of 5 average rating, 112 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!

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.
Flat in West Side
4.85 out of 5 average rating, 106 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.

Superhost
A cozy living area is present, featuring a neutral-colored sofa draped with an orange throw. A round glass coffee table is positioned in front of the sofa, set on a patterned area rug. Natural light filters through sheer curtains, illuminating the blue walls decorated with artwork.
Flat in Glenbrook
4.78 out of 5 average rating, 206 reviews

Downtown "Blue Nest" apartment

Cozy, adorable, updated and fully decorated 1 bedroom apartment in a downtown building with garage & 24 hours security. Equipped with everything you might need. Come stay with us and discover Stamford through the eyes of a local talented artist. There are certain things about the building that I can't change - please read the whole description before booking

Top guest favourite
Home in West Side
4.99 out of 5 average rating, 185 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.

Popular amenities for Stamford holiday rentals

When is the best time to visit Stamford?

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Avg. price$161 SGD$163 SGD$167 SGD$168 SGD$180 SGD$197 SGD$206 SGD$185 SGD$185 SGD$190 SGD$179 SGD$174 SGD
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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 holiday rentals in Stamford

  • Total holiday rentals

    Explore 500 holiday rentals in Stamford

  • Nightly prices starting at

    Stamford holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 16,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wifi availability

    500 of Stamford holiday rentals include wifi 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!

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