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Vacation rentals in Stamford

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Quick stats about vacation rentals in Stamford

  • Total vacation rentals

    Explore 470 vacation rentals in Stamford

  • Nightly prices starting at

    Stamford vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 17,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wifi availability

    460 of Stamford vacation 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!

Top-rated vacation rentals in Stamford

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

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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.
Apartment in Stamford

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

4.94 out of 5 average rating, 146 reviews
Superhost
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

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.

4.83 out of 5 average rating, 222 reviews
Superhost
Condo in Stamford

Downtown gem w/ parking, Wi-Fi+!

Enjoy a stylish experience at this centrally-located downtown gem! Whether looking to explore NYC or stay local to enjoy our great city of Stamford, we have you covered. Walk into a fully equipped kitchen that makes preparing food or whipping up mixed drinks at the center island a breeze. Come enjoy convenience at it's finest! ✲ Free Parking spot! ✲ 5 Min walk into Downtown! ✲ 20 min walk to Metro to NYC! ✲ Nearby park w/ tennis & basketball courts! ✲ UConn, Stamford Hospital minutes away!

4.84 out of 5 average rating, 110 reviews
Guest favourite
Home in Stamford

A-Frame Loft Near Metro-North | Queen + Kitchen

Your own A-frame loft in quiet Springdale, Stamford. Walk to Metro-North, Grand Central in about an hour. NYC trips without NYC prices. More room than a hotel: a bedroom with queen bed, smart TV and vaulted ceilings, a separate living room, full kitchen and full bath. Self check-in, free parking, fast WiFi, pets welcome, Hope Street dining around the corner. 10 to 15 min to downtown, Harbor Point, Stamford Hospital and Chelsea Piers CT. Great for work trips, NYC weekends and monthly stays.

4.96 out of 5 average rating, 24 reviews
Superhost
Home in Stamford

5BR Beach House, Game Room + Huge Backyard

Escape to this spacious 5-bedroom Shippan beach home, designed for families and groups to relax, reconnect and have fun together. Just a short walk from West Beach, the home features a huge private fenced backyard, two large decks, fire pit, game room, pool table, ping pong, foosball and plenty of indoor and outdoor space for everyone to spread out Located just minutes from Downtown Stamford and Metro-North, it’s an ideal home base for family getaways, group stays and corporate retreats

4.94 out of 5 average rating, 108 reviews
Superhost
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.
Apartment in Stamford

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 .

4.86 out of 5 average rating, 239 reviews
Top guest favourite
Apartment in Old Greenwich

Cozy 3BR Stay in Stamford & Near Old Greenwich

Comfortable 3-bedroom apartment in a quiet Stamford neighborhood, located behind the beautiful Innis Arden Golf Club and close to Wings Arena. Each bedroom features a queen bed, bedside table with charging station, and lamp. The master bedroom includes a TV and a small workspace. The home also offers a brand new kitchen with ample cabinet space and an in-unit washer and dryer. Guests enjoy a convenient location near Old Greenwich, downtown Stamford, beach parks, and the train station.

5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Stamford

Modern Luxury 1BR | Heart of Downtown Stamford

Fully renovated modern 1BR plus Sleeper Sofa with Queen Gel Mattress in the heart of Downtown Stamford with a private entrance for added privacy and a boutique-style feel. Just one block from top restaurants, bars, Supermarket, pharmacy, movie theaters, and parks. Walking distance to Metro-North for fast, easy NYC access. Enjoy free private parking, a fully equipped kitchen for all your needs, washer/dryer, a stylish, cozy space designed for comfort, convenience, and a seamless stay.

4.91 out of 5 average rating, 32 reviews
Superhost
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

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.

4.86 out of 5 average rating, 179 reviews
Guest favourite
Home in Stamford

Family Fun! Pool, Gameroom, Yard | 5 min to Train

Welcome to our family-friendly 2-story Cape Cod! Enjoy a private fenced-in pool, game room and: - Expansive fenced backyard w/ grill + pool - Game room: foosball table w/ Roku TV - 4 bedrms: 2 king, 1 queen, 2 Twin XL - Pack&Play cribs for kids - High-Speed 1 Gig Fiber-optic internet & 2 desks - Private parking for 2 cars with additional free street parking - 3 full baths, stocked kitchen, washer/dryer, - 8min to Downtown/UConn, 5min to Train Station (50m Express to Grand Central)

4.98 out of 5 average rating, 101 reviews
Top guest favourite
A sunroom features light blue walls complemented by natural light from the large windows. Two rocking chairs are positioned beside a wooden table. Decorative mirrors reflect the cozy ambiance, while soft curtains frame the windows, providing a serene and inviting space.
Home in Stamford

Seashell Bungalow | 3 Bed 1 Bath | Beach House

Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfect for those looking to enjoy the tranquility of the beach with the city life nearby. Outdoor dining area - perfect for summer evening relaxation. Fully equipped for fun and adventure - paddle boards and various games available. Ideal for family vacations or a friends’ getaway. Book your stay today and enjoy an unforgettable beachside adventure!

4.98 out of 5 average rating, 121 reviews
Superhost
Home in Stamford

Walkable Townhouse with Garage 45 min to NYC

Please add us to your wishlist for easy access, or message us if you have any questions! -Walk to Downtown Stamford -Free attached parking garage -Minutes from the train station, I-95, and hospital -Shared backyard for relaxing, grilling, or enjoying a quiet morning coffee A relaxing and worry-free stay just minutes from everything you need, ideal for families, business travelers, or long-term guests looking for comfort and convenience.

4.88 out of 5 average rating, 120 reviews

Popular amenities for Stamford vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Stamford's top sights

Stamford Museum and Nature Center-W

48 locals recommend

Bruce Museum

43 locals recommend

Stamford Town Center

41 locals recommend

West Beach

35 locals recommend

Majestic 6

25 locals recommend

Mianus River State Park

23 locals recommend

Other great vacation rentals in Stamford

Top guest favourite
Apartment in Stamford

Bright Suite NEW | Kitchenette & Workspace

5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Norwalk

Spacious Retreat with Game Room, 60 min to NYC

4.96 out of 5 average rating, 47 reviews
Top guest favourite
An open-concept living area features a neutral-toned sofa and a contemporary coffee table, complemented by a plush area rug. Large glass doors provide ample natural light and showcase access to the private deck. A serene bedroom area is visible in the background, enhancing the overall spacious appearance.
Apartment in Stamford

Solara – Luxury 1BR Downtown

5.0 out of 5 average rating, 48 reviews
Superhost
A spacious sectional couch in a soft blue hue is situated against a light wall, complemented by a cozy throw draped over one arm. A round glass coffee table with a decorative tray sits on a patterned area rug, enhancing the living space's modern design.
Apartment in Stamford

Modern Luxe 1BR Downtown Stamford Getaway

4.89 out of 5 average rating, 62 reviews
Top guest favourite
The spacious living room features a light-toned sectional sofa complemented by a wooden coffee table. Natural light enters through a nearby window, illuminating the neutral décor. A decorative plant adds a touch of greenery, while a dining area is visible through an adjoining doorway.
Apartment in Stamford

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

4.99 out of 5 average rating, 88 reviews
Guest favourite
Apartment in Stamford

Stamford Grand Apartment

4.96 out of 5 average rating, 84 reviews
Top guest favourite
A wooden deck is shown with two lounge chairs and a small table. A grill is visible in the background, with lush greenery surrounding the area. Large glass doors lead into the interior of the home, creating a seamless connection between indoor and outdoor spaces.
Home in Stamford

Modern Tranquil Home In Connecticut- 40 min to NYC

4.94 out of 5 average rating, 35 reviews
Guest favourite
A modern kitchen and dining area are showcased, featuring sleek wooden cabinetry and a large center island with seating. Pendant lighting casts a warm glow over the dining table, while a rug adds a touch of comfort to the hardwood floor.
Home in Norwalk

Fox Run 4 bedroom Private House

4.93 out of 5 average rating, 80 reviews

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.

Destinations to explore