House vacation rentals in Stamford

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Top-rated house rentals in Stamford

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

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Top guest favorite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.92 out of 5 average rating, 131 reviews

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Top guest favorite
A rustic barn-style home features a wooden exterior with multiple large windows, enhancing natural light. A spacious elevated deck is surrounded by lush greenery, while an outdoor umbrella offers shade. The setting is serene, with a glimpse of the nearby brook and wooded area.
Home in Fairfield
4.96 out of 5 average rating, 333 reviews

Luxurious Barn With New England Charm

Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

Guest favorite
A cozy living area features a large leather sofa adorned with soft, decorative pillows. A wooden coffee table is set with a small platter of snacks and a bottle of wine. A leafy indoor plant and bright natural light enhance the inviting space.
Home in White Plains
4.87 out of 5 average rating, 229 reviews

Bright&Comfy 2bed/1ba in quiet duplex

Bright, comfortable & quiet! Just outside downtown White Plains, this home has a relaxing living space with thoughtful touches. It offers easy accessibility to New York City (35 min Via Metro North) and Westchester (via highways and local buses). The house is set up for WFH, with great wifi via Verizon. It's an easy jump off spot for a fun weekend in Westchester. It comes with a dedicated parking spot, never worry about your vehicle! Bars, restaurants, shopping, groceries are all minutes away!

Top guest favorite
A comfortable living room is featured, with a gray sofa and two wooden chairs positioned around a small, circular coffee table. Natural light filters through large windows, illuminating light-colored walls and warm wooden flooring.
Home in Milford
4.99 out of 5 average rating, 143 reviews

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Superhost
The entrance features a charming porch framed by white railings, with potted plants adding greenery. A welcoming front door is accentuated by patriotic decorations, and a small seating area is visible beside lush greenery and a well-maintained lawn.
Home in Fairfield
4.89 out of 5 average rating, 125 reviews

Fairfield 2nd Floor · 2 Rms · Full Bath · Parking

ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bathroom Exclusive Driveway Parking➕locked entrance leading airbnb, separate from full-time renters on 1st FL Heat & Cool: wall-mounted AC➕portable Dyson ➕ Central AC w/2 sensors - host adjustable remotely TV is Screen only, works with Bluetooth & Chromecast, NO Services Kitchenette: heat/store food (NO cooking), allows affordable stay in affluent Fairfield Town Professional Clean Service Host Assistance Virtually

Guest favorite
Home in Wilton
4.96 out of 5 average rating, 139 reviews

The Cozy Little Cottage

Charming guest apartment on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our 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. We have a twin air mattress for use in the living room.

Top guest favorite
The kitchen features modern gray cabinetry with ample counter space. Stainless steel appliances, including a refrigerator and dishwasher, are visible. A large window allows natural light to fill the room. A dining area with a table and chairs is situated nearby.
Home in Fairfield
5 out of 5 average rating, 121 reviews

Peaceful Suburban Colonial w/New Kitchen.

Looking for a clean, cozy, secluded suburban escape that's still close to great shopping, Long Island Sound, and the two Fairfield Universities? Look no further than this newly renovated colonial on a quiet tree-lined street with no through traffic. A park and basketball are just at the end of the street. Trader Joes and other great shopping are a 2 minute drive away. Sacred Heart and Fairfield U are 5 minutes away. We're right across the street in case any of us forgot anything :).

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
4.84 out of 5 average rating, 192 reviews

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.

Top guest favorite
Home in Fairfield
4.96 out of 5 average rating, 181 reviews

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.

Superhost
Home in West Side
4.89 out of 5 average rating, 100 reviews

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

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.

Guest favorite
A small seating area features a patterned bench with decorative pillows, situated against a light grey wall. Above the bench, a framed floral print adds a touch of color. A potted plant stands beside the bench on a slender black stand.
Home in St. Albans
4.89 out of 5 average rating, 105 reviews

The Royal Oasis 1bedroom deluxe

Private space 13 min away from JFK airport, 5 minutes from air train, 20 minutes from LaGuardia Airport, 10 minutes from Jamaica Hospital and 15 minutes from other surrounding hospitals. 25 minutes from manhattan, 5 blocks away from Merrick Blvd where you can find supermarkets, frequent public transportation, restaurants, laundromats, hair salons, barber shops, delis and not to mention a buzzing night life.

Guest favorite
The outdoor space features a spacious wooden deck with a dining table and chairs, surrounded by a lush green lawn. A fire pit is present, with a few seating chairs arranged nearby. The house is shown in the background, complemented by clear blue skies.
Home in Stamford
4.94 out of 5 average rating, 117 reviews

Stylish Beach Home near Downtown/Cove Beach

This spacious 5 bedroom home with water views and a lot of natural light tucked away in a quiet and serene residential neighborhood. The house is perfect for a large family or a corporate retreat. If this property is booked for the dates you selected, click on the profile to see our other amazing properties in Stamford.

Popular amenities for Stamford house rentals

When is the best time to visit Stamford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ650ﺩ.ﺇ610ﺩ.ﺇ661ﺩ.ﺇ804ﺩ.ﺇ742ﺩ.ﺇ1,032ﺩ.ﺇ900ﺩ.ﺇ885ﺩ.ﺇ676ﺩ.ﺇ779ﺩ.ﺇ764ﺩ.ﺇ735
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Quick stats about house rentals in Stamford

  • Total vacation rentals

    Explore 160 vacation rentals in Stamford

  • Nightly prices starting at

    Stamford vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 5,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Stamford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Stamford rentals

  • 4.8 Average rating

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

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